Location: Longboat Key
Do Not Show Listings
2800 HARBOURSIDE DR #E-07, LONGBOAT KEY, FL 34228
$300,00012 Days on yellowkey MLS ID: A4688599
Bed: Bath: 0.0 Built: 1985Monthly Fee: $372 Tax: $2,230 (2025)Community: Longboat Key Moorings MarinaDock-Rackominium
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,230
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: A favorite dock in the Marina with ample turning radius. This 55 x 21 foot slip at Longboat Key Club Moorings is located on the west side of the Marina. Club membership is not required. 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 marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 50 LOA; beam depends on the vessel. Call to discuss!
Listing is courtesy of: LBRE LLC (941-383-8383)
Listing Agent: Jennifer Wilson (941-809-7592)
2295 GULF OF MEXICO DR #64S, LONGBOAT KEY, FL 34228
$625,000115 Days on yellowkey MLS ID: A4675582
0 Days Off yellowkey (back on 3/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1235 Built: 1970 Tax: $6,088 (2025)Community: Islander Club Of LongboatCondo
Taxes:$6,088
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. PRICE REDUCED! Don’t miss this opportunity, schedule your showing today! Beachfront Living at Islander Club on Longboat Key Experience relaxed beachfront living at the Islander Club, one of Longboat Key’s most established and sought-after Gulf-front communities. Located directly on the Gulf of Mexico, this beautifully updated 2-bedroom, 2-bath residence offers true resort-style living in a premier island setting. Situated on the 6th floor along the desirable south/southeast side of the building, the residence spans more than 40 feet, capturing stunning Gulf views and refreshing coastal breezes. Inside, the home has been thoughtfully refreshed with new luxury engineered wood flooring, fresh coastal-inspired paint, and updated lighting throughout. The open floor plan creates a bright, airy atmosphere, with the kitchen flowing seamlessly into the main living area. Large impact windows in the primary bedroom bring in abundant natural light while framing uninterrupted Gulf views. The primary suite includes a private ensuite bath, a full-size washer and dryer are conveniently located inside the unit, and additional storage off the living room adds everyday functionality. Residents of the Islander Club enjoy an impressive collection of resort-style amenities set on an expansive stretch of private beachfront. Community features include over 400 feet of private beach frontage, two fishing jetties, Har-Tru tennis courts, a beachfront heated pool and spa, a fitness center, saunas, and a newly renovated clubhouse with a full kitchen, library, billiards, and table tennis. The community also offers secure gated entry, elevators, professional on-site management, and 24/7 maintenance, providing both comfort and peace of mind. The location is equally exceptional. The Longboat Key Club is just a short bike ride or drive away, offering world-class golf, dining, tennis, and pickleball. The boutiques and restaurants of St. Armands Circle are less than four miles away, with downtown Sarasota’s cultural attractions, shopping, and dining just beyond. This turnkey beachfront condominium offers the perfect opportunity to enjoy effortless coastal living in one of Longboat Key’s most desirable Gulf-front communities. Simply bring your flip-flops and start enjoying the island lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Harold Kaufman (508-525-5938)
616 LYONS LN, LONGBOAT KEY, FL 34228
$1,175,00020 Days on yellowkey MLS ID: TB8490318
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1755 Built: 1972 Tax: $11,177 (2024)Community: Sleepy Lagoon Park 2Single Family
Taxes:$11,177
Tax Year: 2024
Remarks: Welcome to your piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil beach lifestyle. Recently impacted by Hurricane Helene, the home has undergone professional remediation and renovation including kitchen, bathrooms and pool. The living area boasts an open floor plan with a cozy corner wood-burning fireplace that adds a warm touch, creating the perfect setting for snug evenings during the cooler winter months. The kitchen has been completely remodeled and equipped with all new cabinets, quartz countertops and appliances, offering plenty of space for culinary adventures. The master suite includes a cedar walk-in closet, an extra linen closet, and direct access to the pool area. In addition to the 2 bedrooms, there is a bonus room that could be made into a bunk room perfect for the little ones or teenagers to make their own retreat. Lyons Lane is renowned for its tranquility and privacy, with lush mangroves lining the opposite side of the street, creating a natural, peaceful ambiance. This unique setting offers the best of both worlds: a serene retreat just moments away from the pristine beaches, boutique shopping, and fine dining that Longboat Key is famous for. Don’t miss this exceptional opportunity to own a slice of paradise.
Listing is courtesy of: ROOST REALTY INC. (813-326-2569)
Listing Agent: Steve Barthelemy (813-943-2841)
775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228
$2,195,00053 Days on yellowkey MLS ID: A4683021
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2122 Built: 1984 Tax: $17,930 (2025)Community: Beaches Of Longboat KeyCondo
Taxes:$17,930
Remarks: Behind the gates of the Longboat Key Club, this exceptional residence at The Beaches captures sweeping, unobstructed views of the Gulf of Mexico and its pristine shoreline, where vivid sunsets paint the horizon each evening. Perched on the eighth floor, this coveted Star floor plan is ideally positioned as a spacious end residence, offering 2,122 square feet of thoughtfully designed living space with 3 bedrooms and 3 full baths. Walls of glass frame panoramic water vistas and invite natural light to pour into the main living areas. Newly installed impact-rated sliders enhance both storm protection and seamless indoor-outdoor living, while oak engineered hardwood flooring flows beautifully through the living room, dining area, and kitchen, creating a warm yet sophisticated coastal aesthetic. The generous layout provides an effortless blend of comfort and refinement, with well-proportioned bedrooms and baths designed to accommodate both everyday living and gracious entertaining. The Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club. This is a rare opportunity to secure a front-row seat to the Gulf and embrace the effortless elegance of Florida’s most sought-after coastal lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
6477 GULFSIDE RD, LONGBOAT KEY, FL 34228
$8,850,000196 Days on yellowkey MLS ID: A4666887
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5862 Built: 2002 Tax: $109,385 (2024)Community: Sleepy LagoonSingle Family
Taxes:$109,385
Remarks: 100' of direct beach and gulf frontage..... Welcome to Paradise! Experience the ultimate in Longboat Key and Gulf-front luxury with this spectacular nearly 6,000 sq. ft. beachfront estate on Longboat Key. Perfectly positioned on a pristine stretch of white-sand shoreline, this gorgeous beach home offers unobstructed, panoramic views of the Gulf of Mexico from nearly every room in the home. Also featuring over 3,000 sq. ft of under-roof outdoor relaxation and entertainment space. Designed for family gatherings and beach front fun, this is the perfect beach home for tranquil coastal living. This beach home features 6 bedrooms, 6.5 bathrooms, a den and a family room, as well as a stunning 24' x 24' rooftop sun deck. Built in 2002, this waterfront beauty offers many unique details like the Mahogany front door, elevator to all 3 levels, all new exterior paint and interior paint, and best of all three expansive levels of outdoor living space, each capturing the beauty of daily sunsets and unobstructed Gulf and beach views. At the heart of your beachfront oasis is a newly refurbished resort-style pool and new paver patio, framed by swaying palms and endless water views. Just steps beyond the pool is access to your 100' of private beach frontage leading directly to the soft sand and crystal-blue Gulf waters. The main level Owner's suite is large, with direct and unobstructed Gulf and beach views. The kitchen is spacious and open, with top-of-the-line appliances and direct Gulf and beach views to enjoy while you cook. The guest bedroom suites are all spacious, with ensuite bathrooms and great Gulf and beach views from every bedroom. Whether you’re seeking a serene retreat or an entertainer's dream, this exceptional Longboat Key residence delivers unparalleled beauty, privacy, and a front-row seat to Florida’s most breathtaking coastline. Hurry up and get here, the views are spectacular!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Robert Delaney (941-315-3185)
1145 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228
$1,250,00088 Days on yellowkey MLS ID: A4678330
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1172 Built: 1980 Tax: $13,294 (2025)Community: Beachplace ICondo
Taxes:$13,294
Remarks: This highly desirable 4th floor corner residence at Beachplace boasts full direct views of the Gulf from almost every room. Renovated in a coastal contemporary style with long plank porcelain tile flooring throughout, the island lifestyle is readily apparent upon entering. The kitchen offers azure water views while meal prepping, stainless steel appliances, breakfast bar, granite counters and a closet pantry. The primary bedroom pampers owners with access to the covered terrace, spacious primary bathroom offering dual vanities and expansive water views. Highlights include impact windows, TWO Parking Spaces, new entry door, updated flooring in the bedrooms and new interior doors. With an excellent rental policy of 1 month minimum/12 times a year, there is healthy income potential - call for more details. Beachplace offers a 24-hour manned guard gate, heated swimming pool & spa, tennis courts, fitness center, clubhouse, on-site management and miles of pristine beach to relax, enjoy and explore. Conveniently located on the south end of Longboat Key just minutes from the fine dining and shopping on St. Armands Circle and a short drive over the bridge to the cultural hub of downtown Sarasota. Your Longboat Life awaits! RENTALS IN PLACE CONVEY WITH SALE.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Ian Addy, Pa (941-961-8850)
1065 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228
$845,000196 Days on yellowkey MLS ID: A4666641
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1392 Built: 1981 Tax: $8,124 (2025)Community: Beachplace IiiCondo
Taxes:$8,124
Remarks: This stunning 2 bed/2 bath residence comes turnkey furnished offering a full view of the Longboat Key Islandside Golf Course and partial views of the Gulf, Sarasota Bay, and the Sarasota city skyline through Hurricane Impact Sliders installed in 2024. The kitchen has been opened up to the living/dining area providing a beautiful view over the golf course greens while owners are creating culinary delights in the kitchen. There is a breakfast bar, a laundry closet, pantry, and plenty of solid wood cabinet space for storage. The primary suite pampers owners with access to the southeast-facing terrace along with a spacious primary bath offering dual vanities, an updated tile shower, and abundant closet space. The split floor plan allows for maximum privacy for both the primary and the ensuite guest bedroom. Other highlights include ceramic tile flooring throughout, stone counters, a coveted underbuilding parking space and an excellent rental policy of 1 month minimum 12 X per year. Beachplace offers a 24-hour manned guard gate, heated swimming pool & spa, tennis courts, dedicated pickleball courts, fitness center, clubhouse, on-site management, and miles of pristine beach to relax, enjoy and explore. Conveniently located on the south end of Longboat Key just minutes from the fine dining and shopping on St. Armands Circle and a short drive over the bridge to the cultural hub of downtown Sarasota.
605 SUTTON PL #102, LONGBOAT KEY, FL 34228
$485,00068 Days on yellowkey MLS ID: A4681310
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 992 Built: 1973Monthly Fee: $1,642 Tax: $6,934 (2024)Community: Sutton PlaceCondo
Taxes:$6,934
Remarks: Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota Bay, spacious living area, full-size kitchen with stainless steel appliances and granite countertops, dining area and 3 flat-screen TV’s. If the amenities on the interior of the condo aren’t enough – the community of Sutton Place boasts two heated swimming pools, fishing pier and game room, complete with billiards and ping-pong; along with a fitness center and clubhouse. Deeded beach access is located directly across the street.
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
6330 LAGUNA DR, LONGBOAT KEY, FL 34228
$1,999,989147 Days on yellowkey MLS ID: A4672554
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2856 Built: 2002Monthly Fee: $542 Tax: $18,656 (2023)Community: Laguna Yacht VillageSingle Family
Taxes:$18,656
Tax Year: 2023
Remarks: Modern Beach Home priced aggressively to sell as the owners are relocating. Ocean Views! Private Dock With Boat Lift On The Bay! Exclusive Beach Community, The Ultimate Beach lifestyle! This raised (16ft.), three bedroom (possible 4th), three bath, three plus car garage home is situated perfectly between the gulf and bay. The exclusive, gated community of Laguna Yacht Village is Longboat Key's best kept secret, consisting of only 8 homes on 9 lots. This quiet, private beach and boating development is unmatched! Relax on your deck, on your boat, at the beach or by the private heated and chilled pool in the knowledge that all the grounds, pool and dock infrastructure are maintained by the HOA. The home has been thoroughly modernized and expanded in 2019/2020 by the current owners. New 25 year aluminum roof, pre-painted hardiplank exterior, enclosed upper deck expanded Master Suite, complete bathroom and kitchen renovations, new water heater (2025), 5 ton HVAC, washer, dryer and kitchen appliances (Sub Zero and Bosch) as well as refinished hardwood floors on the main level and newly laid matching hardwood floors throughout the entire upstairs make this effectively a totally new home. Whilst not required by the current owners, the upstairs loft area could easily be converted into a 4th bedroom. The majority of the work was accomplished by Greyhawk of Bradenton. Other lavish touches include new solid panel doors, new 16 feet wide opening glass slider doors, integrated 180 bottle wine fridge, an oversized 3 plus car garage including new door and the installation of a 10,000 lb boat lift at the deeded private dock. Call today to schedule your private Viewing.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Zachary Kaplan (941-321-6796)
1145 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228
$1,779,00089 Days on yellowkey MLS ID: A4676554
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1503 Built: 1980 Tax: $16,601 (2025)Community: Beachplace 1Condo
Taxes:$16,601
Remarks: Under contract-accepting backup offers. Penthouse level opportunity (floor 6) and fully renovated for its new owners convenience. Located in building one at Beachplace this 2 bedroom 2 bathroom condo is weeks away from completion of the scheduled building renovation. While the rest of the buildings in Beachplace begin their renovations, over the next several years, you will be able to enjoy (the 2nd largest floor plan B), for your personal use or rental income. The possibilities are unlimited and truly a very unique opportunity. The penthouse level gives you two balconies to enjoy the sparkling water and breathtaking views. The primary bedroom balcony and main living area balcony are separated by a 3/4 concrete wall to allow privacy to both guests and occupants of the spacious primary suite. Both balconies are accessed through impact-rated walls of glass that extend to each private terrace. These expansive beachfront balconies give you breathtaking sunsets and all the Gulf has to experience. Sit and relax while watching the wildlife and waves gently crash onto to the beach. This location on the southern end of Longboat Key gives your new beach home at Beachplace unmatched convenience, with opportunity for a rental return while waiting to fully retire and call this home. Beachplace offers residents 24-hour staffed security, on-site management, clubhouse, along with Har-Tru tennis courts, a modern fitness center, and heated swimming pool with spa. This location allows you quick access to St. Armands Circle, and the culture of Sarasota.
Listing Agent: Bruce A Meyer, Pa (941-266-8152)
3540 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228
$599,00029 Days on yellowkey MLS ID: A4685789
1 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1284 Built: 1980 Tax: $5,007 (2025)Community: Buttonwood CoveCondo
Taxes:$5,007
Remarks: This perfect slice of paradise offers Spectacular Bay Views for Beautiful Sunrises from your Spacious Lanai or Primary Bedroom and Deeded Beach Access for Breath Taking Sunsets. To top it off you have an assigned, deep water slip for your boating needs with no bridges to the intercoastal. This beautiful 2 bedroom, 2 bath, 1,284 sqft Condo is a first floor unit, above the garage level. Split Floor Plan delivers separation from your Primary Bedroom Suite and your Guestroom. Bright white walls and updated ceilings with recessed lights add to the bright airy feel. Open concept Living Room and Dining Room combination. Plantation shutters, impact windows. Tastefully decorated and furnished with exclusions. Complex offers park like grounds, a beautiful Heated Pool and Tennis/Pickleball courts for when you are done boating or enjoying the views. Assigned Garage Level Storage Closet and Parking Space. Convenient mid key location, less than a mile from Publix and CVS, and a short ride to the shops and restaurants of St Armand’s and Downtown Sarasota.
Listing Agent: Sean Clark (941-312-1146)
3030 GRAND BAY BLVD #323, LONGBOAT KEY, FL 34228
$1,250,00070 Days on yellowkey MLS ID: A4681067
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2550 Built: 1998 Tax: $9,798 (2025)Community: Grand Bay 3Condo
Taxes:$9,798
Remarks: This sought-after 2,550 sq. ft. Cayman model in Grand Bay is located within the community’s desirable Building III and ideally positioned to capture magnificent Sarasota Bay and sparkling city views, with additional vistas overlooking the Harbourside Golf Course. Approximately 700 square feet of outdoor living includes two expansive terraces: an east-facing for breathtaking sunrises over the bay and a west-facing showcasing unforgettable glowing sunsets. A private elevator foyer opens to the spacious living area with 9-foot ceilings and immediate “wow” views of the bay. The primary suite is thoughtfully positioned for privacy, featuring serene bay views, a sliding glass door to the bayfront terrace, and an updated primary bathroom with dual bath areas. The guest bedroom is located on the west side of the residence with direct access to the west-facing terrace. The den, considered an occasional 3rd bedroom, offers exceptional flexibility with two sets of concealed movable doors allowing this space to be closed off from the kitchen and dining areas for privacy, and it enjoys access to a third full bath. The dining room is centrally located, enhancing the open flow between living spaces while offering both bay and west-exposure views. The kitchen includes a breakfast room and abundant cabinetry. Luxury vinyl flooring runs throughout the residence. The condominium is being sold partially furnished for the new owner to begin their coastal journey with ease. Grand Bay residents enjoy an exceptional array of resort-style amenities, including two heated pools & spas, two Har-Tru tennis courts, a state-of-the-art fitness center with sauna, 24-hour guard-gated security, and on-site management. Miles of sidewalks and trails wind throughout the natural beauty of Bay Isles, a true sanctuary for nature lovers. Bay Isles Beach Club membership is included exclusively for owners, offering gated parking and private beach access with beach amenities, grills, and conveniences. Optional Longboat Key Club membership, including golf, is also available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
380 GULF OF MEXICO DR #515, LONGBOAT KEY, FL 34228
$1,199,00053 Days on yellowkey MLS ID: A4683391
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2380 Built: 1994 Tax: $11,342 (2025)Community: Tangerine Bay ClubCondo
Taxes:$11,342
Remarks: One or more photo(s) has been virtually staged. Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This 2bd/Den/2.5bath/2-car private garage home, with excellent wall space for displaying your finest art collection, extends over 2,300 square feet of living space. Courtyard entry, equipped with gas hook-up for your own grill, offers slider access into the kitchen/ family room area which is perfect for a different entertaining perspective since the courtyard is large enough to also accommodate table and chairs. Of course, the coveted place to dwell will be the grand living/ dining area and balcony to experience morning sun over the calming waters or the miracle of all the hues the sky can offer as the sun begins to set behind you. Large primary en-suite enjoys the water view and slider access to the balcony, considerably sized walk-in closet and super-spacious bathroom to create the spa-like atmosphere of your dreams. #515 will not disappoint with the generous kitchen, kitchen water filtration, split floorplan, updated windows and doors, 2024 roll-down hurricane shutters, 2023 A/C, 2026 water heater, roof and sprinkler heads replaced approx. three years ago. With a spanning lap pool, meandering lush lounging areas, spa, fishing/day dock, tennis/ pickleball, fitness center and clubhouse- Tangerine Bay is poised for pleasure to all who get to call it home. For a small annual fee, owners can also become members of the Bay Isles Beach Club.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Cindy Schatzle (941-587-7556)
3548 FAIR OAKS LN, LONGBOAT KEY, FL 34228
$2,995,00067 Days on yellowkey MLS ID: A4681540
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3470 Built: 2000Monthly Fee: $833 Tax: $24,368 (2025)Community: Queens HarbourSingle Family
Taxes:$24,368
Remarks: Located within the gated Queens Harbour enclave in Bay Isles, this direct bayfront residence offers a well-designed courtyard-style floor plan with water views, flexible living spaces, and a private dock—set on a quiet cul-de-sac in one of Longboat Key’s most established communities. Spanning approximately 3,470 square feet of living space across two levels, the home features four bedrooms, four full baths, and one half bath, with a layout that prioritizes privacy and functionality. The first floor hosts three en-suite guest bedrooms, a dedicated office, and the main living areas, while the entire second floor is reserved for the primary suite, creating a true owner’s retreat. The main level welcomes you with an open living and dining arrangement highlighted by cathedral ceilings, tile flooring, and walls of sliding glass doors that open to the bayfront patio. This seamless indoor-outdoor connection frames tranquil water views, ideal for relaxing or entertaining. The formal dining space also enjoys bayfront exposure and flows naturally into the kitchen. The kitchen is thoughtfully positioned for daily living and gatherings, offering solid wood cabinetry, stone countertops, a center island, breakfast bar seating, pantry storage, and a full suite of stainless-steel appliances. Adjacent family and living spaces enhance the home’s livability while maintaining clear sightlines to the water. Two of the first-floor guest bedrooms include en-suite baths, while a third guest suite—a private cabana across the pool courtyard—offers flexibility for visiting family or multi-generational living. The office is also located on the first level, providing the ideal amount of separation. Upstairs, the primary suite occupies the entire second floor, offering privacy and elevated views. This retreat features a spacious bedroom, walk-in closet, and a well-appointed en-suite bath with dual sinks, soaking tub, separate shower, and private water closet. Outdoor amenities include a private pool courtyard, open dock with direct bay frontage, providing access for boating and paddle sports. A new tile roof was installed in 2023, and the property includes a two-car garage. Queens Harbour residents enjoy a maintenance-free lifestyle with 24-hour guard-gated security, community heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, offering Gulf-front pavilions, grilling areas, and pristine beaches just minutes away. Perfectly positioned behind the gates of Bay Isles, this residence is close to Harbourside Golf & Marina, the Longboat Key Club, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota are all within easy reach, providing access to shopping, waterfront restaurants, cultural venues, and year-round events. A well-located bayfront opportunity offering space, privacy, and a flexible floor plan in one of Longboat Key’s most desirable communities.
Listing Agent: Roger Pettingell (941-387-1840)
2800 HARBOURSIDE DRIVE #M-03, LONGBOAT KEY, FL 34228
$250,000509 Days on yellowkey MLS ID: A4629626
Bed: Bath: 0.0 Built: 1985Monthly Fee: $302 Tax: $1,505 (2025)Community: Longboat Key Club MooringsDock-Rackominium
Taxes:$1,505
Remarks: 45 x 20 Boat Slip on M-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline, close to parking for easy access. LBK Club membership is optional. 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, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site 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. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 40 LOA.
548 HALYARD LN, LONGBOAT KEY, FL 34228
$3,650,00084 Days on yellowkey MLS ID: A4675348
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3628 Built: 1964Monthly Fee: $21 Tax: $30,299 (2024)Community: Country Club ShoresSingle Family
Taxes:$30,299
Middle School: Brookside Middle
Remarks: Price Reduction of $75,000.00. Step into modern luxury at this canal-front masterpiece on the south end of Longboat Key. Nestled in the premier Country Club Shores neighborhood, this 2024-effective-year renovation seamlessly blends classic Florida charm with cutting-edge innovation. Built with top-tier materials and state-of-the-art systems, this home offers coastal waterfront living in an unrivaled location. The southeastern exposure provides an abundance of natural light and water views. Everything has been addressed with this custom renovation, and the fully restored interior showcases thoughtful upgrades throughout, including Lutron programmable lighting, a German-designed kitchen lighting system, new plumbing and electrical, impact windows and doors, a must-see chef’s kitchen, instant hot water delivery and a whole-home water filtration system. Coral stone floors on the main level and hardwood flooring above complement the refined design, curated by the owner, a professional interior designer. This residence offers three bedrooms and three-and-a-half baths, including a full-floor principal suite featuring a sitting room, private balcony with Sarasota Bay views, and generous closet space. A sizeable living room designed for entertaining separates the en-suite guest wing from the main living areas. The kitchen includes custom cabinetry, high-end appliances and a breakfast room overlooking a private front courtyard. Additional main-floor spaces include a library or game room, powder room, laundry room, exercise room and a framed, wired area for a future elevator. Outdoors, lush tropical gardens envelop the entire property, creating a tranquil and Zen-inspired sanctuary leading to a covered lanai overlooking a resort-style pool and spa, with expansive patios ideal for entertaining. The canal-side setting includes a private dock with a boat lift and mooring capabilities for a larger vessel with no bridges to the bay and access to the Gulf in minutes. Enjoy sunrises over Sarasota Bay and amazing sunsets and water activities from your designated beach access just a short stroll away. The Country Club Shores neighborhood is known for coastal living, with low HOA fees and the location provides easy access to golfing, shopping, dining at St. Armands Circle and downtown Sarasota.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
603 LONGBOAT CLUB RD #402N, LONGBOAT KEY, FL 34228
$1,250,000161 Days on yellowkey MLS ID: A4670556
1 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1970 Tax: $13,618 (2025)Community: Longboat Key TowersCondo
Taxes:$13,618
Remarks: Under contract-accepting backup offers. Nestled behind the exclusive gates of the Longboat Key Club, Longboat Key Towers stands as one of the island’s most distinguished Gulf-front communities. Within the north tower, this elegant fourth-floor residence captures breathtaking views from sunrise to sunset — with two expansive balconies overlooking the shimmering Gulf of Mexico to the west and the rolling greens and bay waters to the east. The living and dining areas frame the Gulf like a work of art, with floor-to-ceiling picture windows that make you feel as though you’re floating above the shoreline. A thoughtfully designed kitchen offers generous cabinetry, pantry storage, a full suite of appliances, and a convenient service entrance. A gracious double-door entry opens to a welcoming foyer that leads to the guest quarters and bath. The spacious primary suite features a walk-in closet, a separate vanity area, and a private bath, with both bedrooms sharing access to the eastern balcony for tranquil morning views across the golf course. In this secure, modernized building, residents enjoy covered and guest parking, private storage, and a breezeway that connects both towers — enhancing the sense of community. Amenities abound: a Gulf-front heated pool and spa surrounded by a paver-brick sundeck, a well-equipped fitness center, and attentive on-site management and staff. A $12 million renovation in 2008 brought new impact-rated windows, roofing, exterior resurfacing, spa and pool enhancements, paver decks, and refreshed lobbies and fitness facilities. The 2015 plumbing project further modernized the infrastructure with new domestic water piping and lining. Every detail has been considered, offering peace of mind and timeless appeal. This is truly an owner’s retreat. Just beyond your door lies The Links on Longboat, a spectacular seaside golf course reimagined for today’s player — a par-71 layout spanning 6,748 yards of beautifully maintained greens. Membership options at the Longboat Key Club provide access to a second Harbourside course, world-class tennis, fine and casual dining venues, a full-service spa and fitness center, club gatherings, concierge services, and The Longboat Key Club Moorings — a deep-water marina offering exclusive affiliation opportunities. Living on Longboat Key is more than a lifestyle — it’s a privilege. With fine dining, boutique shopping, and cultural attractions just minutes away at St. Armands Circle and downtown Sarasota, this location perfectly blends resort-style living with everyday convenience.
Listing Agent: Judy Kepecz-Hays (941-587-1700)
3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228
$1,939,00099 Days on yellowkey MLS ID: R4910478
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2550 Built: 1994Monthly Fee: $2,617 Tax: $17,500 (2024)Community: Grand Bay 1Condo
Taxes:$17,500
Remarks: PRICE POINT ADJUSTMENT ON HIGH FLOOR UNIT! Resort Living At It's Finest with this Grand Bay Condominium offers Privacy in the exclusive Bay Isles community. Grand Bay is situated directly on Bishops Point offering extensive Sarasota City views. Get swepted away by the dramatic unobstructed views of the city and expansive Sarasota Bay. The expansive floor to ceiling"Walls of Windows" with terraces on both the east and west sides of the building. Perfect sunrises and sunsets are the order the day ! The open floor plan from living room, to dining room, to den (can be easily converted into a 3rd bedroom) and the convenience of the kitchen all flow smoothly for entertaining and easy living. The den, kitchen, and guest bedroom all face west with access to the terrace for spectacular sunsets. The kitchen offers all of the latest modern conveniences with an oversized SubZero refrigerator/freezer, mini Perlick bottle refrigerator, Bosch dishwasher, Wolf triple oven with microwave, warming oven and Empava induction cooktop. This unit is sold fully furnished with high end quality names like Ethan Allen, Hancock & Moore and Italian leather. The master bedroom boasts panoramic views of the city and connects to the east terrace with plenty of space for sunbathing and nature watching. The marble master bath invites you to soak in the garden tub to relax the day away. Grand Bay Building 1 Caymen unit offers Total Privacy on the East and West Balconies with Glass railings for unobstructed viewing privacy! The en-suite guest bedroom is currently being used as an office and features its own grand views of the Longboat Key’s Harbourside golf course and the Gulf of Mexico beyond. Grand Bay is situated behind the Longboat Key Club gates and offers additional gated security at the building entrance for your peace of mind. Amenities for your enjoyment include two Har-Tru tennis courts, a state-of-the-art fitness center on the second floor of the Newly modernized Grand Bay clubhouse, two large heated pools and private beach access to the Newly modernized PRIVATE Bay Isles Beach Club directly on the Gulf of America. Grand Bay offers Electric Car Charging Stations. The Travertine stone floors are polished to perfection and is in pristine condition. This is resort style living, at its finest with the convenience of being located on Longboat key. Just minutes from St. Armand's world renowned shopping, restaurants and the cultural capital of Florida that is downtown Sarasota. Memories that will last a lifetime....All offers submitted via FAR-BAR contract form. Please use showing time button for all showings
Listing is courtesy of: LEN SCAVRON (908-304-5454)
Listing Agent: Len Scavron (908-304-5454)
1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228
$1,050,00015 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 KeyCondo
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, furnished 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)
2165 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228
$2,350,00045 Days on yellowkey MLS ID: A4684194
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2485 Built: 1996 Tax: $12,382 (2025)Community: Villa Di Lancia Ph 1Condo
Taxes:$12,382
Remarks: Experience and enjoy breathtaking, unobstructed Gulf views from this exceptional “walk-down” corner 3-bedroom 3-bath residence in the prestigious Villa Di Lancia community on South Longboat Key. Fully updated and spanning 2,485 sq. ft., this residence feels like its own private beachfront home. Upon entering from the semi-private elevator lobby, you are welcomed into an open and light-filled floor plan with soaring 10-foot ceilings and expansive walls of glass. As one of the most desirable corner residences in the community, this residence showcases panoramic Gulf views from nearly every room, which can be enjoyed by an additional wall of windows that flood the interior with natural light. The expansive great room connects to a nearly 500 sq. ft. covered terrace — your front-row seat to spectacular sunsets over turquoise waters! The terrace also has a private staircase allowing direct access to the beach and Gulf-front pool and spa, creating a rare and seamless indoor-outdoor lifestyle. The updated eat-in kitchen features a serving bar, walk-in pantry, full laundry room, and generous storage. The split floor plan allows owners and guests alike to enjoy quiet privacy. The primary suite is a true retreat, complete with direct Gulf views, private terrace access, spacious closets, and a large en-suite bath. The guest wing includes a second en-suite bedroom, as well as a third bedroom or a convenient and flexible den space with an adjacent bath. Villa Di Lancia is an exclusive boutique community with only 38 residences with resort-style amenities. Relax by the heated Gulf-front pool and spa, or enjoy friendly competition on the Har-Tru tennis and pickleball courts, as well as a state-of-the-art fitness center and steam room. Resort-style living has been effortlessly achieved throughout the community, including the newly updated clubhouse, social room and kitchen, on-site management, 24-hour manned gate, EV charging station, secure under-building parking, guest parking, and a private storage room. This welcoming community is both pet-friendly and impeccably maintained. Ideally located on the southern end of Longboat Key, residents enjoy proximity to fine and casual dining, golf, marinas, shopping, St. Armands Circle, and Sarasota’s cultural attractions. Residences here are rarely available. This is a rare opportunity to own a luxurious beachfront sanctuary and experience refined coastal living at its finest. This residence feels like a beautiful private home on the beach!
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.