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1975 Gulf Of Mexico Drive Unit G4-206, Longboat Key

Gated Gulf-front community • Two heated pools & tennis courts • Beach access within minutes Experience coastal living at Seaplace, a gated Gulf-front community on the southern end of Longboat Key. This two-bedroom, two-bath residence (Unit G4-206) features an open-concept layout and a screened lanai overlooking lush tropical landscaping and community green space. Recent improvements include hurricane-rated impact windows and lanai enclosure, providing peace of mind and energy efficiency while enhancing natural light and sound protection. Inside, durable flooring and a neutral color palette create a bright, relaxed atmosphere. The kitchen offers ample cabinetry, and a breakfast bar that opens to the main living area. The primary suite includes a walk-in closet and private bath, while the guest bedroom and full hall bath provide comfortable separation for visitors. A full-size washer and dryer inside the unit adds convenience and functionality. Residents of Seaplace enjoy approximately ½ mile of Gulf beach frontage and an array of resort-style amenities across 42 acres of manicured grounds. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, walking paths, a clubhouse with fitness center, sauna, and library, a playground, and community grilling areas. The on-site management and 24-hour staffed gatehouse provide security and peace of mind in this established coastal community. The quarterly association fee of $4,315 covers exterior maintenance, building insurance, water, sewer, cable, and amenities. Service animals permitted per association rules; no pets otherwise. Seasonal and annual rentals are allowed with a two-month minimum. Seaplace’s location combines tranquility with access to shopping, dining, and cultural attractions. Publix (0.8 mi) and Bayfront Park (1.6 mi) are nearby for groceries, recreation, and pickleball. Enjoy dining at Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), or The Shore Restaurant (1.9 mi), and explore boutique shopping at St. Armands Circle (3.8 mi). Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) offer golf, marinas, and cultural venues including the Ringling Museum and Selby Gardens. Seaplace residents enjoy direct beach access for sunset walks along the Gulf, tropical courtyards, and a private coastal setting minutes from everything. Whether a seasonal retreat or year-round home, Unit G4-206 blends location, comfort, and quality within a secure, Gulf-front environment on Longboat Key. Includes hurricane-rated windows and lanai enclosure, in-unit laundry, screened lanai, and access to pools, tennis, clubhouse, and Gulf-front amenities. A 3D virtual tour and floor plan viewer are available within the listing for additional detail.

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

Gated Gulf-front community • Two heated pools & tennis courts • Beach access within minutes Experience coastal living at Seaplace, a gated Gulf-front community on the southern end of Longboat Key. This two-bedroom, two-bath residence (Unit G4-206) features an open-concept layout and a screened lanai overlooking lush tropical landscaping and community green space. Recent improvements include hurricane-rated impact windows and lanai enclosure, providing peace of mind and energy efficiency while enhancing natural light and sound protection. Inside, durable flooring and a neutral color palette create a bright, relaxed atmosphere. The kitchen offers ample cabinetry, and a breakfast bar that opens to the main living area. The primary suite includes a walk-in closet and private bath, while the guest bedroom and full hall bath provide comfortable separation for visitors. A full-size washer and dryer inside the unit adds convenience and functionality. Residents of Seaplace enjoy approximately ½ mile of Gulf beach frontage and an array of resort-style amenities across 42 acres of manicured grounds. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, walking paths, a clubhouse with fitness center, sauna, and library, a playground, and community grilling areas. The on-site management and 24-hour staffed gatehouse provide security and peace of mind in this established coastal community. The quarterly association fee of $4,315 covers exterior maintenance, building insurance, water, sewer, cable, and amenities. Service animals permitted per association rules; no pets otherwise. Seasonal and annual rentals are allowed with a two-month minimum. Seaplace’s location combines tranquility with access to shopping, dining, and cultural attractions. Publix (0.8 mi) and Bayfront Park (1.6 mi) are nearby for groceries, recreation, and pickleball. Enjoy dining at Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), or The Shore Restaurant (1.9 mi), and explore boutique shopping at St. Armands Circle (3.8 mi). Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) offer golf, marinas, and cultural venues including the Ringling Museum and Selby Gardens. Seaplace residents enjoy direct beach access for sunset walks along the Gulf, tropical courtyards, and a private coastal setting minutes from everything. Whether a seasonal retreat or year-round home, Unit G4-206 blends location, comfort, and quality within a secure, Gulf-front environment on Longboat Key. Includes hurricane-rated windows and lanai enclosure, in-unit laundry, screened lanai, and access to pools, tennis, clubhouse, and Gulf-front amenities. A 3D virtual tour and floor plan viewer are available within the listing for additional detail.

1975 Gulf Of Mexico Drive Unit G4-206, Longboat Key

2045 Gulf Of Mexico Drive Unit M1-502, Longboat Key

$422,500

A perfect coastal retreat located in Seaplace, and now at an unbeleivable price! This is one of Longboat Keys most desirable beachfront communities. A light and bright 2 bedroom, 1 plus bath, 5th floor condo with a beautiful Bay view. (the photos of the view just do not do it justice!) An exceptional location in the highly sought-after Gulf-front M1 building means you can have your toes in the sand in mere moments. It is beautifully turn-key furnished and meticulously maintained and is ready for its next appreciating owner. The large primary bedroom has its own private ensuite portion of the bath with a sink that can be shut off from a full bath, making it what one would call a 1 bath PLUS. The 2nd bedroom offers a perfect spot for visitors to help you enjoy this amazing way of life to the fullest. Seaplace offers resort style living with unmatched amenities that include 2 large pools and hot tubs; a kiddie pool; 3 har-tru tennis courts; a recently renovated Gulf-front clubhouse; a fitness center; library; gas grills; a one-mile paved walking path surrounding the lush 42-acre property, and a gatehouse with 24-hour security. Located near the newly opened St.Regis Resort, St.Armands Circle and the cultural epicenter of downtown Sarasota, you’ll be close to world-class restaurants, hotels, entertainment, arts, culture, and shopping. Come see this fabulous condo soon and make your island living dream a reality in 2026!

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

A perfect coastal retreat located in Seaplace, and now at an unbeleivable price! This is one of Longboat Keys most desirable beachfront communities. A light and bright 2 bedroom, 1 plus bath, 5th floor condo with a beautiful Bay view. (the photos of the view just do not do it justice!) An exceptional location in the highly sought-after Gulf-front M1 building means you can have your toes in the sand in mere moments. It is beautifully turn-key furnished and meticulously maintained and is ready for its next appreciating owner. The large primary bedroom has its own private ensuite portion of the bath with a sink that can be shut off from a full bath, making it what one would call a 1 bath PLUS. The 2nd bedroom offers a perfect spot for visitors to help you enjoy this amazing way of life to the fullest. Seaplace offers resort style living with unmatched amenities that include 2 large pools and hot tubs; a kiddie pool; 3 har-tru tennis courts; a recently renovated Gulf-front clubhouse; a fitness center; library; gas grills; a one-mile paved walking path surrounding the lush 42-acre property, and a gatehouse with 24-hour security. Located near the newly opened St.Regis Resort, St.Armands Circle and the cultural epicenter of downtown Sarasota, you’ll be close to world-class restaurants, hotels, entertainment, arts, culture, and shopping. Come see this fabulous condo soon and make your island living dream a reality in 2026!

2045 Gulf Of Mexico Drive Unit M1-502, Longboat Key

3804 Gulf Of Mexico Drive Unit B305, Longboat Key

$419,741

Experience coastal living at its absolute finest in this stunning 3rd-floor 2BR/2BA condo in Beach Harbor Club—completely redone from top to bottom with impeccable attention to detail. No surface has been overlooked in this unbelievably beautiful, fully renovated residence, offering a fresh, modern feel the moment you walk through the door. The heart of the home is a bright, open-concept kitchen featuring custom cabinetry, elegant stone countertops, and high-end appliances, perfectly designed for both everyday living and entertaining. The entire unit showcases gorgeous updated flooring throughout, creating a seamless, light, and airy coastal aesthetic. Both bathrooms have been fully redesigned with upscale finishes, mirroring the quality and style of the kitchen. Every inch of this home reflects thoughtful craftsmanship and a true top-to-bottom transformation. From the living room, enjoy a lovely view of the Gulf right from your window, bringing in natural light and a constant reminder of just how close you are to the beach. Located in the highly desirable Beach Harbor Club, this Gulf-to-bay community offers an exceptional lifestyle with private beach access just across the street, boat slips on the bay, a pool, clubhouse, gym, kayak storage, and a rooftop deck perfect for taking in breathtaking sunsets. This is not just an update—it’s a complete reimagination of the space, making B305 a standout opportunity for anyone seeking a move-in-ready coastal retreat.

2 Beds ⋅ 2 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code

Experience coastal living at its absolute finest in this stunning 3rd-floor 2BR/2BA condo in Beach Harbor Club—completely redone from top to bottom with impeccable attention to detail. No surface has been overlooked in this unbelievably beautiful, fully renovated residence, offering a fresh, modern feel the moment you walk through the door. The heart of the home is a bright, open-concept kitchen featuring custom cabinetry, elegant stone countertops, and high-end appliances, perfectly designed for both everyday living and entertaining. The entire unit showcases gorgeous updated flooring throughout, creating a seamless, light, and airy coastal aesthetic. Both bathrooms have been fully redesigned with upscale finishes, mirroring the quality and style of the kitchen. Every inch of this home reflects thoughtful craftsmanship and a true top-to-bottom transformation. From the living room, enjoy a lovely view of the Gulf right from your window, bringing in natural light and a constant reminder of just how close you are to the beach. Located in the highly desirable Beach Harbor Club, this Gulf-to-bay community offers an exceptional lifestyle with private beach access just across the street, boat slips on the bay, a pool, clubhouse, gym, kayak storage, and a rooftop deck perfect for taking in breathtaking sunsets. This is not just an update—it’s a complete reimagination of the space, making B305 a standout opportunity for anyone seeking a move-in-ready coastal retreat.

3804 Gulf Of Mexico Drive Unit B305, Longboat Key

1904 Harbourside Drive Unit 202, Longboat Key

$419,500

Bathed in natural light, this 2BR, 2.5BA townhome in Fairway Bay at Bay Isles offers an inviting blend of warmth, character, and coastal sophistication. Inside, soaring ceilings and neutral finishes highlight the home’s open design and timeless appeal. The galley kitchen, complete with a charming breakfast nook framed by plantation-shuttered windows, is the perfect place to enjoy morning sunshine. Skylights crown the adjacent dining area, infusing it with light and drama, while the spacious living room - with its fireplace and sliders to the enclosed patio - creates a natural gathering space. From here, a private walk-down provides direct access to Fairway Bay’s resort-style amenities. A guest half-bath adds convenience on the main level. Upstairs, a dramatic catwalk overlooking the dining space and skylights leads to two en-suite bedrooms. Each offers cathedral ceilings, while the primary suite impresses with dual vanities and a spa-like bath featuring a soaking tub beneath an arched skylight. This residence also includes a 2-car garage with a large bonus room—an ideal setting for a workshop, studio, or extra storage. As a resident of Fairway Bay, you will enjoy Deeded Beach Access at the Bay Isles Beach Club, 24-hour gated security, a heated pool, tennis & pickleball courts, fitness center, and all the privileges of Bay Isles living. Optional membership at the Longboat Key Golf & Tennis Country Club and deepwater slips are also available, elevating the lifestyle even further.

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

Bathed in natural light, this 2BR, 2.5BA townhome in Fairway Bay at Bay Isles offers an inviting blend of warmth, character, and coastal sophistication. Inside, soaring ceilings and neutral finishes highlight the home’s open design and timeless appeal. The galley kitchen, complete with a charming breakfast nook framed by plantation-shuttered windows, is the perfect place to enjoy morning sunshine. Skylights crown the adjacent dining area, infusing it with light and drama, while the spacious living room - with its fireplace and sliders to the enclosed patio - creates a natural gathering space. From here, a private walk-down provides direct access to Fairway Bay’s resort-style amenities. A guest half-bath adds convenience on the main level. Upstairs, a dramatic catwalk overlooking the dining space and skylights leads to two en-suite bedrooms. Each offers cathedral ceilings, while the primary suite impresses with dual vanities and a spa-like bath featuring a soaking tub beneath an arched skylight. This residence also includes a 2-car garage with a large bonus room—an ideal setting for a workshop, studio, or extra storage. As a resident of Fairway Bay, you will enjoy Deeded Beach Access at the Bay Isles Beach Club, 24-hour gated security, a heated pool, tennis & pickleball courts, fitness center, and all the privileges of Bay Isles living. Optional membership at the Longboat Key Golf & Tennis Country Club and deepwater slips are also available, elevating the lifestyle even further.

1904 Harbourside Drive Unit 202, Longboat Key

$415,000

A serene Cedars East retreat perfectly positioned for resort-style living. This thoughtfully designed duplex-style condo places you just steps away from the community's tennis courts, heated pool, clubhouse, restaurant, and Tiki Bar, offering the ultimate convenience in one of Longboat Key's most active and renowned bayside tennis communities. The bright main living level features an open floorplan, a full bathroom, and a screened deck with a tranquil view of greenery; an ideal spot for morning coffee or unwinding after a day on the water. The kitchen flows naturally into the living and dining areas, creating an easy space for relaxing or entertaining. Offered furnished, the home is ready for immediate enjoyment or rental. Upstairs, the private primary suite includes a full bath and an uncovered balcony facing northeast, where you can enjoy the peaceful ambience of sunrise and sunset hours without direct sun; just quiet treetop views and soft bay breezes. Cedars East is filled with amenities. From the clubhouse with a restaurant and Tiki Bar, pool, to walking trails through the mangroves, a kayak launch and a bayside community pier for gathering, fishing and enjoying the sunrise. A tennis club membership allows access to tennis and pickleball courts, tournaments and more. There's even an onsite tennis pro if you need lessons. Live in paradise on Longboat Key.

1 Beds ⋅ 2 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code

A serene Cedars East retreat perfectly positioned for resort-style living. This thoughtfully designed duplex-style condo places you just steps away from the community's tennis courts, heated pool, clubhouse, restaurant, and Tiki Bar, offering the ultimate convenience in one of Longboat Key's most active and renowned bayside tennis communities. The bright main living level features an open floorplan, a full bathroom, and a screened deck with a tranquil view of greenery; an ideal spot for morning coffee or unwinding after a day on the water. The kitchen flows naturally into the living and dining areas, creating an easy space for relaxing or entertaining. Offered furnished, the home is ready for immediate enjoyment or rental. Upstairs, the private primary suite includes a full bath and an uncovered balcony facing northeast, where you can enjoy the peaceful ambience of sunrise and sunset hours without direct sun; just quiet treetop views and soft bay breezes. Cedars East is filled with amenities. From the clubhouse with a restaurant and Tiki Bar, pool, to walking trails through the mangroves, a kayak launch and a bayside community pier for gathering, fishing and enjoying the sunrise. A tennis club membership allows access to tennis and pickleball courts, tournaments and more. There's even an onsite tennis pro if you need lessons. Live in paradise on Longboat Key.

657 Cedars Court, Longboat Key

$410,000

Here it is! The perfect vacant lot on Longboat Key you've been waiting to build your dreamy beach getaway on! And at a price that beats any other lot here.....Mere steps from the famous Broadway beach that stretches all the way around beer can island. Located on the beach side of Gulf of Mexico drive on the sought after north end of Longboat Key, this is the epitomy of island living. A short walk, bike or golf cart ride across Gulf of Mexico brings you to multiple restaurants, shopping, the community dock with a boat ramp, two work out facilities, the liquor store.....what more do you need? And if you said, I need house plans, the current owner already has some you may be interested in OR put your ideas to work and build your own. This won't last. If this interests you, you need to check it out quickly!

Longbeach On Longboat Key SubDv. ⋅ 34228 Zip Code

Here it is! The perfect vacant lot on Longboat Key you've been waiting to build your dreamy beach getaway on! And at a price that beats any other lot here.....Mere steps from the famous Broadway beach that stretches all the way around beer can island. Located on the beach side of Gulf of Mexico drive on the sought after north end of Longboat Key, this is the epitomy of island living. A short walk, bike or golf cart ride across Gulf of Mexico brings you to multiple restaurants, shopping, the community dock with a boat ramp, two work out facilities, the liquor store.....what more do you need? And if you said, I need house plans, the current owner already has some you may be interested in OR put your ideas to work and build your own. This won't last. If this interests you, you need to check it out quickly!

450 Firehouse Court, Longboat Key

6700 Gulf Of Mexico Drive Unit 139, Longboat Key

$405,000

“PRICED BELOW MARKET VALUE NOW REDUCED TO $449,000” Fully renovated 2 Bedroom 2 Bath Whitney Beach Bay Side FIRST FLOOR condo ready for occupancy. It has undergone FEMA approved storm mitigation & has had a full rebuild & inspections. All new handsome Luxury Vinyl Plank flooring throughout plus tile in the primary bedroom’s stunning en suite with shower. Second bedroom is very spacious & could be subdivided to include an office. Totally updated second bathroom has a tub. Large, impact resistant sliders in the lanai area overlooking the canal waterfront & living room area & front door have been installed. A brand new kitchen was installed with quartz counters, custom cabinetry, stainless steel refrigerator & stove & new overhead lighting fixtures in every room. This like new & totally improved condo offers almost 1,500 square feet of interior living space plus a storage room at the entry which has a new stackable washer & dryer. Whitney Beach Bay Side offers two heated pools, kayak launch & storage, boat slips, fishing docks & a charming boathouse overlooking serene Bishop’s Bayou which leads to Sarasota Bay. This rental friendly community allows minimum of one month rentals, six times a year. It is also pet friendly allowing large dogs one of very few on Longboat Key. On the deeded beach access/Gulf of Mexico side, there is the Whitney Beach Conservancy land owned by the condo association for the use of owners, tenants & guests. Tennis & pickleball courts, a barbecue & picnic area & tike huts lead to the gorgeous sandy beach where you will enjoy swimming, sunning, shell collecting , and gatherings with neighbors while watching the most stunning sunsets you will ever see!

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

“PRICED BELOW MARKET VALUE NOW REDUCED TO $449,000” Fully renovated 2 Bedroom 2 Bath Whitney Beach Bay Side FIRST FLOOR condo ready for occupancy. It has undergone FEMA approved storm mitigation & has had a full rebuild & inspections. All new handsome Luxury Vinyl Plank flooring throughout plus tile in the primary bedroom’s stunning en suite with shower. Second bedroom is very spacious & could be subdivided to include an office. Totally updated second bathroom has a tub. Large, impact resistant sliders in the lanai area overlooking the canal waterfront & living room area & front door have been installed. A brand new kitchen was installed with quartz counters, custom cabinetry, stainless steel refrigerator & stove & new overhead lighting fixtures in every room. This like new & totally improved condo offers almost 1,500 square feet of interior living space plus a storage room at the entry which has a new stackable washer & dryer. Whitney Beach Bay Side offers two heated pools, kayak launch & storage, boat slips, fishing docks & a charming boathouse overlooking serene Bishop’s Bayou which leads to Sarasota Bay. This rental friendly community allows minimum of one month rentals, six times a year. It is also pet friendly allowing large dogs one of very few on Longboat Key. On the deeded beach access/Gulf of Mexico side, there is the Whitney Beach Conservancy land owned by the condo association for the use of owners, tenants & guests. Tennis & pickleball courts, a barbecue & picnic area & tike huts lead to the gorgeous sandy beach where you will enjoy swimming, sunning, shell collecting , and gatherings with neighbors while watching the most stunning sunsets you will ever see!

6700 Gulf Of Mexico Drive Unit 139, Longboat Key

4500 Gulf Of Mexico Drive Unit 203, Longboat Key

$400,000

Calling All Remodelers, Investors & Visionaries! Outstanding Value and a unique opportunity to reimagine a stunning coastal residence exactly as you envision it. Opportunity awaits in this Windward Bay 2-bedroom, 2-bath residence offering 1,325 square feet in one of Longboat Key's most desirable coastal communities. The kitchen and bathrooms are preserved in their original 1975 condition, an exciting opportunity to transform a time capsule into a showplace. Properties offering this level of renovation potential on Longboat Key are increasingly difficult to find. Roll up your sleeves and reap the rewards. A rare chance to create a completely personalized island retreat, a true blank canvas for a buyer with imagination and ambition. The floor plan offers excellent potential for a stunning modern transformation. With strong bones, generous living spaces, and an exceptional island location, this property is ready for its next chapter. For buyers who see potential where others see projects, this is your chance to renovate, redesign, and customize every finish to your exact vision. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Whether you're an investor seeking your next renovation project or a buyer eager to create a dream island getaway from the ground up, this condominium offers exceptional value, unlimited design potential, and the chance to secure a coveted Longboat Key lifestyle at an attractive price point, exceptional value and long-term upside. Bring your imagination and discover what this hidden gem can become.

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

Calling All Remodelers, Investors & Visionaries! Outstanding Value and a unique opportunity to reimagine a stunning coastal residence exactly as you envision it. Opportunity awaits in this Windward Bay 2-bedroom, 2-bath residence offering 1,325 square feet in one of Longboat Key's most desirable coastal communities. The kitchen and bathrooms are preserved in their original 1975 condition, an exciting opportunity to transform a time capsule into a showplace. Properties offering this level of renovation potential on Longboat Key are increasingly difficult to find. Roll up your sleeves and reap the rewards. A rare chance to create a completely personalized island retreat, a true blank canvas for a buyer with imagination and ambition. The floor plan offers excellent potential for a stunning modern transformation. With strong bones, generous living spaces, and an exceptional island location, this property is ready for its next chapter. For buyers who see potential where others see projects, this is your chance to renovate, redesign, and customize every finish to your exact vision. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Whether you're an investor seeking your next renovation project or a buyer eager to create a dream island getaway from the ground up, this condominium offers exceptional value, unlimited design potential, and the chance to secure a coveted Longboat Key lifestyle at an attractive price point, exceptional value and long-term upside. Bring your imagination and discover what this hidden gem can become.

4500 Gulf Of Mexico Drive Unit 203, Longboat Key

3240 Gulf Of Mexico Drive Unit B104, Longboat Key

$400,000

Experience tranquil island living in this beautifully maintained first-floor residence at Portobello, offering private, serene views of expansive grounds, lush mangroves, and the bay. With your beach, shimmering Gulf waters, and breathtaking sunsets just across the street, this is the perfect coastal retreat. Designed with a desirable split floor plan, the home is filled with natural light from sliding glass doors that span the width of the residence. The large screened-in lanai is accessible from the living area and both bedrooms—seamlessly blending indoor and outdoor living while overlooking a generous grassy yard space and peaceful bayou, perfect for canoeing and kayaking right from your backyard. The kitchen features granite countertops and stainless steel appliances. Offered turn-key and fully furnished, this residence is move-in ready and ideal for seasonal or full-time living. Portobello is a sought-after Beach-to-Bay community ideally located mid-Key, offering an exceptional array of amenities including 600 feet of private beach frontage and 260 feet along the bay. Residents enjoy a heated community pool, tennis courts, clubhouse, BBQ and picnic areas, fishing pier, and kayak launch. Just minutes from the world-class shopping and dining of St. Armands Circle and everything Sarasota has to offer, this exceptional residence invites you to experience the pinnacle of Longboat Key living—where every day feels like a vacation.

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

Experience tranquil island living in this beautifully maintained first-floor residence at Portobello, offering private, serene views of expansive grounds, lush mangroves, and the bay. With your beach, shimmering Gulf waters, and breathtaking sunsets just across the street, this is the perfect coastal retreat. Designed with a desirable split floor plan, the home is filled with natural light from sliding glass doors that span the width of the residence. The large screened-in lanai is accessible from the living area and both bedrooms—seamlessly blending indoor and outdoor living while overlooking a generous grassy yard space and peaceful bayou, perfect for canoeing and kayaking right from your backyard. The kitchen features granite countertops and stainless steel appliances. Offered turn-key and fully furnished, this residence is move-in ready and ideal for seasonal or full-time living. Portobello is a sought-after Beach-to-Bay community ideally located mid-Key, offering an exceptional array of amenities including 600 feet of private beach frontage and 260 feet along the bay. Residents enjoy a heated community pool, tennis courts, clubhouse, BBQ and picnic areas, fishing pier, and kayak launch. Just minutes from the world-class shopping and dining of St. Armands Circle and everything Sarasota has to offer, this exceptional residence invites you to experience the pinnacle of Longboat Key living—where every day feels like a vacation.

3240 Gulf Of Mexico Drive Unit B104, Longboat Key

4840 Gulf Of Mexico Drive Unit Villa 15, Longboat Key

$399,999

Looking for a Beach/Bay Getaway Villa? LOCATION! LOCATION! LOCATION! This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny Villa boasts 1084 square feet of Longboat Key Florida Fun! Single story living with a convenient covered carport only a few steps away from your front door. Villa 15 is located directly across the street from the tranquil Gulf with its crystal-clear turquoise blue waters and uncrowded soft sandy beaches that attract visitors from all over the world. (Take joy with 3 beach access points, one private deeded) Enjoy walks along the shore, kayaking on the bay or read a book, unwind and soak up the sun on your own private patio while taking in the beauty of this incredible location. The patio is an ideal spot for morning coffee, watching a game of shuffleboard, hosting friends for sunset libations, evening grilling, or simply relaxing in solitude. Your beach/bay lifestyle possibilities are endless. Worry free living with recent Hurricane Impact Windows/Sliding Doors, Roof, & Carport (2020). As an added bonus with the sale of this Villa, the longtime owner since 1976, former Canadian Navy-Man, and a wonderful Nonagenarian, will be leaving most of his nautical treasures gathered from lands around the world for you to enjoy. Set like a jewel on the barrier island of Longboat Key, the community of Windward Bay is a magical wildlife haven nestled mid-island, flourishing on 26 acres and graced with 1/2 a mile of waterfront trails to relish. A low-density residence and a nature lover’s delight to gaze both frolicking dolphins and manatees as they play. Bird enthusiasts jubilate with their front-row seat of the magnificent Florida birds that call Windward Bay their home. Witness the vibrant plumage and graceful flights of these majestic creatures as they effortlessly navigate the glorious skies above. Windward Bay offers numerous amenities that make it an exceptional value including: 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee, barbecue grills throughout, fishing piers, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits throughout the property. Conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village, Championship Golf Courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Welcome home to “Pet Friendly” Windward Bay, where TWO pets are allowed. Windward Bay is a financially healthy Condo Association with a proactive Board. Monthly Condos Fees in 2025 were actually reduced and since 2024 have only increased by $2 a month. The Milestone Inspection and Capital Reserve Study are complete. THIS VILLA HAS NO PREVIOUS ASSESSMENT ADDED TO MONTHLY HOA FEES! This wonderful villa exemplifies “Florida Gulf to Bay Living” at its finest. Perfect for couples or individuals seeking paradise! Schedule your private tour today and make these experiences a reality.

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

Looking for a Beach/Bay Getaway Villa? LOCATION! LOCATION! LOCATION! This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny Villa boasts 1084 square feet of Longboat Key Florida Fun! Single story living with a convenient covered carport only a few steps away from your front door. Villa 15 is located directly across the street from the tranquil Gulf with its crystal-clear turquoise blue waters and uncrowded soft sandy beaches that attract visitors from all over the world. (Take joy with 3 beach access points, one private deeded) Enjoy walks along the shore, kayaking on the bay or read a book, unwind and soak up the sun on your own private patio while taking in the beauty of this incredible location. The patio is an ideal spot for morning coffee, watching a game of shuffleboard, hosting friends for sunset libations, evening grilling, or simply relaxing in solitude. Your beach/bay lifestyle possibilities are endless. Worry free living with recent Hurricane Impact Windows/Sliding Doors, Roof, & Carport (2020). As an added bonus with the sale of this Villa, the longtime owner since 1976, former Canadian Navy-Man, and a wonderful Nonagenarian, will be leaving most of his nautical treasures gathered from lands around the world for you to enjoy. Set like a jewel on the barrier island of Longboat Key, the community of Windward Bay is a magical wildlife haven nestled mid-island, flourishing on 26 acres and graced with 1/2 a mile of waterfront trails to relish. A low-density residence and a nature lover’s delight to gaze both frolicking dolphins and manatees as they play. Bird enthusiasts jubilate with their front-row seat of the magnificent Florida birds that call Windward Bay their home. Witness the vibrant plumage and graceful flights of these majestic creatures as they effortlessly navigate the glorious skies above. Windward Bay offers numerous amenities that make it an exceptional value including: 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee, barbecue grills throughout, fishing piers, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits throughout the property. Conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village, Championship Golf Courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Welcome home to “Pet Friendly” Windward Bay, where TWO pets are allowed. Windward Bay is a financially healthy Condo Association with a proactive Board. Monthly Condos Fees in 2025 were actually reduced and since 2024 have only increased by $2 a month. The Milestone Inspection and Capital Reserve Study are complete. THIS VILLA HAS NO PREVIOUS ASSESSMENT ADDED TO MONTHLY HOA FEES! This wonderful villa exemplifies “Florida Gulf to Bay Living” at its finest. Perfect for couples or individuals seeking paradise! Schedule your private tour today and make these experiences a reality.

4840 Gulf Of Mexico Drive Unit Villa 15, Longboat Key

5310 Gulf Of Mexico Drive Unit 18, Longboat Key

$395,000

Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1bath has an open kitchen, dining and living room combo with a sofa sleeper and a screened porch accommodating four guests comfortably. Assigned parking, storage and laundry facility on site. Great owner/investment opportunity to generate income renting nightly, weekly and monthly. The owner has the option to manage the unit themselves, choose a management company of choice or use the management team on site. It is perfectly situated with access to both a private beach and the bay for a tranquil tropical get away. Enjoy kayaking, heated pool, hot tub, BBQ grill on spacious grounds right off the boat dock which includes a fish cleaning station. The Beach Castle Resort is a short drive from Anna Maria Island, St Armand Circle, and downtown Sarasota loaded with fine dining, entertainment, parks, clubs, marinas, endless shopping and all that the tropical environment offers. Longboat Key offers a tropical lifestyle defined by pristine beaches, world-class golf, and a relaxed atmosphere which is where you will find this one-of-a-kind unit.

1 Beds ⋅ 1 Baths ⋅ Mccalls Beach Castle SubDv. ⋅ 34228 Zip Code

Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1bath has an open kitchen, dining and living room combo with a sofa sleeper and a screened porch accommodating four guests comfortably. Assigned parking, storage and laundry facility on site. Great owner/investment opportunity to generate income renting nightly, weekly and monthly. The owner has the option to manage the unit themselves, choose a management company of choice or use the management team on site. It is perfectly situated with access to both a private beach and the bay for a tranquil tropical get away. Enjoy kayaking, heated pool, hot tub, BBQ grill on spacious grounds right off the boat dock which includes a fish cleaning station. The Beach Castle Resort is a short drive from Anna Maria Island, St Armand Circle, and downtown Sarasota loaded with fine dining, entertainment, parks, clubs, marinas, endless shopping and all that the tropical environment offers. Longboat Key offers a tropical lifestyle defined by pristine beaches, world-class golf, and a relaxed atmosphere which is where you will find this one-of-a-kind unit.

5310 Gulf Of Mexico Drive Unit 18, Longboat Key

2055 Gulf Of Mexico Drive Unit G2-214, Longboat Key

$389,000

Welcome to Seaplace, a sought-after gated Gulf-front community on Longboat Key offering resort-style amenities and beach access. This rare below-$400,000 opportunity (Unit G2-214) provides exceptional value in one of the island’s most desirable coastal neighborhoods. The one-bedroom, one-and-a-half-bath loft-style condominium features an open layout with soaring ceilings, abundant natural light, and a private screened lanai overlooking lush tropical landscaping. Designed for easy island living, the residence includes a new hurricane shutter, a newer AC unit, and an in-unit washer and dryer for convenience. The spacious bedroom suite with full bath is located on the upper level, offering privacy and separation from the main living areas. The lower-level half bath accommodates guests comfortably, and the flexible open floor plan allows space for a work nook or media area. Residents of Seaplace enjoy approximately ½ mile of Gulf beach frontage and an impressive array of amenities across 42 landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, walking trails, a well-equipped fitness center, and a clubhouse with kitchen, library, and sauna. Additional amenities include a playground, community grills, on-site management, and a 24-hour staffed gatehouse for security. The quarterly association fee of $3,884 covers exterior maintenance, building insurance, water, sewer, cable, and all community amenities. Service animals are permitted; no pets otherwise. Rentals are allowed with a two-month minimum, making this an ideal choice for either full-time or seasonal living. Seaplace’s prime location provides direct access to island conveniences and Sarasota’s cultural attractions. Publix (0.8 mi) and Bayfront Park Recreation Center (1.6 mi) are moments away for groceries, recreation, and pickleball. Enjoy dining at Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), or The Shore Restaurant (1.9 mi), and experience boutique shopping and cafés at St. Armands Circle (3.8 mi). Nearby Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) provide world-class leisure, arts, and dining options including the Ringling Museum and Selby Gardens. Enjoy sunsets along Seaplace’s beachfront, peaceful walking paths, and a low-maintenance island lifestyle at an exceptional price point. Whether used as a vacation escape, investment, or full-time home, Unit G2-214 offers the rare combination of affordability, community amenities, and Gulf-side living within Longboat Key’s premier Seaplace enclave. Includes screened lanai, in-unit laundry, newer AC, hurricane shutter, and access to pools, tennis, clubhouse, and beach.

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

Welcome to Seaplace, a sought-after gated Gulf-front community on Longboat Key offering resort-style amenities and beach access. This rare below-$400,000 opportunity (Unit G2-214) provides exceptional value in one of the island’s most desirable coastal neighborhoods. The one-bedroom, one-and-a-half-bath loft-style condominium features an open layout with soaring ceilings, abundant natural light, and a private screened lanai overlooking lush tropical landscaping. Designed for easy island living, the residence includes a new hurricane shutter, a newer AC unit, and an in-unit washer and dryer for convenience. The spacious bedroom suite with full bath is located on the upper level, offering privacy and separation from the main living areas. The lower-level half bath accommodates guests comfortably, and the flexible open floor plan allows space for a work nook or media area. Residents of Seaplace enjoy approximately ½ mile of Gulf beach frontage and an impressive array of amenities across 42 landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, walking trails, a well-equipped fitness center, and a clubhouse with kitchen, library, and sauna. Additional amenities include a playground, community grills, on-site management, and a 24-hour staffed gatehouse for security. The quarterly association fee of $3,884 covers exterior maintenance, building insurance, water, sewer, cable, and all community amenities. Service animals are permitted; no pets otherwise. Rentals are allowed with a two-month minimum, making this an ideal choice for either full-time or seasonal living. Seaplace’s prime location provides direct access to island conveniences and Sarasota’s cultural attractions. Publix (0.8 mi) and Bayfront Park Recreation Center (1.6 mi) are moments away for groceries, recreation, and pickleball. Enjoy dining at Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), or The Shore Restaurant (1.9 mi), and experience boutique shopping and cafés at St. Armands Circle (3.8 mi). Nearby Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) provide world-class leisure, arts, and dining options including the Ringling Museum and Selby Gardens. Enjoy sunsets along Seaplace’s beachfront, peaceful walking paths, and a low-maintenance island lifestyle at an exceptional price point. Whether used as a vacation escape, investment, or full-time home, Unit G2-214 offers the rare combination of affordability, community amenities, and Gulf-side living within Longboat Key’s premier Seaplace enclave. Includes screened lanai, in-unit laundry, newer AC, hurricane shutter, and access to pools, tennis, clubhouse, and beach.

2055 Gulf Of Mexico Drive Unit G2-214, Longboat Key

$385,000

Under Construction. Calling all boaters, investors, paradise seekers and people who are looking for incredible value. Welcome to this newly rebuilt home with soft neutral colors and tastefully selected appointments. There is a great use of space with an open floor plan, office nook, den/flex room and two spacious bedrooms. This waterfront boating community with deeded beach access, and a lovely community pool overlooking a 40-slip deep water marina, makes every day feel like a vacation. Explore the endless waterways surrounding Longboat Key, Sarasota Bay and the beautiful Gulf waters, as you launch your vessel from your own boat slip, at extremely reasonable rentals fees of $200, $250 or $300 per year. There is a one-time $750 non-refundable fee and slips are available. There is instant access to the Intracoastal Waterway and just minutes to the Gulf waters not only for boating, kayaking, fishing, anchoring and swimming at gorgeous sandbars, but exploring many sea-side restaurants and only 30 minutes to downtown Sarasota for additional water excitement and entertainment. Or just walk the soft sandy beaches of Longboat as you access through the deeded beach access for magnificent sunsets, lounging and enjoying this soft, easy lifestyle. Pet-friendly, maintenance-free and an active 55-plus community are added benefits for your enjoyment. Only a short drive to the fantastic shops, restaurants and cultural events Sarasota and St. Armands Circle have to offer. This community is in the build back stage due to damage from the hurricane in 2024. All 212 units in Spanish Main Yacht Club are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. This unit will be finished end of September with all new kitchen, baths, appliances, interior/exterior doors plus more. New owners will receive any insurance funds that are allotted to this villa. Call for details.

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

Under Construction. Calling all boaters, investors, paradise seekers and people who are looking for incredible value. Welcome to this newly rebuilt home with soft neutral colors and tastefully selected appointments. There is a great use of space with an open floor plan, office nook, den/flex room and two spacious bedrooms. This waterfront boating community with deeded beach access, and a lovely community pool overlooking a 40-slip deep water marina, makes every day feel like a vacation. Explore the endless waterways surrounding Longboat Key, Sarasota Bay and the beautiful Gulf waters, as you launch your vessel from your own boat slip, at extremely reasonable rentals fees of $200, $250 or $300 per year. There is a one-time $750 non-refundable fee and slips are available. There is instant access to the Intracoastal Waterway and just minutes to the Gulf waters not only for boating, kayaking, fishing, anchoring and swimming at gorgeous sandbars, but exploring many sea-side restaurants and only 30 minutes to downtown Sarasota for additional water excitement and entertainment. Or just walk the soft sandy beaches of Longboat as you access through the deeded beach access for magnificent sunsets, lounging and enjoying this soft, easy lifestyle. Pet-friendly, maintenance-free and an active 55-plus community are added benefits for your enjoyment. Only a short drive to the fantastic shops, restaurants and cultural events Sarasota and St. Armands Circle have to offer. This community is in the build back stage due to damage from the hurricane in 2024. All 212 units in Spanish Main Yacht Club are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. This unit will be finished end of September with all new kitchen, baths, appliances, interior/exterior doors plus more. New owners will receive any insurance funds that are allotted to this villa. Call for details.

556 Spanish Drive N, Longboat Key

3804 Gulf Of Mexico Drive Unit B207, Longboat Key

$379,000

Welcome to your new slice of paradise at the Beach Harbor Club! This gem is located in 'B' building, closest to the Gulf of Mexico, and less than one-minute walk to pristine white sand beach ! "This bright two-bedroom, two-bathroom condo has been thoughtfully updated. Standing out as a unique residence that is 12.5% larger than front-facing units, this south-facing home is drenched in tons of natural light and features a modern open-concept kitchen and living room design. The chef’s kitchen is a true centerpiece, boasting a 14-foot-long center granite counter and custom cabinetry with soft-close drawers and doors. Throughout the entire home, you will find cool-to-the-touch 18-inch travertine tiles on all floors and Bahama shutters on every window, while the primary suite offers a spacious walk-in closet and beautiful views of the Gulf—vistas that can also be enjoyed right from the foyer. Designed for convenience with two separate entrance doors, this condo makes it easy to walk to the beach via your deeded access on the pristine sands of Longboat Key or launch a kayak into the bay right from the community docks. Between the GULF VIEWS, fitness center, and sunset views over the water, it feels like a year-round vacation. You’re perfectly placed mid-key, so you can easily bike over to Bayfront Park for a game of pickleball or a walk along the bay trails. With a covered carport, everything is set for you to just arrive and start enjoying the coastal lifestyle—Longboat living truly doesn't get better than this! Schedule your tour today! Come and visit this Beauty, this will not last long!

2 Beds ⋅ 2 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code

Welcome to your new slice of paradise at the Beach Harbor Club! This gem is located in 'B' building, closest to the Gulf of Mexico, and less than one-minute walk to pristine white sand beach ! "This bright two-bedroom, two-bathroom condo has been thoughtfully updated. Standing out as a unique residence that is 12.5% larger than front-facing units, this south-facing home is drenched in tons of natural light and features a modern open-concept kitchen and living room design. The chef’s kitchen is a true centerpiece, boasting a 14-foot-long center granite counter and custom cabinetry with soft-close drawers and doors. Throughout the entire home, you will find cool-to-the-touch 18-inch travertine tiles on all floors and Bahama shutters on every window, while the primary suite offers a spacious walk-in closet and beautiful views of the Gulf—vistas that can also be enjoyed right from the foyer. Designed for convenience with two separate entrance doors, this condo makes it easy to walk to the beach via your deeded access on the pristine sands of Longboat Key or launch a kayak into the bay right from the community docks. Between the GULF VIEWS, fitness center, and sunset views over the water, it feels like a year-round vacation. You’re perfectly placed mid-key, so you can easily bike over to Bayfront Park for a game of pickleball or a walk along the bay trails. With a covered carport, everything is set for you to just arrive and start enjoying the coastal lifestyle—Longboat living truly doesn't get better than this! Schedule your tour today! Come and visit this Beauty, this will not last long!

3804 Gulf Of Mexico Drive Unit B207, Longboat Key

$358,300

One or more photo(s) has been virtually staged. Enjoy the Longboat Key lifestyle in this beautifully renovated, standalone, 3-bedroom 2-bath home at an exceptionally low price. This villa has it all - water and marina views, a bright, modern open kitchen, new appliances, and an indoor laundry room. It is now ready for you to move in. The roof, A/C, and windows were replaced in 2015 and new doors were installed in 2026. Spanish Main's deeded access to Longboat Key's uncrowded beach is across Gulf of Mexico Drive, and the deep-water marina and kayak launch near your front door offers boat slips as available at a very low annual price. The clubhouse is being renovated, and the nearby heated pool is now available. Spanish Main Yacht Club, an over 55 community, is conveniently located near several restaurants, a lovely park, Town tennis, pickle-ball, dog park, fitness activities, and St. Armands Circle shops and restaurants. Let me show you what this beautiful, unique community has to offer!

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

One or more photo(s) has been virtually staged. Enjoy the Longboat Key lifestyle in this beautifully renovated, standalone, 3-bedroom 2-bath home at an exceptionally low price. This villa has it all - water and marina views, a bright, modern open kitchen, new appliances, and an indoor laundry room. It is now ready for you to move in. The roof, A/C, and windows were replaced in 2015 and new doors were installed in 2026. Spanish Main's deeded access to Longboat Key's uncrowded beach is across Gulf of Mexico Drive, and the deep-water marina and kayak launch near your front door offers boat slips as available at a very low annual price. The clubhouse is being renovated, and the nearby heated pool is now available. Spanish Main Yacht Club, an over 55 community, is conveniently located near several restaurants, a lovely park, Town tennis, pickle-ball, dog park, fitness activities, and St. Armands Circle shops and restaurants. Let me show you what this beautiful, unique community has to offer!

805 Spanish Drive N, Longboat Key

4390 Exeter Drive Unit 104, Longboat Key

$357,000

Waterfront Paradise – Move-In Ready 1-Bedroom Condo with Income Potential .Live the dream in this beautifully furnished, move-in ready one-bedroom condo located in a premier waterfront community on Longboat Key . From the moment you step inside, you’re greeted with tasteful coastal décor, a bright and airy layout, and water views of the harbor through your fully enclosed lanai. Slide open the glass doors and enjoy gentle breezes and serene water views right from your living space — the perfect setting for morning coffee or sunset cocktails. This condo isn’t just a peaceful retreat — it’s also an incredible investment opportunity. Begin earning rental income from day one with a unit that’s already well-appointed and ready for guests. The community is truly one-of-a-kind, offering a rich array of resort-style amenities. Enjoy exclusive access to a private, gated parking lot beach with indoor facilities, or take advantage of the four heated swimming pools scattered throughout the beautifully maintained grounds. For boating enthusiasts, docks are available on a first-come, first-serve basis and can accommodate both powerboats and sailboats up to 34 feet. Staying active is easy with a spacious, well-equipped fitness center, tennis and pickleball courts, and a banquet hall complete with a dance floor for social events. Creative minds will love the dedicated art studio, while the billiard room offers a great way to unwind. There's even private storage, an assigned covered parking space, and plenty of guest parking available for visitors. With a brand-new roof already in place and no special assessments, this is carefree coastal living at its best. Whether you’re looking for a seasonal escape, a full-time residence, or a high-demand rental, this condo is your gateway to the relaxed, waterfront lifestyle you’ve always wanted.

1 Beds ⋅ 1 Baths ⋅ Longboat Harbour Towers SubDv. ⋅ 34228 Zip Code

Waterfront Paradise – Move-In Ready 1-Bedroom Condo with Income Potential .Live the dream in this beautifully furnished, move-in ready one-bedroom condo located in a premier waterfront community on Longboat Key . From the moment you step inside, you’re greeted with tasteful coastal décor, a bright and airy layout, and water views of the harbor through your fully enclosed lanai. Slide open the glass doors and enjoy gentle breezes and serene water views right from your living space — the perfect setting for morning coffee or sunset cocktails. This condo isn’t just a peaceful retreat — it’s also an incredible investment opportunity. Begin earning rental income from day one with a unit that’s already well-appointed and ready for guests. The community is truly one-of-a-kind, offering a rich array of resort-style amenities. Enjoy exclusive access to a private, gated parking lot beach with indoor facilities, or take advantage of the four heated swimming pools scattered throughout the beautifully maintained grounds. For boating enthusiasts, docks are available on a first-come, first-serve basis and can accommodate both powerboats and sailboats up to 34 feet. Staying active is easy with a spacious, well-equipped fitness center, tennis and pickleball courts, and a banquet hall complete with a dance floor for social events. Creative minds will love the dedicated art studio, while the billiard room offers a great way to unwind. There's even private storage, an assigned covered parking space, and plenty of guest parking available for visitors. With a brand-new roof already in place and no special assessments, this is carefree coastal living at its best. Whether you’re looking for a seasonal escape, a full-time residence, or a high-demand rental, this condo is your gateway to the relaxed, waterfront lifestyle you’ve always wanted.

4390 Exeter Drive Unit 104, Longboat Key

4360 Chatham Drive Unit F204, Longboat Key

$340,000

Sold Data Entry

1 Beds ⋅ 1 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code

Sold Data Entry

4360 Chatham Drive Unit F204, Longboat Key

730 Spanish Drive S Unit 99, Longboat Key

$337,500

Some photo's have been virtually staged. Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price for Longboat Key. This spacious, open concept, 2-bedroom, 2-bathroom villa has been renovated to FEMA regulations and rebuild specifications after Hurricane Helene. It is now ready for occupancy." Once you move in, you will enjoy Spanish Main's low-maintenance Longboat Key lifestyle with many restaurants within a short distance, deeded beach across Gulf of Mexico Drive, clubhouse, pool, private marina with a kayak launch and low-cost boat slips as available. Relax on your back patio with its tranquil view of flowering shrubs and trees. Your like-new home or investment property has been renovated to code with impact doors and windows, cupboards, quartz counter-tops, tiled tub and shower enclosures, brand-new kitchen appliances and hot water tank. The mini-split systems were installed in 2021, and the A/C and roof in 2015. Don't miss this opportunity to live the Longboat Key lifestyle at such a low price. Bring your cash offer with short closing date, and be rewarded with ownership of a valuable slice of paradise!

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

Some photo's have been virtually staged. Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price for Longboat Key. This spacious, open concept, 2-bedroom, 2-bathroom villa has been renovated to FEMA regulations and rebuild specifications after Hurricane Helene. It is now ready for occupancy." Once you move in, you will enjoy Spanish Main's low-maintenance Longboat Key lifestyle with many restaurants within a short distance, deeded beach across Gulf of Mexico Drive, clubhouse, pool, private marina with a kayak launch and low-cost boat slips as available. Relax on your back patio with its tranquil view of flowering shrubs and trees. Your like-new home or investment property has been renovated to code with impact doors and windows, cupboards, quartz counter-tops, tiled tub and shower enclosures, brand-new kitchen appliances and hot water tank. The mini-split systems were installed in 2021, and the A/C and roof in 2015. Don't miss this opportunity to live the Longboat Key lifestyle at such a low price. Bring your cash offer with short closing date, and be rewarded with ownership of a valuable slice of paradise!

730 Spanish Drive S Unit 99, Longboat Key

$325,000

Live the Longboat Key lifestyle in this beautifully updated two-story, two-bedroom townhome, where more than $60,000 in upgrades and improvements create the perfect blend of comfort, style, and coastal charm . Features include a private deeded beach, 2 heated pools, garage, pet-friendly, a marina with boat slips, and outdoor entertaining space. Offered furnished and move-in ready. Every room reflects thoughtful, elegant design, from curated furnishings to refined color palettes. The first floor features beautiful tile flooring and numerous upgrades, including a stunning kitchen with quartz countertops and backsplash, custom cabinetry, a designer sink and faucet, Bathrooms have been tastefully updated with designer fixtures, and smart recessed lighting enhances the ambiance throughout the home. Spacious bedrooms offer ample closet space and excellent storage throughout. Upstairs, elegant dark engineered wood flooring complements the tiled bathroom, creating a warm and sophisticated retreat. The enclosed lanai provides versatile bonus space ideal for a home office or family room. Additional highlights include an A/C system with iWave-R ionization generator, washer and dryer in unit, a private garage with extra storage, an electric kayak lift with 2 tandem kayaks included. . A lovely, remodeled community room, BBQ, a private beach pavilion with parking and restrooms. Gulf to Bay access, walking distance to Bayfront Park with dog park and pickleball.

2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code

Live the Longboat Key lifestyle in this beautifully updated two-story, two-bedroom townhome, where more than $60,000 in upgrades and improvements create the perfect blend of comfort, style, and coastal charm . Features include a private deeded beach, 2 heated pools, garage, pet-friendly, a marina with boat slips, and outdoor entertaining space. Offered furnished and move-in ready. Every room reflects thoughtful, elegant design, from curated furnishings to refined color palettes. The first floor features beautiful tile flooring and numerous upgrades, including a stunning kitchen with quartz countertops and backsplash, custom cabinetry, a designer sink and faucet, Bathrooms have been tastefully updated with designer fixtures, and smart recessed lighting enhances the ambiance throughout the home. Spacious bedrooms offer ample closet space and excellent storage throughout. Upstairs, elegant dark engineered wood flooring complements the tiled bathroom, creating a warm and sophisticated retreat. The enclosed lanai provides versatile bonus space ideal for a home office or family room. Additional highlights include an A/C system with iWave-R ionization generator, washer and dryer in unit, a private garage with extra storage, an electric kayak lift with 2 tandem kayaks included. . A lovely, remodeled community room, BBQ, a private beach pavilion with parking and restrooms. Gulf to Bay access, walking distance to Bayfront Park with dog park and pickleball.

527 Sutton Place, Longboat Key

$325,000

Best Beach Villa Value on Longboat Key! - Experience effortless coastal living in this lovely 2-bedroom, 2-bath end-unit bayside villa offering the highly sought-after Bay-to-Beach lifestyle on Longboat Key. Beautifully appointed and sold turnkey, this ground-floor residence is truly Martha Stewart–perfect—move-in ready and designed for relaxed elegance. The villa welcomes you with an enclosed den/Florida room, a serene retreat where you can unwind while enjoying tranquil views of lush greenery and native birdlife. Hurricane impact windows and doors throughout ensure peace of mind while maintaining a quiet, comfortable interior. The open-concept living space is ideal for both everyday living and entertaining. A spacious family room and dining area flow seamlessly from the renovated kitchen, which features rich maple cabinetry, solid granite countertops, and an inviting, functional layout. Every detail has been thoughtfully curated, from custom cornices and blinds to coordinated bedding and decorative pillows—straight out of Serena & Lily. Additional highlights include a separate laundry room with pantry storage, complete with a garden door that opens to peaceful landscaping and provides direct access to the private marina, kayak storage, and an electric kayak launch—perfect for embracing the boating lifestyle right outside your door. This pet-friendly villa offers unmatched convenience and value with a private carport, extra guest parking just steps away, a new washer and dryer, a recently upgraded air-conditioning system and tankless water heater. Just across Gulf of Mexico Drive, enjoy exclusive access to your private beach facility, featuring gated parking, restrooms, showers, and chair storage—true resort-style living. Spend your days boating, kayaking, or soaking up the sun, then end each evening watching breathtaking sunsets over the sugar-sand beaches of the Gulf. This exceptional Longboat Key villa is move-in perfect and ready to enjoy—just bring your flip-flops. Opportunities like this are rare, and this one will not last long.

2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code

Best Beach Villa Value on Longboat Key! - Experience effortless coastal living in this lovely 2-bedroom, 2-bath end-unit bayside villa offering the highly sought-after Bay-to-Beach lifestyle on Longboat Key. Beautifully appointed and sold turnkey, this ground-floor residence is truly Martha Stewart–perfect—move-in ready and designed for relaxed elegance. The villa welcomes you with an enclosed den/Florida room, a serene retreat where you can unwind while enjoying tranquil views of lush greenery and native birdlife. Hurricane impact windows and doors throughout ensure peace of mind while maintaining a quiet, comfortable interior. The open-concept living space is ideal for both everyday living and entertaining. A spacious family room and dining area flow seamlessly from the renovated kitchen, which features rich maple cabinetry, solid granite countertops, and an inviting, functional layout. Every detail has been thoughtfully curated, from custom cornices and blinds to coordinated bedding and decorative pillows—straight out of Serena & Lily. Additional highlights include a separate laundry room with pantry storage, complete with a garden door that opens to peaceful landscaping and provides direct access to the private marina, kayak storage, and an electric kayak launch—perfect for embracing the boating lifestyle right outside your door. This pet-friendly villa offers unmatched convenience and value with a private carport, extra guest parking just steps away, a new washer and dryer, a recently upgraded air-conditioning system and tankless water heater. Just across Gulf of Mexico Drive, enjoy exclusive access to your private beach facility, featuring gated parking, restrooms, showers, and chair storage—true resort-style living. Spend your days boating, kayaking, or soaking up the sun, then end each evening watching breathtaking sunsets over the sugar-sand beaches of the Gulf. This exceptional Longboat Key villa is move-in perfect and ready to enjoy—just bring your flip-flops. Opportunities like this are rare, and this one will not last long.

576 Sutton Place, Longboat Key

4390 Exeter Drive Unit 305, Longboat Key

$325,000

~~~~~ * * * * HUGE PRICE IMPROVEMENT * * * * ~~~~~~~ * * * * MOTIVATED SELLER! * * * * ~~~~~ This beautifully remodeled condo is move-in ready and comes with everything you need to make this your home away from home! Featuring modern finishes and quality materials throughout, this open, airy layout invites in calming water views — the perfect backdrop for relaxing or enjoying your boat, docked just steps from your back door. Perched on the 3rd floor with an ELEVATOR for easier access, this 1-bedroom, 1-bath waterfront residence offers spectacular vistas and the convenience of an in-unit washer and dryer. Nestled within a gated community on Longboat Key, this property is a true haven for water lovers. Boating enthusiasts will enjoy deep-water canal access to Sarasota Bay, with slips available for vessels up to 34 feet. The community offers endless opportunities for recreation, including mini-golf, shuffleboard, tennis, and pickleball, along with a fitness center, sauna, billiard room, and library. Four heated swimming pools ensure year-round relaxation and fun. For beachgoers, a private DEEDED beach pavilion across Gulf of Mexico Drive provides gated parking, restrooms, and storage for beach chairs. From sunrise to sunset, take in breathtaking water views, spot playful manatees, and unwind in this tranquil island paradise — the perfect blend of comfort, luxury, and coastal living.

1 Beds ⋅ 1 Baths ⋅ Longboat Harbour SubDv. ⋅ 34228 Zip Code

~~~~~ * * * * HUGE PRICE IMPROVEMENT * * * * ~~~~~~~ * * * * MOTIVATED SELLER! * * * * ~~~~~ This beautifully remodeled condo is move-in ready and comes with everything you need to make this your home away from home! Featuring modern finishes and quality materials throughout, this open, airy layout invites in calming water views — the perfect backdrop for relaxing or enjoying your boat, docked just steps from your back door. Perched on the 3rd floor with an ELEVATOR for easier access, this 1-bedroom, 1-bath waterfront residence offers spectacular vistas and the convenience of an in-unit washer and dryer. Nestled within a gated community on Longboat Key, this property is a true haven for water lovers. Boating enthusiasts will enjoy deep-water canal access to Sarasota Bay, with slips available for vessels up to 34 feet. The community offers endless opportunities for recreation, including mini-golf, shuffleboard, tennis, and pickleball, along with a fitness center, sauna, billiard room, and library. Four heated swimming pools ensure year-round relaxation and fun. For beachgoers, a private DEEDED beach pavilion across Gulf of Mexico Drive provides gated parking, restrooms, and storage for beach chairs. From sunrise to sunset, take in breathtaking water views, spot playful manatees, and unwind in this tranquil island paradise — the perfect blend of comfort, luxury, and coastal living.

4390 Exeter Drive Unit 305, Longboat Key

4400 Exeter Drive Unit 305, Longboat Key

$324,900

Welcome to coastal living on coveted Longboat Key. Priced to move, this beautifully maintained 1-bedroom residence at 4400 Exeter Dr Unit 305J offers an exceptional opportunity to own in one of the island’s most desirable waterfront communities. Inside, you’ll find a bright open floor plan with warm wood flooring, an updated kitchen featuring stone countertops, stainless appliances, breakfast bar seating, and abundant custom storage. The spacious living area flows seamlessly to the enclosed lanai where tranquil water and tropical garden views create the perfect setting for morning coffee or evening relaxation. The generous primary suite includes large windows, great natural light, and access to a beautifully updated bath with dual vanities and modern finishes. Enjoy resort-style amenities including waterfront grounds, boat docks, pool, lush landscaping, and close proximity to deeded beach access, golf, tennis, dining, and shopping. Whether you’re seeking a seasonal retreat, investment property, or year-round island lifestyle, this value-priced Longboat Key residence is ready for immediate enjoyment. Opportunities at this price on Longboat Key do not last. Schedule your private showing today.

1 Beds ⋅ 1 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code

Welcome to coastal living on coveted Longboat Key. Priced to move, this beautifully maintained 1-bedroom residence at 4400 Exeter Dr Unit 305J offers an exceptional opportunity to own in one of the island’s most desirable waterfront communities. Inside, you’ll find a bright open floor plan with warm wood flooring, an updated kitchen featuring stone countertops, stainless appliances, breakfast bar seating, and abundant custom storage. The spacious living area flows seamlessly to the enclosed lanai where tranquil water and tropical garden views create the perfect setting for morning coffee or evening relaxation. The generous primary suite includes large windows, great natural light, and access to a beautifully updated bath with dual vanities and modern finishes. Enjoy resort-style amenities including waterfront grounds, boat docks, pool, lush landscaping, and close proximity to deeded beach access, golf, tennis, dining, and shopping. Whether you’re seeking a seasonal retreat, investment property, or year-round island lifestyle, this value-priced Longboat Key residence is ready for immediate enjoyment. Opportunities at this price on Longboat Key do not last. Schedule your private showing today.

4400 Exeter Drive Unit 305, Longboat Key

3810 Gulf Of Mexico Drive Unit F105, Longboat Key

$321,000

Spectacularly updated bayfront condominium on Longboat Key. Welcome to your beautifully reimagined coastal retreat in this beach-to-bay community, a bright and spacious one-bedroom, one-bath first-floor walk-out where everything is new, from the décor and finishes to the appliances and mechanicals. Every detail has been thoughtfully selected to create a fresh, elegant space that blends coastal sophistication with modern comfort. The fully remodeled cook’s kitchen is a showstopper, featuring quartz countertops, oversized decorator subway tile backsplash, all-new high-end stainless appliances, a built-in wine rack and recessed lighting. Neutral tile throughout for a seamless finish. The open-concept layout flows easily into the living area and out to your private garden patio with peaceful bay views, a spot to enjoy your morning coffee or unwind with a glass of wine in the evening while watching for manatees and dolphins. You’ll appreciate the many upgrades throughout, including a new HVAC system, water heater, hurricane-rated windows and slider, recessed lighting, and a smooth, modern ceiling that replaced the old popcorn texture. The spacious bedroom offers tranquil bay views, a walk-in closet, and a new washer/dryer for added convenience. The en-suite bath is beautifully updated with a contemporary walk-in shower with frameless doors, decorator tile, quartz countertops, and all-new fixtures. Beach Harbor Club stretches from the Gulf to Sarasota Bay, offering the best of both worlds, breathtaking sunsets on the private deeded beach and serene mornings by the bay. Enjoy a host of amenities including a newly renovated marina with fishing pier, heated pool, cabanas and picnic areas, kayaks, a remodeled clubhouse and a fitness center. A reserved parking spot is included, and you’re just minutes from grocery shopping and the dining and boutiques of St. Armands Circle. This is a rare opportunity to own an ideally updated and tastefully appointed slice of paradise on Longboat Key. Life is short so buy the beach house!

1 Beds ⋅ 1 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code

Spectacularly updated bayfront condominium on Longboat Key. Welcome to your beautifully reimagined coastal retreat in this beach-to-bay community, a bright and spacious one-bedroom, one-bath first-floor walk-out where everything is new, from the décor and finishes to the appliances and mechanicals. Every detail has been thoughtfully selected to create a fresh, elegant space that blends coastal sophistication with modern comfort. The fully remodeled cook’s kitchen is a showstopper, featuring quartz countertops, oversized decorator subway tile backsplash, all-new high-end stainless appliances, a built-in wine rack and recessed lighting. Neutral tile throughout for a seamless finish. The open-concept layout flows easily into the living area and out to your private garden patio with peaceful bay views, a spot to enjoy your morning coffee or unwind with a glass of wine in the evening while watching for manatees and dolphins. You’ll appreciate the many upgrades throughout, including a new HVAC system, water heater, hurricane-rated windows and slider, recessed lighting, and a smooth, modern ceiling that replaced the old popcorn texture. The spacious bedroom offers tranquil bay views, a walk-in closet, and a new washer/dryer for added convenience. The en-suite bath is beautifully updated with a contemporary walk-in shower with frameless doors, decorator tile, quartz countertops, and all-new fixtures. Beach Harbor Club stretches from the Gulf to Sarasota Bay, offering the best of both worlds, breathtaking sunsets on the private deeded beach and serene mornings by the bay. Enjoy a host of amenities including a newly renovated marina with fishing pier, heated pool, cabanas and picnic areas, kayaks, a remodeled clubhouse and a fitness center. A reserved parking spot is included, and you’re just minutes from grocery shopping and the dining and boutiques of St. Armands Circle. This is a rare opportunity to own an ideally updated and tastefully appointed slice of paradise on Longboat Key. Life is short so buy the beach house!

3810 Gulf Of Mexico Drive Unit F105, Longboat Key

549 Sutton Place Unit t 19, Longboat Key

$320,000

Across from the beach walk to sunsets at your private beach pavilion! This spacious, private two-story townhome with an enclosed garage is ideally positioned in a prime, quiet location within the community set away from incoming traffic. Updated, fully furnished, and truly turnkey. Enjoy a screened in back porch surrounded by lush landscaping, offering a peaceful private retreat. The home features both front and rear entrances, a kitchen with island seating, and tile flooring throughout the entire first floor. Large TVs with speaker systems are located both downstairs and upstairs. The enclosed garage includes an additional walk-in shower perfect after beach days along with a washer and dryer. Ample parking is available for residents and guests. Located at Sutton Place on Longboat Key, this mid-island community offers the best of coastal living with deeded beach access just steps away, plus a private boat marina and expansive Sarasota Bay views. Residents enjoy two heated community pools (one overlooking the marina), a clubhouse, kayaking access, BBQ areas, and beautifully maintained grounds. Bike to Bayfront Park for pickleball or tennis, visit nearby dog parks, or simply relax and enjoy both the Gulf of Mexico and Sarasota Bay right outside your door. Highlights: • Deeded beach access across the street • Enclosed garage + outdoor shower • Fully furnished & turnkey • Two heated community pools • Private marina & bay views • Quiet, private location within the community

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

Across from the beach walk to sunsets at your private beach pavilion! This spacious, private two-story townhome with an enclosed garage is ideally positioned in a prime, quiet location within the community set away from incoming traffic. Updated, fully furnished, and truly turnkey. Enjoy a screened in back porch surrounded by lush landscaping, offering a peaceful private retreat. The home features both front and rear entrances, a kitchen with island seating, and tile flooring throughout the entire first floor. Large TVs with speaker systems are located both downstairs and upstairs. The enclosed garage includes an additional walk-in shower perfect after beach days along with a washer and dryer. Ample parking is available for residents and guests. Located at Sutton Place on Longboat Key, this mid-island community offers the best of coastal living with deeded beach access just steps away, plus a private boat marina and expansive Sarasota Bay views. Residents enjoy two heated community pools (one overlooking the marina), a clubhouse, kayaking access, BBQ areas, and beautifully maintained grounds. Bike to Bayfront Park for pickleball or tennis, visit nearby dog parks, or simply relax and enjoy both the Gulf of Mexico and Sarasota Bay right outside your door. Highlights: • Deeded beach access across the street • Enclosed garage + outdoor shower • Fully furnished & turnkey • Two heated community pools • Private marina & bay views • Quiet, private location within the community

549 Sutton Place Unit t 19, Longboat Key

$320,000

Some Photo's have been virtually staged. Don't miss this rare opportunity to own a renovated standalone villa with a lake view on Longboat Key! This very light, bright, and charming 2 bedroom 2 bath home is almost ready for occupancy at an exceptionally low price. As you enter the home, you can see a lovely lake view through the large back windows. The rear, shady, landscaped patio is a perfect place to relax throughout the day and evening. Enjoy new kitchen appliances, updated bathrooms, and a spacious rear sun-room. This unit is being finished without the need to hire building contractors. The roof was replaced in 2020, A/C in 2022, and the hot-water tank is new." A deeded private entrance to the Gulf beach is a short walk away. The marina offers reasonably priced boat slips and a kayak launch with easy access to the intracoastal waterway and Sarasota Bay. The clubhouse is being reconstructed, and the heated pool is now available. As Spanish Main Yacht Club residents begin returning to their villas, the social activities have already started with happy hour by the pool. Spanish Main, an over-55 community, is conveniently located near several restaurants, a lovely park, community tennis, pickle-ball, dog park, fitness activities, and St. Armands Circle shops and restaurants. Let me show you what this beautiful, unique community has to offer!

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

Some Photo's have been virtually staged. Don't miss this rare opportunity to own a renovated standalone villa with a lake view on Longboat Key! This very light, bright, and charming 2 bedroom 2 bath home is almost ready for occupancy at an exceptionally low price. As you enter the home, you can see a lovely lake view through the large back windows. The rear, shady, landscaped patio is a perfect place to relax throughout the day and evening. Enjoy new kitchen appliances, updated bathrooms, and a spacious rear sun-room. This unit is being finished without the need to hire building contractors. The roof was replaced in 2020, A/C in 2022, and the hot-water tank is new." A deeded private entrance to the Gulf beach is a short walk away. The marina offers reasonably priced boat slips and a kayak launch with easy access to the intracoastal waterway and Sarasota Bay. The clubhouse is being reconstructed, and the heated pool is now available. As Spanish Main Yacht Club residents begin returning to their villas, the social activities have already started with happy hour by the pool. Spanish Main, an over-55 community, is conveniently located near several restaurants, a lovely park, community tennis, pickle-ball, dog park, fitness activities, and St. Armands Circle shops and restaurants. Let me show you what this beautiful, unique community has to offer!

620 Spanish Drive N, Longboat Key

3810 Gulf Of Mexico Drive Unit F302, Longboat Key

$316,000

Welcome to paradise at Beach Harbor Club, where you don’t have to choose between beach access and a boat slip—this condo offers both! Enjoy a view of the bay from your living room window and take advantage of the deeded beach access, complete with lounge chairs for your convenience. This vibrant community boasts a heated pool, a spacious clubhouse, and a variety of amenities including a fitness center, game room, library, and woodshop. For outdoor enthusiasts, there are community grills and kayaks available. The marina provides boat slips on a first-come, first-served basis. Experience coastal living at its finest in this exceptional condo on Longboat Key. Don’t miss the opportunity to make this your new home!

2 Beds ⋅ 2 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code

Welcome to paradise at Beach Harbor Club, where you don’t have to choose between beach access and a boat slip—this condo offers both! Enjoy a view of the bay from your living room window and take advantage of the deeded beach access, complete with lounge chairs for your convenience. This vibrant community boasts a heated pool, a spacious clubhouse, and a variety of amenities including a fitness center, game room, library, and woodshop. For outdoor enthusiasts, there are community grills and kayaks available. The marina provides boat slips on a first-come, first-served basis. Experience coastal living at its finest in this exceptional condo on Longboat Key. Don’t miss the opportunity to make this your new home!

3810 Gulf Of Mexico Drive Unit F302, Longboat Key

$315,000

Green views, private beach access, boating, pool and more in the charming Spanish Main Yacht Club on Longboat Key

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

Green views, private beach access, boating, pool and more in the charming Spanish Main Yacht Club on Longboat Key

589 Spanish Drive N, Longboat Key

3810 Gulf Of Mexico Drive Unit F206, Longboat Key

$315,000

Start living the Longboat Key lifestyle from day one in this furnished coastal condominium at Beach Harbor Club with serene bay views. This spacious two bedroom, two bath residence is ideally located in a sought after beach to bay community along Gulf of Mexico Drive. Positioned on the second floor with convenient elevator access, the residence is filled with natural light and offers a comfortable, easy flowing layout. The living and dining areas feel bright and inviting, with soft views of Sarasota Bay creating a calm, coastal backdrop. Beautiful luxury vinyl flooring extends throughout much of the residence, adding a fresh and cohesive feel. The kitchen provides ample space and storage, features an InSinkErator replaced in 2024, and a separate laundry room with a Maytag stackable washer and dryer adds everyday convenience. Both bedrooms are generously sized and well situated, with the primary bedroom being ensuite. Both bathrooms feature tubs, offering comfort and flexibility for owners and guests alike. A 2 ton Trane HVAC system installed in 2024 adds significant value and peace of mind. All furniture and furnishings are included, making this a truly move in ready opportunity. The residence experienced no damage or flooding from recent storms. Beach Harbor Club stretches from the Gulf to Sarasota Bay, offering the best of both worlds with a private deeded beach for stunning sunsets and Bayfront amenities include a marina with fishing pier, kayak storage. The community also features a heated pool, cabanas and grilling and picnic areas, a clubhouse, and a fitness center. Covered carport parking is included. You are a short drive to SRQ airport, with easy access to nearby beaches including Siesta Key, Lido Beach, and Anna Maria Island, as well as the shopping, dining, and boutiques of St. Armand's Circle and the vibrant downtown Sarasota scene. Simply arrive, unpack, and start enjoying your place in the sun.

2 Beds ⋅ 2 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code

Start living the Longboat Key lifestyle from day one in this furnished coastal condominium at Beach Harbor Club with serene bay views. This spacious two bedroom, two bath residence is ideally located in a sought after beach to bay community along Gulf of Mexico Drive. Positioned on the second floor with convenient elevator access, the residence is filled with natural light and offers a comfortable, easy flowing layout. The living and dining areas feel bright and inviting, with soft views of Sarasota Bay creating a calm, coastal backdrop. Beautiful luxury vinyl flooring extends throughout much of the residence, adding a fresh and cohesive feel. The kitchen provides ample space and storage, features an InSinkErator replaced in 2024, and a separate laundry room with a Maytag stackable washer and dryer adds everyday convenience. Both bedrooms are generously sized and well situated, with the primary bedroom being ensuite. Both bathrooms feature tubs, offering comfort and flexibility for owners and guests alike. A 2 ton Trane HVAC system installed in 2024 adds significant value and peace of mind. All furniture and furnishings are included, making this a truly move in ready opportunity. The residence experienced no damage or flooding from recent storms. Beach Harbor Club stretches from the Gulf to Sarasota Bay, offering the best of both worlds with a private deeded beach for stunning sunsets and Bayfront amenities include a marina with fishing pier, kayak storage. The community also features a heated pool, cabanas and grilling and picnic areas, a clubhouse, and a fitness center. Covered carport parking is included. You are a short drive to SRQ airport, with easy access to nearby beaches including Siesta Key, Lido Beach, and Anna Maria Island, as well as the shopping, dining, and boutiques of St. Armand's Circle and the vibrant downtown Sarasota scene. Simply arrive, unpack, and start enjoying your place in the sun.

3810 Gulf Of Mexico Drive Unit F206, Longboat Key

$315,000

Available now on beautiful Longboat Key! This spacious, pet-friendly three-bedroom residence offers a blend of comfort and coastal living, complete with a screened lanai and a private, roomy attached garage with extra storage. Enjoy glorious bayfront sunrises and unwind with breathtaking Gulf sunsets, all from your new home in Sutton Place, a desirable Gulf-to-Bay community known for its exceptional amenities and relaxed island lifestyle. Residents enjoy private beach access with a Gulfside pavilion, picnic area, showers, restrooms, gated parking, beach chair lockers and car wash stations. On the bayside, take advantage of the private marina, two sparkling pools (one directly on the water), a clubhouse with full kitchen, billiards, and a cozy library corner, plus three barbecue areas, boat slips, a kayak launch and storage. This home features the largest floor plan in Sutton Place, offering 1,450 square feet of interior living space, 1,890 square feet under roof, a large in-unit laundry room with built-ins, generous bedroom closets, and a screened lanai that opens to a serene garden area. The open living and dining layout is ideal for entertaining with a downstairs powder room, while the three upstairs bedrooms with two full baths provide privacy and comfort. Tucked away from the main road, this villa-style condominium offers a peaceful setting with the feel of a private home. Sutton Place allows two small pets and two rentals per year after the first year of ownership, making it an attractive option for both full-time residents and seasonal investors. Located mid-key, you’ll be minutes from Bayfront Park’s recreation center, pickleball courts and dog parks, as well as Longboat Key’s more than a dozen popular restaurants, shopping, and cultural attractions from end to end of the island. St. Armands Circle and downtown Sarasota are also just a short drive away. Seller financing available at 4% is an option. Don’t miss your opportunity to live where others vacation. Your slice of paradise awaits.

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

Available now on beautiful Longboat Key! This spacious, pet-friendly three-bedroom residence offers a blend of comfort and coastal living, complete with a screened lanai and a private, roomy attached garage with extra storage. Enjoy glorious bayfront sunrises and unwind with breathtaking Gulf sunsets, all from your new home in Sutton Place, a desirable Gulf-to-Bay community known for its exceptional amenities and relaxed island lifestyle. Residents enjoy private beach access with a Gulfside pavilion, picnic area, showers, restrooms, gated parking, beach chair lockers and car wash stations. On the bayside, take advantage of the private marina, two sparkling pools (one directly on the water), a clubhouse with full kitchen, billiards, and a cozy library corner, plus three barbecue areas, boat slips, a kayak launch and storage. This home features the largest floor plan in Sutton Place, offering 1,450 square feet of interior living space, 1,890 square feet under roof, a large in-unit laundry room with built-ins, generous bedroom closets, and a screened lanai that opens to a serene garden area. The open living and dining layout is ideal for entertaining with a downstairs powder room, while the three upstairs bedrooms with two full baths provide privacy and comfort. Tucked away from the main road, this villa-style condominium offers a peaceful setting with the feel of a private home. Sutton Place allows two small pets and two rentals per year after the first year of ownership, making it an attractive option for both full-time residents and seasonal investors. Located mid-key, you’ll be minutes from Bayfront Park’s recreation center, pickleball courts and dog parks, as well as Longboat Key’s more than a dozen popular restaurants, shopping, and cultural attractions from end to end of the island. St. Armands Circle and downtown Sarasota are also just a short drive away. Seller financing available at 4% is an option. Don’t miss your opportunity to live where others vacation. Your slice of paradise awaits.

542 Sutton Place, Longboat Key

4310 Falmouth Drive Unit 304, Longboat Key

$310,000

Unlock the Door to Your Dream Beach and Boating Lifestyle! Step into a world of unparalleled charm with this move-in ready, fully furnished gem on Longboat Key. This isn’t just a home; it’s a transformative lifestyle choice for those craving adventure, relaxation, and vibrant social connections. Picture yourself waking up to breathtaking bay views every morning from your stylish condo, featuring elegant granite countertops, state-of-the-art appliances, and a spa-like shower that redefines luxury. Your perfect beach days await with exclusive private beach access, complete with a dedicated beach house that offers showers and restrooms for your convenience. For boating enthusiasts, the Longboat Key Yacht Club provides convenient boat slips and kayaks, giving you immediate access to the pristine waters of the bay. Stay energized and engaged with an array of top-tier amenities, including tennis courts, shuffleboard, a rejuvenating sauna, and a fully equipped gym. Join a dynamic social scene filled with workshops, a cozy library, an inspiring art studio, and clay classes, plus the warm camaraderie of the Book Buddies club that fosters connections. With four inviting swimming pools, a grand banquet hall for gatherings, a fun game room for entertainment, and convenient private beach parking, every day feels like a luxurious getaway. This is more than just a condo; it’s a lifestyle experience you truly deserve. Don’t let this extraordinary Longboat Key oasis pass you by! Schedule your showing today and discover if it’s your perfect match!

1 Beds ⋅ 1 Baths ⋅ Longboat Harbour SubDv. ⋅ 34228 Zip Code

Unlock the Door to Your Dream Beach and Boating Lifestyle! Step into a world of unparalleled charm with this move-in ready, fully furnished gem on Longboat Key. This isn’t just a home; it’s a transformative lifestyle choice for those craving adventure, relaxation, and vibrant social connections. Picture yourself waking up to breathtaking bay views every morning from your stylish condo, featuring elegant granite countertops, state-of-the-art appliances, and a spa-like shower that redefines luxury. Your perfect beach days await with exclusive private beach access, complete with a dedicated beach house that offers showers and restrooms for your convenience. For boating enthusiasts, the Longboat Key Yacht Club provides convenient boat slips and kayaks, giving you immediate access to the pristine waters of the bay. Stay energized and engaged with an array of top-tier amenities, including tennis courts, shuffleboard, a rejuvenating sauna, and a fully equipped gym. Join a dynamic social scene filled with workshops, a cozy library, an inspiring art studio, and clay classes, plus the warm camaraderie of the Book Buddies club that fosters connections. With four inviting swimming pools, a grand banquet hall for gatherings, a fun game room for entertainment, and convenient private beach parking, every day feels like a luxurious getaway. This is more than just a condo; it’s a lifestyle experience you truly deserve. Don’t let this extraordinary Longboat Key oasis pass you by! Schedule your showing today and discover if it’s your perfect match!

4310 Falmouth Drive Unit 304, Longboat Key