Location: Longboat Key, Longboat Key
Do Not Show Listings
1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228
$3,350,000189 Days on yellowkey MLS ID: A4667938
Bed: 3 Bath: 4.0 Liv Area Sq Ft: 3045 Built: 1996 Tax: $31,926 (2025)Community: Water Club 01 At Longboat KeyCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$31,926
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom plus oversized study, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include two under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
580 RUSSELL ST, LONGBOAT KEY, FL 34228
$975,00068 Days on yellowkey MLS ID: O6380712
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 2716 Built: 1954 Tax: $4,960 (2024)Community: Longbeach On Longboat KeySingle Family
Taxes:$4,960
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Discover coastal tranquility and timeless island charm in this beautifully renovated five- bedroom, three and 1/2 bath residence nestled in the highly sought-after Longbeach Village community at the north end of Longboat Key. Offering over 2,700 square feet of thoughtfully redesigned living space, this impressive two-story home seamlessly blends classic character with modern luxury. The designer kitchen is a chef's dream and showcases quartz countertops, custom cabinetry, newer appliances, and updated flooring. The entire first floor has been fully updated, featuring new electrical, drywall, stylish interior doors, and reimagined spa-like bathrooms. Additional upgrades include impact-rated French entry doors, a new impact-rated foyer door, two new HVAC systems, a tankless water heater, and a new pool pump. Upstairs, soaring ceilings and abundant natural light create an airy, welcoming ambiance. Step outside to your private tropical oasis, where a resort-style pool and spa invite you to swim, relax, or entertain in style. Lush landscaping, a fully fenced yard, an upper balcony with serene views, and a generous covered poolside deck provide multiple spaces to unwind and enjoy the Florida lifestyle. Longbeach Village is a historic and vibrant bayfront community celebrated for its friendly atmosphere and strong sense of community. Residents enjoy bay-to-beach living, with easy access to Sarasota Bay, the Intracoastal Waterway, pristine Gulf beaches, a community boat ramp, kayaking, fishing, and renowned waterfront dining and boutique shopping—all within walking or golf-cart distance. Begin your mornings with peaceful bayfront sunrises and end your evenings with spectacular Gulf sunsets just moments away. This is a rare opportunity to own a fully updated, move-in- ready island retreat in one of Longboat Key’s most treasured neighborhoods, with convenient access to Sarasota’s world-class arts, dining, and entertainment. Schedule your private showing today and experience island living at its finest.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
5005 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228
$7,800,000119 Days on yellowkey MLS ID: A4673495
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4630 Built: 2018Monthly Fee: $572 Tax: $30,971 (2024)Community: Bonaire At Longboat KeySingle Family
Taxes:$30,971
Remarks: Designed by award-winning architect, John Cooney, and built by Sarasota’s premier coastal homebuilder, Perrone Construction, this mid-Key classic is simply among Longboat Key’s finest homes. Steps from the beach and with expansive Gulf and Bay views, this masterpiece offers more than 4300 square feet of refined interiors on the main living floors together with multiple large lanais and balconies. A beautiful foyer, large family room, and home gym are featured on the ground floor, along with an oversized three-car garage and storage room. The quality of the home’s design and construction are matched by the charm of the interior finishes and amenities. The living areas incorporate beautiful ceiling elevations, along with custom wide-plank hardwood, Italian porcelain tile, and custom plantation shutters and drapes. The Great Room flows into the chef’s kitchen which features custom cabinetry, quartz countertops, Wolf and SubZero appliances, and a temperature-controlled 275 bottle wine room. Designed for easy entertaining, the Great Room opens onto a large lanai with its gas fireplace and grill, and gorgeous Gulf and sunset views. Adjoining the kitchen is a perfect dining room with its own balcony and Gulf views, as well as a large family office/bonus room with custom cabinetry and bookshelves. The Lutron system controls both the lighting and the custom drapes and shades. The home’s elegant chandeliers and sconces bathe its interior with gracious warmth. The beautiful master suite on the main floor includes a bedroom cathedral ceiling and access to the outdoor lanai. The master bath features custom cabinetry, porcelain tile, a large steam shower, and is plumbed for a master bathtub. Three spacious guest suites, a gathering lounge, and balconies with Gulf views are found on the second living floor. A private elevator connects all levels. Both the home and exterior grounds are designed for year-round, low-maintenance living. An extensive landscape refresh in 2023 included new turf and lighting, an outdoor shower, and a great fire pit area for entertaining. Lush landscaping and a tranquil pool setting provide both screening and privacy. The home features remote controlled screening and storm shutters, extensive use of Azek composite, and other low-maintenance materials, along with a gas generator, whole-house water filtration system, central vacuum, and much more. With miles of pristine beach and bay to explore and with the abundant cultural, dining, and shopping amenities of Sarasota, St. Armand’s Circle, and Anna Maria Island nearby, this timeless home delivers the very best of Longboat Key living.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
775 LONGBOAT CLUB RD #807, LONGBOAT KEY, FL 34228
$2,295,000188 Days on yellowkey MLS ID: A4667077
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1842 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Taxes:
Tax Year:
Remarks: Welcome to Beaches of Longboat Key - Unit 807 From a morning stroll on the beach to twilight cocktails on your wrap around balcony watching the glittering lights of Sarasota over the bay, you will experience beauty all around. Longboat Key, a jewel in the crown of the Sarasota Coastline, has so much to share. This elegantly appointed home will not disappoint. Custom finishes are abundant throughout the 1,842 sq ft condominium, not to mention the breath-taking views from the over 300 sq ft wrap-around balcony. This gracious home offers generous living space, with sweeping views from every window. Upon entering 807, you are greeted to stunning engineered Brazilian Cherry Hardwood flooring that continues throughout the home. A Reme Halo Air Purification System keeps the air fresh and clean. All windows and sliders are Impact. Beautiful crown molding throughout. The custom kitchen created by Campbell’s Cabinetry, Quartzite countertops, SubZero 42” Side by Side Refrigerator Freezer, Wolf Steam Convection Oven, GE Monogram Induction Cooktop, Zephyr PISA range hood. Bosch Dishwasher, Blanco Silgranite Sink, Hansgrohe Faucet. Custom cabinetry can be found throughout this beautiful residence. Primary Bedroom Suite offers views, comfort and luxury. Two bedrooms, each with well-designed baths, custom touches are found everywhere. There is one assigned parking space assigned to the unit on the upper level, and there is ample parking on the lower level for your second vehicle. Beaches is a great community offering you every convenience: 24-hour Concierge, Heated pool & Spa, Fitness Room, Tennis Courts, Social Room, Catering Kitchen, direct Walkway access to the Beach and a Basement Storage area. This proactive community is hard at work completing several important and vital projects: Stack Pipelining throughout the building, Roof Replacement will take place later this year and Temporary Wind/Surge Barriers are being purchased to protect the main floor of the building. Morning, noon and night, there is always something wonderful to experience at Beaches on beautiful Longboat Key. Schedule you showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Stasney (941-705-8464)
2600 HARBOURSIDE DR #L-03, LONGBOAT KEY, FL 34228
$375,000367 Days on yellowkey MLS ID: A4648812
Bed: Bath: 0.0 Built: 1985Community: Longboat Key Moorings MarinaDock-Rackominium
Remarks: Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, 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. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 63 LOA, usable beam is 23 ft at the head of the slip.
Listing is courtesy of: LBRE LLC (941-383-8383)
Listing Agent: Jennifer Wilson (941-809-7592)
2600 HARBOURSIDE DR #R-02, LONGBOAT KEY, FL 34228
$189,000741 Days on yellowkey MLS ID: A4606162
Bed: Bath: 0.0 Community: Longboat Key MooringsDock-Rackominium
Remarks: Easy access and views! 40 x 20 Boat Slip at Longboat Key Moorings Marina for sale right now in the marina! 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. Longest boat permitted is 35 feet. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.
2600 HARBOURSIDE DR #C-04, LONGBOAT KEY, FL 34228
$350,0001219 Days on yellowkey MLS ID: A4554905
Remarks: Unique with a 42 ft long finger pier and is nicely protected on the west bank at Longboat Key Club Moorings from this 55 ft x 21 ft. slip in the marina. Enjoy all the amenities of the private Longboat Key Club as a Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, 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. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, exquisite comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, teak chase lounges, and fabulous bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer is required to join the Longboat Key Club via recreational covenant. Longest boat permitted in the slip is 50 feet. Beam depends on the make/model of the vessel. Must submit a current photo of the vessel in the marina office for approval by the Association before entering the marina and occupying the slip.
775 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228
$1,215,000154 Days on yellowkey MLS ID: A4671935
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1602 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Remarks: Live in this third floor Beaches of Longboat Key condo and enjoy a living maintenance free lifestyle. Located on the southern end of Longboat Key behind the gates of the Longboat Key Club, this spacious two bedroom two bath condo in the unique 04 stack has magnificent full Golf course views from every room. This lovely residence has hurricane code sliding glass doors that open to the expansive terrace . The double door entrance opens to a private foyer and beyond is the living area plus adjacent granite kitchen with an eating area. There is also a dining room. The split floor plan separates the master suite from the two guest suites. The Beaches building has recently been renovated and has a welcoming and beautiful lobby plus upgraded hallways. Amenities include 24 concierge service, an on site manager, fitness center, two tennis courts, a fabulous Gulf side pool plus a spa. The private beach access leads to the sandy shores of the Gulf of Mexico with a private sitting area with lounge chairs and umbrellas. The Beaches is minutes from St. Armands Circle for enjoying fine dining and shopping and easy access to downtown Sarasota for the arts and theatre plus shopping and dining. Garage parking is private located under the building plus there is lots of guest and extra parking and a private storage area. A Gulf front life style in Paradise!
651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228
$925,00077 Days on yellowkey MLS ID: A4680514
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2242 Built: 1974Community: Longboat KeySingle Family
Remarks: PRICE IMPROVEMENT!! Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous ¼-acre lot. Canal offers direct access to Sarasota Bay with no bridges. Conveniently located minutes from marinas, dining, and shopping, with easy access to St. Armands Circle, downtown Sarasota, and Anna Maria Island. Bring your personal touch to recreate this gem or start new and build the home you've always wanted on this 124 ft wide lot. A property with exceptional location and potential.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
1581 GULF OF MEXICO DR #507, LONGBOAT KEY, FL 34228
$3,500,000213 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
$1,750,000192 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)
636 TARAWITT DR, LONGBOAT KEY, FL 34228
$799,000379 Days on yellowkey MLS ID: TB8368182
1 Days Off yellowkey (back on 3/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1961Community: Longboat KeySingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. A NEW PRICE!! Wake up to tranquil canal views and end your day with sunsets just steps from the Gulf — all on Longboat Key! Priced UNDER $1M & Renovation Loan Eligible! Opportunities like this are rare, and this property is priced to sell fast. Featuring 2 bedrooms, 2 bathrooms, and a 1-car garage, this home also includes a separate 1-bedroom, 1-bathroom GARAGE APARTMENT with its own entrance—perfect for SHORT TERM RENTALS or guest accommodations. Sitting directly on a CANAL with room to dock a boat, this home is a dream for boaters and beach lovers alike. The 120 feet of reinforced seawall ensures lasting waterfront stability. Enjoy DEEDED BEACH ACCESS, just a short stroll away, where you can witness the magic of turtle nesting season. Walk to dog-friendly Durante Park, the scenic shores of Sarasota Bay, and some of Longboat Key’s most popular restaurants, including Lo’Key and Harry’s Continental Kitchen. Cannon’s Marina is nearby for all your boating needs, and the trolley provides easy access to Anna Maria Island. The home boasts a 2024 AC and a 5-year-old tile roof, giving you peace of mind on major updates. The private outdoor space is perfect for soaking up Florida’s year-round sunshine. Renovation Loan Eligible – Plus an Incredible Build Opportunity! This property qualifies for a renovation loan, allowing you to finance both the purchase and renovations—an incredible opportunity to customize your dream home while keeping costs manageable. Waterfront. Deeded beach access. Room for a boat. Rental potential. And all for UNDER $1 MILLION! This is an **unbeatable opportunity** in one of the most desirable locations on the Gulf Coast. Don’t miss out—schedule your showing today!
Listing is courtesy of: JT REALTY & ASSOCIATES (352-279-2640)
Listing Agent: Sarah Beth Mayer (941-779-5690)
651 BROADWAY ST, LONGBOAT KEY, FL 34228
$2,795,000145 Days on yellowkey MLS ID: A4672952
2 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3320 Built: 2003Community: Longbeach On Longboat KeySingle Family
Remarks: Under contract-accepting backup offers. Experience island living at its finest in this exquisite coastal retreat in the historic Village on Longboat Key. This home offers a refined blend of relaxed coastal charm and timeless sophistication throughout more than 3,300 heated square feet. The meticulously designed interior includes elegant crown molding, coffered ceilings, custom doors, impact windows and an elevator from the garage to each level. The great room features dramatic ceiling height and opens to a large covered terrace overlooking an exceptionally private backyard, creating an ideal setting for quiet evenings and effortless entertaining. The gourmet kitchen is a chef’s dream with rich wood cabinetry, granite countertops, natural gas cooktop, a pot filler, center island with sink and second cooktop, and a bright breakfast nook that opens to a covered terrace, ideal for morning coffee. Adjacent dining and living areas flow seamlessly and are enhanced by a coffered ceiling and French doors to the charming terrace. The second-level primary suite serves as a serene retreat with polished wood floors, an intricate coffered ceiling, a comfortable seating area, and a private covered balcony for enjoying peaceful moments under the morning or evening sky. Elevated views and sound of ospreys add to the sense of tranquility. The suite also features a spacious en-suite bath with soaking tub and two walk-in closets. Three additional bedrooms provide comfort and flexibility for guests or work needs. Outdoors, a resort-style saltwater pool and spa with integrated features are surrounded by lush landscaping and generous lounging space. The expansive ground-floor lanai and outdoor kitchen further enrich the indoor-outdoor living experience. A circular brick drive accommodates more than 10 vehicles, and the oversized two-and-a-half-car garage and first-level area offer abundant storage, ideal for bicycles, golf carts, kayaks and more. The home and pool are centered on a 12,000-square-foot lot, and an adjacent 6,000-square-foot parcel is also available from the same owner for those interested in expanding or creating a larger compound. This unique golf cart friendly community is surrounded by waterfront restaurants, quaint shops, cafés, fitness centers, fishing piers, a boat ramp on Sarasota Bay, kayak launch areas and a pristine Gulf beach just moments away with no mandatory HOA. We invite you to experience this remarkable home in person to fully appreciate its beauty and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Cindy Fischer (941-465-1124)
1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228
$950,00048 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.
7091 LONGBOAT DR E, LONGBOAT KEY, FL 34228
$1,675,00072 Days on yellowkey MLS ID: A4681106
0 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2089 Built: 1920Community: Longbeach On Longboat KeySingle Family
Remarks: Discover Your Island Sanctuary in the Heart of The Village- This is the elevated, protected island home you've been dreaming of. Set on a gracious, oversized corner lot, this is where sophisticated living meets the effortless rhythms of Longboat Key. It's not just a house; it's an invitation to a refined, laid-back lifestyle. The open and airy main level features three bedrooms, two baths, and a dedicated, light-filled office. Stunning hardwood floors unify the space, while natural light streams through, illuminating gorgeous tropical foliage and serene aqua Bay views from every window. Offered furnished, this home is truly ready for its next chapter. Refined Details & Comfort- The true primary suite is a private oasis, boasting a vaulted ceiling, direct access to a private lanai, a spacious walk-in closet, and a spa-like ensuite. Here, you'll find beautiful marble floors, a walk-in shower, and a dual vanity. The galley kitchen exudes a chic, mid-century modern vibe with custom-built hardwood cabinets, granite countertops, stainless steel appliances, and a gas range, perfect for your island culinary adventures. A dedicated dining room flows seamlessly into the family room, where built-in custom cabinetry and those beautiful scenic views create an ideal gathering space. Two perfectly-positioned guest bedrooms, a guest bath, and the dedicated office (also with lanai access and views) complete the interior. Convenience & Outdoor Living- An invaluable elevator ensures effortless convenience. This property is thoughtfully outfitted with solar panels and Tesla battery system, a significant upgrade that ensures your home is both energy-efficient and protected against power loss. The home is not only elevated to ensure protection versus the most severe storms, but also has been updated with newer metal roof, high impact/double pane windows and hardy board concrete siding. Outdoor living is maximized with multiple deck areas, including a substantial covered and screened back lanai, your ideal outdoor living and dining room, plus an open sundeck for basking in the tropical sun and sea breezes. Downstairs, the expansive corner lot offers privacy and beauty with Florida native gardens that attract a delightful array of local butterflies and birds. With the gardens in place there's still ample space for your future pool oasis (ask for renderings)! For the hobbyist or entrepreneur, two climate-controlled workshops provide the perfect space for a studio, gym, or attached office. A large three-car garage can easily accommodate your vehicles (EV connects), boat, and golf cart. Location: The Absolute Place to Be- To know The Village is to love The Village. Located on the North Tip of Longboat Key, everything you desire is at your fingertips: beautiful private walking trails and Bay access points, community docks, the island's only public boat ramp, first-class dining on the water, laid-back live music venues, and, critically, the best beach access on Longboat Key. Being all these wonderful amenities are literally out your front door it's still Fun to take the Golf Cart. The Village is one of the few communities on Longboat Key where it's not only legal to use your golf cart it's also practical, convenient and a ton of fun! So as you can see The Village of Longboat Key is the place to be. This is the place to truly maximize your island lifestyle. Come and see it today.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Jesse Griffin (941-822-6165)
3710 GULF OF MEXICO DR #E3, LONGBOAT KEY, FL 34228
$175,000 MLS ID: A4592507
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 680 Built: 1983Community: Gulfshore Of Longboat KeyManufactured Home
Remarks: JUST ELEVATED! Gulfshore of Longboat Key, Inc. offers it all. It extends from the Gulf of Mexico to Sarasota Bay. It has approximately 450- 500 feet of frontage on the Gulf, a marina on Sarasota Bay, a large heated community pool, fabulous club house with a commercial kitchen and much more. It is one of the best kept secrets on Longboat. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armands Circle with fabulous shopping and gourmet restaurants. This unit was manufactured in 1983 and has sustained damage from the two recent hurricanes. All water damage has been addressed. (Please note, parts of this listing describe the interior layout as it was before flooding). The interior is now a blank canvass allowing the buyer to design their own layout. This home previously featured a large living room, kitchen, dining room, two bedrooms, and a full bathroom. It also has a separate bath house/bathroom (requires remodeling) with a shower that is perfect for when you return from the beach. The driveway can accommodate two cars. Most importantly, the unit has been elevated to four feet and a new electric feed has been installed. In addition, new steps have been built for the front entrance. Gulfshore is a 55+ community and does not permit rentals or pets. This home, combined with the amenities offered by Gulfshore and the surrounding area, will make it easy for you to own a piece of paradise on Longboat Key.
Listing is courtesy of: EDGEWATER REAL ESTATE, INC (941-778-8104)
Listing Agent: Bill Shuttleworth (941-779-8877)
2600 HARBOURSIDE DR #R9, LONGBOAT KEY, FL 34228
$335,000 MLS ID: A4661661
Remarks: Embrace Unparalleled Elegance: Exquisite 75’ Boat Slip on Longboat Key’s premier R dock, Your Gateway to a Refined Gulf Coast Yachting Experience. Discover the pinnacle of luxury boating with this stunning 75’ x 21’ deep water boat slip, perfectly situated on the spectacular R dock at Longboat Key Club Moorings Marina, nestled along Florida’s breathtaking Gulf Coast. Slip R-9 offers unrivaled views and the closest proximity to the inlet for effortless navigation, with serene waters and vibrant sunsets and the spectacular Sarasota sky line across the bay, as your backdrop—a gateway to an extraordinary yachting lifestyle. Located on Longboat Key, Slip R-9 provides direct access to the Intracoastal Waterway, ideal for deep-sea fishing or leisurely cruises. Enjoy upscale conveniences like Publix, CVS, Chase Bank, a post office, and public tennis courts just moments away. A complimentary shuttle connects you to the chic boutiques and gourmet dining of St. Armands Circle, while you can easily boat to iconic North Longboat Key restaurants like The Shore and Mar Vista, or nearby favorites like Chart House and Dry Dock Waterfront Grill, where fresh seafood and stunning views await. Longboat Key Club Moorings Marina is renowned for its elegance, offering high-speed Wi-Fi, water, laundry facilities, and pump-out services for a seamless experience, with pristine facilities and attentive staff catering to your every need. Visit by boat the nearby sandbars for leisurely afternoons in turquoise Gulf waters, or opt for membership to the Bay Isles Beach Club or Longboat Key Club for access to pristine, sandy beaches and world-class amenities. Unlike other slips, R-9 is not covenanted, meaning Longboat Key Club membership is optional, giving you the freedom to tailor your lifestyle with access to championship golf courses or the exclusive beach club at your discretion. Slip R-9 is more than a boat slip, it’s an invitation to a coastal lifestyle, with quick access to open waters, dining destinations like The Shore and Mar Vista, magical sandbars, and elite recreational opportunities. Own a piece of paradise in this A+ location, where every detail is designed for elegance and ease. Pursuant to condo rule this slip will accommodate a yacht with LOA of 70ft and 17ft beam and will be subject to association approval.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Mark J Baron (941-241-7633)
5840 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$4,950,000 MLS ID: A4670094
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4145 Built: 2022Community: Longboat KeySingle Family
Remarks: Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Cooney Architects and built in 2022 by Perrone Construction, one of the Gulf Coast’s premier luxury builders, this stunning coastal residence is a rare offering that blends modern design, structural integrity, and an exceptional location. Positioned on the desirable northern end of Longboat Key, the home offers a lifestyle few can match, with both deeded beach access directly across the street and canal frontage in the backyard. Where most homes require a choice between Gulf or Bay, this property offers the best of both. Step inside to discover a layout designed for both comfort and sophistication. The main level features a serene primary suite with a spa-inspired bathroom, a seated vanity, and a custom walk-in closet. A thoughtfully planned home office includes a custom built-in desk with dual workstations, offering dedicated space for both homeowners. The open-concept living area flows effortlessly into the designer kitchen, outfitted with quartz counters, Thermador appliances, a paneled refrigerator and freezer, wine fridge, and ice maker. A hidden walk-in pantry provides additional prep space and ample storage. Upstairs, a central family lounge connects three en-suite bedrooms, two with tranquil canal views where manatees are often spotted lingering at the water’s surface. The upper level is easily accessed by both a residential elevator and a beautifully crafted staircase with integrated storage. Every room has been carefully curated to reflect the home’s effortless luxury. For buyers seeking a fully realized, move-in-ready experience, furnishings can be negotiated separately. Outdoor living is elevated with a heated saltwater pool and spa, expansive lounging and dining terraces, and a fully equipped summer kitchen featuring stone counters, a Lynx grill, and built-in refrigeration, all protected by push-button retractable hurricane shutters. A dedicated pool bath adds convenience and keeps wet feet out of the house. The private dock includes a 16,000-pound boat lift, a 4,500-pound kayak or jet ski lift, plus additional space to dock a larger vessel in the water. The dock is fully outfitted with shore power, running water, integrated lighting, and a fish-cleaning station, ready for both adventure and convenience. Built high and dry, the home remained fully protected during recent storms, a true reflection of the enduring quality behind its construction. Combining beauty, function, and peace of mind, this is a rare opportunity to enjoy the very best of Longboat Key living, free from compromise.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
775 LONGBOAT CLUB RD #606, LONGBOAT KEY, FL 34228
$1,450,000 MLS ID: A4666117
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1524 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Remarks: Experience the ultimate in Gulf-front living from this beautifully positioned two-bedroom, two-bath residence in the sought-after Beaches condominium, perfectly located behind the gates of the Longboat Key Club. Wake up to unobstructed, panoramic views of the Gulf of Mexico from both bedrooms in one of the most private floor plans in the building with no neighboring balconies in sight. Enjoy peace of mind with new hurricane-impact windows and doors, recently completed as part of a building-wide upgrade. Beaches offers luxury amenities including a full-time door attendant, a beachfront pool and spa, a fitness center, tennis courts, on-site management, and secured elevated under-building parking. Just moments from the new St. Regis Resort, world-class golf and tennis, and the dining and shopping of St. Armands Circle, this is beachfront living at its best.
Listing Agent: Chris Wetzig (941-350-8083)
775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228
$1,595,000 MLS ID: A4681439
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1510 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Remarks: Discover Coastal Elegance at The Beaches of Longboat Key! Nestled behind the renowned gated entrance of the Longboat Key Club, The Beaches offers an unparalleled Gulf-front retreat on one of Florida's most exclusive barrier islands. This stunning 4th-floor, 2-bedroom/2-bath residence boasts direct western exposure, delivering breathtaking, forever Gulf of Mexico views and spectacular sunsets that paint the sky in vibrant hues every evening. Step inside to find stylish, move-in-ready finishes, including brand-new porcelain tile flooring throughout the living areas and elegant marble in both bathrooms. The updated kitchen shines with fresh cabinetry, a new GE Profile refrigerator, and dishwasher—perfect for effortless entertaining or quiet evenings at home. The spacious living room and both bedrooms feature impact-resistant sliders that open to a private balcony, seamlessly blending indoor comfort with the soothing sights and sounds of the beach and surf just steps away. Residents enjoy an exceptional array of resort-style amenities: 24-hour concierge service for added security and convenience, Gulfside heated pool and spa, Modern fitness center, Two Har-Tru tennis courts, Social room with a full catering kitchen, Direct beach walkway with complimentary beach chairs (and often umbrellas) provided. Additional perks include two assigned parking spaces in the secure garage and a dedicated storage unit. Priced to impress in this highly sought-after community, this turnkey condo combines modern luxury, prime beachfront access, and the prestige of Longboat Key Club living—without requiring club membership. Opportunities like this rarely last long on Longboat Key. Don't miss your chance to own a slice of paradise—schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
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