Location: Longboat Key
Do Not Show Listings
1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228
$3,295,000384 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$27,359
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
1241 GULF OF MEXICO DR #109, LONGBOAT KEY, FL 34228
$1,139,000207 Days on yellowkey MLS ID: A4667851
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2000 Built: 1996 Tax: $14,616 (2025)Community: Water Club At Longboat KeySpa: YesCondo
Taxes:$14,616
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Live the lavish lifestyle only found at the Water Club on Longboat Key, an idyllic waterfront location with direct access to the white sand beaches only found along the aquamarine waters of the Gulf Coast. This exceptional, beautifully Thomas Moser furnished, 2-bedroom, 2.5-bathroom split plan features spacious en-suite bedrooms with privacy, 10-foot ceilings, floor-to-ceiling hotel-quality hurricane impact windows & sliders, Brazilian Cherry Wood floors, a lovely and convenient powder bath and an incredible master suite with generous walk-in closet and direct access to the private balcony. The masterfully remodeled kitchen showcases custom cabinetry, glass mosaic backsplash, a reverse osmosis faucet, stainless-steel appliances including a Viking stove, Sub-Zero refrigerator and separate dry bar with Sub-Zero wine and beverage refrigerators. Step out onto the extra-large terrace and enjoy the beautiful privacy of the surrounding tropical foliage. Located on the plaza level, you will have quick and easy access to world-class community amenities like 24-hour guard-gated 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. Experience the Water Club...timeless elegance, modern design, and a lifestyle beyond compare. Located a short distance from St. Armands Circle and Downtown Sarasota’s culture, shopping and fine dining.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228
$1,879,000206 Days on yellowkey MLS ID: A4668143
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2550 Built: 1999 Tax: $16,976 (2025)Community: Grand Bay 4Spa: YesCondo
Taxes:$16,976
Remarks: One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately—while still allowing a future owner to complete their personal renovation plans once the building’s elevator modernization is finished. The furniture rental will extend for up to one year, giving the buyer time to enjoy the residence while preparing for future customization or construction. With ideal north–south exposure, this residence captures breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from two expansive terraces. Walls of glass and abundant natural light enhance the open-concept layout, which includes 2 bedrooms, 2.5 baths, and a den that can easily be reconfigured to include a walk-in closet for a 3rd bedroom. The primary suite opens directly to the Bayfront terrace, the second bedroom offers an en-suite bath and private Gulf-view balcony, and the den, kitchen, and third bedroom share access to a second terrace for effortless indoor-outdoor living. Two prime, side-by-side parking spaces on the upper main level sit conveniently next to the elevator, leading to a private elevator foyer. Residents of Grand Bay enjoy world-class amenities including 24-hour security, a clubhouse with library and game room, fitness center, tennis and pickleball courts, two heated pools and a spa, and deeded access to the exclusive Bay Isles Beach Club.
5055 GULF OF MEXICO DR #412, LONGBOAT KEY, FL 34228
$565,00067 Days on yellowkey MLS ID: A4683419
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 1973 Tax: $8,183 (2024)Community: Club Longboat Beach & TennisSpa: YesCondo
Taxes:$8,183
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: Martha B. King Middle
Remarks: Discover an exceptional value opportunity in Club Longboat on Longboat Key, one of the island’s most desirable beachside communities known for its active lifestyle and resort style amenities. This three bedroom, two bathroom ground floor walkout residence is currently the least expensive unit in the community and presents a rare chance to create a fully customized coastal retreat. With a solid existing layout and desirable ground level access that enhances indoor / outdoor living, the residence offers tremendous flexibility. Buyers have the opportunity to redesign and expand the third bedroom to add additional square footage, whether to create a more spacious primary suite, an inviting guest retreat, or a dedicated office or flex space. The potential to transform this residence into a personalized showpiece is exceptional. Club Longboat is ideal for tennis, pickleball, and beach enthusiasts, offering eight Har Tru tennis courts with three lined for pickleball, two heated swimming pools, and 750 feet of private Gulf front beachfront complete with lounge chairs and umbrellas. The serene waterfront setting enhances the peaceful atmosphere and scenic surroundings. The residence includes a covered parking space directly in front of the unit along with abundant guest parking. On site management serves the 85 residences, providing convenience and peace of mind within a welcoming, all ages community. Owners enjoy a pet friendly environment with no weight restrictions and a flexible rental policy allowing one month minimum rentals up to twelve times per year, creating excellent income potential. Conveniently located near shopping and fine dining, this is a rare opportunity to secure a value driven property in an amenity rich Longboat Key beachfront community and make it entirely your own.
1932 HARBOURSIDE DR #242, LONGBOAT KEY, FL 34228
$599,00021 Days on yellowkey MLS ID: A4688978
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 1982Monthly Fee: $81 Tax: $7,099 (2025)Community: Fairway Bay 1Spa: YesCondo
Taxes:$7,099
Middle School: Pine View School
Remarks: Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This turnkey furnished move-in ready two-bedroom, two-bathroom residence presents an exceptional chance to enjoy the Longboat Key lifestyle along with the rare advantage of one under building garage parking space. Enjoy peaceful views of Sarasota Bay, surrounding mangroves, and native wildlife from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ready for immediate enjoyment as a primary home, seasonal retreat, or investment opportunity. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.
2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228
$5,999,000297 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: One or more photo(s) has been virtually staged. 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. 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, 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.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
5591 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228
$900,00012 Days on yellowkey MLS ID: A4690629
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1979 Tax: $3,532 (2025)Community: Sea Club IiiSpa: NoCondo
Taxes:$3,532
Remarks: Experience coastal living at its finest in this beautifully remodeled (2025) Gulf-front, ground-floor end unit at sought-after Sea Club III on Longboat Key. Sea Club III's daily and weekly rental flexibility accommodates those seeking to maximize rental income potential and/or enjoy that perfect personal retreat and getaway. No driving to beach parking lots or crossing streets for amenities required. Enjoy the convenience of direct Gulf beach access with powdery sands, soothing waters and breathtaking sunsets. All just steps from your covered patio. Heated community pool just steps from your front entry. Step inside to find fully furnished and updated interiors (2025). Impact double pane windows and sliders (2025) for added comfort and peace of mind. This condo offers both tranquility and accessibility. Sea Club III is just a short stroll to dining, cafés and parks. Located just minutes from St. Armands Circle and Downtown Sarasota’s dining, shopping and art scene. Convenient to SRQ airport with its ever-increasing direct flights to Sarasota. Do not miss out. This is truly a rare opportunity to own a piece of Old Florida!
Listing is courtesy of: WAGNER REALTY (941-761-3100)
Listing Agent: Gina Uliano (941-920-0276)
1912 HARBOURSIDE DR #602, LONGBOAT KEY, FL 34228
$549,900199 Days on yellowkey MLS ID: A4668394
1 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1590 Built: 1982 Tax: $6,146 (2024)Community: Fairway Bay 1Spa: YesCondo
Taxes:$6,146
Remarks: Under contract-accepting backup offers. NEWLY painted bright and fresh INTERIOR. Discover the ideal blend of comfort, convenience, and coastal charm in this beautifully furnished townhouse in Fairway Bay, a sought-after, gated community within Bay Isles on Longboat Key. Enjoy easy access to the gorgeous Gulf beach of Longboat Key via a private beach club, and an abundance of activities, including biking, recreation, pickleball and tennis, ideal for those who embrace an active lifestyle. The main level of this townhome offers an open, eat-in kitchen with a breakfast bar that flows effortlessly into the inviting living room, complete with a wood-burning fireplace and large sliding doors leading to a screened lanai with stairs to the outdoors. A convenient half bath completes this level, making it ideal for entertaining. Upstairs, the primary suite features a spacious walk-in closet and a private en-suite bath with double sinks. A second bedroom, also with its full en-suite bath, provides comfort and privacy for guests. The laundry is conveniently on this upper level. On the garage level, you’ll find a large storage room and a bonus space, offering endless possibilities such as a home gym, hobby area or even a space for guests. Fairway Bay homeowners have access to the on-site clubhouse, where there are social activities, a community gym and Har-Tru tennis courts for residents only. Fairway Bay is in Bay Isles, where you have 24/7 gated security and deeded access to the beautiful and private Bay Isles Beach Club. Here you can enjoy gated parking, restrooms, beach chair and umbrella storage, an ice machine, refrigerator and microwave, the ideal place for barbecues, picnics, and sunset gatherings with family and friends. Furniture is included, making this an effortless move-in opportunity to start enjoying the Longboat Key lifestyle from day one. This home is in proximity to Longboat Key Club where you have 45 holes of golf, a world-class tennis center, pickleball courts and five private restaurants accessible to you with additional membership. It’s rare to find a home in Bay Isles offering this level of lifestyle, amenities and value. Don’t miss this opportunity to live your best life on Longboat Key and start making memories of a lifetime today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Judy Mitchell (941-275-6838)
5635 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228
$1,050,00073 Days on yellowkey MLS ID: A4683336
2 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1786 Built: 1980 Tax: $13,341 (2024)Community: Longboat SandpipersCondo
Taxes:$13,341
Remarks: Under contract-accepting backup offers. Welcome to Sandpipers, a boutique Gulf-front condominium community on the desirable north end of Longboat Key. This well-maintained second-floor residence offers 2 bedrooms, 2 bathrooms, and 1,786 square feet of relaxed coastal living. The home has been meticulously cared for with classic finishes and a show-stopping view. Step onto the private, screened lanai and take in soothing Gulf breezes, the sound of the waves, and spectacular sunsets over the Gulf of Mexico. The expansive lanai creates an inviting indoor-outdoor living space, perfect for morning coffee or evening relaxation. Residents of the 10-unit Sandpipers community enjoy private beach access and a community pool. The residence is offered furnished, making an easy transition into island living. Conveniently located close to St. Armands Circle, downtown Sarasota, and the coastal charm of Anna Maria Island. This is a rare opportunity to own a spacious and thoughtfully laid-out Gulf-front condo in one of Longboat Key’s most desirable boutique communities. Schedule your private showing today.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: April Green (941-773-1680)
3804 GULF OF MEXICO DR #B207, LONGBOAT KEY, FL 34228
$397,00039 Days on yellowkey MLS ID: TB8490120
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1133 Built: 1970 Tax: $3,764 (2025)Community: Beach Harbor ClubCondo
Taxes:$3,764
Remarks: Welcome to your new slice of paradise at the Beach Harbor Club! This gem is located in 'B' building, closest to the Gulf of Mexico, and less than one-minute walk to pristine white sand beach ! "This bright two-bedroom, two-bathroom condo has been thoughtfully updated for 2025 with a brand-new HVAC system and water heater, giving you total peace of mind. Standing out as a unique residence that is 12.5% larger than front-facing units, this south-facing home is drenched in tons of natural light and features a modern open-concept kitchen and living room design. The chef’s kitchen is a true centerpiece, boasting a 14-foot-long center granite counter and custom cabinetry with soft-close drawers and doors. Throughout the entire home, you will find cool-to-the-touch 18-inch travertine tiles on all floors and Bahama shutters on every window, while the primary suite offers a spacious walk-in closet and beautiful views of the Gulf—vistas that can also be enjoyed right from the foyer. Designed for convenience with two separate entrance doors, this condo makes it easy to walk to the beach via your deeded access on the pristine sands of Longboat Key or launch a kayak into the bay right from the community docks. Between the heated pool, fitness center, and sunset views over the water, it feels like a year-round vacation. You’re perfectly placed mid-key, so you can easily bike over to Bayfront Park for a game of pickleball or a walk along the bay trails. With a covered carport, everything is set for you to just arrive and start enjoying the coastal lifestyle—Longboat living truly doesn't get better than this! Schedule your tour today! Come and visit this Beauty, this will not last long!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Sarah Wampler (941-209-0676)
597 SPANISH DR N #12, LONGBOAT KEY, FL 34228
$350,00013 Days on yellowkey MLS ID: A4690602
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1429 Built: 1968 Tax: $2,897 (2025)Community: Spanish Main Yacht Club CondoCondo
Taxes:$2,897
Remarks: Enjoy the Florida lifestyle in this beautifully renovated 2-bedroom + den, 2-bath villa in the highly desirable Spanish Main Yacht Club on Longboat Key. Offering 1,429 sq. ft. of move-in-ready living space, this home features ceramic tile flooring throughout, an open-concept living and dining area, and a bright Florida room ideal for relaxing or entertaining. The den includes a closet, making it perfect as a home office or optional third bedroom. This maintenance-free residence offers exceptional amenities including deeded beach access, shuffleboard courts, and a clubhouse with a library and social rooms. Boating enthusiasts will appreciate bay and harbor access along with an on-site marina. The vibrant 55+ community also features a heated pool and active social calendar. Practical conveniences include inside laundry and an attached carport. Pet-friendly (one pet up to 35 lbs), the home is ideally located minutes from St. Armands Circle and a short drive to Anna Maria Island. A rare opportunity to enjoy relaxed coastal living in one of Longboat Key’s most sought-after communities.
Listing is courtesy of: AUM FLORIDA REAL ESTATE LLC (855-286-3573)
Listing Agent: Geoff Scalera (941-321-4158)
535 SANCTUARY DR #A603, LONGBOAT KEY, FL 34228
$2,999,00020 Days on yellowkey MLS ID: A4689260
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2375 Built: 1990Monthly Fee: $1,281 Tax: $33,878 (2025)Community: SanctuarySpa: YesCondo
Taxes:$33,878
Remarks: Welcome to refined coastal living at The Sanctuary—an exclusive gulf-side enclave tucked behind the gates of the Longboat Key Club. This beautifully updated 6th-floor residence offers 2BR plus den, 2.5BA, and over 2,375± sq. ft. of sophisticated interiors paired with sweeping wrap-around terraces that capture panoramic views of the Gulf of Mexico, the Links golf course, and the Sarasota skyline. Thoughtfully renovated with a designer’s eye, the residence showcases rich wood flooring, high-impact glass throughout, and light-filled living spaces that seamlessly connect indoors and out. The gourmet kitchen is both stylish and functional, featuring crisp cabinetry, solid-surface countertops, stainless appliances, and a center island ideal for casual dining or entertaining. The primary suite is a private retreat with terrace access, stunning Gulf views, a spacious walk-in closet, and a spa-inspired bath. Guests are comfortably accommodated in a separate suite, while the den offers flexibility for a home office or additional sleeping space. Residents enjoy a true resort lifestyle with private deeded beach access just steps away, 24-hour gated security, under-building parking, on-site management, heated pool and spa, Har-Tru tennis courts, and a fitness center. Ownership also places you within the coveted Longboat Key Club, with world-class golf, tennis, and beachfront amenities. Perfectly positioned on the south end of Longboat Key, you’re just minutes from the renowned shopping, dining, and social scene of St. Armands Circle, along with the vibrant arts, culture, and waterfront restaurants of downtown Sarasota. For those seeking a luxury Gulf Coast lifestyle defined by elegance, privacy, and activity, this exceptional residence delivers. Schedule your private showing today and experience The Sanctuary at Longboat Key firsthand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Steve Walter (941-809-0907)
1211 GULF OF MEXICO DR #610, LONGBOAT KEY, FL 34228
$1,395,00076 Days on yellowkey MLS ID: A4682918
5 Days Off yellowkey (back on 4/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1827 Built: 1985 Tax: $14,561 (2025)Community: PromenadeSpa: YesCondo
Taxes:$14,561
Remarks: Positioned on the south side and sixth floor of The Promenade on Longboat Key, Residence #610 delivers a true move-in-ready coastal retreat with sweeping Gulf-to-bay views that unfold the moment you enter. From sunrises over Sarasota Bay to sparkling views across the Gulf of Mexico, nearly every room captures water vistas that define the island lifestyle. Offered fully furnished, this updated residence showcases a refined blend of travertine and rich wood flooring, crisp architectural lines, and an abundance of natural light pouring through expansive glass sliders. The open living and dining areas are framed by walls of glass that lead to the private terrace—an ideal vantage point for morning coffee overlooking the Gulf or evening relaxation with the shimmer of bay and downtown skyline vistas in the distance. The contemporary kitchen is thoughtfully designed with sleek surfaces, ample cabinetry, and generous counter space, flowing seamlessly into the main living areas for effortless entertaining. The bright ambiance continues into the bedrooms, where large windows highlight panoramic water and skyline views while maintaining a sense of privacy and comfort. The split-bedroom floor plan ensures privacy, with a spacious primary suite offering dual walk-in closets, terrace access, and an en-suite bath with dual sinks, soaking tub, separate shower, and private water closet. The guest suite includes a walk-in closet and its own en-suite bath, ideal for visitors or seasonal stays. Every detail reflects a residence that has been meticulously maintained and is ready for immediate enjoyment—whether as a full-time home or seasonal escape. The Promenade is a gated, Gulf-front community known for its exceptional amenities and attentive service. Residents enjoy a 24-hour manned guard gate, concierge services, on-site management, secure lobby, health club facilities for men and women, social rooms, four Har-Tru tennis courts, a Gulfside sundeck, and an oversized heated swimming pool and spa. A private boardwalk leads directly to the beach that elevate everyday coastal living. Situated on the south end of Longboat Key, The Promenade offers convenient access to the Longboat Key Club’s golf and marina facilities (access is available with separate memberships), waterfront dining, and nearby shopping. St. Armands Circle and downtown Sarasota are just minutes away, where boutiques, theaters, art galleries, and renowned restaurants define the Cultural Coast lifestyle. Promenade #610 presents a rare opportunity to enjoy turnkey beachfront living with panoramic water views, resort-style amenities, and proximity to everything that makes Longboat Key and Sarasota so desirable.
Listing Agent: Roger Pettingell (941-387-1840)
825 BAYPORT WAY #825, LONGBOAT KEY, FL 34228
$699,00093 Days on yellowkey MLS ID: A4680533
0 Days Off yellowkey (back on 4/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1601 Built: 1981 Tax: $8,133 (2025)Community: Bayport Bch & Ten Ph ECondo
Taxes:$8,133
Remarks: Under contract-accepting backup offers. Mid Key on Longboat Key, 825 Bayport Way offers 1,601 square feet of living with 2 bedrooms and 2 bathrooms in an active bayfront community. A great room design with split bedrooms. The Florida room with access to the private outdoor terrace has tremendous views...especially for a nature lover. Unit is being offered turnkey furnished… also can be sold unfurnished. Enjoy beautiful bay views and the ultimate Florida lifestyle with the beach just steps away, easy access to Longboat Key’s soft white sands and stunning Gulf sunsets. The residence is designed for comfort and ease, ideal as a full-time home or a serene coastal retreat. The Bayport community enhances the experience with a heated swimming pool, tennis courts, pickleball courts, bocce ball, kayak storage, deeded beach access with umbrellas and chairs, and even scenic walking paths that wind through lush, well-maintained grounds. Whether you’re paddling on the bay, strolling by the water, or enjoying quiet mornings at home watching the sunrise, this property captures the essence of island Located in the heart of Longboat Key. This bayfront condo offers an exceptional opportunity to enjoy the best of Florida’s Gulf Coast lifestyle. Just moments from dining and cultural attractions of Longboat Key and nearby Sarasota, the location blends privacy with convenience. The residence invites relaxed coastal living, whether you’re entertaining guests, enjoying peaceful mornings, or embracing an active outdoor lifestyle. This is a rare chance to own in one of Longboat Key’s most desirable areas, where timeless architecture meets everyday life.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tammy Garner (941-374-4161)
6701 GULF OF MEXICO DR #332, LONGBOAT KEY, FL 34228
$795,00026 Days on yellowkey MLS ID: A4689175
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 990 Built: 1971 Tax: $3,403 (2025)Community: Whitney Beach IiiCondo
Taxes:$3,403
Remarks: Finally, you have the opportunity to own your own "Walk-Out", Gulf Front, Beach Condo. Tucked just behind a beach grass sand dune and situated on a grassy knoll, this unit is perfectly positioned to benefit from refreshing sea breezes while offering spectacular sunset views. This rare one-bedroom condo has been completely remodeled and now features a unique two-bathroom floorplan. Remodeled Interior and Modern Upgrades: The spacious living area boasts premium appliances and upgraded stone countertops on new cabinetry within a newly designed open kitchen. Updates abound throughout the unit: new hurricane impact resistant sliding doors and a front window, along with modern bathrooms. The property is being sold turn-key—everything stays, making it a seamless move-in experience. Step inside and discover a bright, inviting interior with an open, light-filled layout designed to maximize both space and natural beauty. Large glass sliders connect the interior to the outdoors, bathing the kitchen and living area in sunlight and blending innovative functionality with coastal charm. The thoughtfully designed bedroom and bathrooms provide serene retreats, perfectly balancing comfort and style. Private Outdoor Oasis: The unique ground floor “Whitney Beach Gulfside” floorplan offers both a front privacy-fenced enclosed patio—ideal for alfresco dining or beachfront gardening—and a rear open patio for relaxation. Whether enjoying a quiet morning coffee or an evening cocktail, the gentle sea breeze creates the perfect setting for unwinding. Resort-Style Community Amenities: Enhance your lifestyle with a range of well-maintained community amenities, including a sparkling pool, tennis courts, shuffleboard, beach chairs, boat slips available for lease, and a tranquil pavilion by the bayou for water enthusiasts. Unmatched Location and Lifestyle: Experience the best of coastal living on Longboat Key. Whitney Beach is located on the quiet, northern end of Longboat Key, close to fantastic restaurants, shops, and shopping—just steps away, an easy bike ride, or a short drive to visit St Armands Circle. This condo combines a highly desirable location with the privacy and comfort of a casual beachfront lifestyle—perfect for year-round living, a seasonal retreat, or a smart investment. With one-month minimum rentals allowed up to 12 times per year, the property offers excellent investment potential. BONUS: the community features two-story buildings and is exempt from Florida’s Milestone inspection and reporting requirements, ensuring a NO SURPRISE experience. Discover Longboat Key: Enjoy the finest Longboat Key has to offer, where luxury meets laid-back coastal charm. Schedule your private tour today!
Listing Agent: Faye Doyle (941-504-7496)
3240 GULF OF MEXICO DR #B402, LONGBOAT KEY, FL 34228
$895,00052 Days on yellowkey MLS ID: A4686024
REDUCED by $10,000 (1.1%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1505 Built: 1975 Tax: $8,208 (2025)Community: PortobelloSpa: NoCondo
Taxes:$8,208
Remarks: TURNKEY Furnished Portobello condo with Deeded Beach Access! TWO Balconies with Sunsets AND Sunrises included! Enjoy Beach and Bayou water access! Rarely available end unit with two balconies and lots of privacy and natural lighting. The front open balcony has unobstructed Gulf views whilst the rear balcony is glassed in with sliders/screens and faces the Bayou. This 4th Floor condo has elevator access, 1 owners storage locker, ample in unit storage and 1 assigned parking space. Condo fee includes Water, Sewer, Trash, Cable/Internet, Pest Control, on site Maintenance and Exterior Insurance. Well established social community with Community Pool, Clubhouse, Tennis Courts, Kayak storage/launch, Fishing Pier, BBQ area and ELEVATED mature landscaping. This spacious floorplan is one of the larger floorpans in the community providing you with list and bright spaces, tons of closet space and even a bonus study/den area to use as you please! Stacked Washer/Dryer located near the hallway 2nd Bathroom which has been renovated. Beautifully upgraded Kitchen with high quality cabinetry and 4 storage closets for all your pantry, cleaning and large cooking items. The Primary Bedroom has the most wonderful private bayou water views! Attached en suite full bathroom with lots of counter space. Secondary bedroom has its own separate balcony entrance. This community is located a short drive away from Publix, CVS, banks, Post office, nail salons and Golfing! New development nearby is bringing more shopping and dining! Don't miss this opportunity to own in the sough after Portobello community!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Monica Desomma (202-427-4328)
2110 HARBOURSIDE DR #523, LONGBOAT KEY, FL 34228
$699,00068 Days on yellowkey MLS ID: A4682869
REDUCED by $26,000 (3.6%) on 04/20/2026
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
Remarks: Experience elevated coastal living in Bay Isles at The Atrium, where this stunning 3-bedroom, 2-bath residence showcases breathtaking views of Sarasota Bay that truly steal the show. From the moment you step inside, you are welcomed by sweeping water views that stretch for miles, sparkling blue during the day and glowing with unforgettable sunset colors in the evening. The expansive private terrace serves as an extension of your living space, offering the perfect setting for morning coffee as boats drift by, sunset dinners, or simply relaxing while taking in the panoramic Bayfront scenery. The spacious primary suite is a serene retreat with direct terrace access, allowing you to wake up each morning to breathtaking water views, while the spa-like primary bath provides a peaceful escape designed for ultimate relaxation. Ideally located just minutes from St. Armands Circle and vibrant downtown Sarasota, you'll enjoy world-class dining, boutique shopping, and cultural attractions right at your fingertips. Residents of Bay Isles enjoy exclusive access to the private Bay Isles Beach Club, featuring a pristine Gulf-front beach, barbecue grills, volleyball, and covered picnic tables. The Atrium offers exceptional amenities including tennis and pickleball courts, a clubhouse, heated pool, fitness center, and on-site management. This is your opportunity to live in paradise on Longboat Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Caroline Mitchell (913-787-3131)
360 GULF OF MEXICO DR #333, LONGBOAT KEY, FL 34228
$1,795,000112 Days on yellowkey MLS ID: A4675387
REDUCED by $5,000 (0.3%) on 04/20/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2581 Built: 1992Monthly Fee: $50 Tax: $10,264 (2025)Community: Tangerine Bay ClubCondo
Taxes:$10,264
Remarks: Welcome to this rarely available corner penthouse with its stunning bayfront views artfully framed by the freshly landscaped tropical oasis surrounding the resort-style pool. Boasting nearly 2600 square feet of interior space on two levels, this serene sanctuary offers three terraces plus 3 bedrooms and 3.5 baths (3045 square feet in total). A private courtyard sets the stage for a gracious residence with a warm European feel that lives like a single family home. Relaxed open spaces beckon with soaring ceilings, extra windows in the kitchen and great room (available only in end units), and a gas fireplace. The kitchen features a morning room with built-in desk and an aquarium window over the sink. Sliding glass doors seamlessly connect indoor and outdoor spaces. Mahogany double doors open into the primary suite with its patio access overlooking the bay and lush landscaping, volume ceilings, acacia wood flooring, walk-in and built-in closets and recently renovated luxurious bath. An additional guest bedroom (currently used as a den) with ensuite bath, laundry room and powder room complete the first level. On the second level a spacious third bedroom, office with built-in desk, shelving and storage, and full bath provide additional accommodations for family and friends. The home offers impact windows, plus storm shutters on larger windows for added protection. Enjoy the resort style amenities of Tangerine Bay Club, including a lagoon pool with waterfalls, lap lane and spa, day dock, fishing, kayak launch, tennis and pickleball courts, fitness center, clubhouse, walking paths and tropical landscaping. An oversized garage provides ample space for sports equipment and storage. Owners may join the newly remodeled Bay Isles Beach Club providing access to the Gulf of Mexico for a modest annual fee. Located on Longboat's south end, this gated community is just minutes from the new St. Regis resort and St. Armand's Circle with its shops and fine dining. A short drive over the Ringling Bridge brings the vibrant culture and renowned arts of downtown Sarasota. Optional membership in the Longboat Key Club across the street from TBC offers 45 holes of award winning golf, fine dining and a marina. Come see why Tangerine Bay Club is one of Longboat's most sought after communities and why Forbes named Longboat Key one of the top 25 destinations in 2025.
Listing Agent: Sherry Dominick (203-605-9582)
5055 GULF OF MEXICO DR #331, LONGBOAT KEY, FL 34228
$895,000178 Days on yellowkey MLS ID: A4670624
REDUCED by $90,000 (9.1%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 1973 Tax: $5,337 (2024)Community: Club LongboatSpa: YesCondo
Taxes:$5,337
Remarks: One or more photo(s) has been virtually staged. Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Tennis, offering expansive Gulf views and one of the largest floor plans in the community. This exceptional 2-bedroom plus 3rd bedroom/study layout perfectly blends elegance, comfort, and functionality, ideal for full-time living or as a refined vacation escape. With 750 feet of pristine Gulf frontage, this home immerses you in the beauty and serenity of coastal living. Beautiful engineered white oak wood floors flow throughout the open, sun-filled living space, which seamlessly extends to your private balcony’s, the perfect spot to enjoy the tranquil sound of the waves and stunning sunsets. The updated kitchen features stone countertops, white cabinetry, and has been opened up to create a larger, more connected floor plan ideal for entertaining. The primary suite is a private sanctuary, boasting a remodeled marble bath with high-end fixtures and a spa-like ambiance. The guest suite provides equal comfort and privacy, featuring a beautifully appointed travertine-floored bathroom. A custom wall of California closets offers exceptional storage and style. The Club Longboat Beach and Tennis community offers amazing amenities, including private beach access with lounge chairs and beach umbrellas, eight professional har-tru tennis courts, pickleball, fitness center, shuffleboard, barbeque area, clubhouse with regular social events, sauna, spa and two heated swimming pools. Club Longboat is a pet-friendly community allowing up to two pets with fees that include exterior maintenance and insurance, cable, water, sewer and trash. Perfect as a full-time residence or an income-producing rental, with one-month minimum leases permitted up to 12 times per year. Only a short drive to many fine restaurants, boutiques, Anna Maria Island, St. Armands Circle and the City of Sarasota. Sarasota is a well-known center for arts and culture including the Asolo Theater, Van Wezel Performing Arts Center and Ringling Museum. Schedule your showing today and make resort style living a reality.
Listing Agent: Ryan Heers (941-726-1703)
210 SANDS POINT RD #2405, LONGBOAT KEY, FL 34228
$1,100,000241 Days on yellowkey MLS ID: A4664039
REDUCED by $50,000 (4.3%) on 04/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 650 Built: 1982 Tax: $9,827 (2024)Community: Inn On The Beach Ph ICondo
Taxes:$9,827
Remarks: Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated and meticulously styled, the interior pairs warm wood accents with neutral tones, complemented by faux wood tile floors flowing throughout. Dual sliders frame shimmering Gulf waters and invite natural light into the living space. The kitchen is a standout, with stone countertops, harmonizing cabinetry with glass panel accents and a colorful tile backsplash that adds just the right touch of vibrancy. Off the bedroom space, a beautifully updated bath features all-white cabinetry, a separate water closet and a glass walk-in shower with striking tilework. For added ease, in-unit laundry utilities are included. This unit participates in the Resort Rental Program and has a healthy rental history, with nightly rentals allowed, making it both an enjoyable retreat and a strong investment. As an owner, you’ll have access to the exclusive amenities of the 410-acre Longboat Key Club, including 45 holes of championship golf, 20 Har-Tru tennis courts at the award-winning Tennis Gardens, a full-service marina, private Gulf-front beach with umbrellas and attendant service, a world-class fitness and wellness center, spa and five private dining options. Recently renovated guest services, dining areas, and resort amenities have elevated the experience even further, earning accolades such as the AAA Four-Diamond Award and recognition from Condé Nast Traveler as a Top Florida Resort.
Listing Agent: Bruce Myer (941-376-5311)
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