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3080 Grand Bay Boulevard Unit 516, Longboat Key

One or more photo(s) has been virtually staged. Perfectly positioned within the sought-after Grand Bay community, this Aruba residence blends convenient design, refined comfort, and a premier Longboat Key lifestyle. Overlooking Sarasota Bay, the golf course, and the downtown skyline, this two-bedroom home offers a combination of privacy, panoramic vistas, and recent designer enhancements. Set behind the gates of Bay Isles, this corner residence is bathed in natural light from expansive floor-to-ceiling glass doors and windows. The open great room serves as the heart of the home, offering a flexible space for entertaining and relaxing, framed by captivating views of the bay and city beyond. A wraparound balcony extends the living area outdoors, ideal for morning coffee, al fresco dining, or evening sunsets. The 2025 kitchen renovation introduced a complete reimagining of this important space—featuring custom cabinetry, removal of overhead soffits for added height and openness, upgraded plumbing, new LED and under-cabinet lighting, and all-new hardwood flooring carried throughout the residence. The modernized kitchen blends timeless finishes with functional elegance, offering ample workspace and stylish appeal for both everyday use and entertaining. The primary suite is a tranquil retreat, capturing water views and featuring an en-suite bath with dual sinks, a soaking tub, and a separate walk-in shower. A spacious walk-in closet provides exceptional storage. The guest bedroom offers options to act as an office or den, allowing effortless flexibility for visiting guests. Additional features also include two under-building parking spaces and a private storage locker. Within the secure and beautifully maintained Grand Bay community, residents enjoy an array of luxury amenities, including two resort-style swimming pools and spas, fully equipped fitness center, and clubhouse, tennis courts and pickleball, 24-hour guarded gate entry and on-site management. Grand Bay’s location behind the Bay Isles gates grants owners private beach access to the Gulf of Mexico through the Bay Isles Beach Club. The Longboat Key Club golf course and marina are nearby, offering exceptional recreation options. Beyond the gates, you’re moments from St. Armands Circle’s boutiques and fine dining, the vibrant arts and theater scene of downtown Sarasota, and world-renowned beaches along Longboat and Lido Key. Whether you’re seeking a seasonal escape or a year-round residence, this Grand Bay condominium captures the essence of coastal sophistication—where modern updates meet the serenity of bayfront living.

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

One or more photo(s) has been virtually staged. Perfectly positioned within the sought-after Grand Bay community, this Aruba residence blends convenient design, refined comfort, and a premier Longboat Key lifestyle. Overlooking Sarasota Bay, the golf course, and the downtown skyline, this two-bedroom home offers a combination of privacy, panoramic vistas, and recent designer enhancements. Set behind the gates of Bay Isles, this corner residence is bathed in natural light from expansive floor-to-ceiling glass doors and windows. The open great room serves as the heart of the home, offering a flexible space for entertaining and relaxing, framed by captivating views of the bay and city beyond. A wraparound balcony extends the living area outdoors, ideal for morning coffee, al fresco dining, or evening sunsets. The 2025 kitchen renovation introduced a complete reimagining of this important space—featuring custom cabinetry, removal of overhead soffits for added height and openness, upgraded plumbing, new LED and under-cabinet lighting, and all-new hardwood flooring carried throughout the residence. The modernized kitchen blends timeless finishes with functional elegance, offering ample workspace and stylish appeal for both everyday use and entertaining. The primary suite is a tranquil retreat, capturing water views and featuring an en-suite bath with dual sinks, a soaking tub, and a separate walk-in shower. A spacious walk-in closet provides exceptional storage. The guest bedroom offers options to act as an office or den, allowing effortless flexibility for visiting guests. Additional features also include two under-building parking spaces and a private storage locker. Within the secure and beautifully maintained Grand Bay community, residents enjoy an array of luxury amenities, including two resort-style swimming pools and spas, fully equipped fitness center, and clubhouse, tennis courts and pickleball, 24-hour guarded gate entry and on-site management. Grand Bay’s location behind the Bay Isles gates grants owners private beach access to the Gulf of Mexico through the Bay Isles Beach Club. The Longboat Key Club golf course and marina are nearby, offering exceptional recreation options. Beyond the gates, you’re moments from St. Armands Circle’s boutiques and fine dining, the vibrant arts and theater scene of downtown Sarasota, and world-renowned beaches along Longboat and Lido Key. Whether you’re seeking a seasonal escape or a year-round residence, this Grand Bay condominium captures the essence of coastal sophistication—where modern updates meet the serenity of bayfront living.

3080 Grand Bay Boulevard Unit 516, Longboat Key

3465 Winding Oaks Drive Unit 33, Longboat Key

$900,000

This stunning three-bedroom, three-bath villa offers a serene waterfront retreat in the desirable Winding Oaks community of Longboat Key Club. With a spacious open floor plan spanning 2,608 Sf, the maintenance-free home is bathed in natural light and features vaulted ceilings that enhance its airy feel. The inviting living/dining room combo seamlessly connects to a screened-in back deck, perfect for enjoying picturesque water views. The kitchen is a chef’s dream, equipped with a gas range, large refrigerator with ice maker, built-in oven, custom wood cabinetry, and ample counter space for culinary creations. A cozy den adjacent to the kitchen provides a perfect gathering spot for family and friends. The thoughtfully designed layout ensures privacy among the three bedrooms, with one versatile space featuring a Murphy bed ideal for an office or guest room. Residents enjoy exclusive access to the Bay Isles Beach Club and 24-hour security, all while being conveniently located near shopping, dining, and the luxurious St. Regis Longboat Key Resort. Importantly, the villa at Winding Oaks has proven resilient, having not sustained any damage from recent hurricanes.

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

This stunning three-bedroom, three-bath villa offers a serene waterfront retreat in the desirable Winding Oaks community of Longboat Key Club. With a spacious open floor plan spanning 2,608 Sf, the maintenance-free home is bathed in natural light and features vaulted ceilings that enhance its airy feel. The inviting living/dining room combo seamlessly connects to a screened-in back deck, perfect for enjoying picturesque water views. The kitchen is a chef’s dream, equipped with a gas range, large refrigerator with ice maker, built-in oven, custom wood cabinetry, and ample counter space for culinary creations. A cozy den adjacent to the kitchen provides a perfect gathering spot for family and friends. The thoughtfully designed layout ensures privacy among the three bedrooms, with one versatile space featuring a Murphy bed ideal for an office or guest room. Residents enjoy exclusive access to the Bay Isles Beach Club and 24-hour security, all while being conveniently located near shopping, dining, and the luxurious St. Regis Longboat Key Resort. Importantly, the villa at Winding Oaks has proven resilient, having not sustained any damage from recent hurricanes.

3465 Winding Oaks Drive Unit 33, Longboat Key

4545 Gulf Of Mexico Drive Unit 408, Longboat Key

$900,000

Direct Gulf and Bay Views on Longboat Key. Enjoy stunning Gulf and Bay views from this 2-bedroom, 2-bath residence at The Castillian, a pet-friendly beachfront community on beautiful Longboat Key. The open, eat-in kitchen flows seamlessly into the living and dining areas— perfect for entertaining or relaxing by the sea. The living room, primary suite, and guest bedroom—all featuring rich wood flooring—open onto a spacious screened beachfront lanai, where you can take in spectacular sunsets and gentle Gulf breezes. The Castillian offers two well-maintained buildings, each with just 30 units and rare underground parking. Recent updates include new roofs on both buildings as well as new landscaping. Community amenities include a heated beachfront pool and hot tub, outdoor grilling area, tennis court with pickleball, and private beach access with incredible sunset views. Ideally located mid-island, The Castillian is just minutes from Sarasota’s world-class shopping, fine dining, cultural attractions, and the Sarasota-Bradenton Airport. The owner has already relocated, so this inviting home is vacant and ready for you to make it your own.

2 Beds ⋅ 2 Baths ⋅ Castillian The SubDv. ⋅ 34228 Zip Code

Direct Gulf and Bay Views on Longboat Key. Enjoy stunning Gulf and Bay views from this 2-bedroom, 2-bath residence at The Castillian, a pet-friendly beachfront community on beautiful Longboat Key. The open, eat-in kitchen flows seamlessly into the living and dining areas— perfect for entertaining or relaxing by the sea. The living room, primary suite, and guest bedroom—all featuring rich wood flooring—open onto a spacious screened beachfront lanai, where you can take in spectacular sunsets and gentle Gulf breezes. The Castillian offers two well-maintained buildings, each with just 30 units and rare underground parking. Recent updates include new roofs on both buildings as well as new landscaping. Community amenities include a heated beachfront pool and hot tub, outdoor grilling area, tennis court with pickleball, and private beach access with incredible sunset views. Ideally located mid-island, The Castillian is just minutes from Sarasota’s world-class shopping, fine dining, cultural attractions, and the Sarasota-Bradenton Airport. The owner has already relocated, so this inviting home is vacant and ready for you to make it your own.

4545 Gulf Of Mexico Drive Unit 408, Longboat Key

2016 Harbourside Drive Unit 317, Longboat Key

$890,000

Set in one of Fairway Bay’s most desirable corner locations, this first living level 2BR/2BA walk-down residence offers bay views and easy island living. Fully renovated, it provides the move-in-ready condition many buyers want. From the entry, the quality of the renovation is clear. Solid wood floors run throughout the residence and complement the Sarasota Bay views. The kitchen features quartz countertops, white cabinetry with a glass-panel accent built-in, stainless steel appliances, generous storage, an eat-in nook, and a breakfast bar open to the living area. The living room includes custom built-ins, a coffered ceiling with recessed lighting, and a wall of sliders with views of the lagoon, mangroves, sailboats, walking paths, and the downtown Sarasota skyline. The sliders open to a spacious open and covered patio with walk-down access to the community amenities. The guest bedroom is privately positioned and generously sized, with an en-suite bath for visitors. The primary suite includes a slider to the patio, a spacious closet, and a large bath with a makeup vanity, walk-in shower, and separate water closet. Located within Bay Isles, Fairway Bay residents benefit from Bay Isles’ two 24-hour guard-gated entrances and deeded Gulf-side beach access through the Bay Isles Beach Club, a private beach area for Bay Isles residents only with beachside pavilions/tiki huts, picnic areas, barbecue grills, and restroom facilities. Fairway Bay amenities include a community pool, tennis courts, and fitness facilities, offering convenient options for recreation, exercise, and everyday enjoyment within the neighborhood. Longboat Key Club memberships are available separately, offering access to golf, tennis, dining, and social offerings. Deepwater slips are also available separately at the Longboat Key Club marina, providing a convenient option for boating access. Fairway Bay is pet friendly.

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

Set in one of Fairway Bay’s most desirable corner locations, this first living level 2BR/2BA walk-down residence offers bay views and easy island living. Fully renovated, it provides the move-in-ready condition many buyers want. From the entry, the quality of the renovation is clear. Solid wood floors run throughout the residence and complement the Sarasota Bay views. The kitchen features quartz countertops, white cabinetry with a glass-panel accent built-in, stainless steel appliances, generous storage, an eat-in nook, and a breakfast bar open to the living area. The living room includes custom built-ins, a coffered ceiling with recessed lighting, and a wall of sliders with views of the lagoon, mangroves, sailboats, walking paths, and the downtown Sarasota skyline. The sliders open to a spacious open and covered patio with walk-down access to the community amenities. The guest bedroom is privately positioned and generously sized, with an en-suite bath for visitors. The primary suite includes a slider to the patio, a spacious closet, and a large bath with a makeup vanity, walk-in shower, and separate water closet. Located within Bay Isles, Fairway Bay residents benefit from Bay Isles’ two 24-hour guard-gated entrances and deeded Gulf-side beach access through the Bay Isles Beach Club, a private beach area for Bay Isles residents only with beachside pavilions/tiki huts, picnic areas, barbecue grills, and restroom facilities. Fairway Bay amenities include a community pool, tennis courts, and fitness facilities, offering convenient options for recreation, exercise, and everyday enjoyment within the neighborhood. Longboat Key Club memberships are available separately, offering access to golf, tennis, dining, and social offerings. Deepwater slips are also available separately at the Longboat Key Club marina, providing a convenient option for boating access. Fairway Bay is pet friendly.

2016 Harbourside Drive Unit 317, Longboat Key

1465 Gulf Of Mexico Drive Unit 402, Longboat Key

$890,000

One or more photo(s) has been virtually staged. This 2 Bedroom, 2 Bath condo overlooking the Gulf has an open kitchen with breakfast bar. It also has a computer nook with a window overlooking the East terrace. The coveted great room design adds to the casual beachfront living experience. The split plan allows for great personal space. Each bedroom has access to its own bath and each bedroom also offers walk-in closets. Unique to this residence are sliding glass windows across the entire lanai, which allow you to enjoy the covered terrace year-round, whether savoring morning coffee or sipping cocktails. One under-building parking space and separate storage add to the convenience of owning in a condo. This 11-acre Gulf-front community, located directly on the magnificently pristine Longboat Key shoreline, presents an exceptional array of amenities including tennis courts, pickleball, a heated saltwater pool and spa, putting green, renovated clubhouse with fitness room, a library, catering kitchen, BBQ grilling spaces and an outdoor entertainment area. Owners will appreciate the comfort of knowing everything is taken care of with on-site management, 24-hour security and a guard gate. The resort lifestyle is yours to enjoy to the fullest at The Players Club. St Regis is next door. It’s a wonderful neighbor to have. Enjoy all of the luxurious amenities it has to offer… just steps outside the complex.

2 Beds ⋅ 2 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code

One or more photo(s) has been virtually staged. This 2 Bedroom, 2 Bath condo overlooking the Gulf has an open kitchen with breakfast bar. It also has a computer nook with a window overlooking the East terrace. The coveted great room design adds to the casual beachfront living experience. The split plan allows for great personal space. Each bedroom has access to its own bath and each bedroom also offers walk-in closets. Unique to this residence are sliding glass windows across the entire lanai, which allow you to enjoy the covered terrace year-round, whether savoring morning coffee or sipping cocktails. One under-building parking space and separate storage add to the convenience of owning in a condo. This 11-acre Gulf-front community, located directly on the magnificently pristine Longboat Key shoreline, presents an exceptional array of amenities including tennis courts, pickleball, a heated saltwater pool and spa, putting green, renovated clubhouse with fitness room, a library, catering kitchen, BBQ grilling spaces and an outdoor entertainment area. Owners will appreciate the comfort of knowing everything is taken care of with on-site management, 24-hour security and a guard gate. The resort lifestyle is yours to enjoy to the fullest at The Players Club. St Regis is next door. It’s a wonderful neighbor to have. Enjoy all of the luxurious amenities it has to offer… just steps outside the complex.

1465 Gulf Of Mexico Drive Unit 402, Longboat Key

$885,000

Tucked away on one of Longboat Key’s most unexpectedly serene streets, this elevated 3-bedroom island home offers something increasingly rare: space, privacy, nature, and convenient coastal living, all in one place. Set at the end of a quiet, dead-end road that gently meets Sarasota Bay, with deeded access to both the beach and the bay just moments away. Life here unfolds at an unhurried pace. Mornings begin on the porch with filtered sunlight and birdsong drifting in from Joan M. Durante Park, the 32-acre preserve that borders the property and wraps the street in natural beauty. Winding trails, mangroves, boardwalks, and bayfront docks become an extension of your backyard, offering a daily connection to the outdoors that feels both grounding and restorative. Inside, the home has been thoughtfully remodeled and is truly move-in ready, blending a relaxed coastal feel with modern comfort. The open-concept layout is light-filled and welcoming, anchored by a beautifully updated kitchen with quartz countertops, a generous island, and ample storage, perfect for everyday living or hosting friends who linger long after sunset. The primary suite is privately positioned, while additional bedrooms flex easily as guest space, a home office, or a creative retreat. Below, the spacious under-house garage offers exceptional versatility with room for cars, bikes, kayaks, paddleboards, or even a home gym, making island adventures effortless. At the entrance to the street, island life comes alive with Euphemia Haye Restaurant and The Haye Loft, ideal for impromptu dinners or sunset drinks without ever getting in the car. Beaches, boating, and quiet moments by the bay are all just part of the rhythm here. This is a home for those who value privacy without isolation, nature without sacrifice, and a lifestyle that feels intentional, calm, and deeply connected to Longboat Key.

3 Beds ⋅ 2 Baths ⋅ Bailey-Dobson SubDv. ⋅ 34228 Zip Code

Tucked away on one of Longboat Key’s most unexpectedly serene streets, this elevated 3-bedroom island home offers something increasingly rare: space, privacy, nature, and convenient coastal living, all in one place. Set at the end of a quiet, dead-end road that gently meets Sarasota Bay, with deeded access to both the beach and the bay just moments away. Life here unfolds at an unhurried pace. Mornings begin on the porch with filtered sunlight and birdsong drifting in from Joan M. Durante Park, the 32-acre preserve that borders the property and wraps the street in natural beauty. Winding trails, mangroves, boardwalks, and bayfront docks become an extension of your backyard, offering a daily connection to the outdoors that feels both grounding and restorative. Inside, the home has been thoughtfully remodeled and is truly move-in ready, blending a relaxed coastal feel with modern comfort. The open-concept layout is light-filled and welcoming, anchored by a beautifully updated kitchen with quartz countertops, a generous island, and ample storage, perfect for everyday living or hosting friends who linger long after sunset. The primary suite is privately positioned, while additional bedrooms flex easily as guest space, a home office, or a creative retreat. Below, the spacious under-house garage offers exceptional versatility with room for cars, bikes, kayaks, paddleboards, or even a home gym, making island adventures effortless. At the entrance to the street, island life comes alive with Euphemia Haye Restaurant and The Haye Loft, ideal for impromptu dinners or sunset drinks without ever getting in the car. Beaches, boating, and quiet moments by the bay are all just part of the rhythm here. This is a home for those who value privacy without isolation, nature without sacrifice, and a lifestyle that feels intentional, calm, and deeply connected to Longboat Key.

691 Gulf Bay Road, Longboat Key

1045 Gulf Of Mexico Drive Unit 301, Longboat Key

$880,000

Coastal living at its finest and the perfect beach front retreat. This third floor corner residence is ready for your creative spirit. It offers views of the beach, the sparkling Gulf of Mexico, and breath taking sunsets year round. The new impact windows and sliding glass doors where installed in 2020 and the new HVAC system was replaced in March of 2026. This property is in very good condition and has been well maintained. Beachplace offers a Jr. Olympic sized swimming pool with swim lanes, a splash pool, hot tub, fitness center, grilling area, tennis, pickle ball, EV charger and a 24 hour guard gated entrance. All furnishings are included and this would make a great rental. New Roof in 2025

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

Coastal living at its finest and the perfect beach front retreat. This third floor corner residence is ready for your creative spirit. It offers views of the beach, the sparkling Gulf of Mexico, and breath taking sunsets year round. The new impact windows and sliding glass doors where installed in 2020 and the new HVAC system was replaced in March of 2026. This property is in very good condition and has been well maintained. Beachplace offers a Jr. Olympic sized swimming pool with swim lanes, a splash pool, hot tub, fitness center, grilling area, tennis, pickle ball, EV charger and a 24 hour guard gated entrance. All furnishings are included and this would make a great rental. New Roof in 2025

1045 Gulf Of Mexico Drive Unit 301, Longboat Key

2045 Gulf Of Mexico Drive Unit M1-309, Longboat Key

$879,000

Beautifully updated two-bedroom, two-bath condominium offering sweeping, direct Gulf views and over 1,200 square feet of thoughtfully designed living space under air. The open and spacious floor plan is complemented by an updated kitchen featuring stainless steel appliances, ample cabinetry, and clean, modern finishes. Both bathrooms have been tastefully updated, adding to the home’s move-in-ready appeal. For peace of mind, all windows and sliding glass doors are equipped with hurricane shutters. Step out onto the screened lanai to enjoy gentle Gulf breezes and tranquil views, or take just a few steps to the sandy beach or one of the nearby swimming pools. Located within Seaplace, a gated Gulf-front community, residents enjoy an exceptional array of amenities including a 24-hour guard-gated entrance, a newly remodeled clubhouse, two resort-style swimming pools, a kiddies pool, two hot tubs, three Har-Tru tennis courts, and a scenic walking trail. Whether you are seeking a beachfront vacation retreat, second home, investment property, or full-time residence, this exceptional Gulf-front condominium offers the ideal blend of comfort, location, and lifestyle.

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

Beautifully updated two-bedroom, two-bath condominium offering sweeping, direct Gulf views and over 1,200 square feet of thoughtfully designed living space under air. The open and spacious floor plan is complemented by an updated kitchen featuring stainless steel appliances, ample cabinetry, and clean, modern finishes. Both bathrooms have been tastefully updated, adding to the home’s move-in-ready appeal. For peace of mind, all windows and sliding glass doors are equipped with hurricane shutters. Step out onto the screened lanai to enjoy gentle Gulf breezes and tranquil views, or take just a few steps to the sandy beach or one of the nearby swimming pools. Located within Seaplace, a gated Gulf-front community, residents enjoy an exceptional array of amenities including a 24-hour guard-gated entrance, a newly remodeled clubhouse, two resort-style swimming pools, a kiddies pool, two hot tubs, three Har-Tru tennis courts, and a scenic walking trail. Whether you are seeking a beachfront vacation retreat, second home, investment property, or full-time residence, this exceptional Gulf-front condominium offers the ideal blend of comfort, location, and lifestyle.

2045 Gulf Of Mexico Drive Unit M1-309, Longboat Key

5757 Gulf Of Mexico Drive Unit 205, Longboat Key

$875,000

Experience the perfect blend of luxury, comfort, and effortless beachfront living at The Shore Condominiums on prestigious Longboat Key. This beautifully renovated residence offers two spacious bedrooms, two elegantly updated bathrooms, plus a private office. This is your own personal beach retreat - an ideal design for entertaining family and friends, working remotely, or simply enjoying the quiet beaches of the Key. Thoughtfully redesigned with exceptional craftsmanship, the home features a chef-inspired kitchen with custom cabinetry, premium finishes, and an open, inviting floor plan perfect for entertaining. Recent upgrades include hurricane-impact windows and doors, a high-efficiency air conditioning system, tankless water heater, crown molding, porcelain flooring, plantation shutters, and an in-unit laundry room complete with washer and dryer. The spacious primary suite offers floor-to-ceiling Gulf views, custom bath, and large walk-in closet. The large guest suite, split from the primary, offers friends and family privacy, as well as an adjoining custom bath. A separate private storage room provides ample space for beach equipment, bicycles, and seasonal belongings. Enjoy breathtaking Gulf views, spectacular year-round sunsets, and the soothing sounds of the surf from your own beachfront sanctuary. Just steps from your door, the pristine private beach invites morning walks, shelling, swimming, and unforgettable evenings watching the sun disappear into the Gulf. The Shore is a Pet-Friendly community, beautifully maintained, known for its lush tropical landscaping, and relaxed coastal atmosphere. Residents enjoy exceptional amenities, including a heated beachfront pool, well-equipped fitness center, and a spacious clubhouse with a caterer's kitchen for social gatherings and private events. Equally impressive, the association is professionally managed, meticulously maintained, and boasts fully funded reserves, providing owners with confidence in the community's long-term financial health and stewardship. Perfectly located on the coveted shores of Longboat Key, this move-in-ready residence offers an exceptional opportunity to embrace an elegant yet casual beachfront lifestyle where every day feels like a vacation.

2 Beds ⋅ 2 Baths ⋅ Shore Condominium The SubDv. ⋅ 34228 Zip Code

Experience the perfect blend of luxury, comfort, and effortless beachfront living at The Shore Condominiums on prestigious Longboat Key. This beautifully renovated residence offers two spacious bedrooms, two elegantly updated bathrooms, plus a private office. This is your own personal beach retreat - an ideal design for entertaining family and friends, working remotely, or simply enjoying the quiet beaches of the Key. Thoughtfully redesigned with exceptional craftsmanship, the home features a chef-inspired kitchen with custom cabinetry, premium finishes, and an open, inviting floor plan perfect for entertaining. Recent upgrades include hurricane-impact windows and doors, a high-efficiency air conditioning system, tankless water heater, crown molding, porcelain flooring, plantation shutters, and an in-unit laundry room complete with washer and dryer. The spacious primary suite offers floor-to-ceiling Gulf views, custom bath, and large walk-in closet. The large guest suite, split from the primary, offers friends and family privacy, as well as an adjoining custom bath. A separate private storage room provides ample space for beach equipment, bicycles, and seasonal belongings. Enjoy breathtaking Gulf views, spectacular year-round sunsets, and the soothing sounds of the surf from your own beachfront sanctuary. Just steps from your door, the pristine private beach invites morning walks, shelling, swimming, and unforgettable evenings watching the sun disappear into the Gulf. The Shore is a Pet-Friendly community, beautifully maintained, known for its lush tropical landscaping, and relaxed coastal atmosphere. Residents enjoy exceptional amenities, including a heated beachfront pool, well-equipped fitness center, and a spacious clubhouse with a caterer's kitchen for social gatherings and private events. Equally impressive, the association is professionally managed, meticulously maintained, and boasts fully funded reserves, providing owners with confidence in the community's long-term financial health and stewardship. Perfectly located on the coveted shores of Longboat Key, this move-in-ready residence offers an exceptional opportunity to embrace an elegant yet casual beachfront lifestyle where every day feels like a vacation.

5757 Gulf Of Mexico Drive Unit 205, Longboat Key

1065 Gulf Of Mexico Drive Unit 601, Longboat Key

$875,000

A rare offering of a penthouse end unit in this Gulf-front complex on southern Longboat Key. As you enter, you will notice an abundance of light, updated windows, floor-to-ceiling sliders, and a newer high-impact front door. The visual experience will take your breath away as your eyes scan an array of Gulf, golf course, intercoastal and city views. The penthouse offers the largest wrap-around balcony for this floor plan, to enhance your evenings with family and friends, capturing the gentle gulf breezes. Being an end unit, it offers two windows in this updated kitchen, complete with stainless steel appliances and a laundry closet. Pride of ownership is evident throughout this updated condominium, including but not limited to an updated HVAC, water heater, blinds throughout, with electric roller shades in the living room and primary bedroom. The primary bath is elevated with double vanities, updated light fixtures, a quartz countertop, and a walk-in shower. The updated guest bath features a quartz counter with a shower and bathtub, also supplying access to the guest bedroom. If an in-unit extra storage room is what you're looking for, it has that too. It also includes your own private parking space under the building. Building 6 is conveniently close to the Gulf, and clubhouse, which offers a Junior Olympic-sized pool, spa, kiddie pool, two fitness areas, saunas, grilling area, with plenty of shade and social activities. The community also offers private beach access with beach chairs and umbrellas, pickleball and tennis courts, EV charging stations and bike storage. Close to St. Armands Circle, shopping, restaurants and Sarasota, and all it offers.

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

A rare offering of a penthouse end unit in this Gulf-front complex on southern Longboat Key. As you enter, you will notice an abundance of light, updated windows, floor-to-ceiling sliders, and a newer high-impact front door. The visual experience will take your breath away as your eyes scan an array of Gulf, golf course, intercoastal and city views. The penthouse offers the largest wrap-around balcony for this floor plan, to enhance your evenings with family and friends, capturing the gentle gulf breezes. Being an end unit, it offers two windows in this updated kitchen, complete with stainless steel appliances and a laundry closet. Pride of ownership is evident throughout this updated condominium, including but not limited to an updated HVAC, water heater, blinds throughout, with electric roller shades in the living room and primary bedroom. The primary bath is elevated with double vanities, updated light fixtures, a quartz countertop, and a walk-in shower. The updated guest bath features a quartz counter with a shower and bathtub, also supplying access to the guest bedroom. If an in-unit extra storage room is what you're looking for, it has that too. It also includes your own private parking space under the building. Building 6 is conveniently close to the Gulf, and clubhouse, which offers a Junior Olympic-sized pool, spa, kiddie pool, two fitness areas, saunas, grilling area, with plenty of shade and social activities. The community also offers private beach access with beach chairs and umbrellas, pickleball and tennis courts, EV charging stations and bike storage. Close to St. Armands Circle, shopping, restaurants and Sarasota, and all it offers.

1065 Gulf Of Mexico Drive Unit 601, Longboat Key

615 Dream Island Place Unit 210, Longboat Key

$870,000

Paradise at Harbour Villa Club – Waterfront Luxury with a boat slip on Longboat Key! Enjoy this condo year round, or rent it weekly when you cannot be there- you choose! Discover this fully renovated 2BR/2BA condo with panoramic views of the gorgeous Sarasota Bay. Bright and spacious, the open floor plan features soaring 9 ft ceilings, custom finishes, a gourmet kitchen with top-of-the-line appliances and a sleek wet bar. The primary suite offers stunning water views, dual closets, and a spa-inspired bath. The second bedroom is spacious and set apart from the primary. Step into the enclosed lanai for breathtaking 180° water views and added living space— perfect for relaxing or entertaining. This unit comes with a deeded 40' boat slip #3 which features upgraded power and plumbing, new wraps, caps, marine grade bumpers and a deck box- a rare bonus that can accommodate a 55' vessel! Harbour Villa Club is nestled in a quiet corner and you can walk or bike to the beach, area restaurants, and beloved Harry's Corner Store. This is a pet friendly community with covered parking, storage, elevators, kayak and bike storage, private dock, heated pool, tennis/pickleball courts, grills and beautiful landscaping. Weekly rentals allowed. Call today!

2 Beds ⋅ 2 Baths ⋅ Harbour Villa Club At The Bucc SubDv. ⋅ 34228 Zip Code

Paradise at Harbour Villa Club – Waterfront Luxury with a boat slip on Longboat Key! Enjoy this condo year round, or rent it weekly when you cannot be there- you choose! Discover this fully renovated 2BR/2BA condo with panoramic views of the gorgeous Sarasota Bay. Bright and spacious, the open floor plan features soaring 9 ft ceilings, custom finishes, a gourmet kitchen with top-of-the-line appliances and a sleek wet bar. The primary suite offers stunning water views, dual closets, and a spa-inspired bath. The second bedroom is spacious and set apart from the primary. Step into the enclosed lanai for breathtaking 180° water views and added living space— perfect for relaxing or entertaining. This unit comes with a deeded 40' boat slip #3 which features upgraded power and plumbing, new wraps, caps, marine grade bumpers and a deck box- a rare bonus that can accommodate a 55' vessel! Harbour Villa Club is nestled in a quiet corner and you can walk or bike to the beach, area restaurants, and beloved Harry's Corner Store. This is a pet friendly community with covered parking, storage, elevators, kayak and bike storage, private dock, heated pool, tennis/pickleball courts, grills and beautiful landscaping. Weekly rentals allowed. Call today!

615 Dream Island Place Unit 210, Longboat Key

5591 Gulf Of Mexico Drive Unit 4, Longboat Key

$869,500

Experience coastal living at its finest in this beautifully remodeled (2025) Gulf-front, ground-floor end unit at sought-after Sea Club III on Longboat Key. Sea Club III's daily and weekly rental flexibility accommodates those seeking to maximize rental income potential and/or enjoy that perfect personal retreat and getaway. No driving to beach parking lots or crossing streets for amenities required. Enjoy the convenience of direct Gulf beach access with powdery sands, soothing waters and breathtaking sunsets. All just steps from your covered patio. Heated community pool just steps from your front entry. Step inside to find fully furnished and updated interiors (2025). Impact double pane windows and sliders (2025) for added comfort and peace of mind. This condo offers both tranquility and accessibility. Sea Club III is just a short stroll to dining, cafés and parks. Located just minutes from St. Armands Circle and Downtown Sarasota’s dining, shopping and art scene. Convenient to SRQ airport with its ever-increasing direct flights to Sarasota. Do not miss out. This is truly a rare opportunity to own a piece of Old Florida!

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

Experience coastal living at its finest in this beautifully remodeled (2025) Gulf-front, ground-floor end unit at sought-after Sea Club III on Longboat Key. Sea Club III's daily and weekly rental flexibility accommodates those seeking to maximize rental income potential and/or enjoy that perfect personal retreat and getaway. No driving to beach parking lots or crossing streets for amenities required. Enjoy the convenience of direct Gulf beach access with powdery sands, soothing waters and breathtaking sunsets. All just steps from your covered patio. Heated community pool just steps from your front entry. Step inside to find fully furnished and updated interiors (2025). Impact double pane windows and sliders (2025) for added comfort and peace of mind. This condo offers both tranquility and accessibility. Sea Club III is just a short stroll to dining, cafés and parks. Located just minutes from St. Armands Circle and Downtown Sarasota’s dining, shopping and art scene. Convenient to SRQ airport with its ever-increasing direct flights to Sarasota. Do not miss out. This is truly a rare opportunity to own a piece of Old Florida!

5591 Gulf Of Mexico Drive Unit 4, Longboat Key

1211 Gulf Of Mexico Drive Unit 206, Longboat Key

$865,000

Welcome to this 2-bedroom 2 bath gulf-side residence in the Promenade on Longboat Key, where shimmering water views, swaying palms, and warm coastal breezes shape a lifestyle of relaxed sophistication. A welcoming foyer introduces freshly painted interiors and brand-new luxury vinyl wide-plank flooring, guiding you toward the main living room, where gulf and garden views take center stage. This light-filled space flows beautifully to the outdoors through two sets of sliders that open onto the balcony. The kitchen features wood cabinetry and granite counters, and the adjacent dining room features a granite topped wet bar. The primary suite is a serene retreat with lovely Gulf and garden views, a spacious dressing area, two walk-in closets, and an ensuite bath featuring a marble steam shower and spa tub. A desirable split plan provides privacy for the guest bedroom and marble guest bath. Additional conveniences include a full-size laundry closet with storage shelving, 1 assigned parking space in the secure under-building parking garage, and additional assigned storage space. Life at the Promenade is defined by exceptional amenities and a setting designed for daily enjoyment on the Gulf. The property spans more than 6 acres of landscaped grounds with a boardwalk that winds through tropical foliage to the white sand beach, where inviting tiki huts offer a peaceful, shaded place to relax by the gulf. Residents enjoy an oversized heated pool, whirlpool spa, new covered outdoor kitchen/grilling area, gulf side sundeck, inviting lobby spaces, concierge services, on-site management, a beachside gazebo, secure guard gated entry with twenty-four-hour security, an athletic center, 4 Har-Tru tennis courts, and beautifully appointed gathering spaces including the Sunset Room and Sunrise Room. Longboat Key living offers a rare blend of natural beauty, coastal elegance, and everyday convenience. Residents enjoy pristine beaches, gulf breezes, and a serene island atmosphere, all while being just moments from the vibrant cultural scene of Downtown Sarasota, the shopping and dining of St. Armands Circle, and easy access to SRQ Airport.

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

Welcome to this 2-bedroom 2 bath gulf-side residence in the Promenade on Longboat Key, where shimmering water views, swaying palms, and warm coastal breezes shape a lifestyle of relaxed sophistication. A welcoming foyer introduces freshly painted interiors and brand-new luxury vinyl wide-plank flooring, guiding you toward the main living room, where gulf and garden views take center stage. This light-filled space flows beautifully to the outdoors through two sets of sliders that open onto the balcony. The kitchen features wood cabinetry and granite counters, and the adjacent dining room features a granite topped wet bar. The primary suite is a serene retreat with lovely Gulf and garden views, a spacious dressing area, two walk-in closets, and an ensuite bath featuring a marble steam shower and spa tub. A desirable split plan provides privacy for the guest bedroom and marble guest bath. Additional conveniences include a full-size laundry closet with storage shelving, 1 assigned parking space in the secure under-building parking garage, and additional assigned storage space. Life at the Promenade is defined by exceptional amenities and a setting designed for daily enjoyment on the Gulf. The property spans more than 6 acres of landscaped grounds with a boardwalk that winds through tropical foliage to the white sand beach, where inviting tiki huts offer a peaceful, shaded place to relax by the gulf. Residents enjoy an oversized heated pool, whirlpool spa, new covered outdoor kitchen/grilling area, gulf side sundeck, inviting lobby spaces, concierge services, on-site management, a beachside gazebo, secure guard gated entry with twenty-four-hour security, an athletic center, 4 Har-Tru tennis courts, and beautifully appointed gathering spaces including the Sunset Room and Sunrise Room. Longboat Key living offers a rare blend of natural beauty, coastal elegance, and everyday convenience. Residents enjoy pristine beaches, gulf breezes, and a serene island atmosphere, all while being just moments from the vibrant cultural scene of Downtown Sarasota, the shopping and dining of St. Armands Circle, and easy access to SRQ Airport.

1211 Gulf Of Mexico Drive Unit 206, Longboat Key

1211 Gulf Of Mexico Drive Unit 704, Longboat Key

$860,000

NEW PRICE- Great Value! Welcome to your dream beachfront retreat at The Promenade. This sunny, south-facing seventh-floor residence offers an open, spacious interior encompassing 1585 sq. ft. of living space. It’s waiting for you to make it your own and embrace the captivating views of the Gulf, Sarasota Bay, and downtown Sarasota from its wraparound terrace. With its ideal beachside location, this getaway provides an unparalleled coastal living experience. Wake up to the sights and sounds of the Gulf as it stretches from the beautiful white sandy beaches to the calming waters of Sarasota Bay. Enjoy breathtaking sunrises and sunset afterglows from just about any room, creating a cozy and inviting atmosphere. Step inside this meticulously maintained residence, featuring a spacious and thoughtfully designed layout, walls of glass sliders, plus high ceilings in the building. The eat-in kitchen has picture-perfect bay views and is steps from the dining room. The primary suite is a secluded getaway on the southeast with terrace access, walk-in closets, and an oversized en-suite bathroom. The second bedroom suite is arranged in a split layout for optimal privacy. Situated in a prime location on South Longboat Key, this residence provides easy access to pristine beaches, cultural attractions, and a wide range of recreational activities. The Promenade is a beautifully private, resort-style community that was recently updated. Residents enjoy the convenience of on-site management, a full-service concierge team (7 days/week), a secure lobby, ample under-building parking, security, and a 24-hour staffed guard gate. The options for relaxation are impressive, offering health club facilities with a fitness center, social rooms, four Har-Tru tennis courts, shuffleboard, a Gulfside sundeck featuring a gazebo with a barbecue grill, dining/lounge areas, as well as an oversized heated swimming pool and spa. The perfect finishing touch is the boardwalk leading down to the beach, where you can enjoy lovely Tiki huts.

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

NEW PRICE- Great Value! Welcome to your dream beachfront retreat at The Promenade. This sunny, south-facing seventh-floor residence offers an open, spacious interior encompassing 1585 sq. ft. of living space. It’s waiting for you to make it your own and embrace the captivating views of the Gulf, Sarasota Bay, and downtown Sarasota from its wraparound terrace. With its ideal beachside location, this getaway provides an unparalleled coastal living experience. Wake up to the sights and sounds of the Gulf as it stretches from the beautiful white sandy beaches to the calming waters of Sarasota Bay. Enjoy breathtaking sunrises and sunset afterglows from just about any room, creating a cozy and inviting atmosphere. Step inside this meticulously maintained residence, featuring a spacious and thoughtfully designed layout, walls of glass sliders, plus high ceilings in the building. The eat-in kitchen has picture-perfect bay views and is steps from the dining room. The primary suite is a secluded getaway on the southeast with terrace access, walk-in closets, and an oversized en-suite bathroom. The second bedroom suite is arranged in a split layout for optimal privacy. Situated in a prime location on South Longboat Key, this residence provides easy access to pristine beaches, cultural attractions, and a wide range of recreational activities. The Promenade is a beautifully private, resort-style community that was recently updated. Residents enjoy the convenience of on-site management, a full-service concierge team (7 days/week), a secure lobby, ample under-building parking, security, and a 24-hour staffed guard gate. The options for relaxation are impressive, offering health club facilities with a fitness center, social rooms, four Har-Tru tennis courts, shuffleboard, a Gulfside sundeck featuring a gazebo with a barbecue grill, dining/lounge areas, as well as an oversized heated swimming pool and spa. The perfect finishing touch is the boardwalk leading down to the beach, where you can enjoy lovely Tiki huts.

1211 Gulf Of Mexico Drive Unit 704, Longboat Key

5055 Gulf Of Mexico Drive Unit 532, Longboat Key

$850,000

Location, Location , Location FULL GULF & BEACH VIEWS. Building 5 is the rare and coveted building in the Club Longboat Complex. This Penthouse 3rd floor unit is the only Building in the community with sensational full beach and gulf views with the perfect Horizon in the distance. Built in 1976 and going strong, this 3rd floor unit offers the sounds of the surf overlooking the beautiful Sea grapes. . ... Very few people have ever experienced this combination and is a Must See to experience. You can always change or renovate inside any unit but, you can’t change the location. This original unit has never been available for sale. Hard to find a 3 bedroom ( with movable partition), you can enclose the screened patio for added square footage. This is the lowest priced 3 bedroom Elevator Building on the beaches of Longboat Key. Hurricane shutters are in place in addition to two open patios. New hurricane rated sliding doors for easy and secure access and energy efficiency. One of only 6 units on the 3rd floor. Newer kitchen and Primary walk in shower. Club Longboat has wonderful amenities to enjoy, 8 Har-Tru tennis courts, 2 heated pools, large fitness center, and a sauna and spa to help you relax. A newly renovated clubhouse has an expansive bar for everyone to enjoy all those fun seasonal activities together with a game room, library, full catering kitchen and views of that azure blue waters of the Gulf of Mexico. Very Dog Friendly" 2 Large allowed. On site management caters to the owner's every need, with only 80 units ensconced by mature landscaping and meticulously maintained, this complex is highly sought after with mid-key location and fabulous amenities. Come live the dream now here on the white sugar sand beaches in Longboat Key. Being sold as-is. Ready for immediate occupancy. Priced to give the new lucky Owner many possibilities.

3 Beds ⋅ 2 Baths ⋅ Club Longboat Beach & Tennis SubDv. ⋅ 34228 Zip Code

Location, Location , Location FULL GULF & BEACH VIEWS. Building 5 is the rare and coveted building in the Club Longboat Complex. This Penthouse 3rd floor unit is the only Building in the community with sensational full beach and gulf views with the perfect Horizon in the distance. Built in 1976 and going strong, this 3rd floor unit offers the sounds of the surf overlooking the beautiful Sea grapes. . ... Very few people have ever experienced this combination and is a Must See to experience. You can always change or renovate inside any unit but, you can’t change the location. This original unit has never been available for sale. Hard to find a 3 bedroom ( with movable partition), you can enclose the screened patio for added square footage. This is the lowest priced 3 bedroom Elevator Building on the beaches of Longboat Key. Hurricane shutters are in place in addition to two open patios. New hurricane rated sliding doors for easy and secure access and energy efficiency. One of only 6 units on the 3rd floor. Newer kitchen and Primary walk in shower. Club Longboat has wonderful amenities to enjoy, 8 Har-Tru tennis courts, 2 heated pools, large fitness center, and a sauna and spa to help you relax. A newly renovated clubhouse has an expansive bar for everyone to enjoy all those fun seasonal activities together with a game room, library, full catering kitchen and views of that azure blue waters of the Gulf of Mexico. Very Dog Friendly" 2 Large allowed. On site management caters to the owner's every need, with only 80 units ensconced by mature landscaping and meticulously maintained, this complex is highly sought after with mid-key location and fabulous amenities. Come live the dream now here on the white sugar sand beaches in Longboat Key. Being sold as-is. Ready for immediate occupancy. Priced to give the new lucky Owner many possibilities.

5055 Gulf Of Mexico Drive Unit 532, Longboat Key

1904 Harbourside Drive Unit 204, Longboat Key

$850,000

Beautiful Harbourside residence in desirable Fairway Bay on Longboat Key. Enjoy a spacious layout, private balcony, and access to community amenities near the bay, beach, golf, dining, and shopping. Excellent opportunity in a sought-after island location.

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

Beautiful Harbourside residence in desirable Fairway Bay on Longboat Key. Enjoy a spacious layout, private balcony, and access to community amenities near the bay, beach, golf, dining, and shopping. Excellent opportunity in a sought-after island location.

1904 Harbourside Drive Unit 204, Longboat Key

100 Sands Point Road Unit 225, Longboat Key

$850,000

BACK ON THE MARKET with a New Price and Turn Key! Welcome to your slice of paradise, where coastal living reaches new heights of sophistication, and nestled inside the gates of the Longboat Key Club. This gorgeous 1492 sq. ft. water front residence underwent a total transformation in 2023, and the results are nothing short of spectacular. Step inside this bright second floor residence and discover a two bedroom and two baths, with a view that feels serene, luxurious, and unmistakably coastal. This condo comes with a view of the private marina tucked away in a quiet cove, where you can enjoy watching the dolphins at play. Towering palm trees frame the scene beautifully, with the curved waterfront drive adds a resort-style elegance to this one-of-a-kind property. This kitchen has a bright, modern, upscale feel with a clean coastal-inspired design. White shake-style cabinetry with sleek brushed nickel handles, extending all the way to the ceiling for extra storage. Exotic granite counters, matched with a sleek white Carrara marble back splash. Stainless steel appliances, and a deep undermount sink with a tall industrial-style spring faucet. The expansive great room steals the show, with a dramatic wall of windows, open concept and LVP flooring thru out. Both bathrooms feature quartz counter tops, tiled floors and walk in showers. HVAC 2020. Community amenities abound – enjoy the private beach with tiki’s, lounge chairs, pool, spa, library, community room with kitchen, marina access, bicycle storage, kayak launch, and additional owner’s storage space. With in walking distance to well renowned St Armands Circle for shopping and dining experiences. The pristine white sandy beach and gentle turquoise waters are calling your name. Schedule your private showing today and discover the lifestyle you deserve.

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

BACK ON THE MARKET with a New Price and Turn Key! Welcome to your slice of paradise, where coastal living reaches new heights of sophistication, and nestled inside the gates of the Longboat Key Club. This gorgeous 1492 sq. ft. water front residence underwent a total transformation in 2023, and the results are nothing short of spectacular. Step inside this bright second floor residence and discover a two bedroom and two baths, with a view that feels serene, luxurious, and unmistakably coastal. This condo comes with a view of the private marina tucked away in a quiet cove, where you can enjoy watching the dolphins at play. Towering palm trees frame the scene beautifully, with the curved waterfront drive adds a resort-style elegance to this one-of-a-kind property. This kitchen has a bright, modern, upscale feel with a clean coastal-inspired design. White shake-style cabinetry with sleek brushed nickel handles, extending all the way to the ceiling for extra storage. Exotic granite counters, matched with a sleek white Carrara marble back splash. Stainless steel appliances, and a deep undermount sink with a tall industrial-style spring faucet. The expansive great room steals the show, with a dramatic wall of windows, open concept and LVP flooring thru out. Both bathrooms feature quartz counter tops, tiled floors and walk in showers. HVAC 2020. Community amenities abound – enjoy the private beach with tiki’s, lounge chairs, pool, spa, library, community room with kitchen, marina access, bicycle storage, kayak launch, and additional owner’s storage space. With in walking distance to well renowned St Armands Circle for shopping and dining experiences. The pristine white sandy beach and gentle turquoise waters are calling your name. Schedule your private showing today and discover the lifestyle you deserve.

100 Sands Point Road Unit 225, Longboat Key

1115 Gulf Of Mexico Drive Unit 304, Longboat Key

$850,000

Wonderful opportunity in the desirable Beachplace community on Longboat Key to purchase a renovated condominium with tranquil water views and coastal charm. Since it was purchased in 2019, this unit has enjoyed new hurricane-impact windows and doors, new window treatments, new laminate flooring, new white cabinetry with slab granite countertops throughout, new interior paint, new baseboards and new interior doors. The remodeled kitchen, which has been opened up to expand the view, features coastal white cabinetry with champagne pulls, stainless appliances, canned lights and tile floors. The unit comes complete with inviting furniture, a built-in owner's cabinet in the storage room, washer and dryer, making it move-in-ready or ideal for rental. With a one-month minimum rental allowed 12 times per year, Beachplace is one of the sought-after investment opportunities on Longboat Key. Residents enjoy access to an array of resort-style amenities, including a Junior Olympic-size pool, spa, fitness center, clubhouse, EV charging stations, kayak storage, tennis and pickleball courts, and 24-hour security. Just moments from Longboat Key Club, and the shops and dining of St. Armands Circle, this condominium offers a blend of convenience, lifestyle and coastal luxury. Don't miss this opportunity to own this light-filled condominium, which overlooks the serene pond with fountain that glows beautifully at night, along with partial views of the pool area and Gulf of Mexico.

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

Wonderful opportunity in the desirable Beachplace community on Longboat Key to purchase a renovated condominium with tranquil water views and coastal charm. Since it was purchased in 2019, this unit has enjoyed new hurricane-impact windows and doors, new window treatments, new laminate flooring, new white cabinetry with slab granite countertops throughout, new interior paint, new baseboards and new interior doors. The remodeled kitchen, which has been opened up to expand the view, features coastal white cabinetry with champagne pulls, stainless appliances, canned lights and tile floors. The unit comes complete with inviting furniture, a built-in owner's cabinet in the storage room, washer and dryer, making it move-in-ready or ideal for rental. With a one-month minimum rental allowed 12 times per year, Beachplace is one of the sought-after investment opportunities on Longboat Key. Residents enjoy access to an array of resort-style amenities, including a Junior Olympic-size pool, spa, fitness center, clubhouse, EV charging stations, kayak storage, tennis and pickleball courts, and 24-hour security. Just moments from Longboat Key Club, and the shops and dining of St. Armands Circle, this condominium offers a blend of convenience, lifestyle and coastal luxury. Don't miss this opportunity to own this light-filled condominium, which overlooks the serene pond with fountain that glows beautifully at night, along with partial views of the pool area and Gulf of Mexico.

1115 Gulf Of Mexico Drive Unit 304, Longboat Key

100 Sands Point Road Unit 108, Longboat Key

$850,000

Welcome to Sands Point on fabulous Longboat Key: A unique mid-century modern gem situated behind the gates of Longboat Key Club on a tranquil stretch of beach along the sparkling Gulf of Mexico and the inlet of New Pass. This 2 bdrm/2 bath walk-out looks out to the sparkling turquoise waters and you can stroll right out from your back patio in the sugary sand to the one of a kind beachside pool. The gorgeous, wide beach just beyond is complete with tiki huts and loungers for your absolute enjoyment. A perfect spot to sit back and enjoy this incredible coastal paradise. The community lives like a resort and offers it's own little marina, there is a waitlist for slips but it provides a great spot to fish from the seawall, or launch your kayaks and paddleboards. When you're ready for more, just over the bridge is world famous St.Armands Circle filled with restaurants and shopping and the cultural mecca of downtown Sarasota is just moments from there. Schedule your private showing and come imagine what true island living on Longboat Key is all about.

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

Welcome to Sands Point on fabulous Longboat Key: A unique mid-century modern gem situated behind the gates of Longboat Key Club on a tranquil stretch of beach along the sparkling Gulf of Mexico and the inlet of New Pass. This 2 bdrm/2 bath walk-out looks out to the sparkling turquoise waters and you can stroll right out from your back patio in the sugary sand to the one of a kind beachside pool. The gorgeous, wide beach just beyond is complete with tiki huts and loungers for your absolute enjoyment. A perfect spot to sit back and enjoy this incredible coastal paradise. The community lives like a resort and offers it's own little marina, there is a waitlist for slips but it provides a great spot to fish from the seawall, or launch your kayaks and paddleboards. When you're ready for more, just over the bridge is world famous St.Armands Circle filled with restaurants and shopping and the cultural mecca of downtown Sarasota is just moments from there. Schedule your private showing and come imagine what true island living on Longboat Key is all about.

100 Sands Point Road Unit 108, Longboat Key

3435 Winding Oaks Drive Unit 18, Longboat Key

$850,000

Own your own slice of tropical paradise on Longboat Key with this beautiful two bedroom two and on half bath Villa in the exclusive Winding Oaks Community located behind the gates of Bay Isles Association. Sweeping views of the Longboat Key Club Harbourside Golf Course and a sparkling inland waterway from your primary bedroom and expansive living/dining room combo that both exit through sliders to a fully enclosed wrap around deck to further enhance your tropical lifestyle. Open floor plan with soaring ceilings and enclosed atrium help to maximize the natural light and make the 2,555 sq feet feel even larger. Beautifully updated eat in kitchen with striking tray ceiling, ample pantry storage, bright white cabinets, quartz countertops and stainless steel appliances. Primary owners suite includes an designer walk in closet, updated bath with ceramic tile, walk in shower, double sinks and quartz counter tops. Split layout offers a private guest suite, with walk in closet, updated ensuite bathroom with ceramic tile, walk in shower and quartz counter tops. Large office with desk nook could easily be converted to another bedroom. Laundry room with storage and sink adjacent to large 2 car garage with epoxy floors and storage cabinets. Meticulously maintained, Impact Windows and sliders throughout, low maintenance mature plantings in private enclosed front courtyard. Dog friendly community. Beautiful updated community pool with bathrooms. Beach access via Bay Isles Beach Club which offers a private pavilion with bathrooms, volleyball, picnic tables, grills and ample parking. Low maintenance community where all exteriors and court yards are maintained by the association. Conveniently located mid key, one mile from Publix and CVS and a short drive to the restaurants and shops of St Armand’s and Downtown Sarasota.

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

Own your own slice of tropical paradise on Longboat Key with this beautiful two bedroom two and on half bath Villa in the exclusive Winding Oaks Community located behind the gates of Bay Isles Association. Sweeping views of the Longboat Key Club Harbourside Golf Course and a sparkling inland waterway from your primary bedroom and expansive living/dining room combo that both exit through sliders to a fully enclosed wrap around deck to further enhance your tropical lifestyle. Open floor plan with soaring ceilings and enclosed atrium help to maximize the natural light and make the 2,555 sq feet feel even larger. Beautifully updated eat in kitchen with striking tray ceiling, ample pantry storage, bright white cabinets, quartz countertops and stainless steel appliances. Primary owners suite includes an designer walk in closet, updated bath with ceramic tile, walk in shower, double sinks and quartz counter tops. Split layout offers a private guest suite, with walk in closet, updated ensuite bathroom with ceramic tile, walk in shower and quartz counter tops. Large office with desk nook could easily be converted to another bedroom. Laundry room with storage and sink adjacent to large 2 car garage with epoxy floors and storage cabinets. Meticulously maintained, Impact Windows and sliders throughout, low maintenance mature plantings in private enclosed front courtyard. Dog friendly community. Beautiful updated community pool with bathrooms. Beach access via Bay Isles Beach Club which offers a private pavilion with bathrooms, volleyball, picnic tables, grills and ample parking. Low maintenance community where all exteriors and court yards are maintained by the association. Conveniently located mid key, one mile from Publix and CVS and a short drive to the restaurants and shops of St Armand’s and Downtown Sarasota.

3435 Winding Oaks Drive Unit 18, Longboat Key

2195 Harbourside Drive Unit 404, Longboat Key

$850,000

A fully renovated, designer curated residence in Bay Isles — offering upgrades, furnishings, and lifestyle advantages rarely found at this price point. This turnkey 3BD/2BA, second story condo, stands apart with high impact windows and sliders, new community roofing and siding, rich engineered hardwoods, custom millwork, and upgraded lighting. The fireplace has been brought back to full working order and finished with a sleek Carrera marble front, blending craftsmanship with modern design. These improvements significantly reduce future maintenance costs and elevate long term value. The professionally redesigned kitchen features premium appliances, induction cooking, and a large island ideal for everyday living and entertaining. The primary suite offers dual walk ins, Stark wool carpeting, balcony access, and a spa level marble shower — finishes typically reserved for higher priced homes. A private balcony with motorized SPF screen captures sweeping golf course and sunset views, while the two car garage with epoxy flooring and a mini-split air conditioner provides like a single family home convenience. Ownership includes access to the newly renovated Bay Isles Beach Club, 24/7 gated security, a community pool/spa within walking distance, and proximity to the Longboat Key Club Moorings, St. Regis, and St. Armands. With its extensive upgrades, curated furnishings, and prime Bay Isles location, this residence delivers exceptional long term value and a truly elevated Longboat Key lifestyle.

3 Beds ⋅ 2 Baths ⋅ Harbor Oaks SubDv. ⋅ 34228 Zip Code

A fully renovated, designer curated residence in Bay Isles — offering upgrades, furnishings, and lifestyle advantages rarely found at this price point. This turnkey 3BD/2BA, second story condo, stands apart with high impact windows and sliders, new community roofing and siding, rich engineered hardwoods, custom millwork, and upgraded lighting. The fireplace has been brought back to full working order and finished with a sleek Carrera marble front, blending craftsmanship with modern design. These improvements significantly reduce future maintenance costs and elevate long term value. The professionally redesigned kitchen features premium appliances, induction cooking, and a large island ideal for everyday living and entertaining. The primary suite offers dual walk ins, Stark wool carpeting, balcony access, and a spa level marble shower — finishes typically reserved for higher priced homes. A private balcony with motorized SPF screen captures sweeping golf course and sunset views, while the two car garage with epoxy flooring and a mini-split air conditioner provides like a single family home convenience. Ownership includes access to the newly renovated Bay Isles Beach Club, 24/7 gated security, a community pool/spa within walking distance, and proximity to the Longboat Key Club Moorings, St. Regis, and St. Armands. With its extensive upgrades, curated furnishings, and prime Bay Isles location, this residence delivers exceptional long term value and a truly elevated Longboat Key lifestyle.

2195 Harbourside Drive Unit 404, Longboat Key

5393 Gulf Of Mexico Drive Unit 211, Longboat Key

$850,000

Gorgeous full beach and gulf views from this TURNKEY furnished Tommy Bahama style unit. Spacious rooms with a kitchen that opens to the dining and living area, all facing the Gulf. The primary bedroom and living room both open to a generously sized screened porch to sip your morning coffee or just listen to the surf. ELECTRONIC HURRICANE SHUTTERS offer ease and peace of mind. A versatile bonus room off the kitchen includes a sofa bed, plantation shutters and sliding pocket doors offering a flexible space for guests or hobbies. Crown molding, granite, and large neutral tile on the diagonal in main living areas are just some of the upgrades. Unit has inside stackable washer and dryer. Amenities include a gulf side heated pool, social events at the clubhouse and a fitness area. Longboat Terrace is a pet friendly beachfront community of just 36 residences. Conveniently located across the street from several favorite local dining spots! Visit the nearby Durante park for nature trails when you?re looking for a change from relaxing beach and pool days. Longboat Terrace is the perfect place to call home or to use as a seasonal getaway!

2 Beds ⋅ 2 Baths ⋅ Longboat Terrace SubDv. ⋅ 34228 Zip Code

Gorgeous full beach and gulf views from this TURNKEY furnished Tommy Bahama style unit. Spacious rooms with a kitchen that opens to the dining and living area, all facing the Gulf. The primary bedroom and living room both open to a generously sized screened porch to sip your morning coffee or just listen to the surf. ELECTRONIC HURRICANE SHUTTERS offer ease and peace of mind. A versatile bonus room off the kitchen includes a sofa bed, plantation shutters and sliding pocket doors offering a flexible space for guests or hobbies. Crown molding, granite, and large neutral tile on the diagonal in main living areas are just some of the upgrades. Unit has inside stackable washer and dryer. Amenities include a gulf side heated pool, social events at the clubhouse and a fitness area. Longboat Terrace is a pet friendly beachfront community of just 36 residences. Conveniently located across the street from several favorite local dining spots! Visit the nearby Durante park for nature trails when you?re looking for a change from relaxing beach and pool days. Longboat Terrace is the perfect place to call home or to use as a seasonal getaway!

5393 Gulf Of Mexico Drive Unit 211, Longboat Key

5757 Gulf Of Mexico Drive Unit 110, Longboat Key

$850,000

Price drop! Take advantage today! Absolutely breathtaking! This fully renovated Gulf-front walk-out home offers the pinnacle of luxury living on the Gulf of Mexico. Beautifully done ground level walkout with stunning Garden and Gulf Views. Welcome to the serene community of The Shore on Longboat Key. Nearly every detail of this stunning condo has been meticulously upgraded with high-end materials and exceptional design. The expansive kitchen is a true centerpiece, perfect for both cooking and entertaining, featuring gorgeous countertops, custom cabinetry, high end appliances and an oversized island, all crafted with the finest materials. The spacious dining and family rooms seamlessly flow out to the covered oversized lanai, just steps away from the bright White sand and tranquil waters of the Gulf. Stunning Gulf views can easily be enjoyed from every room in this space. With approximately 1,560 sq. ft. of living space, this property is larger than your typical Gulf-front condo. It features an open floor plan, split bedrooms, and beautifully designed bathrooms. The convenience of an inside utility room adds to the appeal. The expansive primary suite offers stunning Gulf views and direct walkout access to the lanai. The en-suite bath is a showstopper, featuring a custom walk-in shower and dual vanity. The guest suite is generously sized, ideal for visitors or as a flexible space for personal use. The guest bathroom has been thoughtfully redesigned into an ensuite, complete with custom features, a sleek vanity, and beautiful tile work. This condo has undergone a complete renovation, not just updates. Taken down to the studs and completely rebuilt, it boasts brand-new flooring, trim, drywall, electrical, lighting, plumbing, kitchen, bathrooms, and mechanical systems— all completed within the last year. Offered furnished, it’s move-in ready for you to start enjoying the coastal lifestyle. At The Shore, you’ll enjoy incredible amenities, including a pool, hot tub, sauna, gym, and a spacious social room. This Large pet-friendly community also offers an assigned covered parking space and a large private storage room (5.5x10.5) for all your beach gear. Ideally located in the heart of the covided North-End of Longboat Key were All kinds of dining, Shops, Services, Gyms, Parks, Bay Access, Clubs are all at your fingertips. Easy access to Anna Maria Island, Lido Key, and downtown Sarasota. This is truly a must-see property. Pack your bags and begin living the luxurious Longboat Key lifestyle today!

2 Beds ⋅ 2 Baths ⋅ The Shore SubDv. ⋅ 34228 Zip Code

Price drop! Take advantage today! Absolutely breathtaking! This fully renovated Gulf-front walk-out home offers the pinnacle of luxury living on the Gulf of Mexico. Beautifully done ground level walkout with stunning Garden and Gulf Views. Welcome to the serene community of The Shore on Longboat Key. Nearly every detail of this stunning condo has been meticulously upgraded with high-end materials and exceptional design. The expansive kitchen is a true centerpiece, perfect for both cooking and entertaining, featuring gorgeous countertops, custom cabinetry, high end appliances and an oversized island, all crafted with the finest materials. The spacious dining and family rooms seamlessly flow out to the covered oversized lanai, just steps away from the bright White sand and tranquil waters of the Gulf. Stunning Gulf views can easily be enjoyed from every room in this space. With approximately 1,560 sq. ft. of living space, this property is larger than your typical Gulf-front condo. It features an open floor plan, split bedrooms, and beautifully designed bathrooms. The convenience of an inside utility room adds to the appeal. The expansive primary suite offers stunning Gulf views and direct walkout access to the lanai. The en-suite bath is a showstopper, featuring a custom walk-in shower and dual vanity. The guest suite is generously sized, ideal for visitors or as a flexible space for personal use. The guest bathroom has been thoughtfully redesigned into an ensuite, complete with custom features, a sleek vanity, and beautiful tile work. This condo has undergone a complete renovation, not just updates. Taken down to the studs and completely rebuilt, it boasts brand-new flooring, trim, drywall, electrical, lighting, plumbing, kitchen, bathrooms, and mechanical systems— all completed within the last year. Offered furnished, it’s move-in ready for you to start enjoying the coastal lifestyle. At The Shore, you’ll enjoy incredible amenities, including a pool, hot tub, sauna, gym, and a spacious social room. This Large pet-friendly community also offers an assigned covered parking space and a large private storage room (5.5x10.5) for all your beach gear. Ideally located in the heart of the covided North-End of Longboat Key were All kinds of dining, Shops, Services, Gyms, Parks, Bay Access, Clubs are all at your fingertips. Easy access to Anna Maria Island, Lido Key, and downtown Sarasota. This is truly a must-see property. Pack your bags and begin living the luxurious Longboat Key lifestyle today!

5757 Gulf Of Mexico Drive Unit 110, Longboat Key

5055 Gulf Of Mexico Drive Unit 331, Longboat Key

$850,000

Virtually Staged. Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Tennis, offering expansive Gulf views and one of the largest floor plans in the community. This exceptional 2-bedroom plus 3rd bedroom/study layout perfectly blends elegance, comfort, and functionality, ideal for full-time living or as a refined vacation escape. With 750 feet of pristine Gulf frontage, this home immerses you in the beauty and serenity of coastal living. Beautiful engineered white oak wood floors flow throughout the open, sun-filled living space, which seamlessly extends to your private balcony’s, the perfect spot to enjoy the tranquil sound of the waves and stunning sunsets. The updated kitchen features stone countertops, white cabinetry, and has been opened up to create a larger, more connected floor plan ideal for entertaining. The primary suite is a private sanctuary, boasting a remodeled marble bath with high-end fixtures and a spa-like ambiance. The guest suite provides equal comfort and privacy, featuring a beautifully appointed travertine-floored bathroom. A custom wall of California closets offers exceptional storage and style. The Club Longboat Beach and Tennis community offers amazing amenities, including private beach access with lounge chairs and beach umbrellas, eight professional har-tru tennis courts, pickleball, fitness center, shuffleboard, barbeque area, clubhouse with regular social events, sauna, spa and two heated swimming pools. Club Longboat is a pet-friendly community allowing up to two pets with fees that include exterior maintenance and insurance, cable, water, sewer and trash. Perfect as a full-time residence or an income-producing rental, with one-month minimum leases permitted up to 12 times per year. Only a short drive to many fine restaurants, boutiques, Anna Maria Island, St. Armands Circle and the City of Sarasota. Sarasota is a well-known center for arts and culture including the Asolo Theater, Van Wezel Performing Arts Center and Ringling Museum. Schedule your showing today and make resort style living a reality.

2 Beds ⋅ 2 Baths ⋅ Club Longboat Beach & Tennis SubDv. ⋅ 34228 Zip Code

Virtually Staged. Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Tennis, offering expansive Gulf views and one of the largest floor plans in the community. This exceptional 2-bedroom plus 3rd bedroom/study layout perfectly blends elegance, comfort, and functionality, ideal for full-time living or as a refined vacation escape. With 750 feet of pristine Gulf frontage, this home immerses you in the beauty and serenity of coastal living. Beautiful engineered white oak wood floors flow throughout the open, sun-filled living space, which seamlessly extends to your private balcony’s, the perfect spot to enjoy the tranquil sound of the waves and stunning sunsets. The updated kitchen features stone countertops, white cabinetry, and has been opened up to create a larger, more connected floor plan ideal for entertaining. The primary suite is a private sanctuary, boasting a remodeled marble bath with high-end fixtures and a spa-like ambiance. The guest suite provides equal comfort and privacy, featuring a beautifully appointed travertine-floored bathroom. A custom wall of California closets offers exceptional storage and style. The Club Longboat Beach and Tennis community offers amazing amenities, including private beach access with lounge chairs and beach umbrellas, eight professional har-tru tennis courts, pickleball, fitness center, shuffleboard, barbeque area, clubhouse with regular social events, sauna, spa and two heated swimming pools. Club Longboat is a pet-friendly community allowing up to two pets with fees that include exterior maintenance and insurance, cable, water, sewer and trash. Perfect as a full-time residence or an income-producing rental, with one-month minimum leases permitted up to 12 times per year. Only a short drive to many fine restaurants, boutiques, Anna Maria Island, St. Armands Circle and the City of Sarasota. Sarasota is a well-known center for arts and culture including the Asolo Theater, Van Wezel Performing Arts Center and Ringling Museum. Schedule your showing today and make resort style living a reality.

5055 Gulf Of Mexico Drive Unit 331, Longboat Key

3235 Gulf Of Mexico Drive Unit A305, Longboat Key

$850,000

* BREATHTAKING GULF-FRONT CONDO WITH PANORAMIC VIEWS AND LUXURIOUS AMENITIES! ** This stunning condo offers a unique blend of elegance and tranquility, perfectly situated to capture the serene beauty of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and enjoying unobstructed views from every room. Retreat to the primary suite, a tranquil haven with ample closet space and an en-suite bathroom. The open-concept design seamlessly integrates indoor and outdoor living, ** HOME FEATURES: * Exquisite Furnishings * GULF VIEWS FROM EVERY ROOM * PRIVATE OUTDOOR TERRACE * MODERN KITCHEN WITH BREAKFAST BAR * IN-UNIT WASHER AND DRYER * BRAND NEW HOT WATER HEATER AND AC UNIT INSTALLED 2025 * Additional conveniences include an elevator for easy access and assigned parking. Grounds and exterior maintenance, cable, internet, water, sewer, trash and pest control are all included in the quarterly dues. ** COMMUNITY INFORMATION: Nestled within the exclusive Portobello community, residents enjoy a host of amenities designed for a luxurious coastal lifestyle. The heated pool offers a refreshing escape, while the boat dock and fishing pier provide endless opportunities for water-based activities. With direct beachfront and bayside access, every day is an opportunity to soak up the sun or take a leisurely stroll along the shore. ensuring comfort at every turn. The community also features tennis courts, kayak storage, and an outdoor grilling area. Located mid-key and close to shops, restaurants, golf courses, Publix, the world renown St. Armand's Circle and downtown Sarasota, there is so much to encounter and explore while you are here. Experience the essence of coastal sophistication in this Longboat Key gem.

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

* BREATHTAKING GULF-FRONT CONDO WITH PANORAMIC VIEWS AND LUXURIOUS AMENITIES! ** This stunning condo offers a unique blend of elegance and tranquility, perfectly situated to capture the serene beauty of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and enjoying unobstructed views from every room. Retreat to the primary suite, a tranquil haven with ample closet space and an en-suite bathroom. The open-concept design seamlessly integrates indoor and outdoor living, ** HOME FEATURES: * Exquisite Furnishings * GULF VIEWS FROM EVERY ROOM * PRIVATE OUTDOOR TERRACE * MODERN KITCHEN WITH BREAKFAST BAR * IN-UNIT WASHER AND DRYER * BRAND NEW HOT WATER HEATER AND AC UNIT INSTALLED 2025 * Additional conveniences include an elevator for easy access and assigned parking. Grounds and exterior maintenance, cable, internet, water, sewer, trash and pest control are all included in the quarterly dues. ** COMMUNITY INFORMATION: Nestled within the exclusive Portobello community, residents enjoy a host of amenities designed for a luxurious coastal lifestyle. The heated pool offers a refreshing escape, while the boat dock and fishing pier provide endless opportunities for water-based activities. With direct beachfront and bayside access, every day is an opportunity to soak up the sun or take a leisurely stroll along the shore. ensuring comfort at every turn. The community also features tennis courts, kayak storage, and an outdoor grilling area. Located mid-key and close to shops, restaurants, golf courses, Publix, the world renown St. Armand's Circle and downtown Sarasota, there is so much to encounter and explore while you are here. Experience the essence of coastal sophistication in this Longboat Key gem.

3235 Gulf Of Mexico Drive Unit A305, Longboat Key

$850,000

This premier lot and midcentury property, with one of the nicest pools in the area, is ready for its next visionary owner seeking the best of island living on beautiful Longboat Key. It's an ideal opportunity to renovate or build your dream home in the heart of the pedestrian and golf-cart friendly historic Longbeach Village with numerous waterfront restaurants and shops nearby. Located on Longboat Key's north end, this charming midcentury cedar-framed residence is set back on an expansive elevated lot with a deep front yard. The property boasts a private oasis in the rear, complete with a generous resort pool & spa and low-maintenance lawn. Previously updated to blend modern convenience with vintage character, the home was featured in a 2022 Herald-Tribune article as A Sweet Spot on Longboat. Original details include terrazzo floors with flecks resembling green sea glass and distinctive jalousie and awning windows, preserving its unique charm. The open concept living room and kitchen areas showcase cathedral-height ceilings, enhancing the sense of space. Modern drop lighting accents the kitchen and the layout offers easy flow and a relaxed living experience. A vibrant orange exterior and the light-filled rooms contribute to the home’s bright, uplifting atmosphere. Additional spaces include a generous den, a bonus room and an office, offering versatility for various needs such as a fourth bedroom if desired. The outdoor deck is ideal for entertaining or relaxing, surrounded by lush tropical landscaping. This property is one of the neighborhood’s favorites and presents a unique opportunity to reimagine its full potential. Interior photos include images from before and after remediation. All exterior photos of the yard, pool, and spa are current. Enjoy the neighborhood’s Gulf-to-Bay access, perfect for beachcombing, boating, kayaking, and paddleboarding. Launch your kayak just 100 yards away! The neighborhood offers proximity to various waterfront dining, shops, fitness, and the ultimate Florida lifestyle. Longbeach Village uniquely features a convenient community boat ramp, bay access, two fishing piers, public beach access, and several restaurants, cafes, and fitness studios, all just a few blocks away from this sizeable standout property.

3 Beds ⋅ 2 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code

This premier lot and midcentury property, with one of the nicest pools in the area, is ready for its next visionary owner seeking the best of island living on beautiful Longboat Key. It's an ideal opportunity to renovate or build your dream home in the heart of the pedestrian and golf-cart friendly historic Longbeach Village with numerous waterfront restaurants and shops nearby. Located on Longboat Key's north end, this charming midcentury cedar-framed residence is set back on an expansive elevated lot with a deep front yard. The property boasts a private oasis in the rear, complete with a generous resort pool & spa and low-maintenance lawn. Previously updated to blend modern convenience with vintage character, the home was featured in a 2022 Herald-Tribune article as A Sweet Spot on Longboat. Original details include terrazzo floors with flecks resembling green sea glass and distinctive jalousie and awning windows, preserving its unique charm. The open concept living room and kitchen areas showcase cathedral-height ceilings, enhancing the sense of space. Modern drop lighting accents the kitchen and the layout offers easy flow and a relaxed living experience. A vibrant orange exterior and the light-filled rooms contribute to the home’s bright, uplifting atmosphere. Additional spaces include a generous den, a bonus room and an office, offering versatility for various needs such as a fourth bedroom if desired. The outdoor deck is ideal for entertaining or relaxing, surrounded by lush tropical landscaping. This property is one of the neighborhood’s favorites and presents a unique opportunity to reimagine its full potential. Interior photos include images from before and after remediation. All exterior photos of the yard, pool, and spa are current. Enjoy the neighborhood’s Gulf-to-Bay access, perfect for beachcombing, boating, kayaking, and paddleboarding. Launch your kayak just 100 yards away! The neighborhood offers proximity to various waterfront dining, shops, fitness, and the ultimate Florida lifestyle. Longbeach Village uniquely features a convenient community boat ramp, bay access, two fishing piers, public beach access, and several restaurants, cafes, and fitness studios, all just a few blocks away from this sizeable standout property.

711 Russell Street, Longboat Key

$850,000

Welcome to the perfect opportunity to build your dream home in the coveted Sleepy Lagoon Park on Longboat Key! This desirable lot is located on a saltwater canal with direct access to the Intracoastal Waterway, Sarasota Bay, and the Gulf of Mexico—perfect for boating enthusiasts. With the current structure on the property being removed in the coming weeks, this lot is ready for you to envision and create your ideal waterfront retreat. Two lots from the mouth of the canal, the property offers peekaboo views of the bay and the potential for even more breathtaking vistas with the right elevation and design. Imagine waking up to serene sunrises, taking morning walks along the nearby beach, and catching stunning sunsets every evening. All utilities are in place, making this lot a seamless canvas for your new construction. Enjoy the quintessential Longboat Key lifestyle with nearby amenities such as fine dining, shopping, tennis, fitness clubs, and community parks. This is your chance to own a prime piece of land in one of the most desirable locations on the island. Call today for more details and to schedule your private tour of this exceptional property. Don't miss this rare opportunity to bring your dream home to life!

Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

Welcome to the perfect opportunity to build your dream home in the coveted Sleepy Lagoon Park on Longboat Key! This desirable lot is located on a saltwater canal with direct access to the Intracoastal Waterway, Sarasota Bay, and the Gulf of Mexico—perfect for boating enthusiasts. With the current structure on the property being removed in the coming weeks, this lot is ready for you to envision and create your ideal waterfront retreat. Two lots from the mouth of the canal, the property offers peekaboo views of the bay and the potential for even more breathtaking vistas with the right elevation and design. Imagine waking up to serene sunrises, taking morning walks along the nearby beach, and catching stunning sunsets every evening. All utilities are in place, making this lot a seamless canvas for your new construction. Enjoy the quintessential Longboat Key lifestyle with nearby amenities such as fine dining, shopping, tennis, fitness clubs, and community parks. This is your chance to own a prime piece of land in one of the most desirable locations on the island. Call today for more details and to schedule your private tour of this exceptional property. Don't miss this rare opportunity to bring your dream home to life!

592 Juan Anasco Drive, Longboat Key

350 Gulf Of Mexico Drive Unit 213, Longboat Key

$845,000

Welcome to one of Longboat Key's premier bayfront communities, Tangerine Bay Club, where your days are spent like you live at a luxury resort! This three bedroom, 2 and a half bath elevated residence offers spacious living with gorgeous views of the mote style lagoon, spectacular resort style pool and Sarasota Bay. A private 2 car garage only adds to the many benefits of living here. Did we mention the day dock and pier over Sarasota Bay? The community gym overlooking the gorgeous pool? The Tennis and pickleball courts? The ability to purchase a membership at the Bay Isles Beach club for only a nominal yearly fee? This is truly island living at its best! A welcoming front entrance courtyard allows for a wonderful arrival spot just steps from the elevator yet this unit, being a corner residence, feels very private. Once inside you'll be immediately impressed with the light filled spaces that allow for you to enjoy the incredible views from multiple large windows. A balcony accessed from the great room and the Primary bedroom is a spot you'll want to enjoy every morning with your coffee and every evening with your cold beverage. Just a short distance from multiple restaurants, the Longboat Key Club, The St.Regis resort and the bridge that takes you over to St.Armands Circle and then onto the cultural mecca of downtown Sarasota....at a price that makes it easy to imagine. Whether you choose to renovate and make it your own or enjoy it just as it is, this is one you will want to see!

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

Welcome to one of Longboat Key's premier bayfront communities, Tangerine Bay Club, where your days are spent like you live at a luxury resort! This three bedroom, 2 and a half bath elevated residence offers spacious living with gorgeous views of the mote style lagoon, spectacular resort style pool and Sarasota Bay. A private 2 car garage only adds to the many benefits of living here. Did we mention the day dock and pier over Sarasota Bay? The community gym overlooking the gorgeous pool? The Tennis and pickleball courts? The ability to purchase a membership at the Bay Isles Beach club for only a nominal yearly fee? This is truly island living at its best! A welcoming front entrance courtyard allows for a wonderful arrival spot just steps from the elevator yet this unit, being a corner residence, feels very private. Once inside you'll be immediately impressed with the light filled spaces that allow for you to enjoy the incredible views from multiple large windows. A balcony accessed from the great room and the Primary bedroom is a spot you'll want to enjoy every morning with your coffee and every evening with your cold beverage. Just a short distance from multiple restaurants, the Longboat Key Club, The St.Regis resort and the bridge that takes you over to St.Armands Circle and then onto the cultural mecca of downtown Sarasota....at a price that makes it easy to imagine. Whether you choose to renovate and make it your own or enjoy it just as it is, this is one you will want to see!

350 Gulf Of Mexico Drive Unit 213, Longboat Key

6951 Gulf Of Mexico Drive Unit 14, Longboat Key

$840,000

WOW! The minute you open the front door of this first floor Coastal Retreat Seaside condo, you will be captivated by the shimmering, turquoise Gulf of Mexico Water View and the Panoramic Sandy White Beach in front of you. You'll be eager to get a closer look from the glassed in Florida Room, so you may overlook the beauty of this updated, attractively furnished & decorated first floor residence at Sea Pines, a small 28 unit beach front condo complex on the north end of Longboat Key, Florida. Since purchasing five years ago, these owners have lovingly transformed this almost 1400 square foot, corner unit with extra windows, open concept, two bedroom with En Suite baths & walk in closets to today's coastal contemporary style tastes. Improvements include light oak color Luxury Vinyl wide plank flooring throughout, Samsung stainless steel appliances including washer & dryer, new HVAC installed, updated the primary bedroom with a quartz counter vanity, tiled & glass door shower, and fitted out closet. The condo's interior was painted as well & new, high quality neutral colored living room, dining & bedroom furniture, rugs, lighting & drapery, artwork and a large entertainment center installed. A new tiled roof was installed on this building in 2024. Additional features include impact resistant windows in both bedrooms & the office adjacent to the kitchen. Plantation shutters cover all these windows. This office area is fitted out with oak cabinetry, desk & drawers, perfect for working at home. The spacious 26-foot-long lanai (Florida Room) can be entered from either the primary bedroom or the living room via sliders. This may be your favorite room with mesmerizing Gulf & beach views over the sea grass pathways to the water. And of course, the magnificent Longboat Key Gulf of Mexico sunsets will thrill you whether watching from your lanai or enjoying on the beach while toasting your good fortune! This turnkey handsomely appointed & attractively furnished seaside retreat offers great rental income if you so wish. Currently these owners are using RVA Rentals, but a new owner can choose how or if to lease out this unit. Rental friendly Sea Pines can be leased out six times a year with a one month minimum time period. Two additional benefits to this first floor Unit 14 are that these owners have paid $5357 assessment for new landscaping for the complex plus new interior glass sliders will be installed in the living room & primary bedroom and sellers have paid for that as well. Sea Pines has an electronic gated entry for security & privacy. Amenities include a large, heated pool, is large pet friendly & offers excellent rental income possibilities. Charming Longboat Village is nearby with fabulous restaurants like The Shore, Mar Vista, Whitney's, Ventura's & the thriving Whitney Shopping Center. Anna Maria Island is just across the Longboat north end bridge for additional night life entertainment.

2 Beds ⋅ 2 Baths ⋅ Sea Pines Condominium SubDv. ⋅ 34228 Zip Code

WOW! The minute you open the front door of this first floor Coastal Retreat Seaside condo, you will be captivated by the shimmering, turquoise Gulf of Mexico Water View and the Panoramic Sandy White Beach in front of you. You'll be eager to get a closer look from the glassed in Florida Room, so you may overlook the beauty of this updated, attractively furnished & decorated first floor residence at Sea Pines, a small 28 unit beach front condo complex on the north end of Longboat Key, Florida. Since purchasing five years ago, these owners have lovingly transformed this almost 1400 square foot, corner unit with extra windows, open concept, two bedroom with En Suite baths & walk in closets to today's coastal contemporary style tastes. Improvements include light oak color Luxury Vinyl wide plank flooring throughout, Samsung stainless steel appliances including washer & dryer, new HVAC installed, updated the primary bedroom with a quartz counter vanity, tiled & glass door shower, and fitted out closet. The condo's interior was painted as well & new, high quality neutral colored living room, dining & bedroom furniture, rugs, lighting & drapery, artwork and a large entertainment center installed. A new tiled roof was installed on this building in 2024. Additional features include impact resistant windows in both bedrooms & the office adjacent to the kitchen. Plantation shutters cover all these windows. This office area is fitted out with oak cabinetry, desk & drawers, perfect for working at home. The spacious 26-foot-long lanai (Florida Room) can be entered from either the primary bedroom or the living room via sliders. This may be your favorite room with mesmerizing Gulf & beach views over the sea grass pathways to the water. And of course, the magnificent Longboat Key Gulf of Mexico sunsets will thrill you whether watching from your lanai or enjoying on the beach while toasting your good fortune! This turnkey handsomely appointed & attractively furnished seaside retreat offers great rental income if you so wish. Currently these owners are using RVA Rentals, but a new owner can choose how or if to lease out this unit. Rental friendly Sea Pines can be leased out six times a year with a one month minimum time period. Two additional benefits to this first floor Unit 14 are that these owners have paid $5357 assessment for new landscaping for the complex plus new interior glass sliders will be installed in the living room & primary bedroom and sellers have paid for that as well. Sea Pines has an electronic gated entry for security & privacy. Amenities include a large, heated pool, is large pet friendly & offers excellent rental income possibilities. Charming Longboat Village is nearby with fabulous restaurants like The Shore, Mar Vista, Whitney's, Ventura's & the thriving Whitney Shopping Center. Anna Maria Island is just across the Longboat north end bridge for additional night life entertainment.

6951 Gulf Of Mexico Drive Unit 14, Longboat Key

1975 Gulf Of Mexico Drive Unit G4-307, Longboat Key

$830,000

Direct Gulf views take center stage at Seaplace G4-307. This spacious 2-bedroom, 2-bath residence with 1,257 square feet offers a wonderful opportunity to enjoy the beachfront lifestyle on Longboat Key, with beautiful, unobstructed views across the tropical grounds to the Gulf of Mexico. Step inside and your eyes are immediately drawn to the water. The open living and dining areas lead to the screened Gulf-view lanai, creating the perfect setting for morning coffee, afternoon sea breezes or simply relaxing while overlooking swaying palms, manicured grounds, the sandy beach and turquoise Gulf beyond. The kitchen features abundant white cabinetry, generous counter space, stainless-steel appliances and a convenient pass-through to the dining area. The spacious primary suite offers plenty of room for a king-size bed, excellent storage and an en-suite bath. The guest bedroom is comfortably sized with two beds and enjoys its own beautiful Gulf view, making it an inviting retreat for family and friends. With direct Gulf views from the living area, guest bedroom and screened lanai, the connection to the water is one of the defining features of this residence. Located within the gated, Gulf-front Seaplace community, residents enjoy direct beach access along with an impressive collection of resort-style amenities, all surrounded by beautifully maintained tropical landscaping. The south Longboat Key location places you just minutes from the shopping and dining of St. Armands Circle and the cultural attractions of downtown Sarasota. Furnishings are available separately by Bill of Sale, offering buyers the option for an easy transition to their Longboat Key getaway. Whether you're looking for a full-time residence, seasonal retreat or your own place by the beach, G4-307 delivers what Longboat Key living is all about—direct Gulf views, tropical surroundings and the beach just steps away.

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

Direct Gulf views take center stage at Seaplace G4-307. This spacious 2-bedroom, 2-bath residence with 1,257 square feet offers a wonderful opportunity to enjoy the beachfront lifestyle on Longboat Key, with beautiful, unobstructed views across the tropical grounds to the Gulf of Mexico. Step inside and your eyes are immediately drawn to the water. The open living and dining areas lead to the screened Gulf-view lanai, creating the perfect setting for morning coffee, afternoon sea breezes or simply relaxing while overlooking swaying palms, manicured grounds, the sandy beach and turquoise Gulf beyond. The kitchen features abundant white cabinetry, generous counter space, stainless-steel appliances and a convenient pass-through to the dining area. The spacious primary suite offers plenty of room for a king-size bed, excellent storage and an en-suite bath. The guest bedroom is comfortably sized with two beds and enjoys its own beautiful Gulf view, making it an inviting retreat for family and friends. With direct Gulf views from the living area, guest bedroom and screened lanai, the connection to the water is one of the defining features of this residence. Located within the gated, Gulf-front Seaplace community, residents enjoy direct beach access along with an impressive collection of resort-style amenities, all surrounded by beautifully maintained tropical landscaping. The south Longboat Key location places you just minutes from the shopping and dining of St. Armands Circle and the cultural attractions of downtown Sarasota. Furnishings are available separately by Bill of Sale, offering buyers the option for an easy transition to their Longboat Key getaway. Whether you're looking for a full-time residence, seasonal retreat or your own place by the beach, G4-307 delivers what Longboat Key living is all about—direct Gulf views, tropical surroundings and the beach just steps away.

1975 Gulf Of Mexico Drive Unit G4-307, Longboat Key

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