Houses For Sale in Longboat Key, FL

An extraordinary opportunity to own an expansive 165 feet of pristine beachfront on the coveted shores of Longboat Key, totaling .66 acres. This exceptionally rare offering includes 3351 Gulf of Mexico Drive (TB8353273) and 3341...

An exceptional opportunity awaits with this south Longboat Key property located "1-in" from the Bay, in the highly coveted neighborhood of Country Club Shores. Design your Bayfront Dream Home or undertake a straightforward renovation to...

$150,000 PRICE IMPROVEMENT! PLUS, A NEW TILE ROOF HAS JUST BEEN COMPLETED AT A COST OF $70,000. Set on a scenic lagoon located in the Bayou community of gated Bay Isles on Longboat Key, and...

Enjoy Longboat Key living. Bay Isles pool home in The Bayou with exclusive beach club access. Welcome to this updated three-bedroom, three-bath pool home in the sought-after Bay Isles community featuring: tile roof, new installed...

Enjoy an exceptional lifestyle at this coveted Country Club Shores canal home ideal for boaters and less than three blocks from the beach. With direct access to Sarasota Bay and within two minutes of open...

Live the resort lifestyle, with expansive golf course and sunset views in one of the most sought-after locations on Longboat Key! All upcoming roof assessments have been paid in full by seller! This 3 bedroom...

This exquisite two-story waterfront home located in the coveted Harbor section of Bay Isles has been meticulously renovated to embody modern elegance and luxurious coastal living. Surrounded by lush tropical landscaping, the home welcomes you...

An extraordinary opportunity to own an expansive 165 feet of pristine beachfront on the coveted shores of Longboat Key, totaling .66 acres. This exceptionally rare offering includes 3351 Gulf of Mexico Drive (TB8353273) and 3341...

New roof, two new HVACs, newly painted exterior, new screened pool enclosure. Discover an exceptional blend of elegance and luxury in this welcoming home, in the exclusive gated community of Bay Isles in Longboat Key....

Million-dollar Gulf views. Lowest square foot price on any newer built home on the Island! Enjoy watching waves crash from the comforts of your living room. New Construction (2021). PRIVATE PERSONAL BOAT DOCK and irrigation...

Under contract-accepting backup offers. Welcome to the coastal sanctuary you've been dreaming of-perfectly nestled on a peaceful cul-de-sac in one of Longboat Key's most coveted communities, Country Club Shores. Set on an oversized, lushly landscaped...

Sleek. Sophisticated. Effortlessly Luxurious. This completely reimagined Bay Isles Harbor residence is a stunning example of minimalist elegance, where clean lines, impeccable craftsmanship, and Restoration Hardware's exquisite furnishings create a space that blends everyday comfort...

Stunning Bay Isles Estate Home: Discover the epitome of luxury living in this elegant Bay Isles estate home. With a spacious open floor plan, this residence offers a perfect blend of comfort and sophistication. Featuring...

Welcome to Harbour Court, a secluded haven nestled within a private enclave of just 18 distinguished residences, behind the gates in Bay Isles. Set amidst lush tropical gardens, the home boasts direct Bayfront views and...

Exceptional Contemporary Bayfront Estate in Bay Isles Harbor Section Experience unparalleled luxury in this immaculate, organic-modern Bayfront estate in the esteemed Harbor Section of Bay Isles. This 6,349 sq. ft. 5-bedroom residence seamlessly blends minimalist...

Exceptional Longboat Key waterfront living. Beautifully maintained, perfectly positioned on an elevated ½-acre waterfront lot, and open water views from nearly every room. Thoughtfully enhanced for modern comfort and style, the home...

Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance and sophistication. Designed by Cliff Scholz and meticulously crafted by Murray Homes, this, 5,300-square-foot masterpiece is situated in a...

Located in the Bayou, a tropical, sought after residential neighborhood within Bay Isles. The HOA dues include access to the private Bay Isles Beach club. Stunning, custom designed split level home with separate guest quarters....

Revel in all the spaciousness and privacy - situated with wide water and golf views in the picturesque Corey's Landing on Longboat Key. This maintenance free villa lives like a single-family home offering 3 bedrooms,...

Welcome to a truly remarkable legacy estate spanning 150' of walking beach tucked behind the gates of the exclusive Longboat Key Club in Regent's Court. Unquestionably, one of the area's most distinguished and desirable locations....

THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE. SELLER TO COVER ALL CLOSING COSTS. GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary masterpiece by Floridian Crafted Homes, perfectly positioned on Longboat Key...

Nestled in the sought-after Country Club Shores on Longboat Key, this exquisite waterfront residence is your gateway to luxury living. This home provides direct BOAT ACCESS with a private DOCK and features DEEDED BEACH ACCESS...

Under contract-accepting backup offers. Nestled within the exclusive gated enclave of Bay Isles on Longboat Key, this pristine Harbour Oaks villa offers a rare opportunity to experience unparalleled privacy and tranquility in one of Florida's...

Seize the opportunity! Welcome to an extraordinary south Longboat Key canal front estate in Country Club Shores, located 2 in from Sarasota Bay on a lushly landscaped lot, where luxury and tranquility come together in...

This direct bayfront luxury condo was gutted and remodeled completion taking place in 2024.The open concept living spaces are light and bright with level 5 finish on walls and ceilings incorporating modern design...

WONDERFUL FLORIDA STYLE COUNTRY CLUB SHORES canal FRONT home and lot ready for new owner. All WINDOWS AND DOORS are hurricane resistant including the garage doors and the roof is triple reinforced says long...

Under contract-accepting backup offers. Embrace the resort lifestyle in the tranquil community of Sabal Cove, an exclusive collection of 38 custom single-family homes, nestled within the secure gates of Bay Isles on South Longboat Key....

SELLERS SAY THEY ARE MOTIVATED. BRING AN OFFER. New roof. New HVAC. New Ductwork. In the lovely gated community of Bayou, this home is set back from the road, offering a water view of...

Built with the scale and security of a grand personal estate, this gated waterfront home boasts nearly 5,000 square feet of interior living space that opens seamlessly to expansive terraces on two levels, with spectacular...

One or more photo(s) has been virtually staged. Experience the perfect blend of comfort, style, and privacy in this beautifully remodeled, single-level Longboat Key home. Ideally situated in a prime mid-Key location on a quiet,...

NEW PRICE Welcome home to 550 Yardarm Lane, where the beauty of Longboat Key meets the comfort of coastal living in the prestigious Country Club Shores. This warm and inviting WATERFRONT ELEVATED retreat...

This home sustained no hurricane damage or water intrusion. Nestled within the exclusive Queens Harbour of Bay Isles, this stunning home offers the ultimate Florida lifestyle. Whether you're lounging by your private pool and spa,...

Enter a world where elegance meets functionality in this John Cannon custom-designed 5-bedroom, 5.5-bathroom coastal inspired Spanish Mediterranean masterpiece, offering 4,117 square feet of refined coastal living. Designed for the most discerning buyer, this gorgeous...

Welcome to your new retreat in Bayport Beach and Tennis Club on Longboat Key! Walking distance to the Bayfront Park Recreation Center with pickleball courts, a play area, and a fenced-in dog park. Bayport's mid-key...

Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota's most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance,...

Spectacular unobstructed views of Sarasota Bay and the Intercoastal Waterway! This 4 bedroom, 4 bath, 4233 square foot home is in the sought-after Queens Harbour neighborhood behind the gates of Bay Isles. You enter the...

Not to be missed - this 3,400+ SF, extensively renovated Queens Harbour home - is a step into airy, nature inspired living. Situated on a scenic cul-de-sac in the maintenance-free section of the prestigious Bay...

Experience all the best of what the island lifestyle can offer in picturesque Longboat Key, one of the desirable barrier islands of Sarasota. In the sought-after gated community of Bay Isles and Queens Harbour, this...

Under contract-accepting backup offers. Roof replaced in August 2024. This property presents an exceptional opportunity to acquire a direct bayfront residence comprising of four bedrooms and a den, on a canal in the esteemed Queens...

Luxurious Villa with Stunning Lake & Fairway Views Nestled behind the exclusive gates of the Longboat Key Club, this exquisite three-bedroom, three-bathroom villa in Coreys Landing offers the perfect blend of privacy, elegance, and...