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$875,000
3 Beds 3 Baths A4674750 MLS 836 BLDG.
Investor Dream Home! A double condo unit which feels like a single-family home and comes with 2 attached oversized garage spaces. Elevated among the treetops on the bay side of Longboat Key, this home features wood floors throughout the first elevated living level, an open great room and kitchen for entertaining. There’s an inviting wood-burning fireplace, screened lanai for bay breezes and a flex room to use as an office, den or guest room. Upstairs you will find 3 bedrooms. Two share a full bath while the primary bedroom features a large ensuite and two walk-in closets. You’ll find stunning views of the bay through a wall of windows and a screened lanai where you can catch the sunset glow over the treetops. Amenities in the premier tennis community include exceptional access to bay waters, perfect for launching a kayak, fishing and enjoying the tide pools. Enjoy a boardwalk stroll through mangroves and watch the sunrise from a private bayside dock (no boat access). Pool membership comes with home ownership. Tennis, pickleball and fitness center access is available through Cedars East Resort at an annual rate. Update, redesign and make it your home or income opportunity today!

836 Evergreen Way, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

$719,000
2 Beds 2 Baths A4675789 MLS Arbors Apts BLDG.
Experience exceptional beachfront living in this beautiful Gulf-front residence at Arbomar on Longboat Key. Unit 402 is a 2-bedroom, 2-bath condominium offering direct, unobstructed Gulf of Mexico views and immediate beach access, making it the most affordable 2-bedroom, 2-bath opportunity on Longboat Key with true Gulf frontage. The residence features a bright, open layout designed to capture stunning water views and coastal breezes. Significant recent improvements provide exceptional value and peace of mind, including a new roof, new balconies and walkways, updated carports, and new doors and impact-rated windows throughout the community. Inside, the home is move-in ready with a newer AC system and newer appliances, ideal for full-time living, a seasonal retreat, or an income-producing beach getaway. Arbomar offers elevator access, a heated beachfront pool, fitness center, and a welcoming, well-maintained community. All special assessments will be paid in full by the seller at closing, eliminating future capital expense concerns for the buyer. Perfectly positioned on Longboat Key, Arbomar is just minutes from St. Armands Circle, Sarasota’s dining and cultural attractions, and world-class golf—while delivering the rare luxury of direct Gulf views and private beach access at an exceptional value.

4485 Gulf Of Mexico Drive Unit 402, Longboat Key

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$754,900
3 Beds 3 Baths A4673695 MLS 5 BLDG.
Rarely available and beautifully positioned, this 3-bedroom, 3-bath fully furnished residence with UNOBSTRUCTED FULL BAY VIEWS invites you to experience true beach-to-bay living in the coveted community of Banyan Bay on the north end of Longboat Key. From sunrise coffees on your private terrace to evenings spent watching dolphins glide across the bay, this home offers an effortless blend of comfort, coastal elegance, and unforgettable daily moments. Set within an intimate community of just 26 Bayside and 18 Gulf side residences, Banyan Bay provides a peaceful retreat with exceptional amenities. Start your mornings with a stroll along your private Gulf beach access, join neighbors for a friendly match on the tennis/pickleball court, launch a kayak directly onto the bay, or unwind by the heated pool after a day on the water. A day dock/fishing pier, fitness center, clubhouse, and convenient bicycle storage further enhance the lifestyle of this warm, social community. Inside, more than 1,400 square feet of thoughtfully designed living space showcases a spacious kitchen with granite countertops, SS appliances, and a breakfast bar and nook ideal for casual dining or gathering with friends. The open great-room layout features soaring ceilings that fill the home with natural light and frame the captivating bayfront scenery. The primary suite offers its own private terrace overlooking the shimmering water—perfect for quiet mornings or evening breezes. A guest suite on the main level ensures comfort and privacy, while a charming spiral staircase leads to a versatile loft and a spacious third bedroom suite—ideal for hosting visitors, working remotely, or enjoying a dedicated creative space. Terra cotta tile flooring throughout the first level brings warmth and coastal character, while Tommy Bahama inspired finishes make this turnkey furnished residence with a NEW AC (Aug 2026) truly move-in-ready. Beyond the community, you’ll find yourself within walking-distance to restaurants and the Centre Shops. Durante Park and the Longboat Key Center for the Arts are just moments away, adding convenience and charm to the neighborhood. Discover the rare combination of lifestyle, location, and waterfront living that only Banyan Bay can offer—where every day feels like a coastal escape.

5270 Gulf Of Mexico Drive Unit 508, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-907-9595

$975,000
3 Beds 3 Baths A4674194 MLS Players Club BLDG.
Step inside and be immediately greeted by stunning, uninterrupted views of the Gulf of Mexico, setting the tone for this exceptional Players Club residence. This home is being sold FURNISHED, you just need to bring your toothbrush. The well-appointed kitchen features generous counter space and *stainless steel appliances*, making meal preparation a delight—especially with your own gulf view backdrop. Continue into the spacious living room, where expansive windows draw in the coastal scenery and lead seamlessly to the covered balcony. It’s the perfect place to unwind, entertain, or simply take in the soothing sound of the waves. The primary suite offers private balcony access, a split bathroom layout, and an oversized walk-in closet. Visitors will appreciate the two spacious guest suites ideally located for optimal privacy and relaxing at the end of the day. The Players Club elevates coastal living with resort-style amenities, including a beautifully updated clubhouse featuring a state-of-the-art fitness center, social and catering spaces, four Har-Tru tennis courts, and a heated saltwater pool and spa. The community is ideally located just a short drive from the dining and boutiques of St. Armands Circle and the vibrant cultural offerings of downtown Sarasota. Additional conveniences include on-site management, and a 24-hour staffed gate, ensuring comfort and peace of mind. This residence blends light-filled interiors, generous living spaces, and world-class amenities—offering an exceptional opportunity to enjoy the best of life on the desired southern end of Longboat Key.

1425 Gulf Of Mexico Drive Unit 408, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

$769,000
2 Beds 2 Baths A4671822 MLS G-Building BLDG.
This residence is now available for public and private showings. "One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!” Restricted access resulted in only three private showings in six months. Buyer's have a rare chance to discover a home that’s been under the radar. (Do not let the days on the market fool you. Snowbirds were unable to view this listing the entire "season"). The only coveted South Marina corner/end unit currently on the market at Windward Bay—these special residences are truly prized. End units are usually the first to sell, and for good reason: they offer approximately 250 additional square feet of living space, flooding your home with light and delivering a bright, inviting atmosphere you’ll love. This second-floor location is equally exceptional—it’s the only level where you can enjoy continuous flooring throughout, creating a sleek and modern look. No one below means more freedom, more fun, and more style. Truly extraordinary, this special end unit offers a front-row seat to nature’s most enchanting show. Picture dolphins leaping in the sparkling waters and gentle manatees gliding just below your window—the very reason the current owners fell in love with this home. From breathtaking sunrises to moonlit reflections shimmering across Sarasota Bay, every moment feels like a postcard come to life. Step inside and feel the difference! Where luxury meets comfort with a complete remodel featuring a stunning Thomasville kitchen, sleek new floors, and beautifully updated bathrooms (2022). Enjoy modern conveniences like a Midea refrigerator, remote-control blinds (2025), and most importantly peace of mind with automatic hurricane shutters in the Living and Florida Rooms. This two-bedroom, two-bath property is more than a condo—it’s a lifestyle defined by serenity, security, spectacular views, and maintenance free living. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete, Monthly Condo Fees for 2025 were actually reduced, and the new 2026 Monthly Condo fees only increased by $13. Own the best of Longboat Key Bayfront living and make it yours before it’s just a memory! Paradise has an address..and it's 4500 Gulf of Mexico Drive #G206 on Longboat Key, in the rare gem of a community known as Windward Bay! Contact us today to schedule your private showing. Live the Magic & Don't Miss Out! Your Waterfront Dream Awaits!”

4500 Gulf Of Mexico Drive Unit 206, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

$875,000
2 Beds 2 Baths A4671664 MLS Beachplace BLDG.
The perfect beach getaway or investment property, look no further. With stunning water views from all new windows and doors, beach access, and appealing lease policy, this 1,172 square-foot 2 bedroom, 2 bath residence in Beachplace is ready to enjoy! Watch stunning sunset views from your southwestern facing, L shaped balcony overlooking beautiful well-manicured lawn, pond, and enchanting Gulf of Mexico waters. This views can also be enjoyed while in the master bedroom. The condo residence is a corner unit, located on the 4th floor with ideal proximity to the building elevator and has wood-look tile throughout. Beachplace is perfectly located on the south end of Longboat Key, minutes from St. Armands, downtown Sarasota, SRQ Airport and much, much more. Community offers on-site management, 24-hour security, a Jr. Olympic-sized swimming pool, and newly designed hot tub area. There are lighted tennis courts, a fitness center and gas grills for the community use.

1115 Gulf Of Mexico Drive Unit 401, Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC. 941-799-9096

$480,000
2 Beds 2 Baths A4671530 MLS H BLDG.
Live the best of Longboat Key from Longboat Harbour, a gated Bay-to-Beach community where boating, beach days, recreation, and waterfront relaxation are all part of everyday life. This beautifully updated, turnkey second-floor residence offers 2 bedrooms, 2 baths, peaceful water views, and an open floor plan designed for effortless coastal living. What truly sets Longboat Harbour apart is the lifestyle. Just a short walk across the street brings you to the community’s private deeded Gulf beach access, where residents enjoy a full beach house with bathrooms, showers, beach chair storage, and reserved parking. It is easy to grab your chair, head to the sand, take a swim in the Gulf, or settle in for one of Longboat Key’s unforgettable sunsets. For boating enthusiasts, the community’s deep-water marina offers sailboat access with no bridges to the bay, making it easy to enjoy Sarasota Bay and the surrounding waterways. Boat slips are available to residents on a first-come, first-served basis for a nominal fee, with water and electric service available at each slip. There is always something to enjoy at Longboat Harbour, with endless ways to embrace the island lifestyle without ever leaving the community. Residents can take advantage of four heated swimming pools, tennis and pickleball courts, a fitness center, sauna, shuffleboard, putting green, fishing pier, kayak storage and launch area, clubhouse, billiards, card room, library, art studio, woodworking shop, meeting spaces, picnic areas with grills, and beautifully maintained walking paths throughout the property. Beyond the amenities, Longboat Harbour offers a warm and welcoming social atmosphere with planned activities, resident events, and regular community updates, creating plenty of opportunities to connect with neighbors and enjoy the community. Inside the residence, the coastal setting continues with a bright, open living area that extends to an exceptionally spacious screened lanai. Sliding glass doors fill the space with natural light and frame peaceful water views, creating an inviting setting for morning coffee, outdoor dining, or simply relaxing and enjoying the surroundings. The condo was fully updated in 2025 with luxury vinyl plank flooring, refreshed ceilings, fresh paint, and a redesigned kitchen featuring white cabinetry, quartz countertops, a coastal glass backsplash, and a coffee bar. Both bathrooms have also been beautifully renovated with contemporary finishes, including porcelain tile, quartz vanities, and a frameless glass shower in the primary suite. Additional conveniences include a designated covered parking space, the private storage closet on the lanai, and an additional assigned personal storage conveniently located on the second floor near the residence. The monthly association fee includes hazard, hurricane, and flood insurance, and the community’s reserves are fully funded. Owners may also rent their unit up to twice per year, with a minimum lease term of one month, offering added flexibility for those who may wish to enjoy the residence seasonally. For those seeking more than just a residence, Longboat Harbour offers a true island lifestyle where beach, boating, recreation, waterfront living, and community all come together in one exceptional Longboat Key setting, and Unit H202 is the perfect place to enjoy it all with its turnkey interiors, peaceful water views, and beautifully updated coastal style.

4380 Exeter Drive Unit H202, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

$580,000
2 Beds 2 Baths A4667654 MLS Pelican Harbour & Beach Club BLDG.
REDUCED AND INCREDIBLE VALUE! EXCEPTIONAL FULL BAY VIEWS, PRIVATE BEACH ACCESS AND KAYAK LAUNCH, HURRICANE-RATED WINDOWS AND SLIDERS, UPDATED BATHS AND MORE! This 2BR/2BA retreat at Pelican Harbour & Beach Club delivers the quintessential Longboat Key lifestyle. From its 2nd-floor vantage point, enjoy peaceful sunrises over the Bay and the tranquil fountain view from your screened lanai, surrounded by lush tropical landscaping. Then, end your day with spectacular Gulf sunsets and leisurely beach walks from your private beach access. The updated kitchen gleams with new 2025 solid quartz countertops, stainless Samsung appliances, a tile backsplash, and a breakfast bar island—perfect for entertaining. Open living and dining areas flow seamlessly toward the water, creating a bright, inviting space ideal for relaxing or hosting friends. The spacious owner’s suite opens to the lanai and features a 2023-renovated ensuite bath with stone countertops, dual sinks, porcelain tile flooring, a glass shower, and custom closets. The guest suite offers another beautifully updated bath and generous storage. Additional highlights in-unit laundry, 2023 roof, 2024 exterior paint, and a hurricane-rated carport conveniently located just outside your door. This unit is currently rented, and tenants will vacate or stay so you can continue to earn rental income immediately! Ideally situated mid-island, Pelican Harbour & Beach Club offers outstanding amenities: Bay and beach access, first-come dock slips, a heated resort-style pool, two newly resurfaced tennis/pickleball courts, a clubhouse with social activities, kayak storage and launch, bike storage, and ample owner storage. This pet-friendly, rental-friendly community welcomes large dogs and seasonal visitors and perfectly combines luxury, flexibility, and coastal charm—just minutes from Bayfront Park, the new St. Regis Resort, St. Armands Circle, and downtown Sarasota’s vibrant restaurants, culture, and shopping.

4234 Gulf Of Mexico Drive Unit E2, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

$387,561
1 Beds 1 Baths A4670555 MLS 2 BLDG.
...shortstories " It is having morning coffee peaceful listening birds and nature because sliding door is open ..the universe is with you..the peace of nature...Watching the water gently flow..Sarasota Bay...kayaks go by in morning ..or fishing guide will pick you up..at community boat dock..It feels like this is a vacation ..Just imagine your boat or kayak is out the back door..You and your best friend daisy and buddy..go for daily walk...Pets are allowed !!!!..551 steps and you are swimming on the blue torquise water of the Gulf of America .You live on an island of Longboat key. This beautifully first floor condo offers breathtaking water views of dolphins easy water access and the possibility rent a boat dock-- Enjoy water view from the living room and entertainer's kitchen,open floor plan makes for great conversation new cabinetry, countertops and stainless steel appliances. Every detail has been updated after the subject property was hit by hurricane in 2024..SELLER IS PAYING FOR TITLE WORK WITH BOWMAN GEORGE ATTORNEY ..It is all new including a new washer and dryer, Located in the highly sought-after Whitney Beach Condoinuim , residents enjoy walking next door to restaurants , yoga studio ,coffee shop ,Longbeach cafe and convience store .Whitney resturant ..heated pools, fishing dock, kayak launch and storage, boat slips. A flexiable rental policy allows one month rentals up to six times annualy. ..Just steps across the street is deeded beach access where you can stroll the powdery soft sand, swim in the turquoise Gulf waters, and take in breathtaking sunsets. Tennis and pickleball courts, barbecue and picnic areas Whitney Beach is located close to shopping areas and has many excellent restaurants. You are only 11 miles from world famous St. Armands Circle cool shops nice restaurants from seafood pizza to oyster bar. This is island living at its best just 2 miles north to downtown Bradenton Beach...5 miles south Publix and 35 minutes down the island Downtown Sarasota

6700 Gulf Of Mexico Drive Unit 118, Longboat Key

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

$599,000
2 Beds 2 Baths A4669086 MLS Building 10 BLDG.
Virtually Staged. One or more video(s) was virtually staged. Sunny and rarely available 2-bedroom, 2-bath corner residence in BeachPlace III on Longboat Key. This desirable end unit offers a wraparound terrace and open views of lush tropical landscaping, the Longboat Key Club’s Links Golf Course, and partial Gulf views—providing excellent natural light and a true coastal feel. The residence features brand-new, impact-rated floor-to-ceiling sliding glass doors that brighten the living and dining areas and enhance indoor-outdoor living. The open-concept layout connects the kitchen, dining, and living spaces, making it well suited for everyday living or entertaining. A split-bedroom floor plan provides privacy, with the primary suite offering direct access to the terrace. One assigned parking space is included, and the unit is ready for personalization or updating. BeachPlace is a gated, Gulf-front condominium community offering 24-hour security and resort-style amenities, including a clubhouse, heated beachfront pool and spa, tennis courts, fitness center, and a private boardwalk with direct beach access. Seasonal beach service with lounge chairs and umbrellas is provided. Conveniently located near golf, marinas, dining, and shopping, and just a short drive to downtown Sarasota, this property offers flexibility as a full-time residence, seasonal getaway, or investment opportunity.

1065 Gulf Of Mexico Drive Unit 201, Longboat Key

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

$2,400,000
2 Beds 3 Baths A4668544 MLS N/A BLDG.
Fractional Ownership. Fractional Ownership Opportunity at The St. Regis Longboat Key. Each purchase includes complimentary Resort Membership, valued at $125,000, along with the added benefit of no annual dues (a $14,000 value) and no minimum annual expenditure requirements. The Resort Membership can be enjoyed year-round, providing exceptional value and convenience to owners. For 2026, fee for each 30 day interset is $19,992. This comprehensive fee covers a wide range of services and expenses, including Condo fees, Property taxes, Utilities, Housekeeping services, Property management, Insurance, Furniture replacement reserve, and Maintenance reserve. This elegant and gracious two-bedroom St. Regis residence is owned by a limited liability company (LLC), offering a distinctive ownership structure where shares are allocated in 30 day segments. Prospective buyers have the opportunity to purchase one or more 30 day segments May through October, with each 30 day segment available at a price of $400,000. This condominium is designed with spacious rooms, expansive glass windows, and soaring ceilings that create an airy and inviting atmosphere. The gourmet kitchen is well-appointed with premium Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, and a side-by-side refrigerator, making it ideal for culinary enthusiasts. The large owner's suite offers a luxurious primary bath featuring double vanities, a deep soaking tub, a frameless walk-in shower, and a private water closet. The residence is being sold fully furnished with pieces from Restoration Hardware. With walls of glass opening to the large wraparound private terrace, owners can host memorable gatherings with stylish furnishings, an outdoor gas grill, and offering stunning views of Sarasota Bayfront. Additional conveniences include a private two-car garage on the first level and easy access to a semi-private elevator that opens directly into the residence. Nestled within the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico, The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in fractional luxury living at The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 512, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

$3,200,000
2 Beds 4 Baths A4668015 MLS L Ambiance 435 BLDG.
Sunrise to Sunset Views - Your Coastal Paradise awaits you at L'Ambiance!** 2 bedrooms with an open den --step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As you glide off your private elevator into the foyer, prepare to be mesmerized by panoramic views that seamlessly blend the indoors with the stunning outdoors. Meticulously crafted by a professional decorator, this residence is a masterpiece of elegant living, featuring expansive glass walls that invite the beach's natural beauty into your home. Enjoy the custom kitchen and luxurious bathrooms, all adorned with travertine flooring in the main living areas and plush carpeting in the bedrooms. Imagine sipping your morning coffee on the east terrace, soaking in the breathtaking sunrise, or toasting to the magical afterglow of sunset with a glass of champagne on the southwest terrace. This spacious 2-bedroom (plus den or 3-bedroom) and 3.5-bathroom residence exemplifies the pinnacle of beachside luxury. Your maintenance fee ensures a stress-free lifestyle, covering everything from the building's exterior and cable service to flood insurance and on-site management so that you can immerse yourself fully in the extraordinary island living experience. With concierge services, a resort-style pool and spa, guest suites for visitors, and a state-of-the-art fitness center, L'Ambiance offers amenities that elevate your everyday life. Sarasota's pristine white, sugar-sand beaches are just the beginning! Dive into a vibrant cultural scene to enjoy the Sarasota Opera, the Sarasota Ballet, and the West Coast Symphony. Explore the renowned Ringling Museum of Art, wander through charming art galleries and antique shops, or indulge in exquisite dining at world-class restaurants. Whether you crave the excitement of marinas and golf courses or the casual charm of local cafes, Sarasota truly has it all. Make this luxurious beachfront residence your new home and embrace the unparalleled lifestyle that awaits you at L'Ambiance. Your dream of extraordinary living is just a step away!

435 L Ambiance Drive Unit L807, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

$1,475,000
2 Beds 3 Baths A4668143 MLS Grand Bay 4 BLDG.
One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately. With ideal north–south exposure, this residence captures breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from two expansive terraces. Walls of glass and abundant natural light enhance the open-concept layout, which includes 2 bedrooms, 2.5 baths, and a den that can easily be reconfigured to include a walk-in closet for a 3rd bedroom. The primary suite opens directly to the Bayfront terrace, the second bedroom offers an en-suite bath and private Gulf-view balcony, and the den, kitchen, and third bedroom share access to a second terrace for effortless indoor-outdoor living. Two prime, side-by-side parking spaces on the upper main level sit conveniently next to the elevator, leading to a private elevator foyer. Residents of Grand Bay enjoy world-class amenities including 24-hour security, a clubhouse with library and game room, fitness center, tennis and pickleball courts, two heated pools and a spa, and deeded access to the exclusive Bay Isles Beach Club.

3010 Grand Bay Boulevard Unit 493, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

$996,000
1 Beds 1 Baths A4667440 MLS 3 BLDG.
Spectacular Gulf and Sunset views are enjoyed from this west facing Junior Suite in Building 3. The direct beach view through the swaying palms perfectly encompasses the resort lifestyle and the vision guests have of tropical landscapes when making reservations. This completely renovated residence is currently in the hotel program and reported healthy income in 2023 and 2024. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship Golf, the award-winning Tennis Gardens, Spa/Wellness Center, white sand beach with umbrellas and waitstaff and a full service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start your Longboat Life today!

230 Sands Point Road Unit 3205, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

$749,900
2 Beds 2 Baths A4667044 MLS 4825 BLDG.
Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact resistant sliding doors that open wide for easy indoor/outdoor living. Step out to one of two private screened in lanais and you'll find the perfect spot to enjoy a morning coffee or an evening beverage while watching the sunset. This home is being offered with all the designer furnishings, so all you’ll need to do is bring your flip flops. Here you will find a remarkable quality of laid back island life with the gorgeous beach that stretches for miles, 2 sparkling pools, a tennis and pickleball court, a shuffleboard court, and a lovely clubhouse. An on site manager is available Monday through Friday. If you're ready for more, fine dining and nightlife in the world famous St. Armands Circle and the cultural mecca of downtown Sarasota are just a short drive away. Important to note: The pool area is currently undergoing a transforamtion and will include a new spa, a tiki hut and new landscaping when complete. Also important: The Westchester has completed its Milestone Inspection and all assessments have been paid in full.

4825 Gulf Of Mexico Drive Unit 105, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

$845,000
2 Beds 2 Baths A4666641 MLS 10 BLDG.
This stunning 2 bed/2 bath residence comes turnkey furnished offering a full view of the Longboat Key Islandside Golf Course and partial views of the Gulf, Sarasota Bay, and the Sarasota city skyline through Hurricane Impact Sliders installed in 2024. The kitchen has been opened up to the living/dining area providing a beautiful view over the golf course greens while owners are creating culinary delights in the kitchen. There is a breakfast bar, a laundry closet, pantry, and plenty of solid wood cabinet space for storage. The primary suite pampers owners with access to the southeast-facing terrace along with a spacious primary bath offering dual vanities, an updated tile shower, and abundant closet space. The split floor plan allows for maximum privacy for both the primary and the ensuite guest bedroom. Other highlights include ceramic tile flooring throughout, stone counters, a coveted underbuilding parking space and an excellent rental policy of 1 month minimum 12 X per year. Beachplace offers a 24-hour manned guard gate, heated swimming pool & spa, tennis courts, dedicated pickleball courts, fitness center, clubhouse, on-site management, and miles of pristine beach to relax, enjoy and explore. Conveniently located on the south end of Longboat Key just minutes from the fine dining and shopping on St. Armands Circle and a short drive over the bridge to the cultural hub of downtown Sarasota.

1065 Gulf Of Mexico Drive Unit 402, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

$1,299,000
2 Beds 2 Baths A4663883 MLS Building 8 BLDG.
This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it as your move-in-ready getaway, a property to personalize, or an income-producing property, the possibilities here are unmatched. From the moment you step inside, natural light fills the open floor plan. The welcoming foyer flows into a spacious living and dining area, framed by newer impact-rated walls of glass that extend to the private terrace. This expansive beachfront balcony is a highlight of the home, offering front-row seats to breathtaking sunsets, the sound of gentle waves, and refreshing Gulf breezes. The split-bedroom layout is designed for comfort and privacy. The primary suite enjoys direct terrace access, a large closet, and an en-suite bath with dual vanities. The guest bedroom is equally inviting and privately situated, ideal for hosting family or visitors. Additional features include tile flooring throughout, a well-appointed granite kitchen, and deeded parking—adding everyday ease for seasonal or year-round living. Life at Beachplace feels like a private resort. This sought-after community offers residents 24-hour staffed security, on-site management, a clubhouse perfect for a lively escape, along with Har-Tru tennis courts, a modern fitness center, and heated swimming pool with spa. Pristine beachfront access and lushly landscaped grounds create the ultimate Florida lifestyle. Located on the southern end of Longboat Key, Beachplace provides unmatched convenience. You’re just minutes from the Longboat Key Club’s golf and tennis facilities, the boutique shops and dining of St. Armands Circle, and the vibrant cultural venues of downtown Sarasota—including theaters, galleries, and waterfront parks. From beachside relaxation to world-class dining and entertainment, everything that defines Sarasota living is within easy reach.

1055 Gulf Of Mexico Drive Unit 504, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

$1,699,000
3 Beds 3 Baths A4664029 MLS Building 2 BLDG.
Nestled behind the exclusive gates of the Longboat Key Club, The Sanctuary enjoys an enviable location along a pristine stretch of Longboat Key’s Gulf beach. This exceptionally renovated 3BR, 3BA residence with nearly 2,400 square feet of living space is simply stunning. This corner residence features a thoughtful split-bedroom layout, elegant finishes and floor to ceiling high-impact glass leading to an open, wraparound terrace, where views of tropical palms and lush green space set the tone for outdoor dining, entertaining or a peaceful retreat. Inside, neutral tones with tasteful accents combine with walls of glass to create a bright, flowing ambiance. Trey ceilings, engineered hardwood flooring and tile in the baths add refined detail. The oversized kitchen is exceptional, with colorful cabinetry, stone countertops, and a large island with breakfast bar seating that opens seamlessly to the living room. Residents of the Sanctuary enjoy a recreational room, 24hr security guard, heated swimming pool, 2 Har-Tru tennis courts, and on-site management. Just steps away, the exclusive Longboat Key Club offers championship golf, a deep-water marina, a world-class spa, a private beach club, and fine dining, providing an unparalleled coastal lifestyle.

565 Sanctuary Drive Unit B106, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

$950,000
1 Beds 1 Baths A4663925 MLS 4 BLDG.
Highly desirable and rarely available 1st floor walkdown Junior Suite with Gulf views in Building 4 now available. This completely renovated unit is currently in the hotel program and reported healthy income in 2023 and 2024. There is an expanded deck in addition to the covered terrace, which provides direct access to the beach. Building 4 is situated farthest north on the gulf side where owners value privacy from the pool activities, but are still close to all of the amenities. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!

240 Sands Point Road Unit 4102, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

$699,000
2 Beds 3 Baths A4657668 MLS 490 BLDG.
This rare offering is all about the one-of-a-kind BREATHTAKING VIEWS overlooking multiple waterways across Greer island, towards the Intracoastal and out to the gorgeous Gulf of Mexico sunsets! Situated on the quiet north end of Longboat Key in a boutique waterfront, building containing only 9 townhouse style residences: this is island living at its best! It features two bedrooms and 2 and a half baths plus a bonus ground floor air conditioned room and a workshop. Take the steps up to your first living level and enjoy a galley kitchen open to the large great room with sliders to one of 2 outdoor balconies above the ground level, poolside covered porch. On this level is also a half bath. Take the steps up to the second level and the views become even more astounding through the sliders from the Primary ensuite bedroom! Here you will also find the 2nd bedroom and the second bath. Besides the sparkling waterside pool, this small and friendly community has 3 small docks available that allow for easy water access with your kayak, paddleboard or small boat. And don’t forget it has its own clay tennis court as well. One of the nicest and widest beaches on Longboat Key is located just down the street and it wraps all the way around Greer island where you can stand and admire your condo across the waterway from your walk! Multiple restaurants and shopping destinations are within a bike ride or short walk away and the cultural epicenter of downtown Sarasota and Bradenton are just off island when you choose to leave. This may well be the laid-back island life style you are searching for.

490 N Shore Road Unit 6, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

$5,999,000
4 Beds 5 Baths A4658325 MLS Aria BLDG.
Rarely does a Gulf-front residence of this caliber become available within Aria, an ultra-exclusive enclave of just 16 residences on Longboat Key. Set along 300 feet of private shoreline, this extraordinary property offers an exceptional opportunity to experience true beachfront luxury in one of Sarasota’s most sought-after communities, complete with a newly added video tour. Beyond the gated entrance, Aria unveils a serene setting with lush native landscaping, tranquil walking paths, and the historic Villa am Meer, a beautifully restored 1935 seaside mansion serving as the community’s social centerpiece. Spanning nearly 4,000 square feet, this residence is accessed via a private elevator opening to a grand foyer and expansive, light-filled interiors with newly refreshed cabinetry throughout. The open-concept floor plan seamlessly connects living and dining spaces with a gourmet chef’s kitchen equipped with quartz surfaces and top-tier Wolf and Miele appliances. Walls of floor-to-ceiling glass and soaring ceilings capture sweeping Gulf views, while expansive wraparound terraces offer the perfect backdrop for sunsets and coastal breezes. The primary suite serves as a luxury sanctuary with dual baths connected by a rare, oversized walk-in shower, complemented by two guest ensuite bedrooms, a dedicated office or fourth bedroom, and a versatile bonus room. This residence includes a private, oversized two-car dehumidified garage, with access to Aria’s beachfront pool and spa, fitness and yoga studios, massage room, private wine cellar, and full-time onsite caretaker.

2251 Gulf Of Mexico Drive Unit 301, Longboat Key

Listing courtesy of HOUSE MATCH. 941-213-7028

$1,699,000
2 Beds 2 Baths A4654664 MLS Sea Gate BLDG.
BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14th-floor condominium. This highly sought-after two-bedroom, two-bath split floorplan offers the perfect blend of privacy and open living. Each bedroom is positioned on opposite sides of the unit, creating an ideal layout for guests or remote work. Recent upgrades include Hurricane Impact Windows (2021), new flooring in both bedrooms (2021), updated bathrooms, fresh paint (2021), and an A/C system replaced in 2015. The convenience of an in-unit washer and dryer, a dedicated parking space, and ample guest parking add to the comfort of this coastal retreat. The beach and heated pool are just steps from your building, creating a true resort-style experience. Enjoy premium amenities such as a tennis court, air-conditioned bike room, kayak/paddleboard storage, clubhouse with kitchen, library/meeting space, and a fully equipped fitness center. Located within walking distance to Publix, CVS, places of worship, banks, the public library, and Town Hall. Just minutes to St. Armands Circle, where you'll find world-class dining and shopping. Immerse yourself in Sarasota’s rich cultural scene with easy access to the Sarasota Opera, Ballet, Ringling Museum, Selby Gardens, and numerous art galleries and theaters. This is your chance to live the Gulf Coast lifestyle—don’t miss it!

2425 Gulf Of Mexico Drive Unit 14B, Longboat Key

Listing courtesy of ANMARK REALTY LLC. 941-363-1043

$3,295,000
3 Beds 4 Baths A4648856 MLS Water Club BLDG.
Welcome to this spectacular three bedroom 6th floor southern facing Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet kitchen with high end appliances, granite countertops plus a serene eating area. The spacious master suite is completely private with a large walk-in closet and elegant bath plus adjacent sitting area. The master has sliding glass doors leading to a private terrace with views of the Gulf of Mexico. The southern exposure of this condo bathes it in sunlight and stunning sunrises. The Water Club is a luxurious resort style complex on the beautiful sandy beach and azure waters of the Gulf of Mexico. The Water Club amenities include four tennis courts, a centrally located large pool and spa and a 24 hour staff plus gated access. The 17,000 sq.ft clubhouse features a spa and gym area separate for men and women plus a library and a catering kitchen and ballroom. The Water Club is conveniently located just minutes from award winning restaurants plus Publix and CVS, St Armands Circle, downtown Sarasota and the Longboat Key Club for golf, tennis and restaurants are also nearby.

1241 Gulf Of Mexico Drive Unit 603, Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC. 941-799-9096

$1,395,000
3 Beds 2 Baths A4635400 MLS 7331 BLDG.
Sands Point, a sought-after beachfront community within the gates of the Longboat Key Club, set on the gorgeous southern tip of Longboat Key. This newly remodeled 3BR/2BA, split plane with a large open living space to relax or entertain family and friends. The kitchen has been remarkably redone, featuring a breakfast bar, dining area, and custom solid surface countertops to complement the all-white cabinetry, designer tile and backsplash and stainless-steel appliances. The Master suite provides a wall of windows to enjoy morning sunlight and views, this spacious ensuite w/bath and walk-in shower. The 2& 3rd guest bedroom is well-sized and arranged to ensure the comfort of your visitors, with a beautiful tropical backdrop beyond. Residents of Sands Point indulge in a resort lifestyle, with a heated pool, Kayaking, clubhouse and optional boat docks at the Sands Point Marina. Shorts drive to the restaurants and shops of St. Armands Circle as well as downtown Sarasota.

100 Sands Point Road Unit 323, Longboat Key

Listing courtesy of BRIGHT REALTY. 941-552-6036

$12,900,000
3 Beds 4 Baths A4627926 MLS Armand 403 BLDG.
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.

1561 Gulf Of Mexico Drive Unit 403, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

$4,459,000
2 Beds 3 Baths A4627935 MLS Champagne 413 BLDG.
Discover an elegant and gracious two-bedroom residence featuring spacious rooms, expansive glass windows, and soaring ceilings that create an airy, inviting atmosphere. The well-appointed gourmet kitchen boasts top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, and a side-by-side refrigerator, perfect for culinary enthusiasts. Retreat to the large owner's suite, complete with a luxurious primary bath that features double vanities, a deep soaking tub, a frameless walk-in shower, and a private water closet. The residence is being sold furnished from Restoration Hardware. Host unforgettable gatherings on your terrace, equipped with an outdoor gas grill and views of Sarasota Bayfront. Residents will have the ease and convenience of a private 2-car garage on the first level with easy access to your semi-private elevator opening directly into your residence. Nestled within the first branded residential community and ultra-luxe 5-star resort on the Gulf of Mexico, The Residences at The St. Regis Longboat Key blend legendary service with the serene allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience luxury living at its finest. Welcome home to The St. Regis Longboat Key. The owner will consider a lease purchase with acceptable terms on this residence.

1591 Gulf Of Mexico Drive Unit 413, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

$980,000
3 Beds 2 Baths A4609759 MLS N/A BLDG.
BACK on the market after beautiful renovations!! Unit is impeccably maintained. It has a new air conditioner, roof and upgraded insulation. It is being offered below appraised value! Sands Point is the most remarkable and unique complex on Longboat Key. Built in 1966, the building is a magnificent example of mid-century modern architecture. The complex faces directly onto New Pass, and the outdoor pool and patio have both privacy and spectacular views. The center of the unit is a large great room that features a wall of windows and a view of lush Florida greenery, the boat dock and the navigable inlet which leads to the Gulf of Mexico. Kitchen and bathrooms are renovated. Furniture and furnishings are included in the sale. Windows have been upgraded to the highest level available. Each unit comes with a small storage locker near the boat docks and covered parking. There are boat docks on the premises, approximately 30 ft., that can be rented depending on availability. Management has updated status and detailed information. Sands Point is located adjacent to The Resort at Longboat Key Club with its amenities of golf, health spa, lodging and a restaurant. Nearby is the famous St. Armand's Circle that offers elegant or casual dining and entertainment. Seasonal rental is a huge draw for this property. It may be rented once a year for a minimum of one month.

100 Sands Point Road Unit 324, Longboat Key

Listing courtesy of LOKATION. 954-545-5583

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