Location: Longboat Key , 34228
Do Not Show Listings
6322 LAGUNA DR #1, LONGBOAT KEY, FL 34228
$2,499,900245 Days on yellowkey MLS ID: A4669170
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2886 Built: 2001 Tax: $12,100 (2024)Community: Laguna Yacht Village A CondoSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,100
Elementary School: Anna Maria Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: Welcome to Laguna Yacht Village on beautiful Longboat Key- a gated waterfront community located across the street from the beach, with private bay access. This fully furnished turnkey home is perfectly positioned to embrace the island lifestyle, with fantastic gulf views from almost every room. The home includes a deeded deep-water dock (Slip #6- boat lift included), located in a protected lagoon just minutes from the Intracoastal Waterway and Gulf of Mexico with no fixed bridges, making it a boater’s dream. This modern Key West inspired three story single residence with an oversized 3-car garage features four bedrooms, three full baths, and over 2,886 square feet of beautifully designed living space. Perfectly positioned to embrace the island lifestyle, this home includes a deeded deep-water dock (Slip #6) located in a protected lagoon just minutes from the Intracoastal Waterway and Gulf of Mexico — with no fixed bridges, making it a boater’s dream. Step inside and experience a harmonious blend of coastal elegance and comfort. Expansive living areas feature soaring ceilings, an abundance of natural light, and sophisticated finishes throughout. The culinary-inspired kitchen, designed in timeless style, boasts custom cabinetry, quartz countertops, and an oversized central island — the ideal space for hosting and entertaining. The primary suite, complete with a study, serves as a serene retreat with dual vanities, a hydro-massage soaking tub, and a walk-in glass-enclosed shower for the ultimate spa-like experience. Multiple balconies, including an elevated screened patio off the main level, provide refreshing sea breezes and captivating water views of the Gulf. A ground-floor patio further extends the outdoor living experience. The oversized garage provides ample storage for beach gear and boating essentials. The gated community features a resort-style pool offering a true lock-and-leave lifestyle. Residents will appreciate convenient proximity to Longboat Key’s pristine beach, award-winning island restaurants, boutique shopping, and parks — all while being a short drive from the cultural heart of downtown Sarasota and St. Armands Circle.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
4340 FALMOUTH DR #D104, LONGBOAT KEY, FL 34228
$529,000172 Days on yellowkey MLS ID: A4676925
REDUCED by $1,000 (0.2%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1072 Built: 1969 Tax: $6,041 (2024)Community: Longboat HarbourCondo
Taxes:$6,041
Remarks: Located in the gated waterfront community of Longboat Harbour, this updated first floor residence offers direct walkout access to manicured green space and peaceful water views. Positioned near deeded beach access, the home provides a seamless blend of coastal living and everyday convenience. Interior features include tile flooring throughout, Frigidaire appliances, plantation shutters and automated blinds. The residence is offered turnkey furnished, including a West Elm leather sofa, coordinated coastal accent tables, coffee table, breakfast set and dining table with six chairs. The air conditioning system was replaced approximately two and a half years ago. All appliances and the hot water heater are under warranty, including parts and labor, through February 2027. Covered assigned parking and ample guest parking are included. Longboat Harbour is home to the Longboat Yacht Club, offering an active social calendar and waterfront gatherings for residents, whether or not they maintain a slip. Dock slips are available on a first-come basis for $460 per year. Community amenities include kayak storage and launch, seasonal dock rentals, a fitness center with instructor-led classes, tennis and pickleball courts, sauna, craft room, woodshop, library, and game rooms. No pets permitted. Rentals allowed twice annually with a 30 day minimum.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Sharon Meier (407-927-5669)
2110 HARBOURSIDE DR #523, LONGBOAT KEY, FL 34228
$659,000121 Days on yellowkey MLS ID: A4682869
REDUCED by $40,000 (5.7%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2031 Built: 1988 Tax: $5,680 (2025)Community: Fairway BaySpa: NoCondo
Taxes:$5,680
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to the Atrium—one of Longboat Key's most exceptional waterfront addresses. Perfectly positioned along the sparkling waters of Sarasota Bay, this stunning three-bedroom residence offers breathtaking panoramic views that will captivate you from sunrise to sunset. The spacious chef's kitchen is designed for both function and style, featuring abundant cabinetry, stainless steel appliances, and a double oven for the culinary enthusiast. Imagine preparing meals while gazing out at the endless blue waters of the bay—a view that never grows old. The thoughtfully designed split-bedroom floor plan provides privacy and comfort for family and guests. The expansive primary suite is a true retreat, surrounded by sliding glass doors that fill the room with natural light, welcome refreshing bay breezes, and provide direct access to the terrace where spectacular waterfront views await. This is coastal living at its finest. Ownership includes exclusive membership to the Bay Isles Beach Club, offering deeded beach access, social activities, scenic walking trails, heated pools, a state-of-the-art fitness center, tennis and pickleball courts, clubhouse amenities, and convenient kayak launches. For those seeking an even more elevated resort experience, optional membership to the Longboat Key Club provides access to championship golf, world-class Har-Tru tennis courts, a luxurious spa, waterfront dining, and a deep-water marina. Perfectly situated just minutes from St. Armand's Circle and downtown Sarasota's vibrant arts, shopping, and dining districts. Location, location, location is number one in Real Estate and this unit gets the award.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Caroline Mitchell (913-787-3131)
1045 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228
$950,00034 Days on yellowkey MLS ID: A4694202
0 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1172 Built: 1981 Tax: $12,005 (2025)Community: Beachplace IiiSpa: YesCondo
Taxes:$12,005
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Coastal living at its finest and the perfect beach front retreat. This third floor corner residence is ready for your creative spirit. It offers views of the beach, the sparkling Gulf of Mexico, and breath taking sunsets year round. The new impact windows and sliding glass doors where installed in 2020 and the new HVAC system was replaced in March of 2026. This property is in very good condition and has been well maintained. Beachplace offers a Jr. Olympic sized swimming pool with swim lanes, a splash pool, hot tub, fitness center, grilling area, tennis, pickle ball, EV charger and a 24 hour guard gated entrance. All furnishings are included and this would make a great rental. New Roof in 2025
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Maggie Hicks (941-321-1759)
2185 GULF OF MEXICO DR #212, LONGBOAT KEY, FL 34228
$1,995,00028 Days on yellowkey MLS ID: A4694656
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2448 Built: 1996 Tax: $15,129 (2025)Community: Villa Di Lancia Ph 1Spa: NoCondo
Taxes:$15,129
Remarks: Discover elevated Gulf-front living in this rarely available 3BR/3BA residence spanning 2,448 square feet in the prestigious Villa Di Lancia on Longboat Key. Perfectly positioned to capture panoramic Gulf views, this spacious condominium offers the ideal blend of privacy, security, and effortless coastal luxury. Expansive glass sliders, transom windows, and high ceilings fill the interiors with natural light, enhancing open living spaces designed for both relaxed living and entertaining. The great room flows seamlessly to a generous covered terrace, creating a year-round indoor-outdoor lifestyle. A unique private walk-out with spiral staircase provides direct access to the lush grounds, resort-style pool, and the pristine Gulf beach just steps away—an exceptional feature rarely found in condominium living. The well-appointed kitchen features a center island, solid surface countertops, and a casual dining area, perfectly suited for hosting family and guests. The primary suite serves as a tranquil retreat with terrace access, a sitting area, and a spacious bath with dual vanities, soaking tub, and glass-enclosed shower. Two additional guest bedrooms offer comfort and privacy. Villa Di Lancia is one of Longboat Key’s most sought-after beachfront communities, offering 440 feet of private beach, gated security, a beachfront lap pool and spa, fitness center, clubhouse, Har-Tru tennis courts, and pet-friendly living. The residence includes two climate-controlled garage parking spaces. Turnkey furnishings are available. Enjoy a lifestyle defined by convenience and sophistication—just minutes to the Longboat Key Club’s golf, tennis, and marina, the world-class shopping and dining of St. Armands Circle, and the vibrant cultural scene of downtown Sarasota, including fine dining, theaters, opera, ballet, and art galleries. Schedule your private showing today and experience the best of Longboat Key Gulf-front living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Steve Walter (941-809-0907)
523 JUAN ANASCO DR, LONGBOAT KEY, FL 34228
$1,895,00034 Days on yellowkey MLS ID: A4694601
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2899 Built: 2002 Tax: $20,291 (2025)Community: Sleepy Lagoon ParkSingle Family
Taxes:$20,291
Remarks: This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four bedrooms and a complete top-to-bottom renovation. New hurricane-rated windows and doors ensure safety, and two brand-new air conditioning units—still under warranty—keep you cool. A tankless water heater, just three years old, provides endless hot water. In the garage, there’s a Mitsubishi AC dehumidifier, and the roof was replaced in 2026, giving you peace of mind. The kitchen is fully outfitted with Wolf and Sub-Zero appliances, and every bathroom has been completely remodeled. You’ll find extra storage in the garage, and deeded beach access means the sand is just moments away. Beyond the home, the location is unbeatable. You’re right across from the island’s pristine white sand beaches and close to golf, tennis, and the Longboat Key Club. You’re also a short drive from Anna Maria’s restaurants and bars. And if you love the outdoors, you can paddleboard, boat, kayak, and enjoy the island’s abundant wildlife—all right at your doorstep. This home offers both elegance and adventure, all in one stunning package.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228
$950,000119 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.
4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228
$5,695,000164 Days on yellowkey MLS ID: A4677613
REDUCED by $200,000 (3.4%) on 05/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3344 Built: 2007 Tax: $47,519 (2024)Community: PositanoSpa: NoCondo
Taxes:$47,519
Remarks: Step right into the epitome of Florida beachfront luxury with this stunning first-floor Capri unit on Longboat Key. Nestled within the exclusive Positano community—an intimate 10-acre oasis of just 29 residences—this condo offers a seamless walkout straight to the pristine beach and the azure waters of the Gulf of Mexico. This is Florida living at its finest. The condo features a fantastic wrap-around terrace on the Gulf side, perfect for soaking in the outdoor splendor from morning coffee to sunset cocktails. The primary suite offers direct steps down to the private community pool, while additional terraces off the secondary bedrooms ensure both privacy and gorgeous views. Spanning a generous 3,343 square feet, this true three-bedroom, all en-suite residence boasts a Gulf-front gourmet kitchen with state-of-the-art appliances, an adjacent family gathering area, and an open-plan flow from the living room to the dining space. Floor-to-ceiling windows frame dramatic views of the Gulf and the beach, while beautiful porcelain tile floors, 10-foot ceilings, and crown molding add to the sense of refined elegance. You'll enjoy the convenience of a private, enclosed two-car garage and the exceptional amenities of the owner's club, including a state-of-the-art fitness center, catering kitchen, and a lounge with a fireplace, plasma TV, and surround sound. Outdoors, there's a 75-foot Olympic pool, spa, grilling area, and shaded cabanas, all set amidst lush tropical landscaping. Truly, this condo is as close to the beach as it gets on Longboat Key.
5005 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228
$7,495,000190 Days on yellowkey MLS ID: A4673495
REDUCED by $305,000 (3.9%) on 05/08/2026
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. Walk in to this fully furnished home which is 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.
4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228
$2,750,000196 Days on yellowkey MLS ID: A4674911
REDUCED by $200,000 (6.8%) on 04/20/2026
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3260 Built: 1999 Tax: $29,736 (2024)Community: The Grande At Longboat KeySpa: YesCondo
Taxes:$29,736
Remarks: Spectacular North west corner three bedroom condo with direct beachfront views at The Grande, a oasis with only 8 residences. This is Florida living at its very best! This second floor corner location has breathtaking views of the Gulf of Mexico and miles of beautiful sandy beach plus some views of Sarasota Bay and amazing sunsets. A fantastic wrapping terrace on the Gulfside offers outdoor enjoyment from the main living area and master suite. Two other terraces off the additional bedrooms with privacy and wonderful views. This true three bedroom, all with private baths, is 3260 square feet. A Gulf front gourmet kitchen with high end appliances has an adjacent family gathering area. The open plan flows from the living room area to the dining room and the floor to ceiling windows that dramatically overlook the Gulf of Mexico and beach, enhance the brightness and open feeling of this home. This home has 10 foot ceilings, and comes with a private enclosed two car garage with direct access.This Longboat location is near many outstanding restaurants and Anna Maria Island. Watch dolphins and manatees and so many Florida birds glide past your backyard. The azure waters of the Gulf of Mexico and the beach are just steps away.
340 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228
$2,345,000199 Days on yellowkey MLS ID: A4674650
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2314 Built: 1991Monthly Fee: $3,033 Tax: $16,082 (2024)Community: Tangerine Bay ClubSpa: YesCondo
Taxes:$16,082
Remarks: Your Longboat Key oasis awaits! This totally renovated 3bdrm 2.5 bath condo offers a open concept living space with high ceilings and walls of glass allowing sweeping views os Sarasota Bay. Light and bright material selections mix modern luxury with a coastal theme. The gourmet kitchen features white soft close custom cabinetry, sleek glass doors, quartz countertops, mother of pearl backsplashes and new stainless steel appliances. The open and inviting great room/dining room features separate wine coolers for varieties, a bar with open glass shelves and a cozy linear gas fireplace. The primary retreat offers luxury and seclusion with sliding doors onto the bay front lanai: a perfect place to watch the sunrise over the Sarasota skyline and enjoy playful dolphins and soaring seabirds. There is abundant walk in closet space customized by California Closets. The bath features a stand alone soaking tub and marble spa shower.custom cabinets, make up vanity, dual sinks and sparkling chandeliers complete the carefully curated mix of luxury and livability. The en suite guest bedroom features an open spa shower affording vacation style comfort to your guests. The third bedroom/office includes a wall of glass with retractable shade allowing for versatility of use. Notable home features include fine detail is such as wide plank LVT flooring throughout, 8’ solid mahogany doors with Emtek hardware, level five drywall finish, custom trim and millworker, LED recessed lighting, designer chandeliers, new high impact hurricane windows and sliders, and electric hurricane shutters throughout for peace of mind. Unique amenities include an attached oversized two car garage, an expanded courtyard off the kitchen with a seating area and your OWN gas grill. Residents have exclusive access to the Bay Isles Beach Club as well as on site amenities including a resort style pool, tennis, pickleball, exercise room, kayak SUP launch, and fishing dock. Perfectly situated in the southern most bayfront location on Longboat Key next to Quick Point Preserve, it is an easy walk to marina, restaurants,St. Armand’s and the LBK Club
435 L AMBIANCE DR #J704, LONGBOAT KEY, FL 34228
$2,995,000212 Days on yellowkey MLS ID: A4673061
0 Days Off yellowkey (back on 6/2/2026)
REDUCED by $200,000 (6.3%) on 04/13/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2634 Built: 1994 Tax: $20,474 (2024)Community: L Ambiance At Longboat Key Club Ph 02Spa: YesCondo
Taxes:$20,474
Remarks: Rarely available, this 7th floor, 3 bedroom, 3 bath condo with perfect east/west views offers total privacy. Relax, unwind, and enjoy the magnificent views of the pristine sandy beach and the blue waters of the Gulf of Mexico from this unit in L ambiance. Turn around to the east and watch the boats on Sarasota Bay, and enjoy the lush fairways of the Longboat Key Golf Club. This well-designed unit is very private and does not face any adjacent buildings. The kitchen has been opened to the living areas to take advantage of the views in both directions and to entertain effortlessly. Your large private terraces are the perfect setting for enjoying a morning coffee while viewing beautiful shimmering sunrises over Sarasota Bay, and then enjoying a cocktail with the sunset every evening over the sparkling Gulf of Mexico. The Gulfside master suite opens to outstanding panoramic Gulf and beach views. Beautiful wood floors flow seamlessly throughout the open floor plan, offering a casual, elegant feel to this home. Perfectly set behind the private gates of the Longboat Key Club, you are surrounded by all the L ambiance has to enjoy, including a resort style pool with lap lanes, spa, and splash pool located on a massive outdoor lanai with gazebos and abundant seating, 2 lighted Har-Tru tennis courts, fitness center, saunas, recreation room, on-site management with 24-hour security, walking trails and over 1,200 feet of pristine beach. Your move-in ready home is waiting for you to start enjoying the paradise we call Longboat Key.
630 DE NARVAEZ DR, LONGBOAT KEY, FL 34228
$8,925,000396 Days on yellowkey MLS ID: A4653251
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4591 Built: 2022 Tax: $58,070 (2024)Community: Sleepy Lagoon ParkSpa: YesSingle Family
Taxes:$58,070
Remarks: This stunning Bayfront estate delivers over 480 feet of pristine Bayfront waterfront on a prime point property. True Longboat Key gold. Special features of this home include five bedrooms, five full bathrooms, hardwood floors, sky-high ceilings plus walls of glass. The home opens to multiple covered terraces built for soaking in endless Bay views and the best of Florida living at its finest. The open-concept layout blends indoor comfort with outdoor style, perfect for hosting or unwinding in total privacy. The kitchen is sleek and spacious with high end Wolf package and Sub Zero ready for gourmet meals or casual bites with a view. The adjoining family room also features a large stone fireplace. The primary suite is a retreat all its own with private terrace access, spa-style bath and water views that never quit. Outside, the lifestyle really takes off. A large Bayfront resort-style pool with a hot tub anchors the backyard, surrounded by multiple fire pits perfect for evening gatherings under the stars. Need space for guests? A separate guest house is available to design to your personal touch, offers total privacy and comfort, ideal for hosting family or friends without sacrificing your own space. This estate isn’t just a home it’s a waterfront playground built for bold living. There's kayak storage and room for multiple docks and all your water toys. The new seawall built in 2010 adds peace of mind. There is a four car garage. This North Longboat property is a must see for anyone seeking a luxurious lifestyle combined with natural beauty. With its modern amenities, prime location, and stunning views, it stands out as a dream home. Don’t miss the opportunity to make this exquisite residence your own. This north Longboat location is near many outstanding restaurants and Anna Maria Island. Watch dolphins and manatees and so many Florida birds glide past your backyard. The azure waters of the Gulf of Mexico and the beach are just steps away.
6603 GULFSIDE RD, LONGBOAT KEY, FL 34228
$15,000,000435 Days on yellowkey MLS ID: A4648957
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4925 Built: 2025 Tax: $44,748 (2024)Community: Sleepy LagoonSpa: YesSingle Family
Taxes:$44,748
Remarks: Under Construction. You're in for something special with this new beachfront construction set to be completed by May, 2026. Located on over a quarter acre on Longboat Key, this contemporary luxury home is directly on the beach with stunning Gulf views. Designed with a modern coastal aesthetic, it’s built for both style and comfort. Inside no detail is overlooked. From sleek Walker Zanger porcelain tile to custom cabinetry and polished nickel fixtures, the finishes are top-tier. The gourmet kitchen features an expansive layout with a large waterfall-edge island, double Wolf ovens, Sub-Zero refrigeration, a full-size wine cooler, and a Wolf induction cooktop—everything you need for serious cooking or entertaining. Primary suite is a true showstopper with floor-to-ceiling glass sliders that open wide to a sweeping terrace. Gulf breezes flow through the space, and the shimmering azure water is always in view. Inside, the suite offers a spacious walk-in closet and a spa-like bath featuring tiled walls, a walk-in shower with multiple heads, a soaking tub, dual floating vanities, and a private water closet. Upstairs, an executive office and three generous bedroom suites—each with its own walk-in closet—gives plenty of space for family or guests. A fourth bedroom shares a cozy den, perfect for lounging or movie nights. The grand-level outdoor space takes full advantage of its beachfront setting with a 36-foot lap pool, sun shelf, heated spa, and a fully equipped summer kitchen with a grilling station—ideal for effortless entertaining, all just steps from the sand.
1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228
$3,295,000437 Days on yellowkey MLS ID: A4648856
Bed: 3 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3045 Built: 1996 Tax: $27,359 (2024)Community: Water Club 01 At Longboat KeySpa: YesCondo
Taxes:$27,359
Remarks: 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.
651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228
$845,000148 Days on yellowkey MLS ID: A4680514
REDUCED by $50,000 (5.6%) on 06/03/2026
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)
2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228
$5,999,000350 Days on yellowkey MLS ID: A4658325
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3921 Built: 2016Monthly Fee: $7,501 Tax: $69,970 (2024)Community: Aria Longboat KeySpa: YesCondo
Taxes:$69,970
Remarks: Welcome to an exceptional Gulf-front residence within the prestigious Aria community on the coveted south end of Longboat Key where refined coastal living meets timeless elegance. Set along 300 feet of pristine private shoreline, this extraordinary property offers a rare opportunity to experience true beachfront luxury in one of Sarasota’s most exclusive enclaves. Beyond the gated entrance, Aria unveils a serene, resort-inspired setting with lush native landscaping, tranquil walking paths, and the historic Villa am Meer, a beautifully restored 1935 seaside mansion that serves as the community’s elegant social centerpiece. This impeccably designed, residence spans nearly 4,000 square feet and is accessed via a private elevator, opening to a grand foyer and expansive, light-filled interiors. Recent enhancements include freshly painted cabinetry throughout the home. The thoughtfully curated open-concept floor plan seamlessly integrates sophisticated living and dining spaces with a chef’s kitchen, creating an ideal environment for both everyday living and elevated entertaining. Walls of floor-to-ceiling glass and soaring ceilings invite natural light while framing sweeping, unobstructed views of the Gulf. Expansive wraparound terraces provide the perfect setting to enjoy breathtaking sunsets and coastal breezes from nearly every room. The gourmet kitchen is a statement of both form and function, featuring premium quartz surfaces, freshly painted custom wood cabinetry, and top-tier appliances by Wolf and Miele. The primary suite serves as a private sanctuary, offering a spa-inspired retreat with dual baths connected by an oversized walk-in shower an exceptional design element rarely found. Two additional ensuite bedrooms provide luxurious accommodations for guests, while a dedicated office or optional fourth bedroom adds versatility. A bonus room offers additional flexibility for hobbies, media, or storage. Residents of Aria enjoy an unparalleled suite of amenities, including a beachfront pool and spa, state-of-the-art fitness and yoga studios, massage room, and a private wine cellar. A full-time onsite caretaker ensures a seamless, service-oriented lifestyle. The residence also includes a private, oversized two-car dehumidified garage. Don't miss the NEW video tour.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
761 NORTON ST, LONGBOAT KEY, FL 34228
$4,290,000155 Days on yellowkey MLS ID: A4677200
REDUCED by $100,000 (2.3%) on 05/30/2026
Bed: 4 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4674 Built: 2004 Tax: $14,281 (2024)Community: Sleepy Lagoon Park 2Spa: YesSingle Family
Taxes:$14,281
Remarks: NOW OFFERED WITH A SIGNIFICANT PRICE IMPROVEMENT, 761 Norton Street presents an exceptional opportunity to own a luxury waterfront home in Longboat Key's highly desirable Sleepy Lagoon community. Positioned along a quiet canal with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf, this canal-front residence combines the durability of reinforced concrete construction with the relaxed sophistication of Florida waterfront living. Featuring four bedrooms, four full en-suite baths, three half baths, and 4,674 square feet under air, the residence was thoughtfully designed to accommodate multi-generational living, extended family visits, seasonal guests, or those seeking exceptional flexibility for entertaining. Built with enduring quality in mind, the home features solid poured concrete construction reinforced with rebar throughout, hurricane-rated windows and doors, and a five-stop elevator providing convenient access to every level. A light-filled travertine foyer with an interior water feature creates a memorable arrival, while smart-home technology and newly installed remote-controlled blinds add modern convenience throughout. The main living level centers around an open-concept kitchen and gathering space designed for effortless indoor-outdoor living. Custom wood cabinetry, stainless steel KitchenAid appliances, a cooktop, beverage cooler, and generous entertaining areas flow seamlessly to the outdoor terrace. Beyond the walls of glass, a private resort-style environment awaits. The travertine pool deck features an infinity-edge pool and spa, outdoor shower, summer kitchen, and Coyote grill, creating an ideal setting for waterfront entertaining and year-round enjoyment. For boating enthusiasts, the property's canal-front setting is among its most compelling features. A 28,000-pound boat lift and dedicated lift for two personal watercraft provide convenient access to the region's renowned boating waters, allowing owners to cruise directly to waterfront restaurants, explore Sarasota Bay, spend the day fishing, or enjoy sunset excursions throughout Longboat Key and Sarasota's barrier islands. Inside, architectural details add warmth and character, including a two-tone tray ceiling, travertine fireplace, custom art niches, and generously sized guest suites with walk-in closets and private baths. One suite features a Jacuzzi tub, dual vanities, walk-in shower, and private water closet with bidet, while additional suites provide comfortable accommodations for family and guests. A rare and distinctive feature of the residence is its mirrored floor plan concept, creating two separate yet connected living experiences under one roof. An additional living level includes a second kitchen, bar area, living room, and matching guest accommodations, offering remarkable flexibility for private guest quarters, extended family living, or long-term visitors. Additional highlights include a 4-car tandem garage, abundant storage, and a premier location on Longboat Key. Residents enjoy convenient access to St. Armand's Circle, the St. Regis Longboat Key Resort, downtown Sarasota, Anna Maria Island, championship golf, world-class dining, boutique shopping, and the area's renowned Gulf beaches. Combining direct boating access, exceptional construction quality, resort-inspired outdoor living, and a coveted Longboat Key location, 761 Norton Street represents a rare opportunity to experience the very best of Florida waterfront living.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228
$1,050,00088 Days on yellowkey MLS ID: A4688079
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1392 Built: 1999 Tax: $9,956 (2025)Community: Water Club 01 At Longboat KeySpa: YesCondo
Taxes:$9,956
Remarks: Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400 square feet, 10-foot ceilings, double crown molding, plank wood flooring in the living areas, natural colors and floor to ceiling storm impact windows and doors. An open floor plan offers garden views from the spacious living room and the kitchen, which has both a breakfast bar and a seating area. A beautiful kitchen renovation was completed in December 2025 with handsome wood cabinets, stone countertops and GE Profile appliances. The split plan allows privacy for owners and guests in the two separate primary en-suite bedrooms, each with large windows, custom drapes and carpet, wall closets with built-ins and baths with combination tub/showers. ?An expansive balcony with glass railing barriers can be accessed through the living area and one of the primary suites. This lovely condo conveniently has a stack washer and dryer, linen closet, underbuilding storage unit and assigned parking and its own front desk concierge. Behind the 24-hour guarded-gate is true luxury living with a modern clubhouse, state-of-the-art fitness room, locker room and spa, sauna, bar and lounge, library, game room, ballroom and catering kitchen and outside terrace for gatherings and watching sunsets over the Gulf waters. Besides the magnificent beach and Florida-friendly landscaped grounds, the outdoor amenities include a peaceful courtyard, fire pit, resort-style pool and hot tub and new Har-tru tennis courts. Water Club is conveniently near island golf courses and Publix, and a short distance from St. Armands Circle and downtown Sarasota for dining, shopping, entertainment and cultural venues.
Listing Agent: Kathleen Ucci (941-302-2344)
6750 GULF OF MEXICO DR #152, LONGBOAT KEY, FL 34228
$350,00091 Days on yellowkey MLS ID: A4686698
REDUCED by $5,000 (1.4%) on 06/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 990 Built: 1970 Tax: $2,215 (2025)Community: Whitney BeachCondo
Taxes:$2,215
Remarks: Bring your boat!!! Excellent water views in this north end desirable Whitney Beach waterfront community. If you’ve been waiting for the perfect second-floor residence in the highly sought-after Whitney Beach community on Longboat Key, this is the one. Offering some of the finest views in the complex, this turn-key condominium has been thoughtfully upgraded and is move-in ready. What truly sets Whitney Beach apart is its rare combination of resort-style living and relaxed island charm: Pet-friendly paradise — One of the few communities on Longboat Key that welcomes up to two large dogs, making it a dream for dog lovers. Private boat docks on the protected bayou, providing easy access to the water. One of the widest and most beautiful private beaches on the island, with direct deeded access. Resort-style heated and cooled pools for year-round enjoyment. Prime second-floor positioning that delivers the community’s best panoramic views. Unforgettable wildlife moments right from your home — watch mama manatees nurturing their calves in the canal and dolphins feeding just offshore. Convenient kayak storage and launch area. Exceptionally walkable location — just steps from upscale restaurants, shops, and a fitness center. One of the most pedestrian-friendly communities on all of Longboat Key. A thoughtfully designed floor plan with a low-density, intimate feel — no high-rise hotel atmosphere here. Spacious, peaceful surroundings where residents enjoy privacy and breathing room. Serene walking path to the iconic Beer Can Island (Greer Island), with its pristine beach and natural beauty. Just over the bridge lies Coquina Beach, home to vibrant weekly craft fairs and farmers markets. Nestled at the tranquil northern end of Longboat Key, this location offers the best of both worlds — easy proximity to the charming village atmosphere and world-class amenities of Anna Maria Island, one of America’s most treasured coastal gems. Don’t miss your opportunity to own a piece of this turquoise paradise at an exceptional value. Wake up every morning in one of Florida’s most exclusive island retreats — where luxury, nature, and relaxed coastal living come together perfectly.
Listing is courtesy of: COASTAL KEY REALTY LLC (941-993-9380)
Listing Agent: Amy Jones (941-993-9380)
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