Crawfordorlandorealestate.com Search Results

$12,750,000

Presented in the most coveted beachfront enclave at The St. Regis Longboat Key Resort, this is a rare opportunity to own a spectacular residence in the prestigious Armand building — the closest to the Gulf, with breathtaking, unobstructed views of the Gulf of Mexico. Encompassing nearly 5,000 square feet and offered fully furnished, this extraordinary home was masterfully designed by the award-winning Rowland and Broughton of Aspen, Colorado. Thoughtfully curated throughout, it lives like a private single-family home while enjoying the legendary St. Regis services and amenities, including butler service and in-residence dining. The gracious great room is designed for effortless entertaining, featuring porcelain wood plank flooring and dramatic accordion doors that fully retract to a sprawling terrace with a private gas grill and panoramic views of the Gulf, resort, and saltwater lagoon — creating seamless indoor-outdoor living. The chef’s kitchen is a true showpiece, anchored by a large statement island clad in exquisite Pininfarina Crystal quartzite with a dramatic waterfall edge — blending sculptural beauty with everyday functionality. The space is impeccably appointed with dual Cove dishwashers, a Wolf six-burner cooktop, Wolf double ovens and microwave, and a Sub-Zero refrigerator. A charming breakfast area offers built-in storage and shelving, along with an ice maker and beverage refrigerator for ultimate convenience. A private club room provides the perfect setting for lounging or game day gatherings, highlighted by custom built-ins and striking in-wall wine storage. The luxurious owner’s suite captures sweeping Gulf views and opens directly onto the expansive terrace. A stunning feature wall wrapped in Bijou Knits wallpaper by Phillip Jeffries adds refined texture and sophistication, complementing the custom built-ins that define this serene retreat. The spa-inspired bath features dual oversized vanities (including a dedicated makeup area), illuminated mirrors, a soaking tub, seamless glass shower, two private water closets with Toto electric toilets, and custom closets. Two additional guest suites offer comfort and privacy. The second features custom built-ins with a king Murphy bed, integrated desk, generous closets, and a bath with double vanities and glass shower, opening to terrace views of Sarasota Bay. The third is equally spacious, also opening to the terrace with bay views and offering double vanities and custom closets. An elegant laundry room continues the home’s elevated aesthetic with custom cabinetry, a utility sink, and SM Quartz by Santa Margherita countertops. Throughout, porcelain wood plank floors, electronic shades, and a state-of-the-art Crestron smart home system enhance everyday living. The integrated technology package — valued at approximately $400,000 — controls lighting, blinds, televisions, and music throughout the home. This is an exceptional opportunity to own one of the most refined residences on Longboat Key — where five-star resort living meets the privacy and comfort of a grand coastal home. Residents enjoy a private clubhouse with fitness center, resident-only pool and spa, St. Regis Butler and Concierge services, an oceanfront spa, dining venues, beachfront cabanas, lazy river, and saltwater lagoon. Set on 17 acres of pristine beachfront just 3.5 miles from St. Armands Circle, this home invites you to embrace the legendary St. Regis lifestyle.

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

Presented in the most coveted beachfront enclave at The St. Regis Longboat Key Resort, this is a rare opportunity to own a spectacular residence in the prestigious Armand building — the closest to the Gulf, with breathtaking, unobstructed views of the Gulf of Mexico. Encompassing nearly 5,000 square feet and offered fully furnished, this extraordinary home was masterfully designed by the award-winning Rowland and Broughton of Aspen, Colorado. Thoughtfully curated throughout, it lives like a private single-family home while enjoying the legendary St. Regis services and amenities, including butler service and in-residence dining. The gracious great room is designed for effortless entertaining, featuring porcelain wood plank flooring and dramatic accordion doors that fully retract to a sprawling terrace with a private gas grill and panoramic views of the Gulf, resort, and saltwater lagoon — creating seamless indoor-outdoor living. The chef’s kitchen is a true showpiece, anchored by a large statement island clad in exquisite Pininfarina Crystal quartzite with a dramatic waterfall edge — blending sculptural beauty with everyday functionality. The space is impeccably appointed with dual Cove dishwashers, a Wolf six-burner cooktop, Wolf double ovens and microwave, and a Sub-Zero refrigerator. A charming breakfast area offers built-in storage and shelving, along with an ice maker and beverage refrigerator for ultimate convenience. A private club room provides the perfect setting for lounging or game day gatherings, highlighted by custom built-ins and striking in-wall wine storage. The luxurious owner’s suite captures sweeping Gulf views and opens directly onto the expansive terrace. A stunning feature wall wrapped in Bijou Knits wallpaper by Phillip Jeffries adds refined texture and sophistication, complementing the custom built-ins that define this serene retreat. The spa-inspired bath features dual oversized vanities (including a dedicated makeup area), illuminated mirrors, a soaking tub, seamless glass shower, two private water closets with Toto electric toilets, and custom closets. Two additional guest suites offer comfort and privacy. The second features custom built-ins with a king Murphy bed, integrated desk, generous closets, and a bath with double vanities and glass shower, opening to terrace views of Sarasota Bay. The third is equally spacious, also opening to the terrace with bay views and offering double vanities and custom closets. An elegant laundry room continues the home’s elevated aesthetic with custom cabinetry, a utility sink, and SM Quartz by Santa Margherita countertops. Throughout, porcelain wood plank floors, electronic shades, and a state-of-the-art Crestron smart home system enhance everyday living. The integrated technology package — valued at approximately $400,000 — controls lighting, blinds, televisions, and music throughout the home. This is an exceptional opportunity to own one of the most refined residences on Longboat Key — where five-star resort living meets the privacy and comfort of a grand coastal home. Residents enjoy a private clubhouse with fitness center, resident-only pool and spa, St. Regis Butler and Concierge services, an oceanfront spa, dining venues, beachfront cabanas, lazy river, and saltwater lagoon. Set on 17 acres of pristine beachfront just 3.5 miles from St. Armands Circle, this home invites you to embrace the legendary St. Regis lifestyle.

1561 Gulf Of Mexico Drive Unit 404, Longboat Key

$2,950,000

Virtually Staged. A rare direct Gulf-front offering at L’Ambiance on Longboat Key, this desirable Sabal floor plan features 3 bedrooms, 2-1/2 baths, and 2,634 square feet of refined coastal living. East- and west-facing terraces provide the opportunity to enjoy both sunrise views over the bay and sweeping Gulf sunsets. The thoughtfully designed interior blends polished finishes with a comfortable, understated coastal feel. The den, located beside a full bath, offers flexibility as a home office, media room, or third sleeping area. The Gulf-front primary suite enjoys panoramic water views, terrace access, generous closet space, and dual en-suite baths. L’Ambiance is a gated beachfront community with 24-hour security, full-time concierge service, a resort-style beachfront pool, lush tropical grounds, and two Har-Tru tennis courts. Additional amenities include a fitness center with locker rooms, game and billiard rooms, private wine room, library, and three guest suites available for residents’ use. The residence includes secured underground parking and a private storage locker. Ideally located near St. Armands Circle and the Longboat Key Club, with convenient access to acclaimed dining, shopping, golf, and resort amenities.

2 Beds ⋅ 4 Baths ⋅ L'Ambiance SubDv. ⋅ 34228 Zip Code

Virtually Staged. A rare direct Gulf-front offering at L’Ambiance on Longboat Key, this desirable Sabal floor plan features 3 bedrooms, 2-1/2 baths, and 2,634 square feet of refined coastal living. East- and west-facing terraces provide the opportunity to enjoy both sunrise views over the bay and sweeping Gulf sunsets. The thoughtfully designed interior blends polished finishes with a comfortable, understated coastal feel. The den, located beside a full bath, offers flexibility as a home office, media room, or third sleeping area. The Gulf-front primary suite enjoys panoramic water views, terrace access, generous closet space, and dual en-suite baths. L’Ambiance is a gated beachfront community with 24-hour security, full-time concierge service, a resort-style beachfront pool, lush tropical grounds, and two Har-Tru tennis courts. Additional amenities include a fitness center with locker rooms, game and billiard rooms, private wine room, library, and three guest suites available for residents’ use. The residence includes secured underground parking and a private storage locker. Ideally located near St. Armands Circle and the Longboat Key Club, with convenient access to acclaimed dining, shopping, golf, and resort amenities.

415 L Ambiance Drive Unit D306, Longboat Key

$499,000

Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2 bathrooms, this move-in-ready residence offers peaceful canal views, thoughtful updates, and exclusive access to a private, gated beach club on the Longboat Key Gulf Beach, just steps away. Building G also offers a special community feature: a dedicated bump-out area designed for residents’ outdoor gatherings and entertaining. This exclusive feature is available to only two buildings within Longboat Harbour, and Building G is one of them. The bright and inviting interior features a carpet-free design with luxury vinyl plank flooring throughout with tiled bathrooms. New lighting fixtures, custom window treatments and ceiling fans add a fresh, updated touch, while the kitchen is appointed with granite countertops and a stylish backsplash. The updated primary bathroom provides additional comfort and modern appeal with custom vanity and cabinet storage. A new HVAC system installed in 2025 offers added peace of mind. Step outside to the spacious screened lanai, where beautiful canal views create a relaxing backdrop for everyday living, and on those lucky days, you may even catch a glimpse of manatees swimming peacefully through the water. Enhanced by a ceiling fan, this private outdoor space is perfect for enjoying morning coffee, reading a good book, entertaining guests, or unwinding at the end of the day. The condominium is being sold furnished with carefully selected pieces that complement the home’s coastal style and create a warm, comfortable atmosphere. Whether you are searching for a full-time residence, seasonal getaway, or coastal vacation retreat, this property is ready to enjoy from the moment you arrive. Longboat Harbour at Longboat Key offers an exceptional waterfront lifestyle with access to both Sarasota Bay and the beautiful Longboat Key Beach. The community’s private, gated beach club provides a convenient place to relax on the sand, enjoy the Gulf breeze, and take in beautiful Florida sunsets. Residents also enjoy an impressive selection of resort-style amenities, including four heated swimming pools, a fully equipped fitness center, tennis and pickleball courts, fishing piers, kayak & bicycle storage, and boat slips available on a first-come, first-served basis. The community clubhouse/banquet hall offers social events and activities, providing plenty of opportunities to meet neighbors and enjoy an active coastal lifestyle. Ideally situated on Longboat Key, this gated waterfront community offers convenient access to some of the area’s best dining, shopping, and entertainment while maintaining a peaceful and private setting. Whether used as a serene retreat, vacation property, or full-time residence, this furnished condominium provides everything needed to experience the very best of Longboat Key’s Bay-to-Gulf lifestyle.

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

Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2 bathrooms, this move-in-ready residence offers peaceful canal views, thoughtful updates, and exclusive access to a private, gated beach club on the Longboat Key Gulf Beach, just steps away. Building G also offers a special community feature: a dedicated bump-out area designed for residents’ outdoor gatherings and entertaining. This exclusive feature is available to only two buildings within Longboat Harbour, and Building G is one of them. The bright and inviting interior features a carpet-free design with luxury vinyl plank flooring throughout with tiled bathrooms. New lighting fixtures, custom window treatments and ceiling fans add a fresh, updated touch, while the kitchen is appointed with granite countertops and a stylish backsplash. The updated primary bathroom provides additional comfort and modern appeal with custom vanity and cabinet storage. A new HVAC system installed in 2025 offers added peace of mind. Step outside to the spacious screened lanai, where beautiful canal views create a relaxing backdrop for everyday living, and on those lucky days, you may even catch a glimpse of manatees swimming peacefully through the water. Enhanced by a ceiling fan, this private outdoor space is perfect for enjoying morning coffee, reading a good book, entertaining guests, or unwinding at the end of the day. The condominium is being sold furnished with carefully selected pieces that complement the home’s coastal style and create a warm, comfortable atmosphere. Whether you are searching for a full-time residence, seasonal getaway, or coastal vacation retreat, this property is ready to enjoy from the moment you arrive. Longboat Harbour at Longboat Key offers an exceptional waterfront lifestyle with access to both Sarasota Bay and the beautiful Longboat Key Beach. The community’s private, gated beach club provides a convenient place to relax on the sand, enjoy the Gulf breeze, and take in beautiful Florida sunsets. Residents also enjoy an impressive selection of resort-style amenities, including four heated swimming pools, a fully equipped fitness center, tennis and pickleball courts, fishing piers, kayak & bicycle storage, and boat slips available on a first-come, first-served basis. The community clubhouse/banquet hall offers social events and activities, providing plenty of opportunities to meet neighbors and enjoy an active coastal lifestyle. Ideally situated on Longboat Key, this gated waterfront community offers convenient access to some of the area’s best dining, shopping, and entertainment while maintaining a peaceful and private setting. Whether used as a serene retreat, vacation property, or full-time residence, this furnished condominium provides everything needed to experience the very best of Longboat Key’s Bay-to-Gulf lifestyle.

4370 Chatham Drive Unit 304, Longboat Key

$1,099,000

Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an expansive wraparound terrace and 1 under-building deeded parking space. Distinctive wallpaper adds personality to the foyer, while plank flooring flows throughout. Just off the entry, double doors open to the third bedroom, currently used as a family and sitting room, while the guest bedroom across the hall opens directly to the terrace. The main living area takes full advantage of the corner setting, with walls of sliding glass doors filling the space with natural light and framing elevated views of the lake, fountains and tropical landscaping. The kitchen features white cabinetry, glass-front accents, stone countertops, stainless steel appliances and a breakfast bar opening to the dining area. Privately positioned away from the guest accommodations, the primary suite enjoys terrace access and tranquil lake and fountain views, along with a spacious bath with dual vanities and a separate water closet. Beachplace is a gated, 31-acre beachfront community known for its mid-century modern architecture and resort-style amenities, including private beach access, a junior Olympic-size pool, spa, kiddie pool, clubhouse, fitness facilities, sauna, tennis and pickleball courts, EV charging stations and grilling areas. Separate membership opportunities are also offered at the nearby Longboat Key Club, with amenities that may include 45 holes of championship golf, tennis, private dining, beach and pool facilities, spa, fitness and marina access, depending on membership category. Rentals are permitted up to 12 times per year with a 30-day minimum, and St. Armands Circle and downtown Sarasota are just minutes away.

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

Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an expansive wraparound terrace and 1 under-building deeded parking space. Distinctive wallpaper adds personality to the foyer, while plank flooring flows throughout. Just off the entry, double doors open to the third bedroom, currently used as a family and sitting room, while the guest bedroom across the hall opens directly to the terrace. The main living area takes full advantage of the corner setting, with walls of sliding glass doors filling the space with natural light and framing elevated views of the lake, fountains and tropical landscaping. The kitchen features white cabinetry, glass-front accents, stone countertops, stainless steel appliances and a breakfast bar opening to the dining area. Privately positioned away from the guest accommodations, the primary suite enjoys terrace access and tranquil lake and fountain views, along with a spacious bath with dual vanities and a separate water closet. Beachplace is a gated, 31-acre beachfront community known for its mid-century modern architecture and resort-style amenities, including private beach access, a junior Olympic-size pool, spa, kiddie pool, clubhouse, fitness facilities, sauna, tennis and pickleball courts, EV charging stations and grilling areas. Separate membership opportunities are also offered at the nearby Longboat Key Club, with amenities that may include 45 holes of championship golf, tennis, private dining, beach and pool facilities, spa, fitness and marina access, depending on membership category. Rentals are permitted up to 12 times per year with a 30-day minimum, and St. Armands Circle and downtown Sarasota are just minutes away.

1075 Gulf Of Mexico Drive Unit 205, Longboat Key

$595,000

Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering the best of Longboat Key living with beautiful views of the preserved mangroves and Sarasota Bay. Renovated from top to bottom, this home has been thoughtfully transformed and is available TURNKEY FURNISHED with hurricane impact windows and shutters for a peace of mind. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. A Murphy bed in the office area adds even more versatility, providing the perfect setup for overnight guests while still allowing the space to function as a home office.Living at Windward Bay means embracing the Longboat Key lifestyle from both the BAY AND THE BEACH. Enjoy three beach access points directly across the street for effortless days along the Gulf, while boat slips available to residents make it easy to get out on Sarasota Bay and explore the surrounding waterways. Windward Bay is a PET-FRIENDLY, amenity-rich waterfront community offering multiple swimming pools, tennis and pickleball courts, a fitness center with sauna, kayak storage, and scenic walking paths along the bayfront. Ideally situated on Longboat Key, you are just minutes from exceptional restaurants and shopping, St. Armands Circle, Anna Maria Island, and everything Sarasota has to enjoy. With FULLY FUNDED RESERVES FOR 2026, NO UPCOMING SPECIAL ASSESSMENTS, and a PASSED MILESTONE INSPECTION, this move-in-ready residence offers the renovations, amenities, location, and peace of mind today's Florida condo buyer is looking for. Your Longboat Key lifestyle awaits!

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

Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering the best of Longboat Key living with beautiful views of the preserved mangroves and Sarasota Bay. Renovated from top to bottom, this home has been thoughtfully transformed and is available TURNKEY FURNISHED with hurricane impact windows and shutters for a peace of mind. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. A Murphy bed in the office area adds even more versatility, providing the perfect setup for overnight guests while still allowing the space to function as a home office.Living at Windward Bay means embracing the Longboat Key lifestyle from both the BAY AND THE BEACH. Enjoy three beach access points directly across the street for effortless days along the Gulf, while boat slips available to residents make it easy to get out on Sarasota Bay and explore the surrounding waterways. Windward Bay is a PET-FRIENDLY, amenity-rich waterfront community offering multiple swimming pools, tennis and pickleball courts, a fitness center with sauna, kayak storage, and scenic walking paths along the bayfront. Ideally situated on Longboat Key, you are just minutes from exceptional restaurants and shopping, St. Armands Circle, Anna Maria Island, and everything Sarasota has to enjoy. With FULLY FUNDED RESERVES FOR 2026, NO UPCOMING SPECIAL ASSESSMENTS, and a PASSED MILESTONE INSPECTION, this move-in-ready residence offers the renovations, amenities, location, and peace of mind today's Florida condo buyer is looking for. Your Longboat Key lifestyle awaits!

4540 Gulf Of Mexico Drive Unit 204, Longboat Key

$2,675,000

Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interior enhancements just completed. Most notably, beautiful brand-new oversized porcelain tile flooring now extends throughout the main living areas, creating a fresh, sophisticated look while visually connecting the home’s open living spaces. The fireplace wall has also been thoughtfully scaled back, opening the sightlines and creating a more effortless flow between the living room, dining room and eat-in kitchen. These new improvements complement an exceptional Longboat Key lifestyle centered around the water. Located behind the gates of Bay Isles, the more than 3,100-square-foot residence combines direct Sarasota Bay frontage, updated dock with 14,000-lb boat lift and deeded access to the private Bay Isles Beach Club on the Gulf of Mexico—a particularly desirable combination for those seeking both boating and beach access. The newly updated main level is designed to draw your attention toward the bay. The oversized porcelain tile provides a clean, cohesive foundation throughout the common areas, while soaring ceilings, abundant natural light and walls of glass enhance the home's open, airy feel. The dramatic bayfront living room features cathedral ceilings, a gas fireplace and impact-rated sliding glass doors opening to the screened waterfront terrace, where wide water views create a beautiful backdrop for morning coffee, entertaining and evenings overlooking Sarasota Bay. The primary suite is conveniently located on the first floor, offering a spacious walk-in closet plus two additional closets and a private en-suite bath. Two additional guest bedrooms on this level—one currently used as a study—share a beautifully updated full bathroom. Upstairs, guests enjoy a private retreat with a loft-style bonus area featuring a built-in entertainment center and an oversized en-suite bedroom finished with elegant tilework. Extensive upgrades enhance comfort and long-term value, including a new tile roof (2023), two A/C systems (2022), remodeled kitchen and baths, recessed lighting, storm windows on the bayside, a new electrical panel, exterior lighting, updated landscaping, sprinkler system, and a new screen enclosure. Corey’s Landing offers a maintenance-free waterfront lifestyle with 24-hour guard-gated security, community tennis courts, and a heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front relaxation with pavilion seating, beachside gatherings, and direct access to the white sands of Longboat Key. Ideally positioned behind the gates of Bay Isles, this residence is moments from the Longboat Key Club’s championship golf and tennis facilities, nearby marinas, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota’s renowned cultural venues, galleries, waterfront parks, and restaurants are all within easy reach—bringing together boating, beach access, and the best of Sarasota’s coastal lifestyle.

4 Beds ⋅ 4 Baths ⋅ Coreys Landing SubDv. ⋅ 34228 Zip Code

Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interior enhancements just completed. Most notably, beautiful brand-new oversized porcelain tile flooring now extends throughout the main living areas, creating a fresh, sophisticated look while visually connecting the home’s open living spaces. The fireplace wall has also been thoughtfully scaled back, opening the sightlines and creating a more effortless flow between the living room, dining room and eat-in kitchen. These new improvements complement an exceptional Longboat Key lifestyle centered around the water. Located behind the gates of Bay Isles, the more than 3,100-square-foot residence combines direct Sarasota Bay frontage, updated dock with 14,000-lb boat lift and deeded access to the private Bay Isles Beach Club on the Gulf of Mexico—a particularly desirable combination for those seeking both boating and beach access. The newly updated main level is designed to draw your attention toward the bay. The oversized porcelain tile provides a clean, cohesive foundation throughout the common areas, while soaring ceilings, abundant natural light and walls of glass enhance the home's open, airy feel. The dramatic bayfront living room features cathedral ceilings, a gas fireplace and impact-rated sliding glass doors opening to the screened waterfront terrace, where wide water views create a beautiful backdrop for morning coffee, entertaining and evenings overlooking Sarasota Bay. The primary suite is conveniently located on the first floor, offering a spacious walk-in closet plus two additional closets and a private en-suite bath. Two additional guest bedrooms on this level—one currently used as a study—share a beautifully updated full bathroom. Upstairs, guests enjoy a private retreat with a loft-style bonus area featuring a built-in entertainment center and an oversized en-suite bedroom finished with elegant tilework. Extensive upgrades enhance comfort and long-term value, including a new tile roof (2023), two A/C systems (2022), remodeled kitchen and baths, recessed lighting, storm windows on the bayside, a new electrical panel, exterior lighting, updated landscaping, sprinkler system, and a new screen enclosure. Corey’s Landing offers a maintenance-free waterfront lifestyle with 24-hour guard-gated security, community tennis courts, and a heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front relaxation with pavilion seating, beachside gatherings, and direct access to the white sands of Longboat Key. Ideally positioned behind the gates of Bay Isles, this residence is moments from the Longboat Key Club’s championship golf and tennis facilities, nearby marinas, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota’s renowned cultural venues, galleries, waterfront parks, and restaurants are all within easy reach—bringing together boating, beach access, and the best of Sarasota’s coastal lifestyle.

3530 Mistletoe Lane, Longboat Key

$925,000

Welcome to Beachplace and this beautifully updated, turnkey two-bedroom, two-bath residence in one of Longboat Key’s most sought-after Gulf-front communities. Offered fully furnished, this coastal retreat features impact-glass windows and sliding glass doors, wood flooring throughout the living areas, and a fresh, contemporary aesthetic that makes it truly move-in ready. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment property, this residence offers the ideal blend of comfort, convenience, and resort-style living. The spacious living and dining areas open to a private tiled balcony overlooking a tranquil pond and fountain, creating a peaceful setting for morning coffee or evening relaxation. The kitchen has been opened to the main living area and features a breakfast bar, pantry, laundry closet, and ample solid-wood cabinetry for storage. The split-bedroom floor plan provides excellent privacy, with both bedrooms offering ensuite baths. The primary suite is thoughtfully separated from the guest suite, while the guest bedroom includes a custom built-in desk and workspace, along with a clever configuration providing space for a full-size bed, hanging storage, and drawers. Additional features include two assigned parking spaces—one covered and one open—an elevated ceiling that extends from the dining area toward the entry, and an HVAC system installed in late 2019 with a transferrable lifetime warranty. The residence is being sold furnished, making it an effortless opportunity to begin enjoying the Longboat Key lifestyle immediately. Beachplace offers an exceptional array of amenities across its beautifully maintained 31-acre Gulf-front community. Residents enjoy approximately 1,450 feet of pristine private beachfront, accessible by private boardwalks, with beach chairs and umbrellas provided and set up daily. Resort-style amenities include an Olympic-size heated pool and hot tub, gas BBQ grills, clubhouse with two fitness rooms, lighted tennis and pickleball courts, sidewalks, lush landscaping, and a 24-hour manned guard gate. The community is self-managed and consists of 336 condominium residences across eleven six-story buildings. For added flexibility, Beachplace permits monthly rentals up to 12 times per year, making this property an attractive option for those seeking both personal enjoyment and rental potential. Condominium fees include cable, internet, water, sewer, trash, and exterior maintenance, providing exceptional value and simplified ownership. Just minutes from the Longboat Key Club’s golf and tennis facilities, the boutique shops and restaurants of St. Armands Circle, and the cultural attractions, theaters, galleries, and waterfront parks of downtown Sarasota, this residence places the best of the Gulf Coast within easy reach. Experience the relaxed elegance of Longboat Key and the effortless resort lifestyle that makes Beachplace such a special place to call home. Washer and dryer replaced in 2021, the range and microwave in 2022, the dishwasher in 2023, and the tankless water heater in 2025. The roof was replace in 2025.

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

Welcome to Beachplace and this beautifully updated, turnkey two-bedroom, two-bath residence in one of Longboat Key’s most sought-after Gulf-front communities. Offered fully furnished, this coastal retreat features impact-glass windows and sliding glass doors, wood flooring throughout the living areas, and a fresh, contemporary aesthetic that makes it truly move-in ready. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment property, this residence offers the ideal blend of comfort, convenience, and resort-style living. The spacious living and dining areas open to a private tiled balcony overlooking a tranquil pond and fountain, creating a peaceful setting for morning coffee or evening relaxation. The kitchen has been opened to the main living area and features a breakfast bar, pantry, laundry closet, and ample solid-wood cabinetry for storage. The split-bedroom floor plan provides excellent privacy, with both bedrooms offering ensuite baths. The primary suite is thoughtfully separated from the guest suite, while the guest bedroom includes a custom built-in desk and workspace, along with a clever configuration providing space for a full-size bed, hanging storage, and drawers. Additional features include two assigned parking spaces—one covered and one open—an elevated ceiling that extends from the dining area toward the entry, and an HVAC system installed in late 2019 with a transferrable lifetime warranty. The residence is being sold furnished, making it an effortless opportunity to begin enjoying the Longboat Key lifestyle immediately. Beachplace offers an exceptional array of amenities across its beautifully maintained 31-acre Gulf-front community. Residents enjoy approximately 1,450 feet of pristine private beachfront, accessible by private boardwalks, with beach chairs and umbrellas provided and set up daily. Resort-style amenities include an Olympic-size heated pool and hot tub, gas BBQ grills, clubhouse with two fitness rooms, lighted tennis and pickleball courts, sidewalks, lush landscaping, and a 24-hour manned guard gate. The community is self-managed and consists of 336 condominium residences across eleven six-story buildings. For added flexibility, Beachplace permits monthly rentals up to 12 times per year, making this property an attractive option for those seeking both personal enjoyment and rental potential. Condominium fees include cable, internet, water, sewer, trash, and exterior maintenance, providing exceptional value and simplified ownership. Just minutes from the Longboat Key Club’s golf and tennis facilities, the boutique shops and restaurants of St. Armands Circle, and the cultural attractions, theaters, galleries, and waterfront parks of downtown Sarasota, this residence places the best of the Gulf Coast within easy reach. Experience the relaxed elegance of Longboat Key and the effortless resort lifestyle that makes Beachplace such a special place to call home. Washer and dryer replaced in 2021, the range and microwave in 2022, the dishwasher in 2023, and the tankless water heater in 2025. The roof was replace in 2025.

1075 Gulf Of Mexico Drive Unit 303, Longboat Key

$390,000

TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 square feet and an opportunity to enjoy the island lifestyle while taking advantage of short-term rental potential. With rentals managed on-site and minimum stays of just 7 days during season and 3 days throughout the remainder of the year, this property offers flexibility for buyers seeking a vacation retreat with income-producing potential. Inside, the bright and open floor plan features cathedral ceilings, luxury vinyl flooring, and comfortable living and dining spaces that make it easy to settle into island life. The kitchen opens to the main living area, while the loft-style bedroom creates a private retreat above. Step outside, and the reason to own on Longboat Key becomes clear. Sea Horse Beach Resort is located directly along the Gulf, offering a beachfront pool, expansive Gulf views, and the sand and water just steps away. Whether you're searching for your own Longboat Key getaway, a seasonal escape, or a property with short-term rental opportunities, Unit 200 offers a compelling combination of location, flexibility, and laid-back Gulf Coast living.

1 Beds ⋅ 1 Baths ⋅ Sea Horse Beach Resort SubDv. ⋅ 34228 Zip Code

TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 square feet and an opportunity to enjoy the island lifestyle while taking advantage of short-term rental potential. With rentals managed on-site and minimum stays of just 7 days during season and 3 days throughout the remainder of the year, this property offers flexibility for buyers seeking a vacation retreat with income-producing potential. Inside, the bright and open floor plan features cathedral ceilings, luxury vinyl flooring, and comfortable living and dining spaces that make it easy to settle into island life. The kitchen opens to the main living area, while the loft-style bedroom creates a private retreat above. Step outside, and the reason to own on Longboat Key becomes clear. Sea Horse Beach Resort is located directly along the Gulf, offering a beachfront pool, expansive Gulf views, and the sand and water just steps away. Whether you're searching for your own Longboat Key getaway, a seasonal escape, or a property with short-term rental opportunities, Unit 200 offers a compelling combination of location, flexibility, and laid-back Gulf Coast living.

3453 Gulf Of Mexico Drive Unit 200, Longboat Key

$624,900

Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the front. Open and light-filled, it features a covered front porch and was completely remodeled in 2017. Highlights include all-new hurricane-impact windows, a kitchen with stainless steel appliances and granite countertops, and a hall closet with washer/dryer hookup (or use the convenient laundry facility on the same floor). Tastefully decorated and move-in ready. Located in the low-density Longboat Arms community of just 45 residences with approximately 1,000 feet of waterfront and abundant green space. Enjoy covered parking, a private community boat ramp (perfect for boats, kayaks, paddleboards, jet skis), and offering boat dockage - available to residents on waitlist basis (currently open), heated pool, tennis court, outdoor amenities, and deeded Gulf beach access just across the street. The separate community building is currently undergoing extensive renovation. This is an outstanding opportunity for full-time living, a seasonal retreat, or a smart investment in one of mid-island Longboat Key’s most appealing bay-side communities. Don’t miss your chance to own in Longboat Arms — schedule your private showing today!

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

Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the front. Open and light-filled, it features a covered front porch and was completely remodeled in 2017. Highlights include all-new hurricane-impact windows, a kitchen with stainless steel appliances and granite countertops, and a hall closet with washer/dryer hookup (or use the convenient laundry facility on the same floor). Tastefully decorated and move-in ready. Located in the low-density Longboat Arms community of just 45 residences with approximately 1,000 feet of waterfront and abundant green space. Enjoy covered parking, a private community boat ramp (perfect for boats, kayaks, paddleboards, jet skis), and offering boat dockage - available to residents on waitlist basis (currently open), heated pool, tennis court, outdoor amenities, and deeded Gulf beach access just across the street. The separate community building is currently undergoing extensive renovation. This is an outstanding opportunity for full-time living, a seasonal retreat, or a smart investment in one of mid-island Longboat Key’s most appealing bay-side communities. Don’t miss your chance to own in Longboat Arms — schedule your private showing today!

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key

$799,000

Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat launches and afternoons exploring Sarasota Bay. This updated two-bedroom, two and a half bath residence offers approximately 1,590 square feet with high ceilings throughout. The kitchen combines wood floors with white cabinetry, stone countertops, stainless steel appliances, a breakfast bar, and a nearby office nook as a convenient workspace. Just beyond, the living room centers on a decorative fireplace and opens to a screened lanai, ideal for quiet mornings overlooking the water. Upstairs, the primary suite includes a large custom walk-in closet. Its bath features detailed glasswork, a spa tub and an overhead skylight. The second bedroom also has an en suite bath. The finished lower level alongside direct garage access offers flexible space for either a second living area or entertaining. Fairway Bay is a bayfront, pet- friendly community with a heated pool and spa, fitness center, clubhouse, tennis and pickleball courts, kayak launches, and a path along Sarasota Bay. Ownership also includes access to the private Bay Isles Beach Club on the Gulf, with an attendant, covered entertaining and picnic areas, grills, restrooms and changing rooms, and a volleyball court. Optional membership in the Longboat Key Club offers access, depending on membership category, to 45 holes of championship golf, more than 20 Har-Tru tennis courts, pickleball, multiple dining venues, private beach and pool facilities, a full-service spa, fitness and wellness facilities, member events, Marina Village and the Club’s deep-water marina.

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

Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat launches and afternoons exploring Sarasota Bay. This updated two-bedroom, two and a half bath residence offers approximately 1,590 square feet with high ceilings throughout. The kitchen combines wood floors with white cabinetry, stone countertops, stainless steel appliances, a breakfast bar, and a nearby office nook as a convenient workspace. Just beyond, the living room centers on a decorative fireplace and opens to a screened lanai, ideal for quiet mornings overlooking the water. Upstairs, the primary suite includes a large custom walk-in closet. Its bath features detailed glasswork, a spa tub and an overhead skylight. The second bedroom also has an en suite bath. The finished lower level alongside direct garage access offers flexible space for either a second living area or entertaining. Fairway Bay is a bayfront, pet- friendly community with a heated pool and spa, fitness center, clubhouse, tennis and pickleball courts, kayak launches, and a path along Sarasota Bay. Ownership also includes access to the private Bay Isles Beach Club on the Gulf, with an attendant, covered entertaining and picnic areas, grills, restrooms and changing rooms, and a volleyball court. Optional membership in the Longboat Key Club offers access, depending on membership category, to 45 holes of championship golf, more than 20 Har-Tru tennis courts, pickleball, multiple dining venues, private beach and pool facilities, a full-service spa, fitness and wellness facilities, member events, Marina Village and the Club’s deep-water marina.

1906 Harbourside Drive Unit 303, Longboat Key

$520,000

Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathroom condo offers the perfect blend of coastal living, resort-style amenities, and an active social lifestyle, all set against the backdrop of stunning panoramic bay views. Whether you’re looking for a full-time residence, a vacation getaway, or a place to unwind and enjoy the Florida lifestyle, this exceptional property delivers. Wake up to breathtaking water views and enjoy the ease of coastal living with hurricane-impact sliders and windows and a brand-new roof completed in 2025, providing both peace of mind and modern convenience. Just steps from your door, enjoy exclusive private beach access with a dedicated beach house featuring showers and restrooms, making spontaneous beach days as effortless as they are enjoyable. For boating enthusiasts, the Longboat Key Yacht Club offers access to boat slips and kayaks, putting the beauty of the bay right at your fingertips. Beyond the water, an impressive array of amenities makes it easy to stay active, entertained, and connected. Challenge friends to a match on the tennis courts, enjoy a game of shuffleboard, unwind in the sauna, or take advantage of the state-of-the-art fitness center. With four sparkling swimming pools, a banquet hall, game room, and convenient private beach parking, there’s always something to enjoy. This isn’t simply a condo it’s an opportunity to embrace the quintessential Longboat Key lifestyle, where beautiful surroundings, endless recreation, waterfront adventures, and a welcoming community come together. Turnkey, beautifully situated, and ready for you to make it your own, this is coastal living at its best.Come experience the lifestyle you’ve been dreaming of!

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

Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathroom condo offers the perfect blend of coastal living, resort-style amenities, and an active social lifestyle, all set against the backdrop of stunning panoramic bay views. Whether you’re looking for a full-time residence, a vacation getaway, or a place to unwind and enjoy the Florida lifestyle, this exceptional property delivers. Wake up to breathtaking water views and enjoy the ease of coastal living with hurricane-impact sliders and windows and a brand-new roof completed in 2025, providing both peace of mind and modern convenience. Just steps from your door, enjoy exclusive private beach access with a dedicated beach house featuring showers and restrooms, making spontaneous beach days as effortless as they are enjoyable. For boating enthusiasts, the Longboat Key Yacht Club offers access to boat slips and kayaks, putting the beauty of the bay right at your fingertips. Beyond the water, an impressive array of amenities makes it easy to stay active, entertained, and connected. Challenge friends to a match on the tennis courts, enjoy a game of shuffleboard, unwind in the sauna, or take advantage of the state-of-the-art fitness center. With four sparkling swimming pools, a banquet hall, game room, and convenient private beach parking, there’s always something to enjoy. This isn’t simply a condo it’s an opportunity to embrace the quintessential Longboat Key lifestyle, where beautiful surroundings, endless recreation, waterfront adventures, and a welcoming community come together. Turnkey, beautifully situated, and ready for you to make it your own, this is coastal living at its best.Come experience the lifestyle you’ve been dreaming of!

4310 Falmouth Drive Unit 307, Longboat Key

$149,900

GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (not yet installed) materials: new windows, new flooring, new cabinetry, high-end appliances, ship-lap, as well as the furnishings. AND, you will get to enjoy the NEWLY RENOVATED CLUBHOUSE, which is almost complete. Brand new Tiki Hut coming soon on the beach, as well. Did I mention the extremely affordable HOA fees, which is rare on Longboat Key? Twin Shores is a unique 55+ Gulf-to-Bay community offering access to both the beach and Sarasota Bay. This charming 1-bedroom, 1-bath home (with another full-bath outside) is ready for its next owner to complete the renovation and create their own island retreat. (Also, the owner had plans to install the existing shuttered doors to create an optional temporary 2nd bedroom for overnight guests!) Renovation work has already begun, giving you the opportunity to finish the home to your personal taste and style. This home can be your inviting Longboat Key getaway or full-time island residence. What truly sets this opportunity apart is that Twin Shores has the best of both worlds in this resident-owned Gulf-to-Bay cooperative community, with private deeded Gulf beach access, Sarasota Bay access, marina, community pool and clubhouse. Spend your mornings walking the beach, your afternoons boating or relaxing by the pool, and your evenings enjoying game nights in the clubhouse as well as everything Longboat Key has to offer. Opportunities at this price point on Longboat Key are increasingly hard to find. Offered AS-IS. Renovation is incomplete and the appliances, cabinetry, flooring, and windows at the property are included in the sale. Twin Shores Beach and Marina offers a saltwater/heated community pool, a marina with boat slips available for lease (current waitlist), a beautiful, new clubhouse (almost completed) with plenty of community activities and social events. This community offers an array of outdoor activities because of its beach-to-bay location: Enjoy kayaking, paddle boarding, biking, boating and fishing. Love pickleball? Bayfront Park is a short walk or bike ride away which offers pickleball for all levels. Twin Shores Beach and Marina is a remnant of Old Florida with extremely affordable community fees at $280/month which includes water, sewer, trash, pool maintenance, clubhouse, management, marina, maintenance grounds and common area taxes. Enjoy million-dollar sunrises from the marina and million-dollar sunsets from the deeded beach without the typical Longboat Key million-dollar-plus price tag!

1 Beds ⋅ 1 Baths ⋅ Twin Shores Mobile Home SubDv. ⋅ 34228 Zip Code

GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (not yet installed) materials: new windows, new flooring, new cabinetry, high-end appliances, ship-lap, as well as the furnishings. AND, you will get to enjoy the NEWLY RENOVATED CLUBHOUSE, which is almost complete. Brand new Tiki Hut coming soon on the beach, as well. Did I mention the extremely affordable HOA fees, which is rare on Longboat Key? Twin Shores is a unique 55+ Gulf-to-Bay community offering access to both the beach and Sarasota Bay. This charming 1-bedroom, 1-bath home (with another full-bath outside) is ready for its next owner to complete the renovation and create their own island retreat. (Also, the owner had plans to install the existing shuttered doors to create an optional temporary 2nd bedroom for overnight guests!) Renovation work has already begun, giving you the opportunity to finish the home to your personal taste and style. This home can be your inviting Longboat Key getaway or full-time island residence. What truly sets this opportunity apart is that Twin Shores has the best of both worlds in this resident-owned Gulf-to-Bay cooperative community, with private deeded Gulf beach access, Sarasota Bay access, marina, community pool and clubhouse. Spend your mornings walking the beach, your afternoons boating or relaxing by the pool, and your evenings enjoying game nights in the clubhouse as well as everything Longboat Key has to offer. Opportunities at this price point on Longboat Key are increasingly hard to find. Offered AS-IS. Renovation is incomplete and the appliances, cabinetry, flooring, and windows at the property are included in the sale. Twin Shores Beach and Marina offers a saltwater/heated community pool, a marina with boat slips available for lease (current waitlist), a beautiful, new clubhouse (almost completed) with plenty of community activities and social events. This community offers an array of outdoor activities because of its beach-to-bay location: Enjoy kayaking, paddle boarding, biking, boating and fishing. Love pickleball? Bayfront Park is a short walk or bike ride away which offers pickleball for all levels. Twin Shores Beach and Marina is a remnant of Old Florida with extremely affordable community fees at $280/month which includes water, sewer, trash, pool maintenance, clubhouse, management, marina, maintenance grounds and common area taxes. Enjoy million-dollar sunrises from the marina and million-dollar sunsets from the deeded beach without the typical Longboat Key million-dollar-plus price tag!

36 Twin Shores Boulevard, Longboat Key

$689,000

Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon. Inside, the open floor plan is filled with natural light and finished with new laminate wood flooring, crown molding, plantation shutters, and new light fixtures throughout. The updated kitchen offers stainless steel appliances, custom white cabinetry with crown molding, under cabinet lighting, and a breakfast bar that opens to the dining area. The split bedroom layout is ideal for hosting guests. The oversized primary suite features its own water views, space for a king sized bed, an oversized walk in closet, and an en suite bath with a smart split sink and shower design, while the equally spacious second bedroom sits beside a fully updated second bath. A sleeper sofa in the living room allows the condo to comfortably sleep six, and an in unit washer and dryer adds everyday convenience. The full length screened terrace spans the entire width of the unit and is accessible through new impact sliding doors from the living room and both bedrooms, so the water view follows you from room to room. Portobello's amenities complete the picture. A BRAND NEW AC unit was installed in September 2026, ensuring peace of mind for years to come. Residents enjoy a heated pool with tennis courts, a fully renovated recreation room, kayak and canoe storage with a launch area, and a dock and walkway for fishing or docking your boat for up to two days. A bayside picnic area with a gas grill and umbrella tables sits near the kayak launch, perfect for sunset cookouts by the water. Just across the street, Portobello's private beach access puts the Gulf and its sugar sand shoreline a short stroll from your door, complete with a beach shower for rinsing off after a day in the sand. Each unit has its own extra ground floor storage locker, and the freshly painted, recently inspected building is centered on a lush tropical courtyard with a fountain, surrounded by beautifully landscaped grounds with paver parking. Condominium fees include water, sewer, trash, and basic cable. You are also just moments from everyday shopping and convenience at the Shoppes of Bay Isles, home to a Publix, CVS, and more, all without ever leaving the island, while St. Armands Circle and downtown Sarasota are an easy drive down the Key. With upgraded windows and doors, furnishings, appliances, and modern baths already in place, this is a Longboat Key retreat ready to enjoy from the very first day. Come experience it for yourself. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

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

Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon. Inside, the open floor plan is filled with natural light and finished with new laminate wood flooring, crown molding, plantation shutters, and new light fixtures throughout. The updated kitchen offers stainless steel appliances, custom white cabinetry with crown molding, under cabinet lighting, and a breakfast bar that opens to the dining area. The split bedroom layout is ideal for hosting guests. The oversized primary suite features its own water views, space for a king sized bed, an oversized walk in closet, and an en suite bath with a smart split sink and shower design, while the equally spacious second bedroom sits beside a fully updated second bath. A sleeper sofa in the living room allows the condo to comfortably sleep six, and an in unit washer and dryer adds everyday convenience. The full length screened terrace spans the entire width of the unit and is accessible through new impact sliding doors from the living room and both bedrooms, so the water view follows you from room to room. Portobello's amenities complete the picture. A BRAND NEW AC unit was installed in September 2026, ensuring peace of mind for years to come. Residents enjoy a heated pool with tennis courts, a fully renovated recreation room, kayak and canoe storage with a launch area, and a dock and walkway for fishing or docking your boat for up to two days. A bayside picnic area with a gas grill and umbrella tables sits near the kayak launch, perfect for sunset cookouts by the water. Just across the street, Portobello's private beach access puts the Gulf and its sugar sand shoreline a short stroll from your door, complete with a beach shower for rinsing off after a day in the sand. Each unit has its own extra ground floor storage locker, and the freshly painted, recently inspected building is centered on a lush tropical courtyard with a fountain, surrounded by beautifully landscaped grounds with paver parking. Condominium fees include water, sewer, trash, and basic cable. You are also just moments from everyday shopping and convenience at the Shoppes of Bay Isles, home to a Publix, CVS, and more, all without ever leaving the island, while St. Armands Circle and downtown Sarasota are an easy drive down the Key. With upgraded windows and doors, furnishings, appliances, and modern baths already in place, this is a Longboat Key retreat ready to enjoy from the very first day. Come experience it for yourself. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

3240 Gulf Of Mexico Drive Unit B504, Longboat Key

$1,595,000

Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the coveted southern end of Longboat Key. Perfectly positioned in a quiet third-floor corner location, this two-bedroom, two-bath retreat offers more than 1,600 square feet of coastal living, spectacular Gulf views, and convenient access to recently enhanced resort-style amenities. Floor-to-ceiling impact-rated windows and sliding glass doors fill the residence with natural light while keeping the turquoise waters and sandy shoreline constantly in view. The open layout flows from the extended foyer into spacious living and dining areas, where oversized tile flooring and a neutral palette create a relaxed, contemporary atmosphere. Walls of glass draw your attention toward the Gulf, while sliding doors open to the private covered balcony. A newer glass railing preserves the sweeping views, creating an inviting setting for morning coffee, sea breezes, and unforgettable sunsets. The renovated kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry, stainless steel appliances, glass tile backsplash, breakfast bar, generous storage, and an extended workspace with built-in planning desk overlooking the Gulf. The adjoining dining area is surrounded by windows, allowing water views to remain part of every meal. The spacious east-facing primary suite offers a peaceful retreat with a walk-in closet and updated en-suite bath featuring stone countertops and a walk-in shower. The second bedroom, currently arranged as a den, provides flexibility for guests, a home office, or additional living space. An updated guest bath and convenient in-residence laundry complete the floor plan. The residence is offered furnished and move-in ready. Sea Gate Club is an intimate Gulf-front community of just 90 residences that has undergone extensive improvements, including a newer 2024/2025 roof, exterior restoration, refreshed stucco, newer windows and sliders, updated entryways and corridors, redesigned social room with catering kitchen, and refreshed fitness center. Residents enjoy a heated Gulf-front pool and spa, expansive sundeck, Har-Tru tennis courts, fitness center, social spaces, on-site management, bicycle and kayak storage, and direct access to a private stretch of Longboat Key beach. Ideally located on the southern end of Longboat Key, Sea Gate Club is close to the Longboat Key Club's golf, tennis, marina, and dining opportunities, with St. Armands Circle just minutes away. Downtown Sarasota's renowned restaurants, theaters, galleries, Selby Gardens, The Ringling, and waterfront attractions are also within easy reach. Fully furnished, beautifully updated, and directly overlooking the Gulf, Sea Gate Club #3A offers an exceptional opportunity to embrace the best of Longboat Key beachfront living.

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

Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the coveted southern end of Longboat Key. Perfectly positioned in a quiet third-floor corner location, this two-bedroom, two-bath retreat offers more than 1,600 square feet of coastal living, spectacular Gulf views, and convenient access to recently enhanced resort-style amenities. Floor-to-ceiling impact-rated windows and sliding glass doors fill the residence with natural light while keeping the turquoise waters and sandy shoreline constantly in view. The open layout flows from the extended foyer into spacious living and dining areas, where oversized tile flooring and a neutral palette create a relaxed, contemporary atmosphere. Walls of glass draw your attention toward the Gulf, while sliding doors open to the private covered balcony. A newer glass railing preserves the sweeping views, creating an inviting setting for morning coffee, sea breezes, and unforgettable sunsets. The renovated kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry, stainless steel appliances, glass tile backsplash, breakfast bar, generous storage, and an extended workspace with built-in planning desk overlooking the Gulf. The adjoining dining area is surrounded by windows, allowing water views to remain part of every meal. The spacious east-facing primary suite offers a peaceful retreat with a walk-in closet and updated en-suite bath featuring stone countertops and a walk-in shower. The second bedroom, currently arranged as a den, provides flexibility for guests, a home office, or additional living space. An updated guest bath and convenient in-residence laundry complete the floor plan. The residence is offered furnished and move-in ready. Sea Gate Club is an intimate Gulf-front community of just 90 residences that has undergone extensive improvements, including a newer 2024/2025 roof, exterior restoration, refreshed stucco, newer windows and sliders, updated entryways and corridors, redesigned social room with catering kitchen, and refreshed fitness center. Residents enjoy a heated Gulf-front pool and spa, expansive sundeck, Har-Tru tennis courts, fitness center, social spaces, on-site management, bicycle and kayak storage, and direct access to a private stretch of Longboat Key beach. Ideally located on the southern end of Longboat Key, Sea Gate Club is close to the Longboat Key Club's golf, tennis, marina, and dining opportunities, with St. Armands Circle just minutes away. Downtown Sarasota's renowned restaurants, theaters, galleries, Selby Gardens, The Ringling, and waterfront attractions are also within easy reach. Fully furnished, beautifully updated, and directly overlooking the Gulf, Sea Gate Club #3A offers an exceptional opportunity to embrace the best of Longboat Key beachfront living.

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key

$1,200,000

It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram appliances, a large stainless steel sink, and a stylish built-in desk area. Both bathrooms have also been updated. The owner's suite, guest bedroom, and great room all open to the balcony, which is equipped with a hurricane shutter for added peace of mind. The Castillian consists of two 30-residence buildings and offers assigned under-building parking, a private storage closet, a heated pool and spa, an outdoor grilling area, and a tennis/pickleball court. This pet-friendly community is conveniently located near Publix and just minutes from the restaurants and shops of St. Armands Circle.

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

It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram appliances, a large stainless steel sink, and a stylish built-in desk area. Both bathrooms have also been updated. The owner's suite, guest bedroom, and great room all open to the balcony, which is equipped with a hurricane shutter for added peace of mind. The Castillian consists of two 30-residence buildings and offers assigned under-building parking, a private storage closet, a heated pool and spa, an outdoor grilling area, and a tennis/pickleball court. This pet-friendly community is conveniently located near Publix and just minutes from the restaurants and shops of St. Armands Circle.

4545 Gulf Of Mexico Drive Unit 311, Longboat Key

$725,000

Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat slip! Longboat Key is the place you want to be for the quiet solitude of a gulf front key condo with easy access to the culture and services of Sarasota! This two bedroom, two bathroom Condo in the bay side community of Bay Harbour, has its own private marina with no wait list, and is just one bridge to the Gulf! Beach access is within minutes from several locations on Longboat, Lido and Anna Maria Island. With a Base Flood Elevation of 10 Ft, this unit was High and Dry during the storms of 2024. It has been exquisitely redesigned with upscale quartz and Cambria counter tops, ceramic and porcelain tile flooring and Bosch Appliances. There is plenty of storage available with the pantry and built in closets. Bay Harbour is a South Longboat Key community of 39 units in two buildings with a private pool, easily accessible pool baths, community room and fitness center. Each unit has assigned carport parking and separate storage. A well-managed and well-maintained community with reserves; the condo fees are among the lowest on the gulf!

2 Beds ⋅ 2 Baths ⋅ Bay Harbour Apts SubDv. ⋅ 34228 Zip Code

Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat slip! Longboat Key is the place you want to be for the quiet solitude of a gulf front key condo with easy access to the culture and services of Sarasota! This two bedroom, two bathroom Condo in the bay side community of Bay Harbour, has its own private marina with no wait list, and is just one bridge to the Gulf! Beach access is within minutes from several locations on Longboat, Lido and Anna Maria Island. With a Base Flood Elevation of 10 Ft, this unit was High and Dry during the storms of 2024. It has been exquisitely redesigned with upscale quartz and Cambria counter tops, ceramic and porcelain tile flooring and Bosch Appliances. There is plenty of storage available with the pantry and built in closets. Bay Harbour is a South Longboat Key community of 39 units in two buildings with a private pool, easily accessible pool baths, community room and fitness center. Each unit has assigned carport parking and separate storage. A well-managed and well-maintained community with reserves; the condo fees are among the lowest on the gulf!

448 Gulf Of Mexico Drive Unit A104, Longboat Key

$574,900

NEW AND IMPROVED PRICE! There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis court, and dinner beside the water is never far from home. Set within Cedars East at Cedars Tennis Resort & Club, this beautifully maintained three-level townhome offers a refined way to experience one of Florida’s most desirable barrier-island lifestyles. Natural light is one of the first things you notice. An abundance of windows fills the home with sunshine, creating a bright, calm, and serene atmosphere that feels perfectly suited to its coastal surroundings. New luxury vinyl plank flooring extends through the entry and main living level, giving the home a fresh, cohesive look, while carpeting along the staircase and throughout the third-floor bedroom level adds warmth and comfort to the private spaces. The second floor brings the kitchen, dining, and living areas together in an easy, welcoming flow designed for relaxed everyday living and effortless entertaining. Just beyond the living room, the screened balcony creates a peaceful outdoor retreat for morning coffee, casual dining, quiet reading, or unwinding at the end of the day. A convenient half bath completes this level. Upstairs, the primary suite offers a private ensuite bath with dual sinks and a comfortable sense of separation from the main living areas. The second bedroom features a walk-in closet and is positioned near the full guest bath and upstairs laundry closet. The washer and dryer are approximately three months old and are included with the home. Thoughtful improvements add both style and confidence, including a roof replaced in 2024, a 2024 HVAC system serviced in April 2026, updated interior paint, refreshed flooring, newer toilets, faucets, light fixtures and vents, and a new garage door. Garage parking adds welcome convenience along with room for bicycles, beach equipment, and additional storage. Life at Cedars Tennis Resort & Club is centered around the outdoors and the relaxed sophistication of Longboat Key. Enjoy tennis and pickleball, spend the afternoon by the heated community pool, stay active in the fitness facilities, or gather for a meal without leaving the neighborhood. Nearby beach access makes Gulf days easy to enjoy, while waterfront restaurants, island cafés, marinas, biking routes, and the natural beauty of Longboat Key are all close at hand. For buyers considering investment potential, the property has a strong short-term rental history and is already heavily booked from December through June 2027, offering the advantage of established demand and reservations already in place. All rentals remain subject to current association rules, approval requirements, and the terms of existing reservations. From fresh seafood and sunset dinners to quiet mornings near the shore, this location places the best of Longboat Key within easy reach. St. Armands Circle, Anna Maria Island, and the cultural attractions of Sarasota are also nearby, allowing you to enjoy the island’s peaceful atmosphere without feeling removed from everything the area has to offer. Whether envisioned as a full-time residence, seasonal retreat, or income-producing coastal getaway, this is an opportunity to enjoy thoughtful updates, abundant natural light, resort-inspired amenities, garage parking, and the unmistakable lifestyle of Longboat Key. ¤ Please see 3D Tour and Video ¤

2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code

NEW AND IMPROVED PRICE! There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis court, and dinner beside the water is never far from home. Set within Cedars East at Cedars Tennis Resort & Club, this beautifully maintained three-level townhome offers a refined way to experience one of Florida’s most desirable barrier-island lifestyles. Natural light is one of the first things you notice. An abundance of windows fills the home with sunshine, creating a bright, calm, and serene atmosphere that feels perfectly suited to its coastal surroundings. New luxury vinyl plank flooring extends through the entry and main living level, giving the home a fresh, cohesive look, while carpeting along the staircase and throughout the third-floor bedroom level adds warmth and comfort to the private spaces. The second floor brings the kitchen, dining, and living areas together in an easy, welcoming flow designed for relaxed everyday living and effortless entertaining. Just beyond the living room, the screened balcony creates a peaceful outdoor retreat for morning coffee, casual dining, quiet reading, or unwinding at the end of the day. A convenient half bath completes this level. Upstairs, the primary suite offers a private ensuite bath with dual sinks and a comfortable sense of separation from the main living areas. The second bedroom features a walk-in closet and is positioned near the full guest bath and upstairs laundry closet. The washer and dryer are approximately three months old and are included with the home. Thoughtful improvements add both style and confidence, including a roof replaced in 2024, a 2024 HVAC system serviced in April 2026, updated interior paint, refreshed flooring, newer toilets, faucets, light fixtures and vents, and a new garage door. Garage parking adds welcome convenience along with room for bicycles, beach equipment, and additional storage. Life at Cedars Tennis Resort & Club is centered around the outdoors and the relaxed sophistication of Longboat Key. Enjoy tennis and pickleball, spend the afternoon by the heated community pool, stay active in the fitness facilities, or gather for a meal without leaving the neighborhood. Nearby beach access makes Gulf days easy to enjoy, while waterfront restaurants, island cafés, marinas, biking routes, and the natural beauty of Longboat Key are all close at hand. For buyers considering investment potential, the property has a strong short-term rental history and is already heavily booked from December through June 2027, offering the advantage of established demand and reservations already in place. All rentals remain subject to current association rules, approval requirements, and the terms of existing reservations. From fresh seafood and sunset dinners to quiet mornings near the shore, this location places the best of Longboat Key within easy reach. St. Armands Circle, Anna Maria Island, and the cultural attractions of Sarasota are also nearby, allowing you to enjoy the island’s peaceful atmosphere without feeling removed from everything the area has to offer. Whether envisioned as a full-time residence, seasonal retreat, or income-producing coastal getaway, this is an opportunity to enjoy thoughtful updates, abundant natural light, resort-inspired amenities, garage parking, and the unmistakable lifestyle of Longboat Key. ¤ Please see 3D Tour and Video ¤

508 Forest Way, Longboat Key

$975,000

Longboat Key living has never been easier than with this beachfront property facing the Gulf. This turnkey, 1,456-square-foot condominium offers two bedrooms and two baths. Entering, your breath is taken away by an unobstructed view of the water. The story only gets better as you enjoy a private balcony where you can take in the sights and sounds of the crashing waves and unwind to unforgettable sunsets over the Gulf. It comes fitted with hurricane shutters, a renovated sliding door, a washer and dryer hookup, and the kitchen and baths were remodeled in 2012. Plus, you'll have a reserved parking spot to call your own. Get acquainted with the easygoing neighbors, take the family for a swim in the pool at the renovated clubhouse, or cook a nice meal in the outdoor barbecue area, all set among beautifully landscaped grounds. And if the pool isn't your style, that's okay, you can get acquainted with nature firsthand! The owners note frequently sighting dolphins treading the water and sea turtle nests right outside their door.

2 Beds ⋅ 2 Baths ⋅ Tiffany Plaza SubDv. ⋅ 34228 Zip Code

Longboat Key living has never been easier than with this beachfront property facing the Gulf. This turnkey, 1,456-square-foot condominium offers two bedrooms and two baths. Entering, your breath is taken away by an unobstructed view of the water. The story only gets better as you enjoy a private balcony where you can take in the sights and sounds of the crashing waves and unwind to unforgettable sunsets over the Gulf. It comes fitted with hurricane shutters, a renovated sliding door, a washer and dryer hookup, and the kitchen and baths were remodeled in 2012. Plus, you'll have a reserved parking spot to call your own. Get acquainted with the easygoing neighbors, take the family for a swim in the pool at the renovated clubhouse, or cook a nice meal in the outdoor barbecue area, all set among beautifully landscaped grounds. And if the pool isn't your style, that's okay, you can get acquainted with nature firsthand! The owners note frequently sighting dolphins treading the water and sea turtle nests right outside their door.

4325 Gulf Of Mexico Drive Unit 402, Longboat Key

$1,195,000

Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than 2,100+/- sq. ft. unfolds across two thoughtfully designed levels. The moment you enter, soaring 2-story ceilings create an immediate sense of openness, while warm wood flooring, soft neutral tones and carefully selected finishes create an inviting atmosphere throughout. The living room centers around a striking linear fireplace, creating a natural gathering place for relaxing or entertaining. Nearby, the dining area transitions effortlessly into the reimagined kitchen, where white cabinetry with glass panel accents, stone countertops, tile backsplash, breakfast bar and a dedicated coffee station combine beauty with everyday function while keeping the space connected to the surrounding living areas. The primary suite offers a peaceful retreat with its own private terrace overlooking the bay, while the spa-inspired bath features an oversized soaking tub, rainfall steam shower and abundant natural light from an overhead skylight. Two additional bedrooms, along with flexible bonus areas for hobbies, fitness or music, provide comfortable accommodations for family and guests. Multiple terraces throughout the home create inviting places to enjoy the waterfront setting from sunrise through evening. A popular, bayfront and pet-friendly community, Fairway Bay offers a heated pool, spa, fitness center, clubhouse, tennis courts and scenic walking and biking paths. Optional membership to the Longboat Key Club provides access to championship golf, dining, tennis and an exceptional collection of island amenities.

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

Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than 2,100+/- sq. ft. unfolds across two thoughtfully designed levels. The moment you enter, soaring 2-story ceilings create an immediate sense of openness, while warm wood flooring, soft neutral tones and carefully selected finishes create an inviting atmosphere throughout. The living room centers around a striking linear fireplace, creating a natural gathering place for relaxing or entertaining. Nearby, the dining area transitions effortlessly into the reimagined kitchen, where white cabinetry with glass panel accents, stone countertops, tile backsplash, breakfast bar and a dedicated coffee station combine beauty with everyday function while keeping the space connected to the surrounding living areas. The primary suite offers a peaceful retreat with its own private terrace overlooking the bay, while the spa-inspired bath features an oversized soaking tub, rainfall steam shower and abundant natural light from an overhead skylight. Two additional bedrooms, along with flexible bonus areas for hobbies, fitness or music, provide comfortable accommodations for family and guests. Multiple terraces throughout the home create inviting places to enjoy the waterfront setting from sunrise through evening. A popular, bayfront and pet-friendly community, Fairway Bay offers a heated pool, spa, fitness center, clubhouse, tennis courts and scenic walking and biking paths. Optional membership to the Longboat Key Club provides access to championship golf, dining, tennis and an exceptional collection of island amenities.

1906 Harbourside Drive Unit 304, Longboat Key

$549,000

This well-maintained 2BR/2BA residence in Grand Bay features a large, full-width terrace with views of Sarasota Bay. Floor-to-ceiling glass and multiple terrace access points bring in natural light and make the outdoor space a true extension of the living area. Large-format ceramic tile, high ceilings and a neutral color palette create a bright, comfortable interior. The open living and dining area overlooks the bay, while the oversized terrace provides ample space for outdoor dining, entertaining or relaxing among the tropical landscaping. Double doors lead to the galley-style kitchen, which includes white cabinetry, stone countertops, a tray ceiling, a paneled refrigerator and a window for additional natural light. The primary suite offers generous proportions and corner sliding doors opening directly to the terrace. Its en-suite bath features dual vanities and a spa tub. The spacious guest suite includes a walk-in closet and direct outdoor access. An in-residence laundry room adds convenience - one under-building parking space. Grand Bay residents enjoy a clubhouse, fitness center, two Har-Tru tennis courts, two heated swimming pools and spa. Bay Isles ownership also includes deeded access to the private Bay Isles Beach Club on the Gulf of Mexico, with an on-site attendant, covered gathering areas, grills, changing rooms, restrooms and showers. Separate, optional membership in the Longboat Key Club is also available. Depending on the membership selected, members may enjoy access to 45 holes of golf, tennis and pickleball facilities, a private beach, fitness and wellness programs, a full-service spa, dining, marina amenities and year-round social activities.

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

This well-maintained 2BR/2BA residence in Grand Bay features a large, full-width terrace with views of Sarasota Bay. Floor-to-ceiling glass and multiple terrace access points bring in natural light and make the outdoor space a true extension of the living area. Large-format ceramic tile, high ceilings and a neutral color palette create a bright, comfortable interior. The open living and dining area overlooks the bay, while the oversized terrace provides ample space for outdoor dining, entertaining or relaxing among the tropical landscaping. Double doors lead to the galley-style kitchen, which includes white cabinetry, stone countertops, a tray ceiling, a paneled refrigerator and a window for additional natural light. The primary suite offers generous proportions and corner sliding doors opening directly to the terrace. Its en-suite bath features dual vanities and a spa tub. The spacious guest suite includes a walk-in closet and direct outdoor access. An in-residence laundry room adds convenience - one under-building parking space. Grand Bay residents enjoy a clubhouse, fitness center, two Har-Tru tennis courts, two heated swimming pools and spa. Bay Isles ownership also includes deeded access to the private Bay Isles Beach Club on the Gulf of Mexico, with an on-site attendant, covered gathering areas, grills, changing rooms, restrooms and showers. Separate, optional membership in the Longboat Key Club is also available. Depending on the membership selected, members may enjoy access to 45 holes of golf, tennis and pickleball facilities, a private beach, fitness and wellness programs, a full-service spa, dining, marina amenities and year-round social activities.

3080 Grand Bay Boulevard Unit 512, Longboat Key

$1,299,000

Direct Gulf-Front. Stunning Renovation. Endless Views. Welcome to an extraordinary Gulf-front residence where timeless coastal elegance meets uncompromising craftsmanship. Completely reimagined from top to bottom, this impeccably furnished two-bedroom, two-bath condominium offers an unparalleled blend of luxury, comfort, and breathtaking natural beauty. Perfectly positioned on the second floor, this architectural gem enjoys panoramic, unobstructed views of the Gulf of Mexico with spectacular year-round sunsets and direct beach access just steps away. A 26-foot private lanai creates the perfect setting for morning coffee, alfresco dining, or simply soaking in the soothing sounds of the waves. Designed with understated coastal luxury in mind, the open-concept great room seamlessly connects the living, dining, and kitchen spaces while showcasing mesmerizing Gulf views from virtually every room. Nine-foot ceilings, Brazilian walnut flooring, elegant crown molding, plantation shutters, abundant natural light, and a sophisticated Lutron automated lighting system create an atmosphere that is both warm and refined. The chef-inspired culinary kitchen is a true showpiece, featuring custom furniture-grade cabinetry, Caesarstone quartz countertops, premium Miele and Sub-Zero appliances, and exceptional attention to every detail. A built-in office nook, high-speed Google Mesh Wi-Fi, integrated premium sound system, tankless water heater, and convenient in-unit laundry add modern functionality to this exceptional home. The thoughtfully designed split-bedroom floor plan offers two private suites, each with its own luxurious bath and spacious walk-in closet, ensuring maximum privacy for owners and guests alike. Constructed of solid concrete block with durable stucco construction, this residence also offers outstanding peace of mind. Hurricane-impact windows and doors and an elevated second-floor location provide exceptional resilience and protection. The impeccably maintained beachfront community has completed significant recent improvements, including a new roof, renovated stairways and entryways, and lush tropical landcaping. Financially strong with well-funded reserves, the association offers residents carefree ownership and outstanding amenities, including a heated resort-style swimming pool, tennis courts, and miles and miles of gorgeous beach. The vibrant, socially active community offers owners and guests a welcoming coastal atmosphere, with frequent gatherings at the beach, pool, and barbecue area. For pet owners, you'll also appreciate that your pets are welcome, too, in this pet-friendly community. Whether you’re searching for a coastal beachfront retreat, a full-time residence, or an exceptional investment in one of Florida’s most coveted Gulf-front locations, this remarkable home delivers an unmatched combination of sophisticated design, premium finishes, modern technology, and one of the most spectacular waterfront settings imaginable.

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

Direct Gulf-Front. Stunning Renovation. Endless Views. Welcome to an extraordinary Gulf-front residence where timeless coastal elegance meets uncompromising craftsmanship. Completely reimagined from top to bottom, this impeccably furnished two-bedroom, two-bath condominium offers an unparalleled blend of luxury, comfort, and breathtaking natural beauty. Perfectly positioned on the second floor, this architectural gem enjoys panoramic, unobstructed views of the Gulf of Mexico with spectacular year-round sunsets and direct beach access just steps away. A 26-foot private lanai creates the perfect setting for morning coffee, alfresco dining, or simply soaking in the soothing sounds of the waves. Designed with understated coastal luxury in mind, the open-concept great room seamlessly connects the living, dining, and kitchen spaces while showcasing mesmerizing Gulf views from virtually every room. Nine-foot ceilings, Brazilian walnut flooring, elegant crown molding, plantation shutters, abundant natural light, and a sophisticated Lutron automated lighting system create an atmosphere that is both warm and refined. The chef-inspired culinary kitchen is a true showpiece, featuring custom furniture-grade cabinetry, Caesarstone quartz countertops, premium Miele and Sub-Zero appliances, and exceptional attention to every detail. A built-in office nook, high-speed Google Mesh Wi-Fi, integrated premium sound system, tankless water heater, and convenient in-unit laundry add modern functionality to this exceptional home. The thoughtfully designed split-bedroom floor plan offers two private suites, each with its own luxurious bath and spacious walk-in closet, ensuring maximum privacy for owners and guests alike. Constructed of solid concrete block with durable stucco construction, this residence also offers outstanding peace of mind. Hurricane-impact windows and doors and an elevated second-floor location provide exceptional resilience and protection. The impeccably maintained beachfront community has completed significant recent improvements, including a new roof, renovated stairways and entryways, and lush tropical landcaping. Financially strong with well-funded reserves, the association offers residents carefree ownership and outstanding amenities, including a heated resort-style swimming pool, tennis courts, and miles and miles of gorgeous beach. The vibrant, socially active community offers owners and guests a welcoming coastal atmosphere, with frequent gatherings at the beach, pool, and barbecue area. For pet owners, you'll also appreciate that your pets are welcome, too, in this pet-friendly community. Whether you’re searching for a coastal beachfront retreat, a full-time residence, or an exceptional investment in one of Florida’s most coveted Gulf-front locations, this remarkable home delivers an unmatched combination of sophisticated design, premium finishes, modern technology, and one of the most spectacular waterfront settings imaginable.

7001 Gulf Of Mexico Drive Unit 24, Longboat Key

$850,000

Just reduced priced to sell quickly! Stunning gulf views are the focal point of this raised level 1st floor condo located at the Bayport Beach & Tennis Club, two bedroom, two bath has an additional flex room with a Murphy Bed and built-ins can be used as a third bedroom, newer kitchen with quartz countertops, Updates in the bathrooms with whirlpool tub in guest bedroom. Spacious primary bedroom with built-in drawers and walk-in closet, ceramic tile thru-out with LVP floors in the guest bedroom, 3 new hurricane windows, A/C 2025, hot water heater 2026. Hurricane shutters. There is plenty of outdoor space just out the sliding glass doors is a large patio to set up a grill, dine outside, or just relax and enjoy the beautiful sunset views. Lots of storage space throughout the unit and a storage closet in your covered carport. The beautiful 27 acre tropically landscaped grounds boast both Gulf to Bay access. There is 1200 feet of private pristine beach on the Gulf with chairs, umbrellas and lounge chairs provided for your use, plus a kayak launch and fishing pier on Sarasota Bay. The amenities offered include a Jr. size Olympic pool, Clubhouse, fitness center, four Har-Tru tennis courts and nature trails, New roof and exterior painted in the last few months by the HOA, professional on-site management.

2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code

Just reduced priced to sell quickly! Stunning gulf views are the focal point of this raised level 1st floor condo located at the Bayport Beach & Tennis Club, two bedroom, two bath has an additional flex room with a Murphy Bed and built-ins can be used as a third bedroom, newer kitchen with quartz countertops, Updates in the bathrooms with whirlpool tub in guest bedroom. Spacious primary bedroom with built-in drawers and walk-in closet, ceramic tile thru-out with LVP floors in the guest bedroom, 3 new hurricane windows, A/C 2025, hot water heater 2026. Hurricane shutters. There is plenty of outdoor space just out the sliding glass doors is a large patio to set up a grill, dine outside, or just relax and enjoy the beautiful sunset views. Lots of storage space throughout the unit and a storage closet in your covered carport. The beautiful 27 acre tropically landscaped grounds boast both Gulf to Bay access. There is 1200 feet of private pristine beach on the Gulf with chairs, umbrellas and lounge chairs provided for your use, plus a kayak launch and fishing pier on Sarasota Bay. The amenities offered include a Jr. size Olympic pool, Clubhouse, fitness center, four Har-Tru tennis courts and nature trails, New roof and exterior painted in the last few months by the HOA, professional on-site management.

713 Bayport Way Unit 713, Longboat Key

$1,050,000

Virtually Staged. Wide views of Sarasota Bay, the Harbourside golf course and downtown Sarasota define this well-maintained 3-bedroom, 3.5-bath residence at Grand Bay. Floor-to-ceiling glass keeps the scenery in focus and brings natural light into the main living areas. The living room opens to a large terrace overlooking the golf course, bay and skyline, while tray ceilings and tile flooring contribute to the open feel. The kitchen features wood cabinetry, a center prep island, paneled refrigerator and adjoining dining area. Nearby, a sitting area includes textured accent walls and built-in shelving. The primary suite also opens to the terrace and offers bay views and an oversized walk-in closet. The adjoining bath includes a soaking tub, glass-enclosed shower and private water closet. Two additional guest suites each have an en suite bath, and an in-residence laundry room adds convenience. Grand Bay amenities include a clubhouse, two resort-style pools and spas, a fitness center with saunas and Har-Tru tennis courts, all within the gated Bay Isles community. Ownership also includes membership in the private Bay Isles Beach Club, with gated Gulf access, covered gathering and picnic areas, barbecue grills, restrooms and changing facilities. Optional membership in the Longboat Key Club is available separately. Depending on membership category, amenities may include 45 holes of golf, the Tennis Gardens with 20 Har-Tru courts, private dining venues and lounges, beach and pool facilities, a spa, fitness and wellness facilities, member events and Longboat Key Club Moorings.

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

Virtually Staged. Wide views of Sarasota Bay, the Harbourside golf course and downtown Sarasota define this well-maintained 3-bedroom, 3.5-bath residence at Grand Bay. Floor-to-ceiling glass keeps the scenery in focus and brings natural light into the main living areas. The living room opens to a large terrace overlooking the golf course, bay and skyline, while tray ceilings and tile flooring contribute to the open feel. The kitchen features wood cabinetry, a center prep island, paneled refrigerator and adjoining dining area. Nearby, a sitting area includes textured accent walls and built-in shelving. The primary suite also opens to the terrace and offers bay views and an oversized walk-in closet. The adjoining bath includes a soaking tub, glass-enclosed shower and private water closet. Two additional guest suites each have an en suite bath, and an in-residence laundry room adds convenience. Grand Bay amenities include a clubhouse, two resort-style pools and spas, a fitness center with saunas and Har-Tru tennis courts, all within the gated Bay Isles community. Ownership also includes membership in the private Bay Isles Beach Club, with gated Gulf access, covered gathering and picnic areas, barbecue grills, restrooms and changing facilities. Optional membership in the Longboat Key Club is available separately. Depending on membership category, amenities may include 45 holes of golf, the Tennis Gardens with 20 Har-Tru courts, private dining venues and lounges, beach and pool facilities, a spa, fitness and wellness facilities, member events and Longboat Key Club Moorings.

3040 Grand Bay Boulevard Unit 232, Longboat Key

$775,000

Experience everything coastal luxury living has to offer in one of Longboat Key's most sought-after waterfront communities. This beautifully updated 2 bedroom, 2 bathroom condominium offers peaceful pond and fountain views, direct access to the pristine Gulf of America beaches, and an unbeatable location just minutes from St. Armands Circle and downtown Sarasota. Inside, engineered flooring flows throughout the open-concept floor plan, creating a seamless blend of comfort and style. The spacious living and dining areas open to a private balcony overlooking the tranquil pond and fountain, providing the perfect setting to enjoy morning coffee or unwind with breathtaking Florida sunsets. The well-appointed kitchen features granite countertops, stainless steel appliances, a breakfast bar, and abundant natural light, making it ideal for both everyday living and entertaining. The generous primary suite offers serene water views, ample closet space, and an en-suite bathroom with dual vanities and a walk-in shower. A spacious guest bedroom and nearby full bath provide privacy and comfort for family and visitors. Experience everything coastal luxury living has to offer in this exceptional Longboat Key residence. Residents enjoy resort-style amenities including an Olympic-sized heated swimming pool and spa overlooking the Gulf of America, private beach access, a fitness center, tennis and pickleball courts, community grills, beautifully landscaped tropical grounds, covered parking, secure building access, and the peace of mind of a 24-hour gated entrance with guard. Cable, internet, water, sewer, trash, and exterior maintenance are all included in the condominium fees, providing exceptional value and effortless ownership. Just minutes from the boutiques and award-winning dining of St. Armands Circle and the cultural attractions of downtown Sarasota, this is Florida waterfront living at its finest.

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

Experience everything coastal luxury living has to offer in one of Longboat Key's most sought-after waterfront communities. This beautifully updated 2 bedroom, 2 bathroom condominium offers peaceful pond and fountain views, direct access to the pristine Gulf of America beaches, and an unbeatable location just minutes from St. Armands Circle and downtown Sarasota. Inside, engineered flooring flows throughout the open-concept floor plan, creating a seamless blend of comfort and style. The spacious living and dining areas open to a private balcony overlooking the tranquil pond and fountain, providing the perfect setting to enjoy morning coffee or unwind with breathtaking Florida sunsets. The well-appointed kitchen features granite countertops, stainless steel appliances, a breakfast bar, and abundant natural light, making it ideal for both everyday living and entertaining. The generous primary suite offers serene water views, ample closet space, and an en-suite bathroom with dual vanities and a walk-in shower. A spacious guest bedroom and nearby full bath provide privacy and comfort for family and visitors. Experience everything coastal luxury living has to offer in this exceptional Longboat Key residence. Residents enjoy resort-style amenities including an Olympic-sized heated swimming pool and spa overlooking the Gulf of America, private beach access, a fitness center, tennis and pickleball courts, community grills, beautifully landscaped tropical grounds, covered parking, secure building access, and the peace of mind of a 24-hour gated entrance with guard. Cable, internet, water, sewer, trash, and exterior maintenance are all included in the condominium fees, providing exceptional value and effortless ownership. Just minutes from the boutiques and award-winning dining of St. Armands Circle and the cultural attractions of downtown Sarasota, this is Florida waterfront living at its finest.

1095 Gulf Of Mexico Drive Unit 303, Longboat Key

$1,349,000

Virtually Staged. Set within Grand Bay on Longboat Key, this renovated 3BR/3.5BA residence offers panoramic views of Sarasota Bay, the Harbourside golf course and the city skyline. With 2,250 square feet, walls of glass bring the scenery into nearly every main living space, creating an inviting blend of comfort, openness and relaxed Bay Isles elegance. Floor-to-ceiling windows with plantation shutters frame the views, while tile flooring, neutral tones and recessed lighting create a warm, understated setting. The living room opens to a view overlooking the golf course, a tranquil pond and Sarasota Bay - ideal for quiet mornings or entertaining. The kitchen flows easily into the living areas and features white cabinetry, stone countertops and backsplash, and stainless-steel appliances. The primary suite offers warm wood flooring and a spacious bath with dual vanities, a makeup area and a large walk-in shower. Two guest suites each include a private en suite bath. An in-residence laundry room and one covered parking space complete the home. Grand Bay residents enjoy a clubhouse, designer-appointed lobby, two pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Bay Isles privileges include gated entry, scenic walking paths and access to the private Gulf-front Bay Isles Beach Club, featuring white sand, an attended entrance, covered picnic and entertaining areas, tiki huts, barbecue grills, restrooms, changing rooms and beach-equipment storage. Optional membership is also available at the Longboat Key Club. Amenities vary by membership category and include 45 holes of championship golf, 20 Har-Tru tennis courts, private beach and pool facilities, spa and fitness facilities, restaurants and lounges, club events and marina access.

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

Virtually Staged. Set within Grand Bay on Longboat Key, this renovated 3BR/3.5BA residence offers panoramic views of Sarasota Bay, the Harbourside golf course and the city skyline. With 2,250 square feet, walls of glass bring the scenery into nearly every main living space, creating an inviting blend of comfort, openness and relaxed Bay Isles elegance. Floor-to-ceiling windows with plantation shutters frame the views, while tile flooring, neutral tones and recessed lighting create a warm, understated setting. The living room opens to a view overlooking the golf course, a tranquil pond and Sarasota Bay - ideal for quiet mornings or entertaining. The kitchen flows easily into the living areas and features white cabinetry, stone countertops and backsplash, and stainless-steel appliances. The primary suite offers warm wood flooring and a spacious bath with dual vanities, a makeup area and a large walk-in shower. Two guest suites each include a private en suite bath. An in-residence laundry room and one covered parking space complete the home. Grand Bay residents enjoy a clubhouse, designer-appointed lobby, two pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Bay Isles privileges include gated entry, scenic walking paths and access to the private Gulf-front Bay Isles Beach Club, featuring white sand, an attended entrance, covered picnic and entertaining areas, tiki huts, barbecue grills, restrooms, changing rooms and beach-equipment storage. Optional membership is also available at the Longboat Key Club. Amenities vary by membership category and include 45 holes of championship golf, 20 Har-Tru tennis courts, private beach and pool facilities, spa and fitness facilities, restaurants and lounges, club events and marina access.

3040 Grand Bay Boulevard Unit 225, Longboat Key

$885,000

Never miss another beach day or a green flash sunset in this rarely available 2 bed 2 bath home in the Longbeach Community- a GULF FRONT enclave on the tip of Longboat Key. A short walk to the beach, thoughtfully remodeled and move-in ready, this residence offers spectacular daily views of the Gulf, pool, and lush tropical landscaping- best enjoyed on the 200 sqft screened terrace where there’s plenty of room for reading, relaxing or toasting the sunset and dining. This lovely residence has been loved and meticulously upgraded with superior materials and workmanship. The gourmet kitchen features a spacious central cooking island with Electrolux 6-burner cooktop and hood, brushed stainless GE Monogram and Bosch appliances including a stacked double oven, as well as granite countertops, and solid light cherry cabinets. A breakfast bar, wine rack and built-in office complement this kitchen with added functionality. Additional luxury finishes include raised ceilings, crown molding, hidden surround-sound speakers, and spa-inspired bathrooms with custom mosaic-tile showers, Kohler fixtures, and rain showerheads. The Longbeach Community offers 9.2 acres of Gulffront beach homes just a 5-min walk to the exclusive amenities like private beach access to the quartz-white sand of Longboat Key's beaches, a heated pool, private tennis, and ample parking. In addition to idyllic award-winning beaches, Longboat Key living means exquisite waterfront dining, boutique shopping in St Armands Circle, and unparalleled golf courses and tennis courts. The Longboat Key lifestyle awaits you to create new everlasting memories here in paradise!

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

Never miss another beach day or a green flash sunset in this rarely available 2 bed 2 bath home in the Longbeach Community- a GULF FRONT enclave on the tip of Longboat Key. A short walk to the beach, thoughtfully remodeled and move-in ready, this residence offers spectacular daily views of the Gulf, pool, and lush tropical landscaping- best enjoyed on the 200 sqft screened terrace where there’s plenty of room for reading, relaxing or toasting the sunset and dining. This lovely residence has been loved and meticulously upgraded with superior materials and workmanship. The gourmet kitchen features a spacious central cooking island with Electrolux 6-burner cooktop and hood, brushed stainless GE Monogram and Bosch appliances including a stacked double oven, as well as granite countertops, and solid light cherry cabinets. A breakfast bar, wine rack and built-in office complement this kitchen with added functionality. Additional luxury finishes include raised ceilings, crown molding, hidden surround-sound speakers, and spa-inspired bathrooms with custom mosaic-tile showers, Kohler fixtures, and rain showerheads. The Longbeach Community offers 9.2 acres of Gulffront beach homes just a 5-min walk to the exclusive amenities like private beach access to the quartz-white sand of Longboat Key's beaches, a heated pool, private tennis, and ample parking. In addition to idyllic award-winning beaches, Longboat Key living means exquisite waterfront dining, boutique shopping in St Armands Circle, and unparalleled golf courses and tennis courts. The Longboat Key lifestyle awaits you to create new everlasting memories here in paradise!

7115 Gulf Of Mexico Drive Unit 23, Longboat Key

$425,000

Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet of living space. The view out the back of the condominium is simply magical. Sparkling water, beautiful sunsets, and, of course, manatees. This residence comfortably sleeps six, has direct access to the Harbour walking path, and also includes an in-home washer and dryer. Longboat Harbour offers an extensive collection of resident amenities, including a dedicated parking space, sauna, outdoor pools, putting green, kayak and paddleboard launch with storage, pickleball and tennis courts. Boat docks are available on a first-come, first-served basis for less than $600 annually, subject to availability. Residents also enjoy a recreation center with activities including poker, table tennis, billiards, arts and crafts, woodcarving and grilling areas. A deeded, private beach provides convenient access to the Gulf, along with storage, restrooms and showers. The condominium association has completed new roofing, providing added peace of mind. If you've been waiting for the right way to live, I think you just found it.

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

Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet of living space. The view out the back of the condominium is simply magical. Sparkling water, beautiful sunsets, and, of course, manatees. This residence comfortably sleeps six, has direct access to the Harbour walking path, and also includes an in-home washer and dryer. Longboat Harbour offers an extensive collection of resident amenities, including a dedicated parking space, sauna, outdoor pools, putting green, kayak and paddleboard launch with storage, pickleball and tennis courts. Boat docks are available on a first-come, first-served basis for less than $600 annually, subject to availability. Residents also enjoy a recreation center with activities including poker, table tennis, billiards, arts and crafts, woodcarving and grilling areas. A deeded, private beach provides convenient access to the Gulf, along with storage, restrooms and showers. The condominium association has completed new roofing, providing added peace of mind. If you've been waiting for the right way to live, I think you just found it.

4390 Exeter Drive Unit 107, Longboat Key

$950,000

Move right in and start enjoying the Longboat Key lifestyle! Perfectly positioned behind the gates of highly sought after Bay Isles, this beautifully renovated residence combines elegant updates, low-maintenance living, and one of the area's most desirable resort-style communities. Every major improvement has already been completed, allowing you to simply unpack and begin enjoying paradise. The thoughtfully redesigned kitchen is the heart of the home, featuring all-new appliances, a wine refrigerator, custom all-wood cabinetry with convenient pull-out shelving, and an open design that flows effortlessly into the spacious living and dining areas. New tile flooring extends throughout the kitchen, living room, and primary suite, while new carpet creates warm, inviting guest bedrooms. The impressive list of recent upgrades provides exceptional peace of mind, including a new tile roof with hurricane-rated skylights, hurricane-impact windows and doors, new HVAC system with UV air purification lights, tankless water heater, water softener, new garage door opener, fresh interior paint throughout, and beautiful plantation shutters installed throughout the home. One of the home's most outstanding features is the enormous private screened lanai, creating an exceptional outdoor living space rarely found in this price range. Complete with an awning for covered grilling and tranquil pond views, this oversized outdoor retreat is perfect for morning coffee, afternoon relaxation, entertaining friends, or enjoying Florida's spectacular sunsets. A charming garden patio, accessible from both the guest bedroom and laundry room brings in the Florida sunlight and a place to grow tropical plants or a private herb garden. Ownership in Bay Isles includes exclusive access to the private Bay Isles Beach Club, where residents enjoy deeded Gulf-front beach access complete with gated parking, pavilions, picnic facilities, grills, restrooms, and miles of Longboat Key's world-famous white sand beaches. Flood insurance is conveniently included within the HOA fees, providing additional value and peace of mind. Just minutes away, the Longboat Key Moorings Marina offers deep-water boating accommodations, waterfront dining, and one of the Gulf Coast's premier marinas. Residents also have the opportunity to apply for membership at the renowned Longboat Key Club, featuring championship golf, world-class tennis and pickleball, resort pools, spa facilities, fitness centers, private beach amenities, and exceptional waterfront dining. Beyond the gates, enjoy the sophisticated coastal lifestyle that makes Longboat Key one of Florida's most sought-after destinations. Discover award-winning restaurants, waterfront dining, boutique shopping, art galleries, and charming cafés throughout Longboat Key, while nearby St. Armands Circle and Lido Key offer additional upscale shopping, fine dining, entertainment, and beach experiences just a short drive away. Downtown Sarasota's vibrant arts, theater, and cultural attractions are also conveniently close. Whether you're searching for a year-round residence, seasonal retreat, or luxurious lock-and-leave home, this extensively updated Bay Isles residence offers an exceptional combination of quality, comfort, location, and resort-style amenities that is truly difficult to match.

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

Move right in and start enjoying the Longboat Key lifestyle! Perfectly positioned behind the gates of highly sought after Bay Isles, this beautifully renovated residence combines elegant updates, low-maintenance living, and one of the area's most desirable resort-style communities. Every major improvement has already been completed, allowing you to simply unpack and begin enjoying paradise. The thoughtfully redesigned kitchen is the heart of the home, featuring all-new appliances, a wine refrigerator, custom all-wood cabinetry with convenient pull-out shelving, and an open design that flows effortlessly into the spacious living and dining areas. New tile flooring extends throughout the kitchen, living room, and primary suite, while new carpet creates warm, inviting guest bedrooms. The impressive list of recent upgrades provides exceptional peace of mind, including a new tile roof with hurricane-rated skylights, hurricane-impact windows and doors, new HVAC system with UV air purification lights, tankless water heater, water softener, new garage door opener, fresh interior paint throughout, and beautiful plantation shutters installed throughout the home. One of the home's most outstanding features is the enormous private screened lanai, creating an exceptional outdoor living space rarely found in this price range. Complete with an awning for covered grilling and tranquil pond views, this oversized outdoor retreat is perfect for morning coffee, afternoon relaxation, entertaining friends, or enjoying Florida's spectacular sunsets. A charming garden patio, accessible from both the guest bedroom and laundry room brings in the Florida sunlight and a place to grow tropical plants or a private herb garden. Ownership in Bay Isles includes exclusive access to the private Bay Isles Beach Club, where residents enjoy deeded Gulf-front beach access complete with gated parking, pavilions, picnic facilities, grills, restrooms, and miles of Longboat Key's world-famous white sand beaches. Flood insurance is conveniently included within the HOA fees, providing additional value and peace of mind. Just minutes away, the Longboat Key Moorings Marina offers deep-water boating accommodations, waterfront dining, and one of the Gulf Coast's premier marinas. Residents also have the opportunity to apply for membership at the renowned Longboat Key Club, featuring championship golf, world-class tennis and pickleball, resort pools, spa facilities, fitness centers, private beach amenities, and exceptional waterfront dining. Beyond the gates, enjoy the sophisticated coastal lifestyle that makes Longboat Key one of Florida's most sought-after destinations. Discover award-winning restaurants, waterfront dining, boutique shopping, art galleries, and charming cafés throughout Longboat Key, while nearby St. Armands Circle and Lido Key offer additional upscale shopping, fine dining, entertainment, and beach experiences just a short drive away. Downtown Sarasota's vibrant arts, theater, and cultural attractions are also conveniently close. Whether you're searching for a year-round residence, seasonal retreat, or luxurious lock-and-leave home, this extensively updated Bay Isles residence offers an exceptional combination of quality, comfort, location, and resort-style amenities that is truly difficult to match.

2350 Harbour Oaks Drive, Longboat Key

$395,000

Pre-Construction. To be built. Welcome to PARADISE!!! Award winning beaches/sunsets on the Gulf side and a beautiful bay on the other. Sunrise to sunset this location can only make you smile. Enjoy the huge community heated pool and recently remodeled dockside clubhouse next to your brand new, 2026, elevated over 6 feet, 2-bedroom, 2 bath, open floorplan home. HURRY and you can help design your new home and deck. Bring your boat as you are only footsteps away from your own private marina. If you prefer the beach, go the opposite direction. You don't even have to worry about a chair. Twin Shores Beach and Marina have their own deeded entrance with brand new Tiki Hut and complimentary chairs to watch the sunset. All of this is located in the middle of Historic Longboat Key. Down the street, Bayfront Park has pickleball, tennis, basketball, playground, swings, picnic pavilions, big dog and little dog fenced parks with new turf, walking paths, kayak launch/storage and bathrooms. Go south and find your grocery and liquor store, banks, pharmacy and newly added large outdoor pavilion with bathrooms. Wonderful restaurants, shopping, golf, and fishing make island living incredible. See you soon!!! RUN, don't walk, paradise awaits! *** Lot #96 is also available and under construction. ***

2 Beds ⋅ 2 Baths ⋅ Twin Shores Mobile Home SubDv. ⋅ 34228 Zip Code

Pre-Construction. To be built. Welcome to PARADISE!!! Award winning beaches/sunsets on the Gulf side and a beautiful bay on the other. Sunrise to sunset this location can only make you smile. Enjoy the huge community heated pool and recently remodeled dockside clubhouse next to your brand new, 2026, elevated over 6 feet, 2-bedroom, 2 bath, open floorplan home. HURRY and you can help design your new home and deck. Bring your boat as you are only footsteps away from your own private marina. If you prefer the beach, go the opposite direction. You don't even have to worry about a chair. Twin Shores Beach and Marina have their own deeded entrance with brand new Tiki Hut and complimentary chairs to watch the sunset. All of this is located in the middle of Historic Longboat Key. Down the street, Bayfront Park has pickleball, tennis, basketball, playground, swings, picnic pavilions, big dog and little dog fenced parks with new turf, walking paths, kayak launch/storage and bathrooms. Go south and find your grocery and liquor store, banks, pharmacy and newly added large outdoor pavilion with bathrooms. Wonderful restaurants, shopping, golf, and fishing make island living incredible. See you soon!!! RUN, don't walk, paradise awaits! *** Lot #96 is also available and under construction. ***

71 Twin Shores Boulevard, Longboat Key

$499,000

Welcome to 578 Spanish Drive S, a completely renovated 2 bedroom, 2 bathroom villa in Spanish Main Yacht Club on Longboat Key. Renovated completely with thoughtful attention to detail, this move-in ready residence showcases high-quality modern finishes while providing access & amenities to one of Longboat Key's established waterfront communities with a deepwater marina and deeded beach access. The redesigned interior features an open kitchen centered around a quartz waterfall edge island, soft close cabinetry, with all new stainless-steel appliances, including a wine refrigerator and a refrigerator with a built-in craft ice maker. Luxury vinyl plank flooring extends throughout the home, complemented by a smart thermostat for everyday convenience. Every room reflects the comprehensive renovation, and the home is further enhanced by a 2012 tile roof, new PGT hurricane impact windows, and sliding glass doors that open to a private paver patio overlooking a wooded landscaped setting. Spanish Main Yacht Club offers private deeded beach access to the Gulf of Mexico, a heated community pool, clubhouse, shuffleboard courts, and a pet-friendly environment. The community’s deepwater marina offers approximately 40 boat slips available for lease, accommodating vessels up to 40 feet with water and electric service, while providing direct boating access from Sarasota Bay to the Gulf of Mexico. Residents also enjoy opportunities for fishing, kayaking, paddleboarding, and other waterfront recreation. Located near Publix, St. Armands Circle, downtown Sarasota, shopping, dining, cultural attractions, botanical gardens, Anna Maria Island, and Sarasota-Bradenton International Airport, this extensively renovated villa offers an exceptional combination of updated interior finishes, outdoor living, boating amenities, and convenient access to the best of Longboat Key and the surrounding Sarasota area. Please see attached document for the full list of renovations & upgrades and full walkthrough video and virtual walkthrough. Not required to be 55 to purchase.

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

Welcome to 578 Spanish Drive S, a completely renovated 2 bedroom, 2 bathroom villa in Spanish Main Yacht Club on Longboat Key. Renovated completely with thoughtful attention to detail, this move-in ready residence showcases high-quality modern finishes while providing access & amenities to one of Longboat Key's established waterfront communities with a deepwater marina and deeded beach access. The redesigned interior features an open kitchen centered around a quartz waterfall edge island, soft close cabinetry, with all new stainless-steel appliances, including a wine refrigerator and a refrigerator with a built-in craft ice maker. Luxury vinyl plank flooring extends throughout the home, complemented by a smart thermostat for everyday convenience. Every room reflects the comprehensive renovation, and the home is further enhanced by a 2012 tile roof, new PGT hurricane impact windows, and sliding glass doors that open to a private paver patio overlooking a wooded landscaped setting. Spanish Main Yacht Club offers private deeded beach access to the Gulf of Mexico, a heated community pool, clubhouse, shuffleboard courts, and a pet-friendly environment. The community’s deepwater marina offers approximately 40 boat slips available for lease, accommodating vessels up to 40 feet with water and electric service, while providing direct boating access from Sarasota Bay to the Gulf of Mexico. Residents also enjoy opportunities for fishing, kayaking, paddleboarding, and other waterfront recreation. Located near Publix, St. Armands Circle, downtown Sarasota, shopping, dining, cultural attractions, botanical gardens, Anna Maria Island, and Sarasota-Bradenton International Airport, this extensively renovated villa offers an exceptional combination of updated interior finishes, outdoor living, boating amenities, and convenient access to the best of Longboat Key and the surrounding Sarasota area. Please see attached document for the full list of renovations & upgrades and full walkthrough video and virtual walkthrough. Not required to be 55 to purchase.

578 Spanish Drive S, Longboat Key