Embrace effortless coastal living with this prime 55-foot boat slip in an elite deep-water harbor on scenic Longboat Key, perfectly positioned just off Sarasota Bay. Size...

Experience refined coastal living at Sutton Place on Longboat Key, where an effortless Gulf-to-Bay lifestyle awaits. Ideally situated mid-key, this premier address offers...

Only slip available on N-dock! Slip N-09 is a 45 x 20 Boat Slip at Longboat Key Moorings Marina for sale. The slip is located on the north side of the pier. Exceptional ...

Move right into this serene, spacious and furnished Longboat Key one-level villa, with its tastefully renovated interiors and new (2025) tile roof. This beautiful home o...

Fully renovated 2BR/2BA Grand Bay condo with 2 parking spaces and Sarasota Bay and downtown views. Bright interiors feature easy-care tile floors and a kitchen with quart...

Welcome to unit 1E at Sea Gate Club on beautiful Longboat Key. This is the gorgeous, newly remodeled Beachfront walkout unit that you've been waiting for! Do you prefer ...

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, 4-bath ...

Your Longboat Key lifestyle starts here! Imagine spending your mornings at the beach, afternoons by the pool, and evenings enjoying the island breeze. Located in the desi...

Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings an...

This stunning Gulf front gated Estate property boasts a beautifully almost one acre landscaped setting with a long, elegant paver driveway leading to a spacious six-bedro...

Experience an exceptional expression of Gulf-front living in this impeccably maintained penthouse at The Water Club on Longboat Key. Occupying the coveted northwest penth...

Fractional Ownership. FRACTIONAL OWNERSHIP AT THE ST. REGIS LONGBOAT KEY. Experience an extraordinary waterfront lifestyle with the opportunity to own a portion of a beau...

Whitney Beach Community – Turnkey Furnished. Enjoy the best of beach-to-bay living in Whitney Beach on Longboat Key’s peaceful north end. This two-bedroom, two-bath corne...

Some of the World’s Most Desirable Addresses Aren’t Reached by Road. There is an unmistakable distinction between owning a beautiful waterfront home and owning a private ...

Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this r...

Enjoy sweeping views of the Gulf and its beautiful sandy beaches from this spacious penthouse residence at Villa di Lancia, an exclusive Gulf-front condominium community ...

First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, t...

Best value with SRQ Bay Views- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, com...

Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota B...

Discover an exceptional opportunity to embrace the refined waterfront lifestyle at Grand Bay, one of Longboat Key’s most prestigious gated communities within Bay Isles. T...

An Extraordinary Gulf-Front Homesite on North Longboat Key. Imagine dolphins dancing in the turquoise waters as the sun sets in a magnificent display of color. Sit with y...

An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views o...

Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living...

STOP THE CAR...THIS IS THE ONE! Perfectly positioned to capture breathtaking Sarasota Bay views, this spectacularly renovated coastal retreat offers a rare combination of...

Spanish Main Yacht Club is a 55+ community. There are 213 villa, ground-level attached condo units in this condo complex. It has a marina with boat docks, a clubhouse, sw...

Virtually Staged. Views! Views! Views! A must see! Experience coastal elegance and stunning water views in this beautifully renovated 2-bedroom, 2-bathroom villa located ...

Enjoy Gulf-front living and gorgeous water views in this move-in-ready, two-bedroom, two-bath waterfront condominium, perfectly positioned in an elevated community just s...

Introducing a rare legacy estate defined by architectural distinction, extraordinary waterfront, and an exceptional sense of privacy. 6610 Gulf of Mexico Drive is the pin...

From the moment you enter, the effect is unforgettable. Dramatic floor-to-ceiling windows create an immediate WOW factor, drawing your eye out to the tranquil canal, you...

Nestled on the coveted north end of Longboat Key, this exceptional residence is tucked away on the secluded and private Lands End Drive, one of the island's most treasure...

Experience the best of Longboat Key living in this spacious 2-bedroom, 2.5-bath condominium located in the gated Fairway Bay community of Bay Isles. Offering approximatel...

An extraordinary direct beachfront offering at The Beaches of Longboat Key featuring two penthouse residences thoughtfully combined into one expansive 3,954 sq ft home. T...

Enjoy waterfront living in this very special home located in the Harbour Villa Club on Longboat Key. This second-floor end residence offers a truly open and unobstructed ...

At the southern tip of Longboat Key, just beyond the gated entrance to the Longboat Key Club, The Beaches is a premier gulf-front residence with resort-style amenities. R...

Discover the best of Longboat Key living in this freestanding, well-maintained 2-bedroom, 1.5-bath freestanding villa in the sought-after Spanish Main Yacht Club. With ab...

**NO LONGBOAT KEY CLUB MEMBERSHIP REQUIRED!** A rare and highly desirable opportunity to own a 48' x 21' deep-water slip at the prestigious Longboat Key Club Moorings wit...

Gulf-front living with the privacy of a villa. Residence 4 at En Provence is one of just 21 homes in an exclusive, guard-gated French-Mediterranean enclave on nearly six ...

Experience the best of Longboat Key waterfront living in this beautifully renovated corner condominium in Sutton Place, where modern coastal elegance meets breathtaking S...

Welcome to an exceptional turnkey, furnished, and newly renovated villa in Harbour Oaks, ideally located within Bay Isles in the heart of Longboat Key. This end-unit resi...

Gulf and greenbelt views from a completely remodeled, gulf-facing Seaplace end unit. This oversized 1 bedroom, 1.5 bath top-floor (second-floor) condo offers 1,094 sq ft ...

Behind the gates of the Longboat Key Club in the highly coveted Corey’s Landing neighborhood, this free-standing home with direct open Bay views enjoys a private pool and...

Positioned directly across from the marina and boat slips, this updated villa in Spanish Main Yacht Club enjoys beautiful marina views and puts boating and waterfront acc...

Waterfront. Exquisite Bay Views. Deeded beach access. Bring your contractor and your imagination. This 3 Bedroom, 3 Bathroom, sun-filled unit lives large with over 3000 s...

Virtually Staged. Welcome to Spanish Main Yacht Club waterfront community and your new home! Light and bright, this stand-alone villa is all new and beautifully updated ...

Completely updated and offered furnished, this spectacular Gulf-front residence at Sands Point delivers the rare combination of resort-style living, modern design, and p...

Be renewed and inspired by this striking Gulf-front residence in an exclusive island community, featuring an impressive 100 feet of direct beachfront. Renovated and redes...

Motivated Seller. Make an offer! Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquois...

Set within the gated BAY ISLES community, this MARINA BAY residence offers a rare combination on Longboat Key: the scale and privacy of a single-family BAYFRONT home with...

Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifull...

Behind the double-gated entry of Bay Isles’ coveted Harbor section, 560 Harbor Point commands a rare position at the end of a quiet cul-de-sac, with 200 feet of pristine,...