Displaying: For Sale
Location: Longboat Key
Property Type(s): Condos
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Longboat Key - 247 properties found
6700 GULF OF MEXICO DR #143, LONGBOAT KEY, FL 34228
$410,00055 Days on yellowkey MLS ID: A4692139
REDUCED by $15,000 (3.5%) on 06/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 936 Built: 1969 Tax: $2,215 (2025)Community: Whitney BeachCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,215
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to your coastal retreat on beautiful Longboat Key! This charming second-story condo is being offered turnkey furnished, making it completely move-in ready—just bring your suitcase and start enjoying island life. Inside, the bright living room showcases peaceful water views bringing the beauty of marine life right to your window. The kitchen features stainless steel appliances and coastal-inspired design. The home offers a relaxed, airy feel perfect for full-time living, a seasonal getaway, or an investment property. This pet-friendly and rental-friendly community is vibrant and social, offering an unmatched waterfront lifestyle. Residents enjoy private beach access, two pools, tennis and shuffleboard courts, a fitness center, and kayak launch and storage. Boating and fishing enthusiasts will appreciate the boat slips and fishing dock, while outdoor living is elevated with grill stations, picnic areas, and complimentary beach chairs. Whether you are searching for a relaxing coastal escape or an active waterfront lifestyle, this exceptional Longboat Key condo delivers the very best of Florida living with breathtaking water views, abundant amenities, and endless opportunities to enjoy the beauty of marine life and island living!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Brooke Moran (941-705-3351)
528 FOREST WAY, LONGBOAT KEY, FL 34228
$585,00019 Days on yellowkey MLS ID: A4695863
3 Days Off yellowkey (back on 6/22/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1440 Built: 1989Monthly Fee: $945 Tax: $3,072 (2025)Community: Cedars East Sec 2Condo
Taxes:$3,072
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: Martha B. King Middle
Remarks: Under contract-accepting backup offers. Elevated, renovated, fully furnished, pet friendly, close to the beach AND a short term rental opportunity on Longboat Key?! This is the one you've been looking for! You don't have to be a tennis player to understand the value of this fabulous townhome in Cedars Tennis Club. This 2 bedroom, 2 and a half bath condo is the perfect island escape. Beautifully updated and furnished, all you’ll need to bring is your bathing suit and a toothbrush to start enjoying island life to the fullest. Add to it a short term two week rental policy, this could also be your perfect investment property. Current annual income has been around $50,000, but that also includes a lot of family enjoyment in between. New impact windows, a new roof, 2021 air conditioning units and a private garage make this condo even more appealing. Spend your days in the sun with just a short walk to the beach or the Bay. Enjoy the community swimming pool, with a fabulous tiki bar. Join the club to enjoy the fitness center and tennis privileges. Take a bike ride on 11 miles of bike paths down the island or a walk to Joan Durante Park. The cultural mecca of downtown Sarasota is just a short drive away. And don’t forget to make time to see the stunning evening sunsets. The Longboat Key lifestyle is waiting for you!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Jodene Moneuse, Pa (941-302-4913)
1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228
$1,950,00084 Days on yellowkey MLS ID: A4688148
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2476 Built: 2002 Tax: $19,319 (2025)Community: Bay IslesSpa: YesCondo
Taxes:$19,319
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: Gated Bay Isles Villa with Private Beach Access on Longboat Key! Discover effortless island living in sought-after Emerald Pointe South, where privacy, convenience, and the coastal lifestyle come together. This beautifully maintained villa offers an open, light-filled floor plan with spacious living and dining areas that flow to a private screened lanai surrounded by lush tropical landscaping. The first-floor primary suite features dual walk-in closets and a generous en-suite bath with dual vanities, soaking tub, and separate shower. The kitchen offers solid surface countertops, ample cabinetry, a breakfast nook, and newer appliances including the range, dishwasher, and microwave. Upstairs, two guest suites with private baths provide the perfect retreat for family and visitors. Residents enjoy the security of gated Bay Isles plus exclusive access to the private Bay Isles Beach Club on the Gulf of Mexico. Minutes from St. Armands Circle, downtown Sarasota, golf, marinas, shopping, and waterfront dining — this villa delivers the best of Longboat Key living. Maintenance-free, gated, beach-access living — your island retreat awaits!
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Cathy Palmer (678-524-1104)
6700 GULF OF MEXICO DR #139, LONGBOAT KEY, FL 34228
$449,000198 Days on yellowkey MLS ID: A4674675
REDUCED by $11,000 (2.4%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1305 Built: 1969 Tax: $4,551 (2024)Community: Whitney BeachCondo
Taxes:$4,551
Tax Year: 2024
Remarks: “PRICED BELOW MARKET VALUE NOW REDUCED TO $449,000” Fully renovated 2 Bedroom 2 Bath Whitney Beach Bay Side FIRST FLOOR condo ready for occupancy. It has undergone FEMA approved storm mitigation & has had a full rebuild & inspections. All new handsome Luxury Vinyl Plank flooring throughout plus tile in the primary bedroom’s stunning en suite with shower. Second bedroom is very spacious & could be subdivided to include an office. Totally updated second bathroom has a tub. Large, impact resistant sliders in the lanai area overlooking the canal waterfront & living room area & front door have been installed. A brand new kitchen was installed with quartz counters, custom cabinetry, stainless steel refrigerator & stove & new overhead lighting fixtures in every room. This like new & totally improved condo offers almost 1,500 square feet of interior living space plus a storage room at the entry which has a new stackable washer & dryer. Whitney Beach Bay Side offers two heated pools, kayak launch & storage, boat slips, fishing docks & a charming boathouse overlooking serene Bishop’s Bayou which leads to Sarasota Bay. This rental friendly community allows minimum of one month rentals, six times a year. It is also pet friendly allowing large dogs one of very few on Longboat Key. On the deeded beach access/Gulf of Mexico side, there is the Whitney Beach Conservancy land owned by the condo association for the use of owners, tenants & guests. Tennis & pickleball courts, a barbecue & picnic area & tike huts lead to the gorgeous sandy beach where you will enjoy swimming, sunning, shell collecting , and gatherings with neighbors while watching the most stunning sunsets you will ever see!
Listing Agent: Maruta Miluns (941-374-9702)
2161 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228
$4,395,000468 Days on yellowkey MLS ID: A4643048
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3800 Built: 2001 Tax: $40,054 (2024)Community: En ProvenceSpa: YesCondo
Taxes:$40,054
High School: Booker High
Remarks: Under contract-accepting backup offers. Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand foyer with marble floors and tray ceilings. Expansive glass sliders in the living room frame stunning Gulf views and lead to an oversized terrace, perfect for seamless indoor-outdoor living. The expansive terrace is ideal for entertaining, featuring a built-in gas grill and outdoor cooking space overlooking the beach and lush grounds. The kitchen is both stylish and functional, featuring a center island, white cabinetry, and pristine white stone countertops. High-end appliances, including a natural gas cooktop, enhance the space, while a bold blue tile backsplash adds a striking contrast. The adjacent eat-in area, with Gulf views and a built-in desk, enhances both charm and practicality. The primary suite offers terrace access and a spa-like bath with a soaking tub, dual vanities, a makeup area, and a glass-enclosed shower. Two guest suites each include en-suite baths and scenic views. A large office provides flexibility and could easily convert into a fourth bedroom. Additional features include an in-residence laundry room and 2 car garage. Set on nearly six acres of pristine beachfront, En Provence blends elegance and convenience with a clubhouse, resort-style pool and spa, fitness center, and 24-hour guard gate. For those seeking additional amenities, optional membership to the nearby Longboat Key Club provides access to world-class golf, tennis, dining, a marina, and a spa.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Bruce Myer (941-376-5311)
210 SANDS POINT RD #2402, LONGBOAT KEY, FL 34228
$999,90015 Days on yellowkey MLS ID: A4696591
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 642 Built: 1982 Tax: $10,500 (2026)Community: Inn On The Beach Ph ISpa: YesCondo
Taxes:$10,500
Tax Year: 2026
Remarks: The Resort at Longboat Key Club – Gulf Front Condo-Hotel Investment Opportunity Best Priced Beachview Condo. Rxperience the best of coastal luxury and income-producing ownership at The Resort at Longboat Key Club. This beautifully renovated, turnkey one-bedroom Club Suite offers breathtaking direct views of the Gulf of Mexico, overlooking both the pristine beach and resort-style pool. Designed for effortless ownership, this exceptional residence is currently enrolled in the resort's rental program and professionally managed in partnership with Opal Hospitality, allowing owners to enjoy personal use while generating rental income.Whether you're seeking a vacation retreat, an investment property, or both, this Gulf-front suite delivers an unparalleled resort lifestyle. Ideally located just minutes from St. Armands Circle, you'll enjoy easy access to boutique shopping, exceptional restaurants, arts, culture, and all that Sarasota's Gulf Coast has. Recent renovations provide a fresh, modern coastal aesthetic, making this residence truly move-in ready. Don't miss this rare opportunity to own a piece of paradise in one of Florida's most sought-after luxury resort destinations. Enjoy the benefits of resort ownership, professional management, and spectacular Gulf views—all in one extraordinary property. Guests and owners alike enjoy world-class amenities, including: 45 holes of championship golf Award-winning tennis facilities Full-service marina Luxury spa and wellness services Fine dining and resort lounges Beachfront pool and private beach access Concierge and maid service
Listing is courtesy of: MY FLORIDA BROKER (941-932-2707)
Listing Agent: Patti Bosco (941-932-2707)
779 SAINT JUDES DR N, LONGBOAT KEY, FL 34228
$479,000344 Days on yellowkey MLS ID: O6326464
REDUCED by $13,000 (2.6%) on 04/16/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 882 Built: 1972 Tax: $5,814 (2024)Community: Villa Dos PalmasCondo
Taxes:$5,814
Remarks: PRICED TO SELL ! Coastal Elegance Meets Effortless Island Living in Longboat Key Experience the ultimate Gulf Coast lifestyle in this beautifully maintained 2-bedroom, 1.5-bath canal-front residence, perfectly positioned within one of Longboat Key's most desirable waterfront communities. Whether you're searching for a full-time sanctuary or a refined seasonal retreat, this exceptional property delivers comfort, style, and location in perfect harmony. Inside, a thoughtfully updated kitchen takes center stage-featuring brand-new appliances, sleek contemporary countertops, and modern cabinetry designed for both everyday living and effortless entertaining. Solid block construction offers durability and peace of mind, while the newer roof enhances long-term value and security. Step outside and immerse yourself in true island living. With deeded beach access just moments away, you can transition from morning coffee to toes-in-the-sand within minutes. Enjoy leisurely strolls to some of the island's most beloved dining destinations, including Harry's Continental Kitchens, Solorzano's Pizzeria, Lazy Lobster, Lo' Key Island Café, and the iconic Euphemia Haye Restaurant. The property also includes a private 1-car carport and dedicated exterior storage-adding convenience to coastal charm. Perfectly situated on a generous canal-front lot, this residence is a short walk to the sparkling waters of the Gulf of Mexico and only 15 minutes from the sophisticated boutiques and fine dining of St. Armands Circle. Wake to peaceful bay breezes. Spend your afternoons basking on pristine white sands. End each day with spectacular Gulf sunsets painting the sky in gold and coral hues. This is more than a condo-it's a lifestyle. Don't miss your opportunity to own a piece of paradise on Longboat Key.
Listing is courtesy of: BROKERS REAL ESTATE GROUP INC (407-770-1464)
Listing Agent: Alessandro Rosa (407-460-6589)
1211 GULF OF MEXICO DR #109, LONGBOAT KEY, FL 34228
$1,000,00037 Days on yellowkey MLS ID: A4694082
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1827 Built: 1985 Tax: $6,388 (2025)Community: PromenadeSpa: YesCondo
Taxes:$6,388
Remarks: Virtually Staged. Experience beachfront living at its finest at The Promenade on Longboat Key. This beautifully positioned residence showcases sweeping Gulf Views expansive terraces, and a seamless connection between indoor and outdoor living. Floor-to-ceiling windows fill the home with natural light while framing spectacular sunsets, pristine beaches and lush tropical surroundings. Thoughtfully designed with custom woodwork and an open , flowing layout, the residence offers exceptional comfort and flexibility. The kitchen enjoys water views and a unique connection to celebrated culinary icon, Marcella Hazan. Often called "the godmother of Italian cuisine', her award-winning documentary premiered at the Sarasota Film Festival! Residents enjoy resort-style amenities including concierge services, a staffed gatehouse, over-sized heated pool and spa, tennis courts, men's & women's fitness facilities, the Sunset and Sunrise club rooms, beachside gathering areas and direct access to the Gulf. Ideally located on the coveted south end of Longboat Key, The Promenade offers convenient access to St Armands Circle, downtown Sarasota , premier golf, dining, shopping, arts and cultural attractions. A rare opportunity to enjoy an exceptional beachfront lifestyle in one of Longboat's most sought after communities.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Bill Blume (941-525-6257)
842 BAYPORT WAY, LONGBOAT KEY, FL 34228
$625,00086 Days on yellowkey MLS ID: A4687058
REDUCED by $50,000 (7.4%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1983 Tax: $5,662 (2025)Community: Bayport Bch & Ten Ph FSpa: NoCondo
Taxes:$5,662
Remarks: Poised within the Gulf to Bay community of Bayport Beach and Tennis Club, 842 Bayport Way offers 1570 square feet of effortless indoor-outdoor living. This comfortably furnished first floor corner residence gives the feeling of a private home with the ease of low maintenance living. A favorite feature of this property is the screened lanai that opens to a west facing extended brick patio. Perfect for easy mornings and catching brilliant sunsets. Step out the garden gate to landscaped grounds and a direct path to deeded beach access across the road. For pet owners, Bayport is small-pet friendly, and this walk-out location makes dog-walking especially easy. Inside, The open layout includes a spacious kitchen, combined living and dining, a primary bedroom with office nook, ensuite bath with dual vanities and walk-in closet,second bedroom and full bath, plus the convenience of full sized in unit laundry, covered parking and private storage closet. There is also a brand new high efficiency HVAC system and a 2023 hot water heater. Bayport is celebrated for its timeless Tim Seibert architecture, exceptional amenities, and easy resort lifestyle. Residents enjoy a heated Jr. Olympic pool, clubhouse, fitness center, tennis, bocce ball, and shelled walking paths among 27 acres of exquisitely landscaped tropical grounds,. Along the bay shoreline, a fishing pier, kayak launch and storage is perfect for morning paddles or simply enjoying nature . On the Gulf side, 1,200 feet of deeded beach access, complete with loungers and umbrellas, makes enjoying Longboat Key’s famously uncrowded beaches effortless. The condo has rented off-season for several years and has everything one needs to start enjoying right away. A favorable rental policy offers excellent income opportunity. Located mid-key, Bayport keeps you close to shopping, daily conveniences, great island dining, and the vibrance of Sarasota, all while feeling tucked away and serene. Settle in and enjoy a slice of true paradise on Longboat Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rosemarie Mckee (941-504-9396)
775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228
$2,195,000125 Days on yellowkey MLS ID: A4683021
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2122 Built: 1984 Tax: $17,930 (2025)Community: Beaches Of Longboat KeyCondo
Taxes:$17,930
Remarks: Behind the gates of the Longboat Key Club, this exceptional residence at The Beaches captures sweeping, unobstructed views of the Gulf of Mexico and its pristine shoreline, where vivid sunsets paint the horizon each evening. Perched on the eighth floor, this coveted Star floor plan is ideally positioned as a spacious end residence, offering 2,122 square feet of thoughtfully designed living space with 3 bedrooms and 3 full baths. Walls of glass frame panoramic water vistas and invite natural light to pour into the main living areas. Newly installed impact-rated sliders enhance both storm protection and seamless indoor-outdoor living, while oak engineered hardwood flooring flows beautifully through the living room, dining area, and kitchen, creating a warm yet sophisticated coastal aesthetic. The generous layout provides an effortless blend of comfort and refinement, with well-proportioned bedrooms and baths designed to accommodate both everyday living and gracious entertaining. The Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club. This is a rare opportunity to secure a front-row seat to the Gulf and embrace the effortless elegance of Florida’s most sought-after coastal lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228
$899,000118 Days on yellowkey MLS ID: A4683112
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1235 Built: 1970 Tax: $7,576 (2025)Community: Islander Club Of LongboatCondo
Taxes:$7,576
High School: Riverview High
Remarks: Welcome to The Islander Club — your turnkey getaway awaits! Step into coastal living with this beautifully updated residence offering effortless style and year-round relaxation. The open, sun-filled layout features tasteful luxury finishes and seamless access to a 38-foot terrace, perfect for unwinding after a day at the beach. Unit 54S has been thoughtfully upgraded throughout, showcasing wood flooring, an updated kitchen with stainless steel appliances, refreshed bathrooms, and unique architectural details that add character and charm. The sunlit primary bedroom includes an ensuite bathroom, a large walk-in closet, and a cozy seating area ideal for reading or enjoying your morning coffee. The spacious second bedroom welcomes guests with terrace access and a generous closet for added storage. The Islander Club’s resort-style amenities include a private 400' beachfront, heated pool, brand-new fitness center, two new sauna rooms, a Har-Tru™ tennis court, two pickleball courts and on-site management for true lock-and-leave convenience. The Islander Club has recently completed an extensive series of capital improvements that elevate both the structural integrity and the everyday experience of the community. Enhancements include exterior stucco repairs and balcony waterproofing, new roofs on the carports, clubhouse, and both residential towers, and modernized pool facilities with new resurfacing, tile, and equipment. Additional upgrades such as refreshed landscaping and lighting, hurricane-rated windows and doors, and a fully renovated fitness center further enhance the appeal and long-term value of the property. Whether you’re seeking a seasonal retreat or a full-time coastal home, this move-in-ready gem delivers the best of island living and peace of mind.
Listing Agent: Julie Lojacono Mackie (773-704-1438)
775 LONGBOAT CLUB RD #807, LONGBOAT KEY, FL 34228
$1,995,000258 Days on yellowkey MLS ID: A4667077
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $300,000 (13.1%) on 06/09/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1842 Built: 1984 Tax: $10,487 (2024)Community: Beaches Of Longboat Key Ph-1Condo
Taxes:$10,487
Middle School: Pine View School
Remarks: Welcome to Beaches of Longboat Key - Unit 807 From a morning stroll on the beach to twilight cocktails on your wrap around balcony watching the glittering lights of Sarasota over the bay, you will experience beauty all around. Longboat Key, a jewel in the crown of the Sarasota Coastline, has so much to share. This elegantly appointed home will not disappoint. Custom finishes are abundant throughout the 1,842 sq ft condominium, not to mention the breath-taking views from the over 300 sq ft wrap-around balcony. This gracious home offers generous living space, with sweeping views from every window. Upon entering 807, you are greeted to stunning engineered Brazilian Cherry Hardwood flooring that continues throughout the home. A Reme Halo Air Purification System keeps the air fresh and clean. All windows and sliders are Impact. Beautiful crown molding throughout. The custom kitchen created by Campbell’s Cabinetry, Quartzite countertops, SubZero 42” Side by Side Refrigerator Freezer, Wolf Steam Convection Oven, GE Monogram Induction Cooktop, Zephyr PISA range hood. Bosch Dishwasher, Blanco Silgranite Sink, Hansgrohe Faucet. Custom cabinetry can be found throughout this beautiful residence. Primary Bedroom Suite offers views, comfort and luxury. Two bedrooms, each with well-designed baths, custom touches are found everywhere. There is one assigned parking space assigned to the unit on the upper level, and there is ample parking on the lower level for your second vehicle. Beaches is a great community offering you every convenience: 24-hour Concierge, Heated pool & Spa, Fitness Room, Tennis Courts, Social Room, Catering Kitchen, direct Walkway access to the Beach and a Basement Storage area. This proactive community is hard at work completing several important and vital projects: Stack Pipelining throughout the building, Roof Replacement will take place later this year and Temporary Wind/Surge Barriers are being purchased to protect the main floor of the building. Morning, noon and night, there is always something wonderful to experience at Beaches on beautiful Longboat Key. Schedule you showing today!
Listing Agent: David Stasney (941-705-8464)
3806 GULF OF MEXICO DR #C209, LONGBOAT KEY, FL 34228
$335,00035 Days on yellowkey MLS ID: A4693850
2 Days Off yellowkey (back on 6/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1046 Built: 1970Monthly Fee: $1,346 Tax: $2,934 (2025)Community: Beach Harbor ClubCondo
Taxes:$2,934
Remarks: Under contract-accepting backup offers. Discover Your Slice of Paradise! This charming turnkey 2-bedroom, 2-bath condo is perfectly positioned between the Gulf of Mexico and Sarasota Bay, offering breathtaking sunrise and sunset views. Enjoy deeded beach access complete with lounge chairs, picnic tables, charcoal grills, and outdoor showers. On the bayside, recent upgrades include a new dock with first-come boat slips, community kayaks, an electric kayak launch, and a fishing pier with a cleaning station. Host a BBQ at the tiki hut or relax by the heated pool featuring gas grills, indoor restrooms, and an outdoor shower. The newly renovated clubhouse offers an upgraded fitness center, card room, large bar, full kitchen, and plenty of gathering space for entertaining.During season, this vibrant and friendly community comes alive with Wednesday night happy hours and festive celebrations including St. Patrick’s Day, Mardi Gras, Cinco de Mayo, and more.
Listing is courtesy of: FLORIDA GALLERY REAL ESTATE (941-315-6678)
Listing Agent: Kathleen Magnus (941-281-5539)
4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228
$640,000209 Days on yellowkey MLS ID: A4672221
REDUCED by $35,000 (5.2%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 1969 Tax: $6,535 (2025)Community: Longboat HarbourCondo
Taxes:$6,535
Remarks: One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $35,000! NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERS TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner residence in the highly sought-after Longboat Harbour Community. This light-filled home captures sweeping views of Sarasota Bay and Longboat Harbour. This spacious two-bedroom, two-bath retreat has been transformed with exceptional attention to detail. Elevated finishes, a soothing coastal palette, and an airy open layout blend modern luxury with effortless livability. Corner units of this caliber are rarely available. From the two bedrooms, you step out to the exceptionally Large Lanai with floor to ceiling sliding glass doors. A SHOWCASE KITCHEN WITH TWO SUNLIT WINDOWS AND WATER VIEWS Elegant, functional, and beautifully appointed: • Frigidaire Professional stainless steel appliances • Gleaming quartz countertops • 9-inch deep sink • Pull-out cabinet shelving • Pantry closet • Designer tile backsplash • Large Eat-In Kitchen with water views & sunsets • Instant hot-water. LUXURIOUS PRIMARY SUITE An elevated retreat professionally designed for comfort and relaxation • Private ensuite bath • Custom California Closet walk-in wardrobe • Built-in desk feature • Remote-controlled luxury solar shades. RESORT-INSPIRED AMENITIES Longboat Harbour offers a lifestyle unmatched on the Gulf Coast: • Designated covered parking spot conveniently located • Personal storage space on the third floor • Private deeded Gulf beach access with pavilion, restrooms & shower • Four sparkling pools • Fitness center & sauna • Tennis & pickleball courts • Billiards room, library & meeting rooms • Picnic areas with grills • Putting green • Fishing pier • Affordable resident-only boat dockage • KAYAK LAUNCH and KAYAK WHICH SELLER WILL BE GIFTING TO THE BUYER. Enjoy effortless waterfront living and endless ways to explore the natural beauty of Longboat Key. PROPERTY ENHANCEMENTS & UPDATES: Thoughtfully improved for comfort, reliability, and peace of mind: • NO HURRICANE DAMAGE OR FLOODING • Bosch Washer & Dryer • Newer AC: 12/5/21 • Newer Hot Water Heater: 3/3/17 • New roofs throughout the community • Electrical and plumbing systems updated. A BEAUTIFULLY RENOVATED INTERIOR THAT CREATES THE ULTIMATE COASTAL LIFESTYLE/ THE MONTHLY HOA FEE INCLUDES HAZARD, HURRICANE AND FLOOD INSURANCE/ RESERVES HAVE BEEN FULLY FUNDED
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Billie Chipain (941-587-8556)
605 SUTTON PL #201, LONGBOAT KEY, FL 34228
$619,00090 Days on yellowkey MLS ID: A4687586
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1973 Tax: $6,756 (2025)Community: Sutton PlaceCondo
Taxes:$6,756
Remarks: This is the one you have been waiting for!! INCREDIBLE UNOBSTRUCTED BAY VIEWS & BREATHTAKING SUNRISES from this light-filled CORNER unit in the beach-to-bay community of Sutton Place. Enjoy stunning vistas from nearly every room through impact windows and doors! Meticulously maintained and beautifully renovated, this spacious two-bedroom, two-bath coastal retreat is truly exceptional. The thoughtfully designed open concept chef’s kitchen with premium cabinetry, plentiful storage, and Cambria quartz countertops seamlessly connects to the expansive living area through a custom dining island with wraparound seating. Plantation shutters throughout the kitchen and living area add to the coastal island feel. The enclosed lanai, featuring walls of glass that span along the rear of the unit, provides an ideal setting for morning coffee, evening relaxation, remote work, or accommodating additional guests. The spacious primary and secondary bedrooms provide exceptional views, each with direct access to the lanai through impact-rated sliding doors. The serene primary bedroom boasts a generous walk-in closet fitted with a custom organizer and an elegantly renovated bathroom with a walk-in shower, complete with a linen closet. The secondary bedroom offers ample storage with a double closet, also fitted with custom organizers. The adjacent guest bath has been tastefully renovated. Parking is easy with a covered, assigned space in a convenient location, plus plenty of overflow and guest parking. While the stairs are easily accessible; there is also an elevator for added convenience. The in-building storage unit provides extra space for any additional storage needs. Sutton Place offers a wide range of amenities, including two heated swimming pools, a community clubhouse, marina facilities with boat slips (current wait list but only $300 annually!!), kayak storage equipped with electric launch, a fish cleaning station, designated grilling areas, car wash stations, and deeded beach access with private beach pavilion featuring storage lockers, showers, and restrooms. The community successfully endured the recent storms, experiencing minimal overall damage and no impact to any individual units. With its exceptional location, unmatched views, and wonderful amenities, this property is an opportunity not to be missed! Schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Melissa Rodocker (703-969-2345)
605 SUTTON PL #102, LONGBOAT KEY, FL 34228
$485,000140 Days on yellowkey MLS ID: A4681310
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 992 Built: 1973Monthly Fee: $1,642 Tax: $6,934 (2024)Community: Sutton PlaceCondo
Taxes:$6,934
Remarks: Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota Bay, spacious living area, full-size kitchen with stainless steel appliances and granite countertops, dining area and 3 flat-screen TV’s. If the amenities on the interior of the condo aren’t enough – the community of Sutton Place boasts two heated swimming pools, fishing pier and game room, complete with billiards and ping-pong; along with a fitness center and clubhouse. Deeded beach access is located directly across the street.
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
4350 CHATHAM DR #105, LONGBOAT KEY, FL 34228
$310,0007 Days on yellowkey MLS ID: A4697241
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 747 Built: 1969Monthly Fee: $1,147 Tax: $1,457 (2025)Community: Longboat HarbourCondo
Taxes:$1,457
Remarks: Exceptional opportunity to own a beautifully furnished waterfront residence in a gated, amenity-rich boating community. This one-bedroom unit features hurricane-impact sliding glass doors and windows, allowing abundant natural light while providing peace of mind. Enjoy waterfront living with access to a private beach located at 4415 Gulf of Mexico Drive, complete with gated parking, indoor facilities, and beachside amenities. Residents have access to an impressive array of community features, including four heated swimming pools, a spacious fitness center, pickleball courts, tennis courts, kayak and bicycle storage, and a vibrant boating community with first-come, first-served boat slips. Additional amenities include a banquet hall and numerous social and recreational opportunities. Whether you're seeking a full-time residence, seasonal retreat, or investment property, this waterfront gem offers the perfect combination of coastal lifestyle, convenience, and value.
Listing Agent: Malihe Karimi (941-376-5099)
4234 GULF OF MEXICO DR #M1, LONGBOAT KEY, FL 34228
$649,0006 Days on yellowkey MLS ID: A4696419
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1973 Tax: $2,383 (2025)Community: Pelican Harbour & Beach ClubCondo
Taxes:$2,383
Remarks: It really is all about the location- and of course the view! Situated on gorgeous Sarasota Bay, this lovely two bedroom, two bath first floor condo offers a walk out to the sculpted grounds of Pelican Harbour and great water views of the bay from your private screened lanai. Recently professionally renovated in tasteful coastal chic, this beautifully updated condo boasts new hurricane impact windows, designer Samsung kitchen appliances, ceramic tile flooring, an island kitchen with granite countertops and white shaker wood cabinets, ceiling fans, plantation shutters, closet built-ins, washer and dryer, and new window treatments. New AC (2025). Pelican Harbour and Beach Club is a pet friendly community and offers world class amenities including private gulf beach access, a heated resort-style pool, kayak and bike storage, day dock, tennis, and pickleball. This well-maintained community has successfully completed its milestone inspection, has fully-funded reserves, and has no special assessments. Association fees include building maintenance, landscaping, building insurance, cable, water, sewer, trash, professional management, and pest control. The community has covered reserved carports, new roofs and a composite day dock that is perfect to enjoy a cup of coffee while catching those stunning Florida sunrises over water. Pelican Harbour is centrally located mid key, with convenient access to St. Armands Circle, Bayfront Park, Publix, and fine dining at a number of outstanding restaurants. Your unique opportunity to enjoy the Longboat Key lifestyle awaits!
Listing Agent: John Thorson, Pa (941-914-1366)
1561 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228
$13,000,000591 Days on yellowkey MLS ID: A4627926
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4187 Built: 2024 Tax: $81,320 (2025)Community: St. Regis Longboat KeyCondo
Taxes:$81,320
Remarks: Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional residence features an open-concept floorplan designed for entertaining, complete with floor-to-ceiling glass doors that lead to an expansive terrace outfitted with a built-in gas grill, perfect for seamless indoor-outdoor living. Ideal for multi-generational gatherings, the clubroom serves as a fantastic bonus space, featuring a wet bar equipped with an ice maker, bar sink, and wine fridge. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Wolf and Sub-Zero appliances, including a 6-burner gas cooktop, double ovens, and an integrated cabinet front side-by-side refrigerator/freezer. A semi-private elevator with keyless entry transports you directly from your private two-car garage to your residence. The owner’s suite offers a spacious walk-in closet, a luxurious soaking tub, a frameless walk-in shower, and dual vanities with separate water closets. Designed with technology-ready infrastructure, this home allows for easy customization of your automation preferences. Located within the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf, The Residences at The St. Regis Longboat Key blend legendary service with the allure of a serene seaside retreat. Spanning over 17 acres with 800 feet of direct beachfront, residents can indulge in unparalleled amenities, including signature St. Regis Butler and Concierge services, a world-renowned spa, in-residence dining, a resident-only pool and spa, a private clubhouse, a fitness center, and beachside cabanas. Discover a life of luxury and leisure at The Residences at The St. Regis Longboat Key—where every day feels like a getaway. The owner will consider a lease purchase with acceptable terms on this residence.
Listing Agent: Michael Moulton (941-928-3559)
2450 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228
$2,050,0008 Days on yellowkey MLS ID: A4697202
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 3083 Built: 1990 Tax: $20,065 (2025)Community: Marina BayCondo
Taxes:$20,065
Remarks: Welcome home to this corner 3 bed/3.5 residence with sweeping southeast bay and city views at Marina Bay behind the Bay Isles gates on Longboat Key. This showstopping residence has been recently renovated with designer inspired flooring, fixtures and thoughtful details throughout. The kitchen and dining rooms are positioned to capture direct views of Sarasota Bay while offering every convenience including a full wet bar area with wine refrigeration, custom cabinetry, breakfast bar, cabinet pantry and large laundry room with another closet pantry. The expansive living area features incredible wall space for works of art with natural light from the floor to ceiling sliders surrounding the wraparound screen terrace which frames the city skyline and Sarasota Bay. The primary suite has its own private wing and boasts a large shower with multiple shower heads, floating vanity, designer stone tilework, two large walk-in closets and a peaceful bedroom sanctuary with access to the west terrace and tranquil sunset skies. Both guest bedrooms are ensuite with ample closet space (one walk-in and one built-in) and recently renovated bathrooms. Other highlights include hurricane shutters, plantation shutters, automatic shades in the main living area, an under-building parking space, semi-private elevator and membership to the Bay Isles Beach Club on the Gulf. The Beach Club is a private, gated retreat for Bay Isles residents offering a large outdoor pavilion, tropical cabanas, grills and picnic facilities, private showers and restrooms. Marina Bay is a pet friendly community with on-site management, heated pool & spa, gas grill area, fitness room, tennis and pickleball courts. Located nearby the Longboat Key Club Marina, Publix, CVS, Post Office and minutes from St Armands and the cultural hub of downtown Sarasota. Get ready to start your Longboat Life today!
Listing Agent: Ian Addy, Pa (941-961-8850)
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