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Experience refined coastal living at Sutton Place on Longboat Key, where an effortless Gulf-to-Bay lifestyle awaits. Ideally situated mid-key, this premier address offers rare peace of mind alongside private beach access just to the north at 4415 Gulf of Mexico Drive. Beyond the sand, you are minutes from St. Armands Circle, downtown Sarasota, and Anna Maria Island, and only a half-mile from Bayfront Park’s pickleball courts, dog park, playground, and walking trails. Sutton Place provides an exceptional suite of resort-style amenities. On the Gulf side, enjoy a covered beachfront pavilion with gated ample parking, restrooms, tables, outdoor showers, chair storage, and beach lockers ($30/yr). Bayside, take advantage of two heated pools, an active clubhouse, BBQ areas, a fishing pier, and a marina with boat slips for vessels up to 23’ ($300/yr), plus a kayak launch with storage ($150/yr; two kayaks included in the sale). A new 38’x33’ fitness center and sauna facility is also underway. The community is pet-friendly (two pets up to 25 lbs) and permits flexible 1-month minimum leasing twice per year. Inside this spacious 3-bedroom, 2.5-bathroom, 1,450-sq-ft townhouse, large diagonal porcelain tile flooring flows seamlessly throughout the entire property. The living and dining spaces feature classic plantation shutters, a ceiling fan, and a deep 7’x3’ under-stair storage closet. The well-appointed kitchen is outfitted with a sleek Samsung stainless steel appliance package—complete with a convection oven and built-in microwave—and casual breakfast bar seating for two. Just off the kitchen, a dedicated spacious laundry room with a closing privacy door houses GE laundry units, the water heater, an exterior fire exit door, and generous cabinetry and shelving for additional storage. The attached 20’ x 18' 1-car garage features durable tile flooring, dual side bump-outs for extra gear, a secondary refrigerator, and extensive storage capacity. Out back, step through sliders to your private screened lanai, positioned directly west-facing with sunshades to capture breathtaking evening sunsets over serene greenbelt views. Ascend the carpeted staircase to the tranquil primary suite, highlighted by plantation shutters, custom closet built-ins, and an en-suite bath finished with designer tilework and a sleek, glass-enclosed walk-in shower. Down the hall, the second bedroom offers a generous walk-in closet, while the updated full guest bath features a quartz-topped vanity and a glass-enclosed walk-in shower. Full hurricane impact windows throughout ensure pin-drop quiet and restful nights in every room. Exceptional resilience comes standard at an 11’ baseline elevation, with zero water or wind damage from recent storms. Notable mechanicals and structural updates include full impact windows and sliders, a 2023 water heater, a 2018 HVAC maintained on an active service contract, and a clean 10-year milestone certification passed in January 2024.

3 Beds ⋅ 3 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code

Experience refined coastal living at Sutton Place on Longboat Key, where an effortless Gulf-to-Bay lifestyle awaits. Ideally situated mid-key, this premier address offers rare peace of mind alongside private beach access just to the north at 4415 Gulf of Mexico Drive. Beyond the sand, you are minutes from St. Armands Circle, downtown Sarasota, and Anna Maria Island, and only a half-mile from Bayfront Park’s pickleball courts, dog park, playground, and walking trails. Sutton Place provides an exceptional suite of resort-style amenities. On the Gulf side, enjoy a covered beachfront pavilion with gated ample parking, restrooms, tables, outdoor showers, chair storage, and beach lockers ($30/yr). Bayside, take advantage of two heated pools, an active clubhouse, BBQ areas, a fishing pier, and a marina with boat slips for vessels up to 23’ ($300/yr), plus a kayak launch with storage ($150/yr; two kayaks included in the sale). A new 38’x33’ fitness center and sauna facility is also underway. The community is pet-friendly (two pets up to 25 lbs) and permits flexible 1-month minimum leasing twice per year. Inside this spacious 3-bedroom, 2.5-bathroom, 1,450-sq-ft townhouse, large diagonal porcelain tile flooring flows seamlessly throughout the entire property. The living and dining spaces feature classic plantation shutters, a ceiling fan, and a deep 7’x3’ under-stair storage closet. The well-appointed kitchen is outfitted with a sleek Samsung stainless steel appliance package—complete with a convection oven and built-in microwave—and casual breakfast bar seating for two. Just off the kitchen, a dedicated spacious laundry room with a closing privacy door houses GE laundry units, the water heater, an exterior fire exit door, and generous cabinetry and shelving for additional storage. The attached 20’ x 18' 1-car garage features durable tile flooring, dual side bump-outs for extra gear, a secondary refrigerator, and extensive storage capacity. Out back, step through sliders to your private screened lanai, positioned directly west-facing with sunshades to capture breathtaking evening sunsets over serene greenbelt views. Ascend the carpeted staircase to the tranquil primary suite, highlighted by plantation shutters, custom closet built-ins, and an en-suite bath finished with designer tilework and a sleek, glass-enclosed walk-in shower. Down the hall, the second bedroom offers a generous walk-in closet, while the updated full guest bath features a quartz-topped vanity and a glass-enclosed walk-in shower. Full hurricane impact windows throughout ensure pin-drop quiet and restful nights in every room. Exceptional resilience comes standard at an 11’ baseline elevation, with zero water or wind damage from recent storms. Notable mechanicals and structural updates include full impact windows and sliders, a 2023 water heater, a 2018 HVAC maintained on an active service contract, and a clean 10-year milestone certification passed in January 2024.

575 Sutton Place, Longboat Key

3070 Grand Bay Boulevard Unit 645, Longboat Key

$925,000

Fully renovated 2BR/2BA Grand Bay condo with 2 parking spaces and Sarasota Bay and downtown views. Bright interiors feature easy-care tile floors and a kitchen with quartz counters, breakfast bar, and high-end appliances. Partially furnished with Robb & Stuckey pieces. A large wraparound balcony overlooks the Longboat Key Club golf course, Sarasota Bay, and downtown Sarasota. This gated community offers 24/7 guards, on-site management, and a clubhouse with fitness center and party room with bar and chef’s kitchen. Outside, enjoy the pool, spa, wading pool, grill area, and tennis courts. Bay Isles’ private beach club offers a pavilion, grills, and beach volleyball. Sidewalks throughout. Walk to Publix, CVS Pharmacy, a nail salon, and other shops. Optional Longboat Key Club membership (separate fee): 45 holes of golf, marina, beach club, spa, Har-Tru tennis courts, pickleball courts, and 5 restaurants. Resort-style living, ready to enjoy.

2 Beds ⋅ 2 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

Fully renovated 2BR/2BA Grand Bay condo with 2 parking spaces and Sarasota Bay and downtown views. Bright interiors feature easy-care tile floors and a kitchen with quartz counters, breakfast bar, and high-end appliances. Partially furnished with Robb & Stuckey pieces. A large wraparound balcony overlooks the Longboat Key Club golf course, Sarasota Bay, and downtown Sarasota. This gated community offers 24/7 guards, on-site management, and a clubhouse with fitness center and party room with bar and chef’s kitchen. Outside, enjoy the pool, spa, wading pool, grill area, and tennis courts. Bay Isles’ private beach club offers a pavilion, grills, and beach volleyball. Sidewalks throughout. Walk to Publix, CVS Pharmacy, a nail salon, and other shops. Optional Longboat Key Club membership (separate fee): 45 holes of golf, marina, beach club, spa, Har-Tru tennis courts, pickleball courts, and 5 restaurants. Resort-style living, ready to enjoy.

3070 Grand Bay Boulevard Unit 645, Longboat Key

2425 Gulf Of Mexico Drive Unit 1E, Longboat Key

$1,450,000

Welcome to unit 1E at Sea Gate Club on beautiful Longboat Key. This is the gorgeous, newly remodeled Beachfront walkout unit that you've been waiting for! Do you prefer to live like a single family home, no elevator, and walk straight out to the sandy beach in less than 100 steps? Then this is the One! Perfectly positioned near mid-island, and close to shopping at Publix or CVS. 2 bedrooms with direct Gulf views, plus 2 lovely bathrooms with large walk-in showers, open floor plan with split bedrooms on opposite sides of the unit. New kitchen cabinets, new quartz countertops, all new appliances. Lives like a single family home as you don't have to ride an elevator, or cover up to go to the beach. Just an easy walk-in/out of your private patio to get to the beach and pool. Sea Gate Club condos are comprised of 89 units, spread across 15 floors. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. Now is the perfect time to buy in this beautiful building, as there are NO current or pending assessments! Hurry before it's gone, this one is beautiful!

2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code

Welcome to unit 1E at Sea Gate Club on beautiful Longboat Key. This is the gorgeous, newly remodeled Beachfront walkout unit that you've been waiting for! Do you prefer to live like a single family home, no elevator, and walk straight out to the sandy beach in less than 100 steps? Then this is the One! Perfectly positioned near mid-island, and close to shopping at Publix or CVS. 2 bedrooms with direct Gulf views, plus 2 lovely bathrooms with large walk-in showers, open floor plan with split bedrooms on opposite sides of the unit. New kitchen cabinets, new quartz countertops, all new appliances. Lives like a single family home as you don't have to ride an elevator, or cover up to go to the beach. Just an easy walk-in/out of your private patio to get to the beach and pool. Sea Gate Club condos are comprised of 89 units, spread across 15 floors. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. Now is the perfect time to buy in this beautiful building, as there are NO current or pending assessments! Hurry before it's gone, this one is beautiful!

2425 Gulf Of Mexico Drive Unit 1E, Longboat Key

1241 Gulf Of Mexico Drive Unit 803, Longboat Key

$3,195,000

The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include TWO under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.

3 Beds ⋅ 4 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code

The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include TWO under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.

1241 Gulf Of Mexico Drive Unit 803, Longboat Key

1591 Gulf Of Mexico Drive Unit 515, Longboat Key

$2,670,000

Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1 Beds ⋅ 2 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1591 Gulf Of Mexico Drive Unit 515, Longboat Key

1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key

$5,995,000

Experience an exceptional expression of Gulf-front living in this impeccably maintained penthouse at The Water Club on Longboat Key. Occupying the coveted northwest penthouse position on the 11th floor of Building One, this pristine residence encompasses approximately 3,400 square feet with three bedrooms and four-and-a-half baths. Three separate balconies capture sweeping views of the Gulf of America, providing inviting settings for morning coffee, alfresco relaxation, and spectacular sunsets. An under-building parking space and an additional semi-private garage complement this distinguished waterfront offering. Set within 16 acres of magnificent beachfront grounds, The Water Club offers an extraordinary collection of amenities that extends the comforts of home well beyond your residence. The beautifully renovated, 18,000-square-foot clubhouse provides elegant spaces for relaxation, recreation, and entertaining, including a club room with billiards, a library with fireplace, and a ballroom with catering kitchen. Four lighted Har-Tru tennis courts, a heated junior Olympic pool, hot tub, spa, and fitness center create a resort experience, while a firepit, grills, and direct access to a beautiful stretch of beach invite you to embrace the coastal lifestyle. Gated security, concierge services, on-site management, and climate-controlled storage add everyday comfort and convenience. Ideally situated at the southern end of Longboat Key, this residence places you minutes from the boutiques and dining of St. Armands Circle, downtown Sarasota’s vibrant waterfront and cultural attractions, and an array of exceptional restaurants. Nearby conveniences include Publix and CVS, with the Longboat Key Club’s golf, tennis, and dining offerings close at hand. The neighboring St. Regis further enhances this desirable coastal setting, and Sarasota Bradenton International Airport is approximately 20 minutes away. Welcoming up to two pets, The Water Club is equally appealing as a full-time residence or a refined seasonal retreat. Discover the rare combination of penthouse privacy, generous living spaces, captivating Gulf views, and an exceptional beachfront lifestyle. Schedule your private showing today.

3 Beds ⋅ 5 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code

Experience an exceptional expression of Gulf-front living in this impeccably maintained penthouse at The Water Club on Longboat Key. Occupying the coveted northwest penthouse position on the 11th floor of Building One, this pristine residence encompasses approximately 3,400 square feet with three bedrooms and four-and-a-half baths. Three separate balconies capture sweeping views of the Gulf of America, providing inviting settings for morning coffee, alfresco relaxation, and spectacular sunsets. An under-building parking space and an additional semi-private garage complement this distinguished waterfront offering. Set within 16 acres of magnificent beachfront grounds, The Water Club offers an extraordinary collection of amenities that extends the comforts of home well beyond your residence. The beautifully renovated, 18,000-square-foot clubhouse provides elegant spaces for relaxation, recreation, and entertaining, including a club room with billiards, a library with fireplace, and a ballroom with catering kitchen. Four lighted Har-Tru tennis courts, a heated junior Olympic pool, hot tub, spa, and fitness center create a resort experience, while a firepit, grills, and direct access to a beautiful stretch of beach invite you to embrace the coastal lifestyle. Gated security, concierge services, on-site management, and climate-controlled storage add everyday comfort and convenience. Ideally situated at the southern end of Longboat Key, this residence places you minutes from the boutiques and dining of St. Armands Circle, downtown Sarasota’s vibrant waterfront and cultural attractions, and an array of exceptional restaurants. Nearby conveniences include Publix and CVS, with the Longboat Key Club’s golf, tennis, and dining offerings close at hand. The neighboring St. Regis further enhances this desirable coastal setting, and Sarasota Bradenton International Airport is approximately 20 minutes away. Welcoming up to two pets, The Water Club is equally appealing as a full-time residence or a refined seasonal retreat. Discover the rare combination of penthouse privacy, generous living spaces, captivating Gulf views, and an exceptional beachfront lifestyle. Schedule your private showing today.

1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key

6750 Gulf Of Mexico Drive Unit 178, Longboat Key

$449,000

Whitney Beach Community – Turnkey Furnished. Enjoy the best of beach-to-bay living in Whitney Beach on Longboat Key’s peaceful north end. This two-bedroom, two-bath corner residence offers Gulf views from the front terrace and the privacy and natural light of an end unit. Ideally situated on the second floor, this 1,241-square-foot, pet-friendly home features hurricane-impact windows and shutters, inviting living spaces, and a spacious screened lanai overlooking a sparkling pool and lush tropical surroundings. The open kitchen and living area create an easy flow for everyday living and entertaining, while two generously sized bedrooms, each with an en-suite bath, provide comfortable retreats for owners and guests. Thoughtful updates complement the home’s bright, airy feel. Start your morning with coffee on the lanai, unwind with a favorite book, or simply enjoy the birds and wildlife just beyond your door. Whitney Beach offers access to both the Gulf of Mexico and Sarasota Bay. A short stroll across Gulf of Mexico Drive leads to deeded private beach access, where white sand, turquoise water, and community beach chairs await. On the bay side, enjoy fishing from the docks or exploring the shoreline by kayak. Community amenities include three pools, tennis and pickleball courts, shuffleboard, barbecue stations, kayak storage and launch facilities, and walking paths through beautifully landscaped grounds. Boat slips are available through community assignment or sublease, subject to availability. Located next to Whitney Plaza with restaurants, coffee shops, boutiques, and fitness and Pilates studios adding convenience to this relaxed island setting. With rentals permitted for a minimum of two months, six times annually, this inviting residence offers flexibility as a seasonal getaway or a place to settle in and savor Longboat Key living.

2 Beds ⋅ 2 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code

Whitney Beach Community – Turnkey Furnished. Enjoy the best of beach-to-bay living in Whitney Beach on Longboat Key’s peaceful north end. This two-bedroom, two-bath corner residence offers Gulf views from the front terrace and the privacy and natural light of an end unit. Ideally situated on the second floor, this 1,241-square-foot, pet-friendly home features hurricane-impact windows and shutters, inviting living spaces, and a spacious screened lanai overlooking a sparkling pool and lush tropical surroundings. The open kitchen and living area create an easy flow for everyday living and entertaining, while two generously sized bedrooms, each with an en-suite bath, provide comfortable retreats for owners and guests. Thoughtful updates complement the home’s bright, airy feel. Start your morning with coffee on the lanai, unwind with a favorite book, or simply enjoy the birds and wildlife just beyond your door. Whitney Beach offers access to both the Gulf of Mexico and Sarasota Bay. A short stroll across Gulf of Mexico Drive leads to deeded private beach access, where white sand, turquoise water, and community beach chairs await. On the bay side, enjoy fishing from the docks or exploring the shoreline by kayak. Community amenities include three pools, tennis and pickleball courts, shuffleboard, barbecue stations, kayak storage and launch facilities, and walking paths through beautifully landscaped grounds. Boat slips are available through community assignment or sublease, subject to availability. Located next to Whitney Plaza with restaurants, coffee shops, boutiques, and fitness and Pilates studios adding convenience to this relaxed island setting. With rentals permitted for a minimum of two months, six times annually, this inviting residence offers flexibility as a seasonal getaway or a place to settle in and savor Longboat Key living.

6750 Gulf Of Mexico Drive Unit 178, Longboat Key

2185 Gulf Of Mexico Drive Unit 243, Longboat Key

$2,095,000

Enjoy sweeping views of the Gulf and its beautiful sandy beaches from this spacious penthouse residence at Villa di Lancia, an exclusive Gulf-front condominium community on Longboat Key. With just 38 residences set within approximately seven acres of beautifully landscaped grounds and 400 feet of beachfront, Villa di Lancia offers a level of privacy and exclusivity that is increasingly difficult to find. This three-bedroom, three-bath residence offers 2,445 square feet of living space, soaring 9'9" ceilings, and an expansive floor plan designed to take full advantage of its exceptional coastal setting. The main living and dining areas open onto a 195-square-foot balcony directly overlooking the Gulf, with a generous, covered area for shaded outdoor enjoyment. The primary suite also enjoys beautiful Gulf and beach views, while the two additional bedrooms look east across the golf course toward Sarasota Bay and the downtown Sarasota skyline. The second bedroom features an ensuite bathroom and walk-in closet, while the third bedroom, currently configured as a den, can easily be returned to its original use. Owned and meticulously maintained by the original owner, the residence is offered turnkey furnished and presents an excellent opportunity for a buyer to enjoy the property as it is or introduce their own design preferences over time. Interior features include a natural gas fireplace, solid-core doors, wood cabinetry, stone countertops, and a well-appointed kitchen with Shaker-style cabinetry, granite counters, a central island with pull-out drawers, and a built-in planning desk. The generous proportions and flexible floor plan provide considerable scope for those wishing to create a more contemporary interior. Villa di Lancia is a gated, beachfront community with a staffed gatehouse, direct beach access, a heated Olympic-length swimming pool and spa, Har-Tru tennis courts also marked for pickleball, a fitness center, sauna, and clubhouse. Onsite management and maintenance services complement the beautifully maintained grounds and extensive amenities. The residence also includes tandem garage parking accommodating two vehicles, a private storage unit, and access to an onsite EV charging station. Ideally located on the southern end of Longboat Key, Villa di Lancia is convenient to the restaurants and boutiques of St. Armands Circle, downtown Sarasota's cultural attractions, and the area's renowned boating, golf, and recreational opportunities. An exceptional opportunity to own a generously proportioned Gulf-front penthouse in one of Longboat Key's most established and intimate beachfront communities. This unit has one assigned parking space which is deep enough to fit two vehicles and a private storage unit. EV charging station on site.

3 Beds ⋅ 3 Baths ⋅ Villa Di Lancia SubDv. ⋅ 34228 Zip Code

Enjoy sweeping views of the Gulf and its beautiful sandy beaches from this spacious penthouse residence at Villa di Lancia, an exclusive Gulf-front condominium community on Longboat Key. With just 38 residences set within approximately seven acres of beautifully landscaped grounds and 400 feet of beachfront, Villa di Lancia offers a level of privacy and exclusivity that is increasingly difficult to find. This three-bedroom, three-bath residence offers 2,445 square feet of living space, soaring 9'9" ceilings, and an expansive floor plan designed to take full advantage of its exceptional coastal setting. The main living and dining areas open onto a 195-square-foot balcony directly overlooking the Gulf, with a generous, covered area for shaded outdoor enjoyment. The primary suite also enjoys beautiful Gulf and beach views, while the two additional bedrooms look east across the golf course toward Sarasota Bay and the downtown Sarasota skyline. The second bedroom features an ensuite bathroom and walk-in closet, while the third bedroom, currently configured as a den, can easily be returned to its original use. Owned and meticulously maintained by the original owner, the residence is offered turnkey furnished and presents an excellent opportunity for a buyer to enjoy the property as it is or introduce their own design preferences over time. Interior features include a natural gas fireplace, solid-core doors, wood cabinetry, stone countertops, and a well-appointed kitchen with Shaker-style cabinetry, granite counters, a central island with pull-out drawers, and a built-in planning desk. The generous proportions and flexible floor plan provide considerable scope for those wishing to create a more contemporary interior. Villa di Lancia is a gated, beachfront community with a staffed gatehouse, direct beach access, a heated Olympic-length swimming pool and spa, Har-Tru tennis courts also marked for pickleball, a fitness center, sauna, and clubhouse. Onsite management and maintenance services complement the beautifully maintained grounds and extensive amenities. The residence also includes tandem garage parking accommodating two vehicles, a private storage unit, and access to an onsite EV charging station. Ideally located on the southern end of Longboat Key, Villa di Lancia is convenient to the restaurants and boutiques of St. Armands Circle, downtown Sarasota's cultural attractions, and the area's renowned boating, golf, and recreational opportunities. An exceptional opportunity to own a generously proportioned Gulf-front penthouse in one of Longboat Key's most established and intimate beachfront communities. This unit has one assigned parking space which is deep enough to fit two vehicles and a private storage unit. EV charging station on site.

2185 Gulf Of Mexico Drive Unit 243, Longboat Key

4330 Falmouth Drive Unit 107, Longboat Key

$399,000

First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, two-bedroom, two-full-bath condominium in gated Longboat Harbour has hosted a lifetime of memories and is ready for its next chapter. Freshly painted and move-in ready, it opens through a glass-enclosed lanai straight onto the lawn and harbor, with boats docked a short distance away and Sarasota Bay beyond. Tile floors, plantation shutters and a bright kitchen with a pass-through to the dining area keep life easy. Being on the ground floor, you skip the elevator and stairs and enter right out to the pool, your covered parking and the path to the beach. Owners report no flood damage in their 25 years of ownership. Amenities include heated pools, a fitness center, a sauna, billiards and game rooms, a clubhouse, a putting green, shuffleboard, a fishing pier, grills, kayak storage and a private Gulf-side beach house across Gulf of Mexico Drive with parking, restrooms, showers and gear storage. Bayside sunrises, Gulf sunsets, Publix and dining nearby and SRQ about 13 miles. Owner financing is available; ask for the terms. Quick close is possible. Approximately $15,000 in 2027 rental bookings are already in place, according to the current owner.

2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code

First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, two-bedroom, two-full-bath condominium in gated Longboat Harbour has hosted a lifetime of memories and is ready for its next chapter. Freshly painted and move-in ready, it opens through a glass-enclosed lanai straight onto the lawn and harbor, with boats docked a short distance away and Sarasota Bay beyond. Tile floors, plantation shutters and a bright kitchen with a pass-through to the dining area keep life easy. Being on the ground floor, you skip the elevator and stairs and enter right out to the pool, your covered parking and the path to the beach. Owners report no flood damage in their 25 years of ownership. Amenities include heated pools, a fitness center, a sauna, billiards and game rooms, a clubhouse, a putting green, shuffleboard, a fishing pier, grills, kayak storage and a private Gulf-side beach house across Gulf of Mexico Drive with parking, restrooms, showers and gear storage. Bayside sunrises, Gulf sunsets, Publix and dining nearby and SRQ about 13 miles. Owner financing is available; ask for the terms. Quick close is possible. Approximately $15,000 in 2027 rental bookings are already in place, according to the current owner.

4330 Falmouth Drive Unit 107, Longboat Key

2110 Harbourside Drive Unit 523, Longboat Key

$628,000

Best value with SRQ Bay Views- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

3 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code

Best value with SRQ Bay Views- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

2110 Harbourside Drive Unit 523, Longboat Key

5320 Gulf Of Mexico Drive Unit 101, Longboat Key

$999,000

Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

3 Beds ⋅ 2 Baths ⋅ Longboat Landing Condominium SubDv. ⋅ 34228 Zip Code

Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

5320 Gulf Of Mexico Drive Unit 101, Longboat Key

3060 Grand Bay Boulevard Unit 124, Longboat Key

$1,699,000

Discover an exceptional opportunity to embrace the refined waterfront lifestyle at Grand Bay, one of Longboat Key’s most prestigious gated communities within Bay Isles. This beautifully updated 2-bedroom, 2.5-bath residence offers approximately 2,550 square feet of elegant living space, framed by sweeping views of Sarasota Bay, the manicured golf course, and the Sarasota skyline. From the moment you enter, warm wood floors, expansive living areas, and floor-to-ceiling windows create a sense of effortless sophistication. The living room opens through a wall of sliders to a private terrace, inviting morning coffee, sunset entertaining, and quiet moments above the water. A formal dining room with wet bar and wine refrigerator, along with a striking gourmet kitchen featuring stone countertops, an extended island, glass-panel cabinetry, pendant lighting, and premium stainless appliances, makes entertaining as seamless as it is memorable. The primary suite is a true sanctuary, opening to the terrace with panoramic bay views and featuring a spa-inspired bath with soaking tub, walk-in glass shower, dual vanities, and separate water closet. The guest suite offers its own terrace access and private en-suite bath, providing comfort and privacy for family and visitors. Life at Grand Bay extends well beyond the residence. Residents enjoy resort-caliber amenities including a clubhouse, two heated pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Membership to the Bay Isles Beach Club provides private Gulf-front access, complete with gated entry, pavilion, restrooms, showers, picnic areas, BBQ grills, and beach chair storage. The pet-friendly community also welcomes large dogs, making it easy to bring the whole family into this exceptional coastal setting. Ideally positioned behind the gates of the Longboat Key Club in Bay Isles, this residence places you minutes from celebrated dining, boutique shopping, golf, boating, and the cultural attractions of Sarasota. It is more than a home; it is a rare opportunity to live the quintessential Longboat Key lifestyle, where luxury, privacy, and waterfront beauty come together every day.

2 Beds ⋅ 3 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

Discover an exceptional opportunity to embrace the refined waterfront lifestyle at Grand Bay, one of Longboat Key’s most prestigious gated communities within Bay Isles. This beautifully updated 2-bedroom, 2.5-bath residence offers approximately 2,550 square feet of elegant living space, framed by sweeping views of Sarasota Bay, the manicured golf course, and the Sarasota skyline. From the moment you enter, warm wood floors, expansive living areas, and floor-to-ceiling windows create a sense of effortless sophistication. The living room opens through a wall of sliders to a private terrace, inviting morning coffee, sunset entertaining, and quiet moments above the water. A formal dining room with wet bar and wine refrigerator, along with a striking gourmet kitchen featuring stone countertops, an extended island, glass-panel cabinetry, pendant lighting, and premium stainless appliances, makes entertaining as seamless as it is memorable. The primary suite is a true sanctuary, opening to the terrace with panoramic bay views and featuring a spa-inspired bath with soaking tub, walk-in glass shower, dual vanities, and separate water closet. The guest suite offers its own terrace access and private en-suite bath, providing comfort and privacy for family and visitors. Life at Grand Bay extends well beyond the residence. Residents enjoy resort-caliber amenities including a clubhouse, two heated pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Membership to the Bay Isles Beach Club provides private Gulf-front access, complete with gated entry, pavilion, restrooms, showers, picnic areas, BBQ grills, and beach chair storage. The pet-friendly community also welcomes large dogs, making it easy to bring the whole family into this exceptional coastal setting. Ideally positioned behind the gates of the Longboat Key Club in Bay Isles, this residence places you minutes from celebrated dining, boutique shopping, golf, boating, and the cultural attractions of Sarasota. It is more than a home; it is a rare opportunity to live the quintessential Longboat Key lifestyle, where luxury, privacy, and waterfront beauty come together every day.

3060 Grand Bay Boulevard Unit 124, Longboat Key

3010 Grand Bay Boulevard Unit 416, Longboat Key

$2,495,000

An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3010 Grand Bay Boulevard Unit 416, Longboat Key

415 L Ambiance Drive Unit PH-F, Longboat Key

$12,995,000

Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

4 Beds ⋅ 4 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code

Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

415 L Ambiance Drive Unit PH-F, Longboat Key

693 Spanish Drive N Unit 24, Longboat Key

$423,750

Spanish Main Yacht Club is a 55+ community. There are 213 villa, ground-level attached condo units in this condo complex. It has a marina with boat docks, a clubhouse, swimming pool, shuffleboard courts, and private beach access. Signs are not permitted and the streets are private and maintained by the Association. Roof maintenance and replacement are the responsibility of individual unit owners. All marina and boating inquiries should be directed to the Dock Master, Ross Wenum. Docks and slips are allowed on a first come first serve basis with sizes from 14 feet to 40 feet. It has its own marina with direct access to Sarasota Bay. The boat must be fully owned by the unit owner, and the unit owner must be in residence 155 days of the calendar year. There is a $750 non-refundable application fee for a dock or boat slip. Small boats are $200 a year, medium boats are $250 a year and large boats are $300 a year. The monthly condo fee covers the insurance for the community common elements and exterior of the buildings, all property management, water, sewer, trash collection, lawn mowing, palm tree trimming, general maintenance of the common grounds and pool, and exterior painting. Unit owners are separately responsible for electricity, cable/internet, pest control, landscaping around their villas, and their unit property taxes. There is an area off the entrance to the right - the boneyard, named because of the historical bones found there. There is a maintenance building, a vehicle wash area, a community dumpster, overflow parking for extra vehicles, boat trailers, and RV's. This two-bedroom, two bathroom unit is 1,429 square feet of air-conditioned space with Kitchen, Living Room/Dining Room combination and an additional 225 square foot glassed-enclosed rear lanai (porch), for a total of 1,765 under roof. The current jalousie windows will be replaced with new hurricane windows in the near future and this has been paid for. Off this lanai is the inside utility room 7 x 9 with washer/dryer hook up (washer/dryer not included), and ample extra storage space. Each unit has its own carport with a 5 x 7 storage closet attached to the carport. The previous washer/dryer hookup is still there as is the new hot water heater. This unit has been totally renovated after the hurricanes of 2024 and has an all new interior inside the unit, new everything - flooring, painting, ceilings, all new stone countertops in Kitchen and both bathrooms, many new hurricane windows, new sliding glass doors and new front entry door. All new appliances, Kitchen, bathrooms, fixtures, plumbing and electricity, ceiling fans, HVAC system with the air-handler in the hallway attic and the condenser on the roof. This unit has not been lived in since the renovation has been completed. The unit is vacant, on Supra lockbox, easy to preview, show and buy. We are currently priced at $423,750 which is the lowest list price of the twelve units currently for sale.

2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code

Spanish Main Yacht Club is a 55+ community. There are 213 villa, ground-level attached condo units in this condo complex. It has a marina with boat docks, a clubhouse, swimming pool, shuffleboard courts, and private beach access. Signs are not permitted and the streets are private and maintained by the Association. Roof maintenance and replacement are the responsibility of individual unit owners. All marina and boating inquiries should be directed to the Dock Master, Ross Wenum. Docks and slips are allowed on a first come first serve basis with sizes from 14 feet to 40 feet. It has its own marina with direct access to Sarasota Bay. The boat must be fully owned by the unit owner, and the unit owner must be in residence 155 days of the calendar year. There is a $750 non-refundable application fee for a dock or boat slip. Small boats are $200 a year, medium boats are $250 a year and large boats are $300 a year. The monthly condo fee covers the insurance for the community common elements and exterior of the buildings, all property management, water, sewer, trash collection, lawn mowing, palm tree trimming, general maintenance of the common grounds and pool, and exterior painting. Unit owners are separately responsible for electricity, cable/internet, pest control, landscaping around their villas, and their unit property taxes. There is an area off the entrance to the right - the boneyard, named because of the historical bones found there. There is a maintenance building, a vehicle wash area, a community dumpster, overflow parking for extra vehicles, boat trailers, and RV's. This two-bedroom, two bathroom unit is 1,429 square feet of air-conditioned space with Kitchen, Living Room/Dining Room combination and an additional 225 square foot glassed-enclosed rear lanai (porch), for a total of 1,765 under roof. The current jalousie windows will be replaced with new hurricane windows in the near future and this has been paid for. Off this lanai is the inside utility room 7 x 9 with washer/dryer hook up (washer/dryer not included), and ample extra storage space. Each unit has its own carport with a 5 x 7 storage closet attached to the carport. The previous washer/dryer hookup is still there as is the new hot water heater. This unit has been totally renovated after the hurricanes of 2024 and has an all new interior inside the unit, new everything - flooring, painting, ceilings, all new stone countertops in Kitchen and both bathrooms, many new hurricane windows, new sliding glass doors and new front entry door. All new appliances, Kitchen, bathrooms, fixtures, plumbing and electricity, ceiling fans, HVAC system with the air-handler in the hallway attic and the condenser on the roof. This unit has not been lived in since the renovation has been completed. The unit is vacant, on Supra lockbox, easy to preview, show and buy. We are currently priced at $423,750 which is the lowest list price of the twelve units currently for sale.

693 Spanish Drive N Unit 24, Longboat Key

$675,000

Virtually Staged. Views! Views! Views! A must see! Experience coastal elegance and stunning water views in this beautifully renovated 2-bedroom, 2-bathroom villa located in the active Spanish Main Yacht Club waterfront community on Longboat Key. Porcelain tile flooring flows seamlessly throughout the home, highlighting a kitchen equipped with quartz countertops, stainless steel appliances, an undermount sink, custom tile herringbone backsplash, and generous cabinet space. Crown molding elevates the open living room, which leads into a large lanai framed by hurricane-grade windows and blinds that showcase views of the Bay. The primary bedroom features a walk-in closet, while both bathrooms display custom tile tastefully outfitted that completes this custom renovation. Outside, a large patio running along the back of the home offers privacy provided by natural wetlands, with Bay access just steps away to launch your kayak. Community amenities include private deeded beach access directly across the street, open water access with boat slips available for a nominal lease, a community heated swimming pool, and a clubhouse being newly refreshed. Enjoy beautifully landscaped grounds in a convenient location just minutes from St. Armands Circle and downtown Sarasota.

2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code

Virtually Staged. Views! Views! Views! A must see! Experience coastal elegance and stunning water views in this beautifully renovated 2-bedroom, 2-bathroom villa located in the active Spanish Main Yacht Club waterfront community on Longboat Key. Porcelain tile flooring flows seamlessly throughout the home, highlighting a kitchen equipped with quartz countertops, stainless steel appliances, an undermount sink, custom tile herringbone backsplash, and generous cabinet space. Crown molding elevates the open living room, which leads into a large lanai framed by hurricane-grade windows and blinds that showcase views of the Bay. The primary bedroom features a walk-in closet, while both bathrooms display custom tile tastefully outfitted that completes this custom renovation. Outside, a large patio running along the back of the home offers privacy provided by natural wetlands, with Bay access just steps away to launch your kayak. Community amenities include private deeded beach access directly across the street, open water access with boat slips available for a nominal lease, a community heated swimming pool, and a clubhouse being newly refreshed. Enjoy beautifully landscaped grounds in a convenient location just minutes from St. Armands Circle and downtown Sarasota.

917 Spanish Drive N, Longboat Key

5655 Gulf Of Mexico Drive Unit A107, Longboat Key

$775,000

Enjoy Gulf-front living and gorgeous water views in this move-in-ready, two-bedroom, two-bath waterfront condominium, perfectly positioned in an elevated community just steps from the beach. This home is in impeccable condition and is designed for relaxation, with a seamless blend of comfort, style, and convenience. It's being sold turnkey with lovely furnishings. The kitchen features new Samsung stainless steel appliances, plenty of counter space, and a comfortable sitting area. An open floor plan with a large living room, remote-controlled sunshades and three-panel impact sliding glass doors opens to an inviting screened lanai with a tropical ceiling fan, blurring the lines between indoor and outdoor living. There are ceiling fans in every room. The primary suite offers a large bath with a separate water closet and a huge walk-in closet. There are also impact sliders leading out to the lanai with a view of the Gulf. The guest suite is spacious with lots of closet space. The laundry is neatly tucked away and features Bosch machines. If you love the beach and enjoy stunning sunsets, Cedars West is really the perfect place to live. This location is within close proximity to our local restaurants (Lo-Key, Harry's and Hugos), convenience shopping, and all the amenities you’ll need to enjoy life here on Longboat Key. This community has tennis, a heated pool, BBQ area, bike racks, and kayak storage. Cedars East, just across the street, offers tennis membership with a world-class facility. This financially sound community offers peace of mind with a new roof and no assessments planned. With a liberal rental policy allowing up to 26 rentals/year, this property presents an exceptional investment opportunity while still offering the flexibility to enjoy your own beach getaway. There is a lockable owner's closet in the unit. You have to see this home to really appreciate how special it is.

2 Beds ⋅ 2 Baths ⋅ Cedars West Of Longboat Inc SubDv. ⋅ 34228 Zip Code

Enjoy Gulf-front living and gorgeous water views in this move-in-ready, two-bedroom, two-bath waterfront condominium, perfectly positioned in an elevated community just steps from the beach. This home is in impeccable condition and is designed for relaxation, with a seamless blend of comfort, style, and convenience. It's being sold turnkey with lovely furnishings. The kitchen features new Samsung stainless steel appliances, plenty of counter space, and a comfortable sitting area. An open floor plan with a large living room, remote-controlled sunshades and three-panel impact sliding glass doors opens to an inviting screened lanai with a tropical ceiling fan, blurring the lines between indoor and outdoor living. There are ceiling fans in every room. The primary suite offers a large bath with a separate water closet and a huge walk-in closet. There are also impact sliders leading out to the lanai with a view of the Gulf. The guest suite is spacious with lots of closet space. The laundry is neatly tucked away and features Bosch machines. If you love the beach and enjoy stunning sunsets, Cedars West is really the perfect place to live. This location is within close proximity to our local restaurants (Lo-Key, Harry's and Hugos), convenience shopping, and all the amenities you’ll need to enjoy life here on Longboat Key. This community has tennis, a heated pool, BBQ area, bike racks, and kayak storage. Cedars East, just across the street, offers tennis membership with a world-class facility. This financially sound community offers peace of mind with a new roof and no assessments planned. With a liberal rental policy allowing up to 26 rentals/year, this property presents an exceptional investment opportunity while still offering the flexibility to enjoy your own beach getaway. There is a lockable owner's closet in the unit. You have to see this home to really appreciate how special it is.

5655 Gulf Of Mexico Drive Unit A107, Longboat Key

775 Longboat Club Rd, 1008-1007, Longboat Key

$5,500,000

An extraordinary direct beachfront offering at The Beaches of Longboat Key featuring two penthouse residences thoughtfully combined into one expansive 3,954 sq ft home. This rare estate offers 4 bedrooms, 3.5 baths, and breathtaking panoramic views of the Gulf of Mexico, the Downtown Sarasota skyline, the Bay, and the Longboat Key Club golf course. Connected through a shared private foyer, the one-of-a-kind floor plan opens to highly flexible living spaces, making it perfect for creating a custom dream home or utilizing the existing layout for extended family, guests, or a live-in caretaker with the convenience of a secondary kitchen. The property is ideal for entertaining with separate catering and preparation spaces, or working from home with a dazzling view of the Gulf. High-end interior features include two primary suites with en-suite baths, large-format marble flooring throughout, custom wood built-ins, temperature-controlled walk-in wine room, and impact sliders and windows opening to multiple terraced outdoor spaces including a serene garden. Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club. More photos coming soon!

4 Beds ⋅ 4 Baths ⋅ Beaches Of Longboat Key SubDv. ⋅ 34228 Zip Code

An extraordinary direct beachfront offering at The Beaches of Longboat Key featuring two penthouse residences thoughtfully combined into one expansive 3,954 sq ft home. This rare estate offers 4 bedrooms, 3.5 baths, and breathtaking panoramic views of the Gulf of Mexico, the Downtown Sarasota skyline, the Bay, and the Longboat Key Club golf course. Connected through a shared private foyer, the one-of-a-kind floor plan opens to highly flexible living spaces, making it perfect for creating a custom dream home or utilizing the existing layout for extended family, guests, or a live-in caretaker with the convenience of a secondary kitchen. The property is ideal for entertaining with separate catering and preparation spaces, or working from home with a dazzling view of the Gulf. High-end interior features include two primary suites with en-suite baths, large-format marble flooring throughout, custom wood built-ins, temperature-controlled walk-in wine room, and impact sliders and windows opening to multiple terraced outdoor spaces including a serene garden. Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club. More photos coming soon!

775 Longboat Club Rd, 1008-1007, Longboat Key

775 Longboat Club Road Unit 304, Longboat Key

$1,295,000

At the southern tip of Longboat Key, just beyond the gated entrance to the Longboat Key Club, The Beaches is a premier gulf-front residence with resort-style amenities. Residents enjoy the private beach, 24-hour concierge service, two Har-Tru tennis courts, a heated beachfront pool and spa, a fitness center, and a club room with a catering kitchen. Unit 304 offers a split-bedroom floor plan and a wraparound terrace. From here, watch the sun rise over Sarasota Bay and the golf course, with partial Gulf views to the south and west. The fully updated interior features a gourmet kitchen with granite countertops, updated baths, and high-end flooring throughout. Windows and sliders are impact glass. The association has completed a number of improvements in recent years, including a new roof in March 2026. The quarterly HOA reflected in this listing is $10,075 for the last quarter of 2026 and is scheduled to decrease to $8,740 per quarter in 2027 (budget available upon request). If the private beach and pool are not enough, membership opportunities are available at the Longboat Key Club for Full Golf, Tennis, and Social categories. Here is your chance to have it all on the beach!

2 Beds ⋅ 2 Baths ⋅ Beaches Of Longboat Key SubDv. ⋅ 34228 Zip Code

At the southern tip of Longboat Key, just beyond the gated entrance to the Longboat Key Club, The Beaches is a premier gulf-front residence with resort-style amenities. Residents enjoy the private beach, 24-hour concierge service, two Har-Tru tennis courts, a heated beachfront pool and spa, a fitness center, and a club room with a catering kitchen. Unit 304 offers a split-bedroom floor plan and a wraparound terrace. From here, watch the sun rise over Sarasota Bay and the golf course, with partial Gulf views to the south and west. The fully updated interior features a gourmet kitchen with granite countertops, updated baths, and high-end flooring throughout. Windows and sliders are impact glass. The association has completed a number of improvements in recent years, including a new roof in March 2026. The quarterly HOA reflected in this listing is $10,075 for the last quarter of 2026 and is scheduled to decrease to $8,740 per quarter in 2027 (budget available upon request). If the private beach and pool are not enough, membership opportunities are available at the Longboat Key Club for Full Golf, Tennis, and Social categories. Here is your chance to have it all on the beach!

775 Longboat Club Road Unit 304, Longboat Key

2141 Harbourside Drive Unit 1203, Longboat Key

$1,399,000

Welcome to an exceptional turnkey, furnished, and newly renovated villa in Harbour Oaks, ideally located within Bay Isles in the heart of Longboat Key. This end-unit residence offers the right blend of natural warmth, contemporary finishes, and curated style. With high ceilings, abundant natural light, and a spacious floor plan, the home feels remarkably open and inviting. Note: All new impact-windows and doors. Warm hickory wood floors extend throughout the living areas, adding richness and character to the home's fresh, contemporary design. The impressive kitchen features an oversized island with a dramatic waterfall-edge quartz countertop in a concrete-inspired finish that is both beautiful and requires no maintenance. Stainless steel GE Café appliances complement the kitchen, while a custom coffee bar with floating shelves and a stunning backsplash adds another layer of style and functionality. For evening entertaining, the custom built-in bar is a standout feature, topped with a beautiful live-edge Saman wood countertop. It is the perfect place to pour a cocktail and enjoy the relaxed Longboat Key lifestyle. The spacious dining area is adjacent to a beautiful atrium that fills the home with magnificent natural light. Newly tiled with stone. It is screened overhead, allowing the sliders to be opened, creating a wonderful connection to the outdoors and inviting fresh air into the dining and living space. The oversized screened lanai is another exceptional feature, with brand-new stone pavers and a new panoramic screen enclosure. Lush new greenery surrounds the lanai, creating a private tropical setting that feels like your own outdoor retreat. The primary suite is a luxurious sanctuary with three closets, including a walk-in, all outfitted with customized shelving for exceptional organization. The beautifully renovated primary bath features Carrera marble countertops, dual sinks, warm gold fixtures, and a separate water closet. The spacious second bedroom offers a private ensuite bath with a marble-floored shower, Carrera marble vanity top, and a separate water closet. The generous third bedroom is currently used as a fitness room but offers ample space for a comfortable bedroom, along with a generous closet. Storage is abundant throughout the home. A beautifully appointed powder room serves guests. As an end unit, this villa enjoys a large manicured grass side yard and an enviable location just steps from the community pool. This home has an attached 2-car garage with a new epoxy-coated floor and an additional fridge. An especially wonderful benefit of living in Bay Isles is automatic membership in the Bay Isles Beach Club, just minutes away on Longboat Key's beautiful sandy beaches. Enjoy five acres of beachfront, gated parking, beach chair storage, newly renovated restrooms, grills and picnic tables—a wonderful setting for family and friends to gather, sunset strolls, and memories to last a lifetime. Close proximity to the Longboat Key Club with 45 holes of golf, 5 private restaurants, and a world-class tennis and pickleball facility. This residence is more than a renovation; it is a completely reimagined home where thoughtful design, beautiful materials, and the ease of living the good life on Longboat Key come together beautifully.

3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code

Welcome to an exceptional turnkey, furnished, and newly renovated villa in Harbour Oaks, ideally located within Bay Isles in the heart of Longboat Key. This end-unit residence offers the right blend of natural warmth, contemporary finishes, and curated style. With high ceilings, abundant natural light, and a spacious floor plan, the home feels remarkably open and inviting. Note: All new impact-windows and doors. Warm hickory wood floors extend throughout the living areas, adding richness and character to the home's fresh, contemporary design. The impressive kitchen features an oversized island with a dramatic waterfall-edge quartz countertop in a concrete-inspired finish that is both beautiful and requires no maintenance. Stainless steel GE Café appliances complement the kitchen, while a custom coffee bar with floating shelves and a stunning backsplash adds another layer of style and functionality. For evening entertaining, the custom built-in bar is a standout feature, topped with a beautiful live-edge Saman wood countertop. It is the perfect place to pour a cocktail and enjoy the relaxed Longboat Key lifestyle. The spacious dining area is adjacent to a beautiful atrium that fills the home with magnificent natural light. Newly tiled with stone. It is screened overhead, allowing the sliders to be opened, creating a wonderful connection to the outdoors and inviting fresh air into the dining and living space. The oversized screened lanai is another exceptional feature, with brand-new stone pavers and a new panoramic screen enclosure. Lush new greenery surrounds the lanai, creating a private tropical setting that feels like your own outdoor retreat. The primary suite is a luxurious sanctuary with three closets, including a walk-in, all outfitted with customized shelving for exceptional organization. The beautifully renovated primary bath features Carrera marble countertops, dual sinks, warm gold fixtures, and a separate water closet. The spacious second bedroom offers a private ensuite bath with a marble-floored shower, Carrera marble vanity top, and a separate water closet. The generous third bedroom is currently used as a fitness room but offers ample space for a comfortable bedroom, along with a generous closet. Storage is abundant throughout the home. A beautifully appointed powder room serves guests. As an end unit, this villa enjoys a large manicured grass side yard and an enviable location just steps from the community pool. This home has an attached 2-car garage with a new epoxy-coated floor and an additional fridge. An especially wonderful benefit of living in Bay Isles is automatic membership in the Bay Isles Beach Club, just minutes away on Longboat Key's beautiful sandy beaches. Enjoy five acres of beachfront, gated parking, beach chair storage, newly renovated restrooms, grills and picnic tables—a wonderful setting for family and friends to gather, sunset strolls, and memories to last a lifetime. Close proximity to the Longboat Key Club with 45 holes of golf, 5 private restaurants, and a world-class tennis and pickleball facility. This residence is more than a renovation; it is a completely reimagined home where thoughtful design, beautiful materials, and the ease of living the good life on Longboat Key come together beautifully.

2141 Harbourside Drive Unit 1203, Longboat Key

2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key

$585,000

Gulf and greenbelt views from a completely remodeled, gulf-facing Seaplace end unit. This oversized 1 bedroom, 1.5 bath top-floor (second-floor) condo offers 1,094 sq ft plus a 112 sq ft screened lanai with custom 95% UV-blocking solar shades. Vaulted ceilings, an open layout and 178 yards from the front door to the sand. The remodel is comprehensive: new hurricane-impact sliding glass doors and bedroom window, new front door and casement window, HVAC replaced in 2022, all-new plumbing and fixtures and full electrical updates including outlets, switches and LED recessed lighting. Porcelain plank driftwood-look tile runs through the living areas and onto the lanai. Cypress pecky wood and shiplap accent walls, smooth plastered ceilings (popcorn removed), Nest programmable Wi-Fi thermostat, ceiling fans in the living room and bedroom and an LG ThinQ stacked washer and dryer. The open gourmet kitchen features KraftMaid soft-close wood cabinetry, floating shelves, Cambria quartz counters and a GE Cafe appliance suite with convection oven, warming drawer and induction cooktop. Both baths have new vanities with Carrara marble counters and tile accent walls, including Calacatta Gold marble penny tile in the half bath and a redesigned primary bath. The bedroom has custom open-concept built-in closets with soft-close drawers and doors, plus blackout shades; the living room has custom woven wood shades. Additional features include all-new solid-core interior doors, storage under the stairs, an owner's locker, dedicated bike storage adjacent to the unit, one assigned parking space and a screened lanai with quality outdoor furniture and a Wi-Fi-enabled ceiling fan. Seaplace sits on 42 acres of gated, guarded resort grounds with two Olympic-size pools, spas, about a mile of trails, three tennis courts, remodeled clubhouse, fitness center, barbecue islands and park-like grounds. One complex north of the St. Regis. Sold fully furnished and outfitted. Ideal as a vacation home, second home, investment or full-time residence. Owner has a real estate license in CA.

1 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code

Gulf and greenbelt views from a completely remodeled, gulf-facing Seaplace end unit. This oversized 1 bedroom, 1.5 bath top-floor (second-floor) condo offers 1,094 sq ft plus a 112 sq ft screened lanai with custom 95% UV-blocking solar shades. Vaulted ceilings, an open layout and 178 yards from the front door to the sand. The remodel is comprehensive: new hurricane-impact sliding glass doors and bedroom window, new front door and casement window, HVAC replaced in 2022, all-new plumbing and fixtures and full electrical updates including outlets, switches and LED recessed lighting. Porcelain plank driftwood-look tile runs through the living areas and onto the lanai. Cypress pecky wood and shiplap accent walls, smooth plastered ceilings (popcorn removed), Nest programmable Wi-Fi thermostat, ceiling fans in the living room and bedroom and an LG ThinQ stacked washer and dryer. The open gourmet kitchen features KraftMaid soft-close wood cabinetry, floating shelves, Cambria quartz counters and a GE Cafe appliance suite with convection oven, warming drawer and induction cooktop. Both baths have new vanities with Carrara marble counters and tile accent walls, including Calacatta Gold marble penny tile in the half bath and a redesigned primary bath. The bedroom has custom open-concept built-in closets with soft-close drawers and doors, plus blackout shades; the living room has custom woven wood shades. Additional features include all-new solid-core interior doors, storage under the stairs, an owner's locker, dedicated bike storage adjacent to the unit, one assigned parking space and a screened lanai with quality outdoor furniture and a Wi-Fi-enabled ceiling fan. Seaplace sits on 42 acres of gated, guarded resort grounds with two Olympic-size pools, spas, about a mile of trails, three tennis courts, remodeled clubhouse, fitness center, barbecue islands and park-like grounds. One complex north of the St. Regis. Sold fully furnished and outfitted. Ideal as a vacation home, second home, investment or full-time residence. Owner has a real estate license in CA.

2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key

$425,000

Virtually Staged. Welcome to Spanish Main Yacht Club waterfront community and your new home! Light and bright, this stand-alone villa is all new and beautifully updated in 2026. White marble-like large porcelain tile floors that span the entire living area, providing a continuous flow throughout the villa. The new kitchen boasts stainless steel appliances, white quartz countertops, new cabinetry, lighting and more. Attractive updates in the primary en suite bedroom and guest bath as well. A nice added feature is the spacious interior laundry room. Beautiful, lush backyard view with privacy and an extra brick paver side yard and outdoor space. A short stroll to the privately deeded beach entrance to gorgeous Gulf beaches. Two minutes to have your toes in the soft, pearly sand. This is a boater’s paradise with slips available for an extremely inexpensive lease and direct access to Sarasota Bay, the Intracoastal waterway and azure waters of the Gulf. Only a short drive to the fantastic shops, restaurants and cultural events Sarasota and St. Armands Circle have to offer. This is a great investment opportunity and chance to enjoy Longboat Key living. The community is in the build-back stage due to damage from hurricanes in 2024 and is almost complete. All 212 units in Spanish Main are under FEMA requirements, guidelines, and stringent adherence to rebuild specifications and inspections from Town of Longboat Key. This is an opportunity to continue to make this villa your custom home.

2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code

Virtually Staged. Welcome to Spanish Main Yacht Club waterfront community and your new home! Light and bright, this stand-alone villa is all new and beautifully updated in 2026. White marble-like large porcelain tile floors that span the entire living area, providing a continuous flow throughout the villa. The new kitchen boasts stainless steel appliances, white quartz countertops, new cabinetry, lighting and more. Attractive updates in the primary en suite bedroom and guest bath as well. A nice added feature is the spacious interior laundry room. Beautiful, lush backyard view with privacy and an extra brick paver side yard and outdoor space. A short stroll to the privately deeded beach entrance to gorgeous Gulf beaches. Two minutes to have your toes in the soft, pearly sand. This is a boater’s paradise with slips available for an extremely inexpensive lease and direct access to Sarasota Bay, the Intracoastal waterway and azure waters of the Gulf. Only a short drive to the fantastic shops, restaurants and cultural events Sarasota and St. Armands Circle have to offer. This is a great investment opportunity and chance to enjoy Longboat Key living. The community is in the build-back stage due to damage from hurricanes in 2024 and is almost complete. All 212 units in Spanish Main are under FEMA requirements, guidelines, and stringent adherence to rebuild specifications and inspections from Town of Longboat Key. This is an opportunity to continue to make this villa your custom home.

554 Spanish Drive S, Longboat Key

100 Sands Point Road Unit 219, Longboat Key

$1,325,000

Completely updated and offered furnished, this spectacular Gulf-front residence at Sands Point delivers the rare combination of resort-style living, modern design, and private beach access. Sands Point is a private beach-front community tucked behind the gates of the prestigious Longboat Key Club at the southernmost tip of Longboat Key. Two-bedroom, two-bath Gulf-front residences are rarely available in this sought-after Longboat Key community, making this nearly 1,500-square-foot residence an exceptional opportunity. This residence has undergone an extensive renovation that reimagines the interior with a bright, open layout designed to showcase the coastal views. Expansive windows frame the turquoise waters and sugar-white shoreline beyond, just a hop, skip and a jump away. Major improvements throughout the residence include new HVAC 2026, motorized blinds, newer windows, and hot water heater 2022. Custom built-ins create a sophisticated focal point featuring a 75-inch QLED TV with a Sennheiser sound bar mounted above a stylish console with an integrated fire place – perfect for those cozy evening. An adjoining entertainment and beverage center features elegant navy shaker cabinetry, two wine coolers with dedicated storage for both red and white wines, plus an extra icemaker. Creating a move-in ready coastal retreat where every detail has already been thoughtfully considered. New Wide-plank luxury vinyl tile flooring with a grey wood finish flows throughout the residence, connecting each space with a clean contemporary aesthetic. The open great-room layout seamlessly links the kitchen, fit for a Chef, dining area, and living room, creating a welcoming environment for entertaining or relaxed beachfront living. The gourmet kitchen has custom white shaker cabinetry, quartz countertops, striking tile backsplash, and high-end stainless-steel appliances. With the kitchen positioned to overlook the living area and sweeping water views beyond, every gathering benefits from a dramatic waterfront backdrop. For your comfort, your primary suite comes furnished with a King size Temper-Pedic bed, offering privacy, tranquil water views, a 65-inch OLED TV, and a spacious walk-in closet. Its Spa-inspired quartz bathroom includes shiplap accent walls, a large walk-in shower, a luxurious all-in-one heated bidet toilet, towel warming bars and back lite mirrors. The guest bedroom has access to its own beautifully updated quartz bathroom with a walk-in shower, and a luxurious heated bidet toilet, providing comfort and privacy for guests. Laundry comes equipped with front load washer/dryer with sink and built-ins for additional storage This residence also includes a covered parking space conveniently located nearby. Residents enjoy a relaxed resort setting with a beachfront geothermal-heated pool and spa, private clubhouse, shaded tiki huts along the shoreline, and beautifully manicured grounds. A short stroll leads to the community marina, where boat slips are available on a waitlist basis. Positioned on the southern end of Longboat Key, this location places you minutes from championship golf and tennis at the Longboat Key Club, the boutiques and restaurants of St. Armands Circle, and the vibrant arts and dining scene of downtown Sarasota. From boating and beach walks to waterfront dining and cultural events, this exceptional residence offers effortless access to the best of the Gulf Coast lifestyle.

2 Beds ⋅ 2 Baths ⋅ Sands Point SubDv. ⋅ 34228 Zip Code

Completely updated and offered furnished, this spectacular Gulf-front residence at Sands Point delivers the rare combination of resort-style living, modern design, and private beach access. Sands Point is a private beach-front community tucked behind the gates of the prestigious Longboat Key Club at the southernmost tip of Longboat Key. Two-bedroom, two-bath Gulf-front residences are rarely available in this sought-after Longboat Key community, making this nearly 1,500-square-foot residence an exceptional opportunity. This residence has undergone an extensive renovation that reimagines the interior with a bright, open layout designed to showcase the coastal views. Expansive windows frame the turquoise waters and sugar-white shoreline beyond, just a hop, skip and a jump away. Major improvements throughout the residence include new HVAC 2026, motorized blinds, newer windows, and hot water heater 2022. Custom built-ins create a sophisticated focal point featuring a 75-inch QLED TV with a Sennheiser sound bar mounted above a stylish console with an integrated fire place – perfect for those cozy evening. An adjoining entertainment and beverage center features elegant navy shaker cabinetry, two wine coolers with dedicated storage for both red and white wines, plus an extra icemaker. Creating a move-in ready coastal retreat where every detail has already been thoughtfully considered. New Wide-plank luxury vinyl tile flooring with a grey wood finish flows throughout the residence, connecting each space with a clean contemporary aesthetic. The open great-room layout seamlessly links the kitchen, fit for a Chef, dining area, and living room, creating a welcoming environment for entertaining or relaxed beachfront living. The gourmet kitchen has custom white shaker cabinetry, quartz countertops, striking tile backsplash, and high-end stainless-steel appliances. With the kitchen positioned to overlook the living area and sweeping water views beyond, every gathering benefits from a dramatic waterfront backdrop. For your comfort, your primary suite comes furnished with a King size Temper-Pedic bed, offering privacy, tranquil water views, a 65-inch OLED TV, and a spacious walk-in closet. Its Spa-inspired quartz bathroom includes shiplap accent walls, a large walk-in shower, a luxurious all-in-one heated bidet toilet, towel warming bars and back lite mirrors. The guest bedroom has access to its own beautifully updated quartz bathroom with a walk-in shower, and a luxurious heated bidet toilet, providing comfort and privacy for guests. Laundry comes equipped with front load washer/dryer with sink and built-ins for additional storage This residence also includes a covered parking space conveniently located nearby. Residents enjoy a relaxed resort setting with a beachfront geothermal-heated pool and spa, private clubhouse, shaded tiki huts along the shoreline, and beautifully manicured grounds. A short stroll leads to the community marina, where boat slips are available on a waitlist basis. Positioned on the southern end of Longboat Key, this location places you minutes from championship golf and tennis at the Longboat Key Club, the boutiques and restaurants of St. Armands Circle, and the vibrant arts and dining scene of downtown Sarasota. From boating and beach walks to waterfront dining and cultural events, this exceptional residence offers effortless access to the best of the Gulf Coast lifestyle.

100 Sands Point Road Unit 219, Longboat Key

600 Sutton Place Unit 101B, Longboat Key

$319,000

Motivated Seller. Make an offer! Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.

1 Beds ⋅ 1 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code

Motivated Seller. Make an offer! Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.

600 Sutton Place Unit 101B, Longboat Key

340 Gulf Of Mexico Drive Unit 136, Longboat Key

$2,995,000

Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

3 Beds ⋅ 4 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code

Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

340 Gulf Of Mexico Drive Unit 136, Longboat Key

3710 Gulf Of Mexico Drive Unit A3, Longboat Key

$525,000

DIRECT GULF FRONT/OCEAN VIEWS, FULLY FURNISHED, ELEVATED, AND BRING YOUR BOAT (BOAT SLIP opportunity for a small monthly rental fee at the NEW community marina) Beach Retreat with numerous improvements. Longboat Key living doesn't get any better than this. Located in a highly desirable waterfront co-op community, this home was raised 4 ft to enjoy more of the beautiful ocean views. All new windows with the front windows replaced with large picture windows for year round gulf/ocean views. Additional new updates include all new windows, new window coverings, new doors, new kitchen remodel which includes new countertops and painted cabinets, new bedroom fans, newly redone dining area, refreshed outdoor bathhouse, (included for description purposes as 1 of 2 bathrooms), new HVAC duct work and heating element, new Astro turf lawn, new outdoor lighting, newly painted interior, beautifully redone outdoor patio. Gulfshore of Longboat Key is perfectly situated between the Gulf of America and the Bay for beach to bay access. It has approximately 450-500 ft of private deeded beach access on the powdery sand and views of the turquoise blue water. It also has a new marina on Sarasota Bay, a large, heated community pool, a remodeled clubhouse with a commerical kitchen, a well-maintained community with a professional on-site manager, and very reasonable HOA fees! Gulfshores is a 55+ community and does not permit pets or rentals. Come live The Longboat Key Life.

2 Beds ⋅ 2 Baths ⋅ Gulfshore Of Longboat Key SubDv. ⋅ 34228 Zip Code

DIRECT GULF FRONT/OCEAN VIEWS, FULLY FURNISHED, ELEVATED, AND BRING YOUR BOAT (BOAT SLIP opportunity for a small monthly rental fee at the NEW community marina) Beach Retreat with numerous improvements. Longboat Key living doesn't get any better than this. Located in a highly desirable waterfront co-op community, this home was raised 4 ft to enjoy more of the beautiful ocean views. All new windows with the front windows replaced with large picture windows for year round gulf/ocean views. Additional new updates include all new windows, new window coverings, new doors, new kitchen remodel which includes new countertops and painted cabinets, new bedroom fans, newly redone dining area, refreshed outdoor bathhouse, (included for description purposes as 1 of 2 bathrooms), new HVAC duct work and heating element, new Astro turf lawn, new outdoor lighting, newly painted interior, beautifully redone outdoor patio. Gulfshore of Longboat Key is perfectly situated between the Gulf of America and the Bay for beach to bay access. It has approximately 450-500 ft of private deeded beach access on the powdery sand and views of the turquoise blue water. It also has a new marina on Sarasota Bay, a large, heated community pool, a remodeled clubhouse with a commerical kitchen, a well-maintained community with a professional on-site manager, and very reasonable HOA fees! Gulfshores is a 55+ community and does not permit pets or rentals. Come live The Longboat Key Life.

3710 Gulf Of Mexico Drive Unit A3, Longboat Key

$529,990

BACK AND BETTER THAN EVER! This completely renovated, turnkey furnished 2BR/2BA villa in the coveted 55+ Spanish Main Yacht Club returns to market with a NEW ROOF and NEW HVAC, both with transferable warranties. A prior appraisal documents 1,393 SF of above grade living space, offering more room than previously reflected in the MLS. The home also features impact windows and doors, adding peace of mind and year round durability as well as a full house water filtration system. Step outside to your spacious private patio—perfect for grilling, relaxing, and enjoying the coastal breeze. From there, take a short stroll across the road to your deeded Gulf beach access, or walk just a few steps to the deep water marina and head out on your boat for a sunset cruise. Boat slips are convenient and affordable, making every day boating a reality. Residents enjoy a heated waterfront pool and a vibrant, active community—ideal for seasonal snowbirds seeking a winter retreat or those who prefer the ease of year round coastal living. Guest parking is conveniently located behind the villa and at the marina. EXTRA BONUS: A seasonal tenant is in place January–April, offering an attractive opportunity to offset carrying costs. Inquire for details and plan your visit—this one is easy to love!

2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code

BACK AND BETTER THAN EVER! This completely renovated, turnkey furnished 2BR/2BA villa in the coveted 55+ Spanish Main Yacht Club returns to market with a NEW ROOF and NEW HVAC, both with transferable warranties. A prior appraisal documents 1,393 SF of above grade living space, offering more room than previously reflected in the MLS. The home also features impact windows and doors, adding peace of mind and year round durability as well as a full house water filtration system. Step outside to your spacious private patio—perfect for grilling, relaxing, and enjoying the coastal breeze. From there, take a short stroll across the road to your deeded Gulf beach access, or walk just a few steps to the deep water marina and head out on your boat for a sunset cruise. Boat slips are convenient and affordable, making every day boating a reality. Residents enjoy a heated waterfront pool and a vibrant, active community—ideal for seasonal snowbirds seeking a winter retreat or those who prefer the ease of year round coastal living. Guest parking is conveniently located behind the villa and at the marina. EXTRA BONUS: A seasonal tenant is in place January–April, offering an attractive opportunity to offset carrying costs. Inquire for details and plan your visit—this one is easy to love!

546 Spanish Drive S, Longboat Key

1955 Gulf Of Mexico Drive Unit G6-407, Longboat Key

$769,000

Gulf-front view in Seaplace with reserved covered parking! This is a special opportunity to own a rarely available floor plan on the penthouse level in an atrium-style building. This residence has extra-high ceilings and spectacular Gulf water views, a large screened-in lanai overlooking the Gulf, and an extra-spacious open floor plan. It's being sold turnkey furnished and is ready to enjoy from day one. The open living and dining areas flow seamlessly to the expansive screened-in lanai, creating the perfect setting to relax, entertain, and take in the stunning Gulf sunsets. The generous primary bedroom offers an abundance of closet storage, while an in-unit washer and dryer provide everyday convenience. Additional features include a new impact-rated front door with a digital lock system, impact window and door shutters, and a private locking storage unit conveniently located on the same floor. The reserved covered parking space is very convenient to the elevator. HVAC, 2025. Set on 42 acres of Gulf-front, meticulously landscaped grounds, Seaplace offers resort-style amenities that make this community especially inviting. There are 2 large swimming pools with spas and a separate kiddie pool that provide plenty of options for relaxing and enjoying the Florida sunshine. At the beach, lounges and umbrellas are set up for residents to enjoy, making a day by the Gulf effortless. There are 3 har-tru tennis courts, and a mile of walking trails on the property. The modern clubhouse offers a state-of-the-art gym and an inviting gathering room where residents come together for parties, card games, social activities, or simply to get to know their neighbors. A special lending library adds another thoughtful touch. As the sun begins to set, residents gather around the clubhouse firepit to socialize, grill dinner, and watch the spectacular sunsets together over the Gulf. Seaplace is just a short 5 minute drive to St. Armand's Circle, where you'll find fantastic shopping and incredible restaurants and cafes. Also, at Seaplace you'll have the convenience of being close to Publix and CVS on Longboat Key which are within walking or biking riding distance or minutes away by car. Visit this residence in Seaplace to see how wonderful Longboat Key life can truly be. Book your appointment today.

2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code

Gulf-front view in Seaplace with reserved covered parking! This is a special opportunity to own a rarely available floor plan on the penthouse level in an atrium-style building. This residence has extra-high ceilings and spectacular Gulf water views, a large screened-in lanai overlooking the Gulf, and an extra-spacious open floor plan. It's being sold turnkey furnished and is ready to enjoy from day one. The open living and dining areas flow seamlessly to the expansive screened-in lanai, creating the perfect setting to relax, entertain, and take in the stunning Gulf sunsets. The generous primary bedroom offers an abundance of closet storage, while an in-unit washer and dryer provide everyday convenience. Additional features include a new impact-rated front door with a digital lock system, impact window and door shutters, and a private locking storage unit conveniently located on the same floor. The reserved covered parking space is very convenient to the elevator. HVAC, 2025. Set on 42 acres of Gulf-front, meticulously landscaped grounds, Seaplace offers resort-style amenities that make this community especially inviting. There are 2 large swimming pools with spas and a separate kiddie pool that provide plenty of options for relaxing and enjoying the Florida sunshine. At the beach, lounges and umbrellas are set up for residents to enjoy, making a day by the Gulf effortless. There are 3 har-tru tennis courts, and a mile of walking trails on the property. The modern clubhouse offers a state-of-the-art gym and an inviting gathering room where residents come together for parties, card games, social activities, or simply to get to know their neighbors. A special lending library adds another thoughtful touch. As the sun begins to set, residents gather around the clubhouse firepit to socialize, grill dinner, and watch the spectacular sunsets together over the Gulf. Seaplace is just a short 5 minute drive to St. Armand's Circle, where you'll find fantastic shopping and incredible restaurants and cafes. Also, at Seaplace you'll have the convenience of being close to Publix and CVS on Longboat Key which are within walking or biking riding distance or minutes away by car. Visit this residence in Seaplace to see how wonderful Longboat Key life can truly be. Book your appointment today.

1955 Gulf Of Mexico Drive Unit G6-407, Longboat Key

1445 Gulf Of Mexico Drive Unit 101, Longboat Key

$1,090,000

Step into this highly desirable corner residence featuring three bedrooms, three full baths, and a 36’ x 11’ sunroom at The Players Club. Unique to this residence is a private garage, offering rare security and convenience plus an additional covered under-building parking space. You’ll immediately be drawn to the impressive 31’ balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. An open, white eat-in kitchen is designed with custom cabinetry and extra storage that flows seamlessly into the main living and dining areas. Just off the kitchen, French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The primary bedroom, a private sanctuary with an en-suite bath offers a soaking tub, separate glass-enclosed shower, dual vanities, and a fitted walk-in closet. A second bedroom functions as an additional master with a fitted walk-in closet and en-suite bath with dual sinks. A true third bedroom with two separate fitted closets and an adjacent full bathroom adds flexibility for additional guests. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves and is located Just minutes from St. Armands Circle, downtown Longboat Key, and the Longboat Key Club - with championship golf, premier tennis, and a deep-water marina. One of the largest floor plans available in the community, this residence blends privacy, convenience, and resort-style beachfront living. Offered partially furnished.

3 Beds ⋅ 3 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code

Step into this highly desirable corner residence featuring three bedrooms, three full baths, and a 36’ x 11’ sunroom at The Players Club. Unique to this residence is a private garage, offering rare security and convenience plus an additional covered under-building parking space. You’ll immediately be drawn to the impressive 31’ balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. An open, white eat-in kitchen is designed with custom cabinetry and extra storage that flows seamlessly into the main living and dining areas. Just off the kitchen, French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The primary bedroom, a private sanctuary with an en-suite bath offers a soaking tub, separate glass-enclosed shower, dual vanities, and a fitted walk-in closet. A second bedroom functions as an additional master with a fitted walk-in closet and en-suite bath with dual sinks. A true third bedroom with two separate fitted closets and an adjacent full bathroom adds flexibility for additional guests. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves and is located Just minutes from St. Armands Circle, downtown Longboat Key, and the Longboat Key Club - with championship golf, premier tennis, and a deep-water marina. One of the largest floor plans available in the community, this residence blends privacy, convenience, and resort-style beachfront living. Offered partially furnished.

1445 Gulf Of Mexico Drive Unit 101, Longboat Key

1591 Gulf Of Mexico Drive Unit 618, Longboat Key

$12,500,000

Experience an extraordinary standard of beachfront luxury from this spectacular penthouse residence at the prestigious St. Regis Longboat Key. Showcasing breathtaking panoramic views of the Gulf of Mexico and Sarasota Bay, this exceptional home offers an unparalleled blend of sophistication, privacy, and world-class design. Spanning approximately 5,320 square feet, the residence features four spacious bedrooms, five full baths, and one half bath, thoughtfully designed to provide the ultimate in comfort and elegance. Expansive walls of glass frame mesmerizing water views from nearly every room, while the spectacular 1736 square foot wraparound terrace creates seamless indoor-outdoor living. Enjoy your own private plunge pool, outdoor gas grill, and multiple entertaining areas perfectly positioned to capture stunning sunrises over the bay and unforgettable sunsets across the Gulf. The interiors have been exquisitely curated by award-winning interior designer Kurt Lucas, with every detail reflecting impeccable craftsmanship, timeless elegance, and refined coastal luxury. The residence is offered fully furnished, allowing for an effortless transition into an exceptional waterfront lifestyle. Additional features include a private three-car garage. The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in luxury living at The St. Regis Longboat Key.

4 Beds ⋅ 6 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Experience an extraordinary standard of beachfront luxury from this spectacular penthouse residence at the prestigious St. Regis Longboat Key. Showcasing breathtaking panoramic views of the Gulf of Mexico and Sarasota Bay, this exceptional home offers an unparalleled blend of sophistication, privacy, and world-class design. Spanning approximately 5,320 square feet, the residence features four spacious bedrooms, five full baths, and one half bath, thoughtfully designed to provide the ultimate in comfort and elegance. Expansive walls of glass frame mesmerizing water views from nearly every room, while the spectacular 1736 square foot wraparound terrace creates seamless indoor-outdoor living. Enjoy your own private plunge pool, outdoor gas grill, and multiple entertaining areas perfectly positioned to capture stunning sunrises over the bay and unforgettable sunsets across the Gulf. The interiors have been exquisitely curated by award-winning interior designer Kurt Lucas, with every detail reflecting impeccable craftsmanship, timeless elegance, and refined coastal luxury. The residence is offered fully furnished, allowing for an effortless transition into an exceptional waterfront lifestyle. Additional features include a private three-car garage. The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in luxury living at The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 618, Longboat Key

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