Location: Longboat Key, Longboat Key
Do Not Show Listings
6001 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$9,995,000208 Days on yellowkey MLS ID: A4667111
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6959 Built: 2013 Tax: $105,194 (2024)Community: Longboat KeySpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$105,194
Elementary School: Anna Maria Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly placed on nearly an acre of pristine Gulf-front property along the shoreline on Longboat Key. With direct Gulf frontage, this architectural masterpiece offers more than 6,900 square feet of refined interiors and panoramic views that stretch endlessly across the Gulf of Mexico. Designed for both privacy and grand-scale entertaining, the residence balances timeless craftsmanship with recent enhancements including a 2025 primary bath remodel, newer French doors, and resort-style pool and spa with natural gas heating and fire pit. From the moment you arrive through the circular drive, the home’s elegant façade, manicured landscaping, and elevated design make a commanding first impression. Inside, expansive living areas are defined by travertine and hardwood flooring, soaring coffered ceilings, crown molding, and walls of glass framing breathtaking views. The open floor plan flows effortlessly from the formal living and dining rooms to the family room and gourmet kitchen, designed for effortless entertaining. The chef’s kitchen showcases custom wood cabinetry, granite counters, a large island, high-end appliances, double ovens, and a breakfast nook overlooking the Gulf. The main-floor primary suite offers a serene retreat with direct beach views, its own private terrace, dual walk-in closets, and a spa-like new bath featuring dual vanities, stone counters, and a freestanding soaking tub. A private elevator connects all levels, including a versatile second-story loft, media room, and four additional bedrooms (some en-suite) providing ample comfort for family and guests. The outdoor living space defines Florida luxury—complete with an expansive travertine deck, heated pool and spa, summer kitchen, and multiple covered terraces designed for dining and relaxation. Enjoy vibrant sunsets over the Gulf from nearly every vantage point. The property also features new hurricane-rated French doors, a whole-house generator with raised platform, and a three-car side-entry garage with guest parking. Located on the prestigious north end of Longboat Key, this gated estate offers the perfect balance of seclusion and accessibility. Stroll along miles of private beach or take a short drive to the Longboat Key Club, offering championship golf, tennis, and fine dining. Just minutes away, St. Armands Circle and downtown Sarasota offer a vibrant mix of boutique shopping, art galleries, and acclaimed restaurants. With world-class marinas, cultural landmarks, and pristine beaches within reach, this exceptional residence captures the very best of Sarasota’s luxury coastal lifestyle. Offering an unparalleled combination of design, craftsmanship, and Gulf-front serenity, 6001 Gulf of Mexico Drive stands as a statement of timeless coastal elegance—where every sunset feels like home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1241 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228
$2,499,0006 Days on yellowkey MLS ID: A4691690
Bed: 3 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3045 Built: 1996 Tax: $33,640 (2025)Community: Water Clubi/Longboat Key CondoSpa: YesCondo
Taxes:$33,640
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Framed by sweeping Gulf sunset views and the manicured grounds of the Water Club, this expansive third-floor residence in the South Building offers more than 3,000 square feet of refined coastal living. Designed with both privacy and comfort in mind, the residence pairs a thoughtfully updated interior with immediate access to one of Longboat Key’s most sought-after resort-style communities. The true three-bedroom layout was enhanced in 2022 with the enclosure of the den and addition of a closet, creating a more functional and private floor plan. Hardwood flooring flows throughout the main living areas, while all three bathrooms were recently updated in 2024, adding a fresh, modern feel. The open living and dining areas are designed to capture Gulf and sunset views, complemented by built-ins and a wet bar that enhance both everyday living and entertaining. Floor-to-ceiling glass doors open from the great room, kitchen, and primary suite to two Gulf-facing terraces, creating a seamless connection to the outdoors. The eat-in kitchen is both functional and inviting, featuring custom cabinetry, Miele stainless steel appliances, a center island, and a dining nook surrounded by glass to maximize water views. The primary suite offers a private retreat with its own sitting area, an oversized walk-in closet, and dual en-suite bathrooms designed for comfort and convenience. Two guest bedrooms are thoughtfully arranged in a split plan, including one en-suite, ensuring privacy for family and visitors. Additional features include covered parking, a private storage unit, and a beverage locker (assigned). The Water Club is known for its full service, resort-style living, offering a Junior Olympic-size pool, children’s pool, three spas, four Har-Tru tennis courts, and a Mediterranean-inspired clubhouse with fitness center, steam and sauna, library, social spaces, and everyday on-site concierge services. A 24-hour staffed gate provides both privacy and security, while direct access to the Gulf’s sandy beaches completes the experience. Located on the south end of Longboat Key, this residence is just minutes from the Longboat Key Club, St. Armands Circle, and downtown Sarasota’s cultural venues, including The Ringling Museum, Van Wezel Performing Arts Hall, Selby Gardens, and waterfront parks—offering a lifestyle that blends coastal beauty with everyday convenience.
7030 POINSETTIA AVE, LONGBOAT KEY, FL 34228
$995,00045 Days on yellowkey MLS ID: A4686787
3 Days Off yellowkey (back on 5/1/2026)
REDUCED by $104,000 (9.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1402 Built: 1934 Tax: $6,672 (2025)Community: Longbeach On Longboat KeySpa: YesSingle Family
Taxes:$6,672
Remarks: Under contract-accepting backup offers. Enjoy as an investment opportunity or your own private retreat in the highly desirable Village neighborhood on the north end of Longboat Key, with no HOA fees and convenient Gulf Beach and Sarasota Bay access. Set on an oversized lot, the property includes a main residence and a separate guest cottage connected by an inviting breezeway, creating excellent flexibility for seasonal use or extended stays. Each space offers privacy and comfort, enhancing overall livability and guest experience. This turnkey furnished property has been thoughtfully restored to preserve its historic charm. Key updates include a metal roof, impact windows, new cabinetry, and updated appliances, providing both character and peace of mind. The main home welcomes you with an enclosed front porch and a warm, inviting living area complete with a wood-burning fireplace, pine wood flooring, and shiplap accents. The updated kitchen features striking countertops and extended workspace perfect for entertaining, with direct access to a private courtyard deck shaded by a majestic tree. The primary bedroom offers vaulted ceilings and a large walk-in closet. The primary bathroom is also tastefully updated. The guest cottage includes its own entrance, ensuite bathroom, private patio, and full kitchenette, making it well suited for guest accommodations or extended stays. Outdoor amenities further enhance the property’s appeal. A covered entertaining area overlooks the pool and spa within a screened lanai, complemented by a well-appointed covered outdoor kitchen. The spacious paver patio and lush tropical landscaping create a private resort-style setting that appeals to long-term or seasonal residents and guests alike. The oversized lot provides ample parking, including space for a boat or golf cart, an added benefit in this beach to bay community. With convenient access to a boat ramp, nearby beaches, waterfront dining and local shops, this charming neighborhood enjoys strong demand. Turnkey and ready to enjoy or generate annual or seasonal rental income, the seller is open to offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Cindy Fischer (941-465-1124)
1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228
$3,350,000207 Days on yellowkey MLS ID: A4667938
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3045 Built: 1996 Tax: $31,926 (2025)Community: Water Club 01 At Longboat KeySpa: YesCondo
Taxes:$31,926
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom plus oversized study, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include two under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
775 LONGBOAT CLUB RD #408, LONGBOAT KEY, FL 34228
$1,995,00011 Days on yellowkey MLS ID: A4691148
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2122 Built: 1984 Tax: $12,347 (2025)Community: Beaches Of Longboat Key Ph-1Spa: YesCondo
Taxes:$12,347
Remarks: Panoramic Gulf views and unforgettable sunsets take center stage in this beautifully updated fourth-floor residence at The Beaches of Longboat Key, offered fully furnished and ready for immediate enjoyment. Walls of glass and a wraparound terrace create a seamless connection to the water, bringing natural light deep into the open living spaces while framing panoramic coastal vistas. Spanning more than 2,100 square feet of interior living space, the three-bedroom, three-bath floor plan offers a thoughtful layout with both privacy and functionality. The great room combines living and dining areas, positioned to take full advantage of the Gulf backdrop, while the adjacent terrace provides an ideal setting for outdoor dining or quiet relaxation. Recent updates provide peace of mind, including a 2024 A/C replacement, updated impact windows and doors throughout, a newer water heater, and full kitchen and bath renovations completed in 2018. The chef’s kitchen is designed for both everyday use and entertaining, featuring stone countertops, shaker-style cabinetry, newer stainless steel appliances, an extended breakfast bar, and an informal dining area with a dry bar, wine refrigerator, and built-in shelving. The kitchen opens directly to the main living areas, maintaining a natural flow throughout the residence. The primary suite is privately situated and dual closets (one closet is a walk-in), and an en-suite bath, while two guest bedrooms each feature their own bathroom, creating a comfortable arrangement for visitors. The split-bedroom design enhances privacy and livability. Additional conveniences include under-building parking (community also offers lower level of the garage, entirely for unassigned parking) and a private storage unit. The Beaches of Longboat Key offers a full-service lifestyle with on-site management, 24-hour concierge and security, updated common areas, a social room with catering kitchen, fitness center, tennis courts, and a resort-style heated pool and spa. A private boardwalk leads directly to the Gulf’s sandy shoreline, while abundant guest parking enhances ease of access for visitors. Located behind the gates of the Longboat Key Club, this community places you moments from championship golf, tennis, and nearby marinas. St. Armands Circle is just minutes away for dining and shopping, while downtown Sarasota offers cultural destinations including The Ringling Museum, Van Wezel Performing Arts Hall, Selby Gardens, and waterfront parks—creating an exceptional opportunity to enjoy Gulf-front living with both privacy and convenience.
1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228
$6,600,00055 Days on yellowkey MLS ID: A4685503
REDUCED by $150,000 (2.2%) on 04/30/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2347 Built: 2024 Tax: $50,055 (2025)Community: St. RegisSpa: NoCondo
Taxes:$50,055
High School: Sarasota High
Remarks: Perched above the shimmering shoreline, this exquisite two-bedroom, two-and-a-half-bath residence at The St. Regis Longboat Key Resort offers breathtaking panoramic views of the turquoise waters of the Gulf of Mexico and the resort’s serene saltwater lagoon. Designed for both refined comfort and effortless coastal living, the residence showcases exceptional craftsmanship and sophisticated design throughout. A defining feature of this residence is the expansive private terrace, where all principal rooms open seamlessly to the outdoors. Complete with a gas grill, this exceptional outdoor living space provides sweeping views of the Gulf of Mexico and the tranquil lagoon—creating the perfect setting for al fresco dining, entertaining, or simply enjoying spectacular sunsets over the water. The gourmet kitchen is a true showpiece, appointed with sleek Poggenpohl cabinetry and premium appliances including Wolf double ovens, a gas cooktop, microwave, icemaker, and wine refrigerator. A generously sized island provides abundant built-in storage, making the space as functional as it is beautiful. This thoughtfully designed floor plan features two luxurious owner’s suites. The primary suite enjoys stunning views of the Gulf of Mexico and opens directly onto the large terrace. The spa-inspired bathroom features a large double vanity with elegant lighted mirrors plus a separate makeup vanity, two private water closets, a seamless glass shower, and a freestanding soaking tub. Electronic sheers and blackout shades provide effortless ambiance and privacy, while a custom-built closet offers exceptional storage. The second owner’s suite also captures captivating Gulf views and opens onto the terrace. Its spacious bath includes dual vanities with lighted mirrors, a water closet, and custom-built closets. Electronic sheers and blackout shades add both convenience and luxury. Additional highlights include a large laundry room with sink, cabinetry, and hanging rack, as well as an elegantly designed powder room for guests. Offered completely turnkey, the residence is beautifully furnished and enhanced with custom light fixtures throughout, creating a sophisticated yet inviting coastal retreat. 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 allure of a seaside getaway. 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. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lynn Morris, Pllc (941-400-4526)
3710 GULF OF MEXICO DR #F1, LONGBOAT KEY, FL 34228
$139,900172 Days on yellowkey MLS ID: A4671498
1 Days Off yellowkey (back on 4/30/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 620 Built: 1974Monthly Fee: $290 Tax: $2,407 (2025)Community: Gulfshore Of Longboat KeySpa: NoMobile Home
Taxes:$2,407
Remarks: READY FOR REMODELING: This unit in beautiful Gulfshore of Longboat Key, is waiting for a buyer with imagination. This unit will require restoration to make it the beautiful beach bungalow that it once was. As such, they are offering a dramatically reduced asking price to make restoration economically feasible. The home features 620 square feet of living space, with a kitchen, living room, one primary bedroom (L-shaped) and a full bath. There is also an outside bath with shower (needs renovation) that is perfect for when you return from the beach. This unit is close to the clubhouse and the marina. The community of Gulfshore, is truly a tropical paradise and is just six miles from world-famous St. Armands Circle in Sarasota. It offers ownership of approximately 450 feet of beach on the beautiful Gulf of Mexico. The Gulf is known for its wonderful sand beaches and turquoise waters. In addition, Gulfshore has a marina on Sarasota Bay (currently being rebuilt), a large community swimming pool, and a clubhouse for hosting social events. Gulfshore is proud of their financial management and the affordable cost of living that has resulted. Gulfshore is a 55+ community that does not allow rentals or pets. The combination of a beach bungalow with the amenities offered by Gulfshore, truly make this a home in paradise. Please call for your personal showing.
Listing is courtesy of: EDGEWATER REAL ESTATE, INC (941-778-8104)
Listing Agent: Bill Shuttleworth (941-779-8877)
3710 GULF OF MEXICO DR #E3, LONGBOAT KEY, FL 34228
$175,000872 Days on yellowkey MLS ID: A4592507
5 Days Off yellowkey (back on 4/30/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 680 Built: 1983Monthly Fee: $290 Tax: $2,370 (2025)Community: Gulfshore Of Longboat KeyManufactured Home
Taxes:$2,370
Remarks: JUST ELEVATED! Gulfshore of Longboat Key, Inc. offers it all. It extends from the Gulf of Mexico to Sarasota Bay. It has approximately 450- 500 feet of frontage on the Gulf, a marina on Sarasota Bay, a large heated community pool, fabulous club house with a commercial kitchen and much more. It is one of the best kept secrets on Longboat. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armands Circle with fabulous shopping and gourmet restaurants. This unit was manufactured in 1983 and has sustained damage from the two recent hurricanes. All water damage has been addressed. (Please note, parts of this listing describe the interior layout as it was before flooding). The interior is now a blank canvass allowing the buyer to design their own layout. This home previously featured a large living room, kitchen, dining room, two bedrooms, and a full bathroom. It also has a separate bath house/bathroom (requires remodeling) with a shower that is perfect for when you return from the beach. The driveway can accommodate two cars. Most importantly, the unit has been elevated to four feet and a new electric feed has been installed. In addition, new steps have been built for the front entrance. Gulfshore is a 55+ community and does not permit rentals or pets. This home, combined with the amenities offered by Gulfshore and the surrounding area, will make it easy for you to own a piece of paradise on Longboat Key.
2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228
$368,5005 Days on yellowkey MLS ID: A4691701
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 657 Built: 1967 Tax: $4,601 (2025)Community: Neptune On Longboat KeySpa: NoCondo
Taxes:$4,601
Remarks: Own your slice of paradise on Longboat Key with this charming 1-bedroom, 1-bath condo located at 2850 Gulf of Mexico Dr Unit 5. Just directly across from public beach access, this 657 sq ft ground-floor unit is perfectly positioned for both personal enjoyment and strong rental income potential. Whether you're seeking a low-maintenance vacation escape or an income-generating property, this location checks all the boxes. Walk across the street to watch sunset on the sand, then stroll to Publix, Bayfront Park's tennis & pickleball courts, the library, or one of the island’s cozy dining spots. Everything your guests—or you—could want is right at your doorstep. The unit features a bright, open living space with tile flooring, a spacious bedroom, walk-in closet and parking. The well-maintained community offers low HOA fees and a relaxing island vibe that keeps guests coming back. Don’t miss out on this rare opportunity to own on Longboat Key—whether you're investing in your future or your lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Jodene Moneuse, Pa (941-302-4913)
580 RUSSELL ST, LONGBOAT KEY, FL 34228
$975,00086 Days on yellowkey MLS ID: O6380712
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 2716 Built: 1954 Tax: $4,960 (2024)Community: Longbeach On Longboat KeySpa: YesSingle Family
Taxes:$4,960
Remarks: Discover coastal tranquility and timeless island charm in this beautifully renovated five- bedroom, three and 1/2 bath residence nestled in the highly sought-after Longbeach Village community at the north end of Longboat Key. Offering over 2,700 square feet of thoughtfully redesigned living space, this impressive two-story home seamlessly blends classic character with modern luxury. The designer kitchen is a chef's dream and showcases quartz countertops, custom cabinetry, newer appliances, and updated flooring. The entire first floor has been fully updated, featuring new electrical, drywall, stylish interior doors, and reimagined spa-like bathrooms. Additional upgrades include impact-rated French entry doors, a new impact-rated foyer door, two new HVAC systems, a tankless water heater, and a new pool pump. Upstairs, soaring ceilings and abundant natural light create an airy, welcoming ambiance. Step outside to your private tropical oasis, where a resort-style pool and spa invite you to swim, relax, or entertain in style. Lush landscaping, a fully fenced yard, an upper balcony with serene views, and a generous covered poolside deck provide multiple spaces to unwind and enjoy the Florida lifestyle. Longbeach Village is a historic and vibrant bayfront community celebrated for its friendly atmosphere and strong sense of community. Residents enjoy bay-to-beach living, with easy access to Sarasota Bay, the Intracoastal Waterway, pristine Gulf beaches, a community boat ramp, kayaking, fishing, and renowned waterfront dining and boutique shopping—all within walking or golf-cart distance. Begin your mornings with peaceful bayfront sunrises and end your evenings with spectacular Gulf sunsets just moments away. This is a rare opportunity to own a fully updated, move-in- ready island retreat in one of Longboat Key’s most treasured neighborhoods, with convenient access to Sarasota’s world-class arts, dining, and entertainment. Schedule your private showing today and experience island living at its finest.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228
$475,00059 Days on yellowkey MLS ID: A4681154
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 740 Built: 2026Monthly Fee: $290 Tax: $2,070 (2025)Community: Gulfshore Of Longboat KeyManufactured Home
Taxes:$2,070
Remarks: Island Living at Its Finest – Brand New Home on Longboat Key. Welcome to Gulfshore of Longboat, a highly desirable waterfront co-op community offering private beach access, boat docks, and sweeping views of the Gulf of Mexico and Sarasota Bay. This beautifully built 2-bedroom home combines modern efficiency with relaxed coastal living. An outdoor bathroom with a shower is a wonderful convenience for those enjoying the pool or boating. Step inside to an open, sun-filled floor plan featuring soaring ceilings with tray accents in both the living room and the primary bedroom, creating a bright, spacious atmosphere throughout. The kitchen is designed for everyday comfort and entertaining, complete with a center island, hardwood shaker cabinetry with soft-close doors and drawers, and a full stainless appliance package including refrigerator with ice and water, range, dishwasher, microwave, and garbage disposal. Built to current HUD hurricane standards and Energy Star certified, the home offers peace of mind with 2x6 construction, upgraded insulation, and low-E vinyl windows for year-round comfort and efficiency. Enjoy mornings at the private beach, afternoons at the heated pool, and evenings watching sunsets over the water. The community clubhouse hosts regular activities, making it easy to relax and connect with neighbors in a friendly coastal setting. Whether you’re looking for a winter retreat or full-time residence, this move-in-ready island home delivers comfort, security, and the lifestyle Longboat Key is known for. No pets (except for service animals or emotional support animals with appropriate paperwork) or Rentals permitted. Schedule your private showing today and start living the Gulf Coast dream.
Listing is courtesy of: WAGNER REALTY (941-751-0670)
Listing Agent: Marsha Winegarden (248-563-2820)
775 LONGBOAT CLUB RD #203, LONGBOAT KEY, FL 34228
$1,750,000210 Days on yellowkey MLS ID: A4667025
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2122 Built: 1984 Tax: $14,781 (2024)Community: Beaches Of Longboat Key Ph-1Spa: YesCondo
Taxes:$14,781
Remarks: Welcome to your dream beachfront retreat, nestled behind the exclusive gates of the prestigious Longboat Key Club. This exquisite 3-bedroom, 3-bathroom Gulf-front residence captures breathtaking, unobstructed views of the sparkling turquoise waters of the Gulf from every room—an ever-changing canvas of sunlight, sea, and sky. From the moment you enter, you're greeted by expansive walls of glass that bathe the interiors in natural light and frame the stunning panoramic seascape. Every corner of this residence is infused with the tranquil energy of the ocean, from the shimmering waves to the soft sea breezes that drift through the impact-rated sliding glass doors and windows. The spacious open-concept living and dining area is designed for effortless entertaining, offering a front-row seat to the water. Whether hosting friends or enjoying a quiet evening at home, you'll savor the endless horizon stretching beyond your wraparound balcony—a perfect place to sip morning coffee at sunrise or unwind at sunset. The Kitchen has abundant counter space, generous storage, a built-in desk, and a charming breakfast nook overlooking the beach. Each of the three expansive bedroom suites offers privacy and comfort, with en-suite bathrooms, ample closet space—including dual closets in the primary suite. Freshly painted interiors, electronic shades in every room and new carpeting in the primary suite add a fresh, move-in-ready feel. Unlike many condominiums, this residence offers the space and storage of a single-family residence, including in-unit laundry and generous closets throughout. And with no neighboring buildings in sight, you'll enjoy uninterrupted views and a sense of peaceful seclusion rarely found in beachfront living. Step outside and indulge in resort-style amenities at The Beaches, including 24-hour concierge services, two Har-Tru tennis courts, a heated beachfront pool and spa, fitness center, and a club room with catering kitchen. Mere steps from your door lie the powdery white sands and warm waters of the Gulf—perfect for sunbathing, shelling, or a sunset stroll. For the ultimate in luxury, residents may also join the renowned Longboat Key Club, offering access to two championship golf courses, a world-class spa & wellness center, tennis courts, fine dining restaurants, and a deep-water marina. Located on the coveted south end of Longboat Key, you're just minutes from the chic boutiques and dining of St. Armands Circle and the vibrant arts and culture of downtown Sarasota. This is more than a home—it’s a lifestyle. A rare opportunity to own a slice of paradise where the Gulf meets the sky. Welcome to beachfront living at its most luxurious.
Listing Agent: Courtney Tarantino (941-893-7203)
775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228
$2,195,00073 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 Agent: Lenore Treiman (941-356-9642)
2600 HARBOURSIDE DR #B-08, LONGBOAT KEY, FL 34228
$425,0007 Days on yellowkey MLS ID: A4691499
Bed: Bath: 0.0 Monthly Fee: $574 Tax: $4,370 (2025)Community: Longboat Key MooringsDock-Rackominium
Taxes:$4,370
Remarks: A 85 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, and extra wide finger pier. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer must join the Longboat Key Club on or before the closing date. Longest vessel this slip will accommodate is 80 feet LOA, with the beam depends on the make of the vessel. All vessels must be approved by the BOD prior to entering the Marina. A current photo and specs of the vessel must be submitted for review.
Listing is courtesy of: LBRE LLC (941-383-8383)
Listing Agent: Jennifer Wilson (941-809-7592)
651 BROADWAY ST, LONGBOAT KEY, FL 34228
$2,795,000163 Days on yellowkey MLS ID: A4672952
2 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3320 Built: 2003 Tax: $26,362 (2025)Community: Longbeach On Longboat KeySpa: YesSingle Family
Taxes:$26,362
Remarks: Under contract-accepting backup offers. Experience island living at its finest in this exquisite coastal retreat in the historic Village on Longboat Key. This home offers a refined blend of relaxed coastal charm and timeless sophistication throughout more than 3,300 heated square feet. The meticulously designed interior includes elegant crown molding, coffered ceilings, custom doors, impact windows and an elevator from the garage to each level. The great room features dramatic ceiling height and opens to a large covered terrace overlooking an exceptionally private backyard, creating an ideal setting for quiet evenings and effortless entertaining. The gourmet kitchen is a chef’s dream with rich wood cabinetry, granite countertops, natural gas cooktop, a pot filler, center island with sink and second cooktop, and a bright breakfast nook that opens to a covered terrace, ideal for morning coffee. Adjacent dining and living areas flow seamlessly and are enhanced by a coffered ceiling and French doors to the charming terrace. The second-level primary suite serves as a serene retreat with polished wood floors, an intricate coffered ceiling, a comfortable seating area, and a private covered balcony for enjoying peaceful moments under the morning or evening sky. Elevated views and sound of ospreys add to the sense of tranquility. The suite also features a spacious en-suite bath with soaking tub and two walk-in closets. Three additional bedrooms provide comfort and flexibility for guests or work needs. Outdoors, a resort-style saltwater pool and spa with integrated features are surrounded by lush landscaping and generous lounging space. The expansive ground-floor lanai and outdoor kitchen further enrich the indoor-outdoor living experience. A circular brick drive accommodates more than 10 vehicles, and the oversized two-and-a-half-car garage and first-level area offer abundant storage, ideal for bicycles, golf carts, kayaks and more. The home and pool are centered on a 12,000-square-foot lot, and an adjacent 6,000-square-foot parcel is also available from the same owner for those interested in expanding or creating a larger compound. This unique golf cart friendly community is surrounded by waterfront restaurants, quaint shops, cafés, fitness centers, fishing piers, a boat ramp on Sarasota Bay, kayak launch areas and a pristine Gulf beach just moments away with no mandatory HOA. We invite you to experience this remarkable home in person to fully appreciate its beauty and lifestyle.
1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228
$2,750,000228 Days on yellowkey MLS ID: A4665247
Bed: 1 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1556 Built: 2025 Tax: $25,560 (2025)Community: St. Regis Longboat KeySpa: NoCondo
Taxes:$25,560
Remarks: Step inside this spacious residence to discover a clean, modern interior with a sophisticated Palm Beach vibe. Designed for both style and comfort, this home features a gracious great room featuring floor-to-ceiling windows that flood the interiors with natural light and open to the large, 765 square foot private terrace with a built-in gas grill—perfect for gardening, entertaining friends and family, or relaxing outdoors. The chef’s kitchen is outfitted with Poggenpohl cabinetry, Wolf appliances, a Sub-Zero refrigerator, and Sub-Zero wine and beverage refrigerator, blending elegance with functionality. The owner’s suite also boasts floor-to-ceiling windows, a custom designed closet, and a luxurious bathroom with a frameless walk-in shower, Toto mechanized commode, and double vanities. With generous square footage and a thoughtful layout, this residence easily accommodates overnight guests while maintaining a sense of privacy. Additional features include electronic blinds throughout, adding both convenience and sophistication. Designer light fixtures add an elegant touch throughout the home. St. Regis Longboat Key offers a distinguished array of amenities meticulously curated for its residents. The Private Resident’s Clubhouse offers an environment of exclusivity, complemented by a state-of-the-art fitness center, as well as a pool and spa area reserved solely for residential use. Residents are granted privileged access to the legendary St. Regis Butler and Concierge services, which exemplify world-class hospitality and attention to detail. An extraordinary oceanfront spa awaits, alongside diverse dining experiences that showcase the highest standards of culinary excellence. Personal cabanas along the shore create private retreats for relaxation, while the family-friendly amenities include a meandering lazy river and a unique saltwater lagoon. This lagoon is home to a vibrant array of tropical fish species, graceful stingrays, and the resort’s resident tortoises, offering a captivating wildlife experience within the lush grounds. Spanning seventeen acres of beachfront on the coveted Longboat Key barrier island, this private oasis is conveniently located only 3.5 miles from St. Armand’s Circle, the region’s premier destination for shopping and dining. Whether seeking tranquil solitude or an active social environment, every aspect of life at St. Regis Longboat Key has been thoughtfully designed to anticipate and fulfill the desires of its residents. This offering represents more than just a residence; it is an invitation to embrace the legendary St. Regis lifestyle, defined by elegance, comfort, and outstanding service. Begin your journey to extraordinary Gulf side living.
651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228
$895,00095 Days on yellowkey MLS ID: A4680514
REDUCED by $30,000 (3.2%) on 04/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2242 Built: 1974 Tax: $18,621 (2024)Community: Longboat KeySingle Family
Taxes:$18,621
Remarks: PRICE IMPROVEMENT!! Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous ¼-acre lot. Canal offers direct access to Sarasota Bay with no bridges. Conveniently located minutes from marinas, dining, and shopping, with easy access to St. Armands Circle, downtown Sarasota, and Anna Maria Island. Bring your personal touch to recreate this gem or start new and build the home you've always wanted on this 124 ft wide lot. A property with exceptional location and potential.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
5005 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228
$3,995,000262 Days on yellowkey MLS ID: A4661988
2 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4044 Built: 2018Monthly Fee: $766 Tax: $49,274 (2024)Community: BonaireSpa: YesSingle Family
Taxes:$49,274
Remarks: Under contract-accepting backup offers. The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradise. Offered turn-key, this exquisite 4,000+ sq. ft., 4-bedroom, 4.5-bath residence in Longboat Key’s prestigious Bonaire subdivision is a rare union of refined British West Indies architecture and the serene beauty of Florida’s Gulf Coast. Every inch of this home has been thoughtfully crafted to evoke a sense of effortless luxury—where sun-kissed days and gentle Gulf breezes blur the line between indoors and out. From the moment you step through the grand entrance, you’re embraced by light, texture, and tranquility. Creamy finishes, warm woods, and bespoke millwork elevate every space, while expansive windows and French doors invite in the turquoise glow of the Gulf and the soothing rhythm of coastal life. Main Level Elegance - The heart of the home features an open-concept chef’s kitchen with top-of-the-line appliances: a Wolf 6-burner gas range with custom vent hood, dual Asko dishwashers, Sub-Zero refrigerator/freezer, Wolf convection/microwave, and a 50-bottle wine captain. Quartz countertops, artisan pendant lighting, and a massive island with farmhouse sink make this space as beautiful as it is functional. The adjoining dining and great room flow effortlessly to an expansive balcony - perfect for indoor-outdoor entertaining. The main-floor Primary Suite offers tray ceilings, shiplap accents, dual walk-in closets, and a spa-inspired bath with soaking tub, double-entry stone shower, and sparkling stone vanities. Two additional ensuite guest rooms on this level echo the home’s airy, coastal elegance, and exceptional quality. Upper-Level Retreat - Ascend to a private owner’s sanctuary with dual custom closets and a lavish bath adorned with blue calcite counters, glass mosaic tile, and a freestanding tub. This level includes a substantial private balcony with access to the upper-level viewing balcony. The Observation Deck - Crowning the home is the ultimate vantage point—a “Sunset Terrace ” with panoramic Gulf and Sarasota Bay views. It’s here you’ll end each day watching sunsets paint the horizon in unforgettable color. Resort-Style Outdoor Living - The pool retreat is an absolute showstopper - pocketing sliding doors reveal coral stone terraces, a resort-style pool with sun shelf and tiled cocktail table, a 10-person spa, and a fully equipped outdoor kitchen with seating for eight. The entire area is lined with an automatic insect elimination system to ensure you can enjoy the outdoors all year long. Optical lighting enhances the overflowing water features which seem to dance in the glow of firelight, creating the perfect setting for stargazing or nightcaps. The community provides private beach access and is close to world-class golf, tennis, fine dining, and the largest deep-water marina on the Gulf coast. This is more than a home - it’s a sanctuary, a work of art, and a lifestyle. Delivered exactly as you see it, fully furnished and ready to enjoy, this British West Indies masterpiece awaits the one discerning buyer ready to claim the very best of Longboat Key coastal living.
Listing Agent: Kathy Callahan (941-900-8088)
1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228
$950,00066 Days on yellowkey MLS ID: A4684166
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 940 Built: 1996 Tax: $8,141 (2025)Community: Water Club 01 At Longboat KeySpa: YesCondo
Taxes:$8,141
Remarks: This unique plaza level Water Club residence offers you the convenience of stepping out to the exceptional Water Club amenities and lush grounds that lead to the sandy beach and azure waters of the Gulf of Mexico without the use of an elevator. This spacious 1 bedroom special residence features high 10 foot ceilings and the openness is enhanced by the floor to ceiling windows that captivate the tropical Florida landscaping. This home feels and lives like a beach house and sliding glass doors opening to the terrace complement this feeling by extending the living space to the outdoors and the serene setting. The indoor space is open and flows seamlessly from the living room area to kitchen space which also has a separate eating area open to the balcony and outdoors. The kitchen has granite countertops and high end cabinets and is designed to accommodate the joys of cooking. The floor plan offers privacy for the spacious master suite with a private terrace, elegant master bath and walk-in closet with a dressing area. There is also generous storage area in the condo. The Water Club is a premier Gulf front condominium with exceptional amenities and services. The designer decorated Club House features a professionally equipped gym and his and her spa areas, wine storage, billiard room, library, sunset bar plus a grand ballroom for special and formal occasions and gourmet catering kitchen. When not enjoying the beach, there is a heated elevated beautiful pool and hot tub with plenty of seating plus 4 Har-tru tennis courts. This condo location can also be used as a guest suite to be enjoyed by family and guests. The Water Club is conveniently located just minutes from award winning restaurants, Publix and CVS, St. Armands Circle, downtown Sarasota plus the Longboat Key Club for golf, tennis and restaurants is also nearby.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
5005 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228
$7,800,000137 Days on yellowkey MLS ID: A4673495
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4630 Built: 2018Monthly Fee: $572 Tax: $30,971 (2024)Community: Bonaire At Longboat KeySpa: YesSingle Family
Taxes:$30,971
Remarks: Designed by award-winning architect, John Cooney, and built by Sarasota’s premier coastal homebuilder, Perrone Construction, this mid-Key classic is simply among Longboat Key’s finest homes. Steps from the beach and with expansive Gulf and Bay views, this masterpiece offers more than 4300 square feet of refined interiors on the main living floors together with multiple large lanais and balconies. A beautiful foyer, large family room, and home gym are featured on the ground floor, along with an oversized three-car garage and storage room. The quality of the home’s design and construction are matched by the charm of the interior finishes and amenities. The living areas incorporate beautiful ceiling elevations, along with custom wide-plank hardwood, Italian porcelain tile, and custom plantation shutters and drapes. The Great Room flows into the chef’s kitchen which features custom cabinetry, quartz countertops, Wolf and SubZero appliances, and a temperature-controlled 275 bottle wine room. Designed for easy entertaining, the Great Room opens onto a large lanai with its gas fireplace and grill, and gorgeous Gulf and sunset views. Adjoining the kitchen is a perfect dining room with its own balcony and Gulf views, as well as a large family office/bonus room with custom cabinetry and bookshelves. The Lutron system controls both the lighting and the custom drapes and shades. The home’s elegant chandeliers and sconces bathe its interior with gracious warmth. The beautiful master suite on the main floor includes a bedroom cathedral ceiling and access to the outdoor lanai. The master bath features custom cabinetry, porcelain tile, a large steam shower, and is plumbed for a master bathtub. Three spacious guest suites, a gathering lounge, and balconies with Gulf views are found on the second living floor. A private elevator connects all levels. Both the home and exterior grounds are designed for year-round, low-maintenance living. An extensive landscape refresh in 2023 included new turf and lighting, an outdoor shower, and a great fire pit area for entertaining. Lush landscaping and a tranquil pool setting provide both screening and privacy. The home features remote controlled screening and storm shutters, extensive use of Azek composite, and other low-maintenance materials, along with a gas generator, whole-house water filtration system, central vacuum, and much more. With miles of pristine beach and bay to explore and with the abundant cultural, dining, and shopping amenities of Sarasota, St. Armand’s Circle, and Anna Maria Island nearby, this timeless home delivers the very best of Longboat Key living.
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