Location: Longboat Key
Do Not Show Listings
5260 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228
$649,99998 Days on yellowkey MLS ID: A4677090
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1974Community: The Banyan Bay ClubCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: This beautifully maintained, ground-floor 2-bedroom, 2-bathroom condo in the desirable Banyan Bay Club offers an exceptional opportunity to own a spacious, modern / updated, move-in-ready home perfectly positioned in a charming, pet-friendly gulf-to-bay community. This unit combines convenience, amenities, and a relaxed coastal lifestyle—all at an outstanding location. This Banyan Bay condominium has an open floor plan with plank style ceramic tile throughout, recently updated featuring new cabinets, vanities, quartzite/quartz countertops and new stainless steel appliances; new Central Air system, and new hot water heater, in-unit full-size washer & dryer, modern tile design in bath, extra sleeping nook for added flexibility, tastefully furnished (can be sold furnished), private patio nestled under a majestic banyan tree-ideal for morning coffee or evening cocktails, large glass hurricane sliders & windows offering a garden view, fiber optic internet included for each unit. SQUARE FOOTAGE IN SLEEPING NOOK IS ADDED TO MAKE THE INTERIOR SQ FTG 1163. The resort-Style Community Amenities (steps from your door): heated community swimming pool, newly resurfaced tennis and pickleball court, fully equipped fitness center, clubhouse with social hall and full kitchen, new day dock, fishing pier, kayak/paddleboard launch, & storage, private gulf beach access with complimentary lounge chairs on the sand, assigned covered carport parking plus ample guest parking, exterior storage for beach gear, on-site manager and carefree exterior maintenance handled by the association, bicycle storage and mature tropical landscaping with giant banyan trees. Unbeatable Location-why Mid-Key is Best! Everything you need is within walking distance; numerous restaurants & cafes, boutiques, beautiful Durante Park with shaded trails and playground, 3 minute walk to your private Gulf beach, 1-minute walk to the community pool, gym, clubhouse, and courts,. This 44-unit condominium offers a social atmosphere, plenty of activities, up to 2 pets allowed (no weight or size limit). Whether you are seeking a full-time residence, vacation getaway, second home or investment property (valued returning renter’s incomes can offset HOA fees), this immaculate condo is ready for you to move in and start enjoying the island lifestyle today. Don't miss this combination of location, amenities and value on Longboat Key!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kaitlin Kuhn (941-400-7861)
600 SUTTON PL #101B, LONGBOAT KEY, FL 34228
$349,900383 Days on yellowkey MLS ID: C7507243
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 883 Built: 1973Community: Sutton PlaceCondo
Remarks: Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, Fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), Exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.
Listing is courtesy of: MARINA PARK REALTY LLC (941-205-0888)
Listing Agent: Jill Baldwin (941-223-2025)
1925 GULF OF MEXICO DR #G8-303, LONGBOAT KEY, FL 34228
$799,00028 Days on yellowkey MLS ID: A4686510
0 Days Off yellowkey (back on 3/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1978Community: Seaplace ViCondo
Remarks: Welcome to this beautifully updated coastal retreat, where style, comfort, and functionality come together seamlessly. This light-filled residence features an open-concept layout with wide-plank tile flooring throughout, creating a clean, modern look that’s perfect for beachside living. The updated kitchen is both stylish and functional, showcasing granite countertops, custom cabinetry, stainless steel appliances, and a spacious breakfast bar—ideal for entertaining or casual dining. Relax and unwind in the spacious living area, which flows effortlessly to the screened lanai—perfect for enjoying morning coffee or evening breezes with partial Gulf views and lush tropical surroundings. The primary suite offers a serene escape with tasteful coastal décor and ample storage, while the guest bedroom is thoughtfully designed for comfort and privacy. The fully renovated bathroom features a walk-in glass-enclosed shower, modern tilework, and dual vanities for added convenience. Additional highlights include: In-unit washer & dryer Updated finishes throughout Residents of Seaplace enjoy approximately ½ mile of pristine Gulf beach frontage and an impressive array of amenities across 42 beautifully landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a well-equipped fitness center, and a clubhouse featuring a kitchen, library, and sauna. Additional amenities include a playground, community grills, on-site management, and a 24-hour staffed gatehouse for security. Enjoy breathtaking sunsets, peaceful walking paths, and a truly low-maintenance island lifestyle—all at an exceptional value. Schedule your private showing today!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Michael Renick Pllc (941-400-8735)
350 GULF OF MEXICO DR #234, LONGBOAT KEY, FL 34228
$899,00088 Days on yellowkey MLS ID: A4678529
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2513 Built: 1992Community: Tangerine Bay ClubCondo
Remarks: One or more photo(s) has been virtually staged. Set amid the lush, manicured grounds of Tangerine Bay, this exceptional two-story penthouse residence offers a rare blend of architectural volume, natural light, and water views. Mature tropical landscaping, tranquil lagoons, and resort-style amenities create a serene, park-like environment that feels both private and welcoming. Two terraces highlight scenic views and offer the option of installing a gas grill. Inside, soaring two-story ceilings define the main living area, creating an airy, light-filled atmosphere enhanced by expansive windows that frame picturesque views of the lagoon, resort-style pool w/ waterfall features, tropical plantings and the waters of Sarasota Bay and distant city skyline. The open living and dining spaces are ideal for both relaxed everyday living and entertaining, anchored by a fireplace and generous wall space for art. From the entry patio, unexpected Bay and city views provide a striking first impression and a unique urban-meets-coastal backdrop. The residence features three full bedrooms and three and a half baths. The upper-level retreat with its full bath has a terrace with elevated views across the natural preserve toward the city. This home presents a true blank canvas, thoughtfully priced to allow the new owner to reimagine and transform it into their own vision of refined coastal living. A deeded, private two-car garage adds exceptional convenience and value—an uncommon and highly desirable feature. Located on the coveted south end of Longboat Key, Tangerine Bay Club is a gated, pet-friendly community close to Lido Beach, dining and boutique shopping on St. Armands Circle, and the cultural, dining, and arts scene of downtown Sarasota. Optional Bay Isles Beach Club membership is available, providing exclusive access to a private, gated four-acre Gulf of Mexico beach facility, reserved for a select group of members—ideal for beach gatherings, sunset celebrations, and effortless days by the sea. An outstanding opportunity to embrace the Florida lifestyle in one of Longboat Key’s most desirable bayfront communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
6750 GULF OF MEXICO DR #151, LONGBOAT KEY, FL 34228
$500,00033 Days on yellowkey MLS ID: A4685668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1969Community: Whitney Beach CondoCondo
Remarks: If you've been waiting for one of the best water views in Whitney Beach then wait no longer. Highly desired second floor unit allows you to sit and relax on the lanai and watch the dolphins and Manatees play. Momma manatees bring their babies into this spot to teach them and you will spot them riding around on mommas back its a beautiful sight. The dolphins come in early and around dinner to feed. The multitude of bird callings and sightings will amaze you in this tranquil spot. It's hard to find better flora and fauna just outside your back door. The property has had some nice updates and there is a total open concept feel between the kitchen and living areas. Whitney Beach community is a beach to bay community and has a path the leads you to the white sand and turquoise waters of the Gulf of Mexico where there are chairs awaiting your arrival. This is a very active community of owners who play tennis, pickleball, and shuffle board together. Kayaking and boating are available and you get your own boat slip once assigned from the current list. This is an extremely walkable community one of the most walkable to restaurants and coffee shops, liquor store and boutique shops as well as a gym and pilates center. It's a slice of heaven in paradise in one of the nicest zip codes in America. Start living!!!
Listing is courtesy of: COASTAL KEY REALTY LLC (941-993-9380)
Listing Agent: Amy Jones (941-993-9380)
4380 EXETER DR #101, LONGBOAT KEY, FL 34228
$390,00032 Days on yellowkey MLS ID: A4686109
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1970Community: Longboat HarbourCondo
Remarks: Investor alert. Great investment opportunity! Condominium is in great condition. Best price for two-bedroom, two-bath condominium in sought after community of Longboat Harbour. Motivated sellers, ready to have a new buyer enjoy this lovely waterfront first-floor end-unit condominium. New roof, all assessments paid, granite countertops, kitchen open to living area. All glass lanai, tile throughout main living, carpet in bedrooms were in the bedrooms but carpet removed for new flooring to be installed. A huge plus: end unit, close to the beach, washer and dryer are in the unit. Hurricane shutters on rear of unit. Additionally, the beautifully renovated recreation room overlooking the bay serves as heart of social gatherings in Longboat Harbour, hosting a variety of clubs and activities complemented by a kitchen and dance floor. The four heated swimming pools provide relaxation and enjoyment year-round. For beach lovers, a community beach pavilion across Gulf of Mexico Drive offers residents private, private deeded beach access with a cabana, parking, restrooms and dressing areas. Witness breathtaking sunrises, spot manatees and savor stunning sunsets along the Gulf beach. This exceptional opportunity offers an unparalleled lifestyle in one of Longboat Key's active, social and vibrant communities! Seize the opportunity to experience waterfront living at its finest. This condominium community was not impacted by hurricane flood waters, according to the owner. Make this beautiful community your next home!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Kimberly Freiwald (941-256-6775)
2110 HARBOURSIDE DR #523, LONGBOAT KEY, FL 34228
$725,00048 Days on yellowkey MLS ID: A4682869
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2031 Built: 1988Community: Fairway BayCondo
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)
1581 GULF OF MEXICO DR #507, LONGBOAT KEY, FL 34228
$3,500,000211 Days on yellowkey MLS ID: A4665165
1 Days Off yellowkey (back on 3/20/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1721 Built: 2024Community: St. Regis Longboat KeyCondo
Remarks: Under contract-accepting backup offers. St. Regis Longboat Key offers an exceptional opportunity to experience refined living on the pristine sands of Longboat Key. This distinguished five-star resort hotel and private residence enclave commands panoramic views of the Gulf and provides direct beach access, setting the stage for an unparalleled coastal lifestyle. Upon entering this remarkable residence, one is immediately welcomed by voluminous ceiling heights and expansive views that infuse the interiors with abundant natural light. The thoughtful architectural design ensures breathtaking water vistas from the kitchen, oversized balcony, great room, and dining area, creating an ambiance of openness and serenity. The kitchen, equipped with premium Wolf and Sub-Zero appliances, is a testament to both performance and sophistication, perfectly suited for culinary enthusiasts. The primary bedroom suite seamlessly extends into a generous walk-in closet and a luxurious bathroom, complete with a frameless walk-in shower, mechanized commode, and his and her sinks. For ultimate convenience and security, residents may enjoy direct elevator access to their home via keyless entry, setting a new standard in modern elegance. Beyond the residence itself, St. Regis Longboat Key presents a distinguished array of amenities meticulously curated for its residents. The Private Resident’s Clubhouse offers an environment of exclusivity, complemented by a state-of-the-art fitness center, as well as a pool and spa area reserved solely for residential use. Residents are granted privileged access to the legendary St. Regis Butler and Concierge services, which exemplify world-class hospitality and attention to detail. An extraordinary oceanfront spa awaits, alongside diverse dining experiences that showcase the highest standards of culinary excellence. Personal cabanas along the shore create private retreats for relaxation, while the family-friendly amenities include a meandering lazy river and a unique saltwater lagoon. This lagoon is home to a vibrant array of tropical fish species, graceful stingrays, and the resort’s resident tortoises, offering a captivating wildlife experience within the lush grounds. Spanning seventeen acres of beachfront on the coveted Longboat Key barrier island, this private oasis is conveniently located only 3.5 miles from St. Armand’s Circle, the region’s premier destination for shopping and dining. Whether seeking tranquil solitude or an active social environment, every aspect of life at St. Regis Longboat Key has been thoughtfully designed to anticipate and fulfill the desires of its residents. This offering represents more than just a residence; it is an invitation to embrace the legendary St. Regis lifestyle, defined by elegance, comfort, and outstanding service. Begin your journey to extraordinary Gulfside living.
Listing is courtesy of: JAMES BUCHANAN REALTY (941-343-8548)
Listing Agent: James Buchanan (941-376-0064)
775 LONGBOAT CLUB RD #203, LONGBOAT KEY, FL 34228
$1,750,000190 Days on yellowkey MLS ID: A4667025
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2122 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Remarks: Welcome to your dream beachfront retreat, nestled behind the exclusive gates of the prestigious Longboat Key Club. This exquisite 3-bedroom, 3-bathroom Gulf-front residence captures breathtaking, unobstructed views of the sparkling turquoise waters of the Gulf from every room—an ever-changing canvas of sunlight, sea, and sky. From the moment you enter, you're greeted by expansive walls of glass that bathe the interiors in natural light and frame the stunning panoramic seascape. Every corner of this residence is infused with the tranquil energy of the ocean, from the shimmering waves to the soft sea breezes that drift through the impact-rated sliding glass doors and windows. The spacious open-concept living and dining area is designed for effortless entertaining, offering a front-row seat to the water. Whether hosting friends or enjoying a quiet evening at home, you'll savor the endless horizon stretching beyond your wraparound balcony—a perfect place to sip morning coffee at sunrise or unwind at sunset. The Kitchen has abundant counter space, generous storage, a built-in desk, and a charming breakfast nook overlooking the beach. Each of the three expansive bedroom suites offers privacy and comfort, with en-suite bathrooms, ample closet space—including dual closets in the primary suite. Freshly painted interiors, electronic shades in every room and new carpeting in the primary suite add a fresh, move-in-ready feel. Unlike many condominiums, this residence offers the space and storage of a single-family residence, including in-unit laundry and generous closets throughout. And with no neighboring buildings in sight, you'll enjoy uninterrupted views and a sense of peaceful seclusion rarely found in beachfront living. Step outside and indulge in resort-style amenities at The Beaches, including 24-hour concierge services, two Har-Tru tennis courts, a heated beachfront pool and spa, fitness center, and a club room with catering kitchen. Mere steps from your door lie the powdery white sands and warm waters of the Gulf—perfect for sunbathing, shelling, or a sunset stroll. For the ultimate in luxury, residents may also join the renowned Longboat Key Club, offering access to two championship golf courses, a world-class spa & wellness center, tennis courts, fine dining restaurants, and a deep-water marina. Located on the coveted south end of Longboat Key, you're just minutes from the chic boutiques and dining of St. Armands Circle and the vibrant arts and culture of downtown Sarasota. This is more than a home—it’s a lifestyle. A rare opportunity to own a slice of paradise where the Gulf meets the sky. Welcome to beachfront living at its most luxurious.
Listing Agent: Courtney Tarantino (941-893-7203)
100 SANDS POINT RD #324, LONGBOAT KEY, FL 34228
$1,100,000704 Days on yellowkey MLS ID: A4609759
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1941 Built: 1966Community: Sands PointCondo
Remarks: BACK on the market after beautiful renovations!! Unit is impeccably maintained. It has a new air conditioner, roof and upgraded insulation. It is being offered below appraised value! Sands Point is the most remarkable and unique complex on Longboat Key. Built in 1966, the building is a magnificent example of mid-century modern architecture. The complex faces directly onto New Pass, and the outdoor pool and patio have both privacy and spectacular views. The center of the unit is a large great room that features a wall of windows and a view of lush Florida greenery, the boat dock and the navigable inlet which leads to the Gulf of Mexico. Kitchen and bathrooms are renovated. Furniture and furnishings are included in the sale. Windows have been upgraded to the highest level available. Each unit comes with a small storage locker near the boat docks and covered parking. There are boat docks on the premises, approximately 30 ft., that can be rented depending on availability. Management has updated status and detailed information. Sands Point is located adjacent to The Resort at Longboat Key Club with its amenities of golf, health spa, lodging and a restaurant. Nearby is the famous St. Armand's Circle that offers elegant or casual dining and entertainment. Seasonal rental is a huge draw for this property. It may be rented once a year for a minimum of one month.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Carolyn Clark, Pa (941-685-6131)
1000 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228
$1,045,000167 Days on yellowkey MLS ID: A4670053
2 Days Off yellowkey (back on 3/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1290 Built: 1972Community: Privateer SouthCondo
Remarks: Coastal Elegance at Privateer South, Longboat Key! Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and warm coastal light. Porcelain tile floors extend throughout, creating a seamless flow from room to room, while all-impact glass sliders and windows frame tranquil vistas and ensure peace of mind. The open-concept great room is spacious yet inviting, with defined living and dining areas that connect effortlessly to one of two private terraces—perfect for morning coffee or evening sunsets over the water. The modern kitchen features solid wood, shaker style cabinetry (unified throughout the home), sleek granite countertops, stainless-steel appliances, wine refrigerator, and breakfast bar seating, offering the perfect blend of beauty and function. Built-in shelving adds both storage and architectural character, while subtle lighting and window treatments complete the refined aesthetic. The primary suite serves as a private retreat with direct terrace access, a generous wall-to-wall custom-built closet, and a revamped en-suite bathroom featuring dual vanities, granite counters, and a spacious shower with multiple heads. The second bedroom is thoughtfully designed to function as a stylish office or guest suite, complete with a walk-in closet and custom Murphy bed concealed behind clean cabinetry—ideal for flexible use of space. A second full bath with tub/shower combination is equally well-appointed. Two terraces—overlooking the shimmering Gulf and eastern sunrise views—extend the living experience outdoors. The residence also includes an assigned covered parking space, the convenience of interior laundry, and abundant storage throughout. Privateer South is one of Longboat Key’s premier beachfront communities, offering resort-style amenities in a serene and secure setting. Residents enjoy a Gulf-front heated pool and spa, tennis and pickleball courts, fitness center, and clubhouse, all surrounded by lush tropical landscaping with direct access to one of Florida’s most pristine stretches of sand. Association fees include cable, water, waste collection, grounds care, and 24-hour gated security for a truly maintenance-free lifestyle. Perfectly positioned within the Longboat Key Club gates, the location allows members to enjoy world-class golf, a full-service marina, and exceptional dining just moments away (membership options available separately). A short drive brings you to St. Armands Circle for boutique shopping and fine restaurants, or over the bridge to downtown Sarasota, where theater, art, and culture thrive. Offering a rare combination of coastal tranquility, thoughtful design, and resort-style living, Privateer South #402 captures the best of Gulf-front Sarasota living—an inspired residence where every day feels like a retreat.
Listing Agent: Roger Pettingell (941-387-1840)
2301 GULF OF MEXICO DR #43N, LONGBOAT KEY, FL 34228
$1,000,00032 Days on yellowkey MLS ID: A4686190
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1235 Built: 1970Community: Islander Club Of LongboatCondo
Remarks: One or more photo(s) has been virtually staged. Perfectly positioned in the sought-after Islander Club Condominium, this 2-bedroom, 2-bath residence offers commanding Gulf and beach views from the living room, dining room, and both bedrooms. Expansive windows frame the sparkling waters of the Gulf of Mexico, creating a breathtaking backdrop for everyday living while showcasing spectacular sunset skies each evening. Situated front and center on the 4th floor, the residence enjoys one of the most desirable vantage points in the building, elevated enough for panoramic shoreline views yet close enough to feel immersed in the beauty and rhythm of the beach below. Competitively priced, the condominium presents a rare opportunity for the next owner to create their own vision of coastal living. Whether designing a sophisticated modern retreat or a relaxed island escape, the residence offers a blank canvas ready to be transformed to your personal taste and style—truly a chance to make it your own. Residents of the Islander Club enjoy a collection of resort-style amenities including direct access to the pristine Gulf Beach, a beachfront Olympic size swimming pool, tennis courts, fitness center, clubhouse, library, and beautifully landscaped tropical grounds. Located on the coveted south end of Longboat Key, the community offers convenient access to Publix, the world-class shopping and dining of St. Armands Circle as well as the vibrant arts, cultural venues, and waterfront restaurants of downtown Sarasota. Go ahead – Make it your own and have it your way!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Steve Nursey (941-356-7010)
1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228
$950,00046 Days on yellowkey MLS ID: A4684166
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 940 Built: 1996Community: Water Club 01 At Longboat KeyCondo
Remarks: This unique plaza level Water Club residence offers you the convenience of stepping out to the exceptional Water Club amenities and lush grounds that lead to the sandy beach and azure waters of the Gulf of Mexico without the use of an elevator. This spacious 1 bedroom special residence features high 10 foot ceilings and the openness is enhanced by the floor to ceiling windows that captivate the tropical Florida landscaping. This home feels and lives like a beach house and sliding glass doors opening to the terrace complement this feeling by extending the living space to the outdoors and the serene setting. The indoor space is open and flows seamlessly from the living room area to kitchen space which also has a separate eating area open to the balcony and outdoors. The kitchen has granite countertops and high end cabinets and is designed to accommodate the joys of cooking. The floor plan offers privacy for the spacious master suite with a private terrace, elegant master bath and walk-in closet with a dressing area. There is also generous storage area in the condo. The Water Club is a premier Gulf front condominium with exceptional amenities and services. The designer decorated Club House features a professionally equipped gym and his and her spa areas, wine storage, billiard room, library, sunset bar plus a grand ballroom for special and formal occasions and gourmet catering kitchen. When not enjoying the beach, there is a heated elevated beautiful pool and hot tub with plenty of seating plus 4 Har-tru tennis courts. This condo location can also be used as a guest suite to be enjoyed by family and guests. The Water Club is conveniently located just minutes from award winning restaurants, Publix and CVS, St. Armands Circle, downtown Sarasota plus the Longboat Key Club for golf, tennis and restaurants is also nearby.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
415 L AMBIANCE DR #A701, LONGBOAT KEY, FL 34228
$6,750,00029 Days on yellowkey MLS ID: A4685660
Bed: 3 Bath: 4.0 Liv Area Sq Ft: 3380 Built: 1992Community: L Ambiance 1Condo
Remarks: This highly desirable southwest corner Royal floor plan, expertly renovated throughout by the high end construction firm Voigt Brothers, offers 180 degree panoramic views from the azure Gulf waters to Sarasota Bay and the downtown city skyline. Exiting the private elevator into the grand foyer leads to an expansive great room with new floor-to-ceiling impact sliders framing breathtaking azure water views. The chef’s kitchen was opened to enhance the Gulf and City views and equipped with top-of-the-line the SubZero, Wolf, and Cove appliances. Adjacent to the kitchen, the breakfast nook boasts big City views and also provides a breakfast/coffee station with refrigerated drawers and access to the southeast facing terrace. The great room combines the spacious dining room area with a 22’X 35’ living space, a built-in wet bar with ice maker and wine refrigeration, and access to the wraparound terrace. Owners are fully pampered in the luxurious primary suite offering two walk-in closets, dual water closets, multiple vanity stations, Hydrosystems soaking tub, separate shower with multiple shower heads and decorator features that must be seen in person. The primary bedroom showcases Gulf water views, access to the wraparound terrace and chic cove lighting. Both guest rooms are ensuite with walk-in closets - one offering southeast views of the Bay and City, the other with direct Gulf views. A versatile 9X16 bonus room can serve as an office, storage or extra bedroom. This unit comes with TWO side by side premium garage parking spaces, a wine locker and additional storage locker. The residences at L’Ambiance are free floating with no common walls between units for ultimate privacy. L’ Ambiance amenities include 24 hour concierge service, gated security, resort-style heated pool & spa, 2 private Har-Tru tennis courts, state-of-the-art fitness and club rooms, several guest suites for extended family use and an onsite resident manager. Located just minutes from St. Armands Circle with its shopping and dining attractions as well as the cultural hub of downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Ian Addy, Pa (941-961-8850)
1465 GULF OF MEXICO DR #106, LONGBOAT KEY, FL 34228
$1,295,000153 Days on yellowkey MLS ID: A4670993
1 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1815 Built: 1981Community: Players ClubCondo
Remarks: Welcome to luxury Gulf-front living at The Players Club. This sophisticated furnished residence is a three-bedroom, three-bathroom, end-unit condominium. The great room and two primary suites each provide beautiful Gulf views and private access to the two spacious covered terraces. Its thoughtfully designed floor plan maximizes vistas and natural light across an expansive interior. The residence has undergone a comprehensive renovation, featuring a modern kitchen outfitted with custom cabinetry, quartz countertops, a center island adorned with stainless steel and espresso wood base cabinets, as well as a contemporary tile backsplash and high-end appliances. Additional upgrades include new porcelain plank flooring, freshly interior painting updated all interior doors and hardware, moldings, baseboards designer window treatments, enhanced lighting throughout, and all windows and sliding doors have been replace with impact glass. All bathrooms have been beautifully updated with new cabinetry, countertops, tile, and premium fixtures. The great room layout with two master suites, each providing water views and private access to the extended terrace. Impact-resistant windows and sliding doors have been installed to comply with the latest building codes. For convenience, this residence includes two assigned under-building parking spaces with one being an enclosed garage, accompanied by an external storage room. The Players Club demonstrates a commitment to excellence with recent engineering and reserve studies, ensuring ongoing community stability and maintenance. Elevator systems have been modernized and certified. The association maintains fully funded reserves for long-term reliability. Spanning 11 pristine Gulf-front acres on Longboat Key, this private community offers unparalleled amenities. Life at The Players Club is defined by luxury and leisure. Residents enjoy a newly renovated clubhouse equipped with a state-of-the-art fitness center, library and meeting room, catering kitchen, various gathering spaces, four Har-Tru tennis courts with pickleball capabilities, a 70-foot heated saltwater pool and spa, putting green, fire pits, outdoor grills, lushly landscaped grounds, deeded beach access, and the assurance of 24/7 gated security and on-site management. Players Club is ideally situated near the new St. Regis Resort, with optional membership available at The Longboat Key Club & Resort, granting privileged access to golf, dining, tennis, and the only deep-water marina on the island. Beyond the community, residents benefit from proximity to local conveniences, including Publix, CVS. and boutiques within two minutes, and the upscale shops and restaurants of renowned St. Armand's Circle just five minutes away. The famed cultural amenities, many fine dining options, and shopping in downtown Sarasota is just 15 minutes from The Players Club.
Listing Agent: Michael Moulton (941-928-3559)
340 GULF OF MEXICO DR #124, LONGBOAT KEY, FL 34228
$1,725,000362 Days on yellowkey MLS ID: A4648088
2 Days Off yellowkey (back on 3/18/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2365 Built: 1991Community: Tangerine Bay ClubCondo
Remarks: One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Only patio photo is virtually staged, no patio furniture is included. Welcome to Tangerine Bay Club, the southernmost condominium on Longboat Key, where refined sophistication meets resort-style livingThis exceptional direct Bayfront end residence offers panoramic views of Sarasota Bay and the feel of a single-family home. Move-in ready with a new roof, the home has been extensively updated by the previous owner, featuring elegant granite countertops in the kitchen and baths. The spacious chef’s kitchen is a standout, complete with a center island, abundant custom cabinetry with built-in spice racks, a striking range hood, and top-tier Thermador appliances, including a 6-burner natural gas cooktop. A large breakfast room just off the kitchen adds casual dining flexibility. The open living and dining areas are ideal for entertaining and include impact-rated windows and sliders, gas fireplace, and gas hookups for both a grill and water heater. Three generously sized bedrooms each feature full ensuite baths. The primary suite impresses with Bay views, private lanai access, and a 7’x10’ custom walk-in closet. The ensuite bath includes a Jacuzzi tub and large multi-head shower. The third bedroom doubles as a den, also with a walk-in closet. Design highlights include 8-ft. mahogany doors, arched doorways, high ceilings, Hunter Douglas blinds, plantation shutters, and a well-appointed laundry room, New Water heater. An oversized 2-car garage provides ample storage. Community amenities at Tangerine Bay Club are unmatched: a 25-meter heated pool, kayak storage, fitness center, tennis and pickleball courts, and on-site management. Residents have the option to purchase a membership to the Bay Isles Beach Club by applying through the property manager. Located in the heart of South Longboat Key, this gated community is just minutes from the upscale shops and restaurants of St. Armands Circle, as well as downtown Sarasota’s vibrant arts scene and white sand beaches. Tangerine Bay Club is renowned for its Mediterranean-inspired architecture, lush 10-acre tropical setting, and active social atmosphere. A truly unique coastal lifestyle.
Listing Agent: Debra Pitell-Hauge (941-356-0437)
909 SPANISH DR N, LONGBOAT KEY, FL 34228
$650,000 MLS ID: A4684728
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1969Community: Spanish Main Yacht ClubCondo
Remarks: One or more photo(s) has been virtually staged. This gorgeous two-bedroom, two-bath Spanish Main standalone villa is a must-see! The fully complete custom remodel has been beautifully and tastefully appointed with meticulous craftsmanship. So many upgrades. Starting with the neutral tile plank flooring that runs throughout the villa, providing a seamless flow from room to room. The kitchen is a chef's dream. All wood 42-inch cabinets complete the kitchen with tons of storage, slow-close drawers, under-counter sink. Friends and family will love the oversized kitchen with all your new appliances and served on the large quartz counter/island that will easily seat seven barstools. The open floor plan allows for easy social gatherings. The primary bedroom has an en-suite bath with a spacious shower with custom glass frameless shower doors. Double sinks are topped off with beautiful lighting. The walk-in closet provides plenty of storage and is complete with sensor lighting. New double heavy wood and glass doors separate the primary bedroom from the spacious lanai. The lanai is the place to sit and enjoy the view of the lush wetlands that provide privacy and a sense of tropical retreat in your backyard. The expansive lanai can be used as a flex room, such as a dining area, office, reading room, a third sleeping place or workout area. Roof new in 2019 plus all hurricane windows and doors. Go out the hurricane-grade sliders to see the view of the Bay waters and smell the sea air. The Bay view from the lanai and backyard is lovely and definitely an added bonus that adds even more beauty to your backyard paradise. Feel secure with motion sensor lights at back of the home. Electric blinds on the windows provide ease of privacy and light control. A retractable awning will allow you to enjoy your oversized brick paver patio without the warm Florida sun being an issue. Extra outdoor PVC storage room. This vibrant 55-plus community of Spanish Main Yacht Club neighborhood is full of wonderful neighbors, and lots of amenities, shuffleboards, swimming pool, private deeded beach access to the gorgeous Longboat Key beaches and warm Gulf waters. Fishing, boating, cycling and more. Close to St. Armands Circle and downtown Sarasota makes this location ideal for shopping, dining, theater, botanical gardens, airport and more. All 212 units in Spanish Main Yacht Club are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. New owners will receive any balance of insurance funds that are allotted to this villa. Call for details. All FEMA regulations completed, including inspections. Ready to enjoy your piece of paradise. Can be under 55 to purchase. With 1,300 square feet under air since lanai was closed in.
2550 HARBOURSIDE DR #333, LONGBOAT KEY, FL 34228
$1,495,000 MLS ID: A4678404
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3067 Built: 1990Community: Marina BayCondo
Remarks: Set within a living canopy of mangroves and coastal trees, this BAYFRONT residence invites a more immersive relationship with Sarasota Bay—where filtered light, birdsong, and gentle water movement define everyday living. Behind the gates of Bay Isles on Longboat Key, this approximately 3,000-square-foot waterfront residence offers the ease and scale of a single-family home with the security and convenience of condominium living. With three bedrooms and two-and-a-half baths, the layout lives expansively, enhanced by abundant storage and thoughtful separation of living spaces. Floor-to-ceiling glass sliders in the main living areas and primary suite face east, capturing peaceful sunrise light over Sarasota Bay in a setting best described as park-like waterfront—where mature coastal trees frame the water, creating a serene, private “treehouse” ambiance. Boats glide through the mangrove preserve and lagoon toward open bay waters, accompanied by birdsong and rustling leaves. Two balconies extend the living space outdoors, including a nearly 400 sq ft screened lanai ideal for relaxed coastal living. The primary suite features bay views from bed, terrace access, dual walk-in closets, and a spa-like bath with a freestanding soaking tub, dual vanities, and a glass-enclosed shower. The second and third bedrooms share access to a west-facing balcony, offering sunset light and cross-breezes. The kitchen is both functional and social, featuring quartz countertops, a Sub-Zero refrigerator, generous prep space, a built-in desk nook, mini-fridge and wet bar—well suited for entertaining or casual mornings. A dedicated walk-in laundry room adds practicality with a butcher-block workspace, hutch, and tool cubby. Comfort and peace of mind are prioritized with two A/C zones, new condensers (2025), and two hot water tanks (2021) equipped with a flood-stop device. Brand new carpet and paint. Additional highlights include air-conditioned storage, one assigned garage parking space, and exceptional closet capacity—five linen closets, three pantry closets, and three walk-in closets. Residents enjoy on-site management, a fitness center, tennis and pickleball courts, a heated resort-style pool, car washing area, and EV charging stations. The building features a brand-new roof completed in 2025. Pet-friendly. The location is as compelling as the home itself: secure, serene, and walkable. Adjacent to the Longboat Key Club Marina, and just blocks from Publix, CVS, the post office, and banking, this location allows for a genuinely walkable daily rhythm—rare on Longboat Key. As part of Bay Isles, residents also enjoy access to the Bay Isles Beach Club, a private Gulf-front retreat with gated parking, pavilions, grilling areas, restrooms, and seating for sunset views. Deeded beach access ensures a premier spot on the sand. Membership to the nearby Longboat Key Club is available, offering championship golf, world-class tennis, a full-service spa and wellness center, waterfront dining.
Listing is courtesy of: INVESTMENTS IN SARASOTA (941-894-6059)
Listing Agent: Lee Mirman (941-587-0740)
4440 EXETER DR #301, LONGBOAT KEY, FL 34228
$595,000 MLS ID: A4684917
Remarks: Welcome to this beautifully updated top floor corner furnished residence with Gulf and Bay views that is move in ready. Coming furnished with an open kitchen floor plan and an enclosed lanai overlooking the pool and Sarasota Bay. Large plank ceramic tiles throughout and ceiling fans in every room, hurricane impact glass windows in the kitchen and living area and a washer/dryer has been added. All tv's within the residence stay. The Longboat Harbour community is located mid-Longboat Key with amenities to enjoy including a large clubhouse where many activities occur, with a catering kitchen and dance floor, art studio, billiard and card rooms, and a fully equipped fitness center. In addition, the community has four heated swimming pools, putting green, tennis and pickleball courts, kayak storage, boat slips available for a minimal annual fee for up to a 34’ boat, mini golf, a scenic waterfront promenade along the harbor and canal, and access to a private gated Beach Club on the Gulf side with bathrooms, showers and beach items. The building has just completed a new roof installed. There is additional storage withing the building for each residence as well as a storage closet on the enclosed lanai.
5055 GULF OF MEXICO DR #421, LONGBOAT KEY, FL 34228
$575,000 MLS ID: A4684543
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 1973Community: Club Longboat Beach & TennisCondo
Remarks: Set within the highly regarded Club Longboat Beach & Tennis on Longboat Key, this 2BR/2BA residence offers an excellent opportunity to create something truly special in one of the island’s most amenity-rich communities. Just under 1,500 sq. ft. and located on the second level, the residence enjoys a comfortable layout where the primary suite opens to a private terrace, bringing in light and breezes throughout the day. The dining area features a tray ceiling and flows easily into the living room, where a full wall of sliders leads to an open terrace and invites indoor and outdoor living to blend naturally. The space is ready for your personal design vision, offering a solid canvas in a location where lifestyle often takes center stage. Life at Club Longboat Beach & Tennis is known for its mix of recreation, flexibility and beachfront access. Residents enjoy 750 feet of pristine shoreline, eight Har-Tru tennis courts, pickleball courts, two heated pools, a fitness center and a relaxed, social atmosphere. Pet-friendly with 2 pets, no weight restrictions and a rental policy allowing one-month minimum stays up to twelve times per year, this residence is ideal for a full-time escape, seasonal retreat or investment opportunity.
Listing Agent: Bruce Myer (941-376-5311)
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