5-Bedroom Homes for Sale in Longboat Key, FL

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, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in

Rich Polese COMPASS FLORIDA LLC

This is a once-in-a-lifetime opportunity to own the crown jewel of Florida's west coast. Nestled on an exclusive island, this property spans 1.35 acres and includes a private beach with endless views of aqua blue waters. When you dream of living the Florida lifestyle, this estate is truly what you envision. Accessible only by boat, this Polynesian-style waterfront sanctuary promises complete

Jay Travis RE/MAX ALLIANCE GROUP

This stunning Bayfront estate delivers over 680 feet of pristine Bayfront waterfront on nearly an acre and a half of prime point property. True Longboat Key gold. Special features of this home include five bedrooms, five full bathrooms, hardwood floors, sky-high ceilings plus walls of glass. The home opens to multiple covered terraces built for soaking in endless Bay views and the best of Florida

Reid Murphy DEVELOPERS REALTY LBK, INC

Sought after slice of beachfront paradise on the exclusive island of Longboat Key. Rarely available 2 acre property with 200 feet of beach frontage on the Gulf of America. Currently it hosts a quaint inn featuring ten suites and one cottage, all had been renovated with timeless old Florida decor. The property is surrounded by tropical blooms , lush foliage, vine covered arbors, swaying palm

Reid Murphy DEVELOPERS REALTY LBK, INC

Experience the ultimate in beachfront living with this extraordinary 1.6-acre estate on Longboat Key, offering a rare 156 feet of direct frontage along the Gulf of Mexico. Embrace breathtaking water views and spectacular sunsets from every room and multiple balconies. The grand living room features soaring cathedral ceilings and dramatic walls of glass that frame the elevated pool deck with an

Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

Under Construction. You're in for something special with this new beachfront construction set to be completed by December, 2025. Located on over a quarter acre on Longboat Key, this contemporary luxury home is directly on the beach with stunning Gulf views. Designed with a modern coastal aesthetic, it’s built for both style and comfort. Inside no detail is overlooked. From sleek Walker Zanger

Reid Murphy DEVELOPERS REALTY LBK, INC

Expansive, gated, waterfront family estate featuring custom designed main home along with a separate three bedroom guest home. Enjoy private deeded beach access and deep water dockage. This Private two acre gated estate on the north end of Longboat Key is a rare gem. Entrance, Driveway and Main home are illuminated with Bevelo gas lanterns. Property includes 4 parcels total including 500

Randy Langley BARRIER ISLAND REALTY LLC

Introducing one of the most exclusive penthouses ever to come to market at L’Ambiance at Longboat Key Club. A rare chance to own a sky-high sanctuary in one of the most prestigious beachfront communities. Set against a backdrop of panoramic views stretching from the Gulf of Mexico to Sarasota Bay and the downtown skyline, this residence redefines coastal luxury. Spanning nearly 5,000 square feet,

Rich Polese COMPASS FLORIDA LLC

Discover tranquility in this beautifully renovated five-bedroom, four-bathroom home in the highly desirable Longbeach Village community at the north end of Longboat Key. Offering over 2,700 square feet of thoughtfully updated living space, this spacious two-story residence blends classic charm with modern upgrades and is being sold fully furnished for immediate enjoyment. The home features a

Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

Discover the perfect blend of luxury, creativity, and coastal living in this expansive Longboat Key residence. Situated on a deep water canal with a private dock, this solid block construction home offers direct access to the Gulf and is ideal for boating enthusiasts. A rare four-car garage provides ample space for vehicles, toys, and storage.Inside, you’ll find an extraordinary gourmet kitchen

Tracey Johnson ENGEL & VOLKERS ST. PETE

Step into a world of refined elegance, where no detail has been overlooked in this Stunningly Renovated Estate in the exclusive, gated enclave of Sabal Cove, nestled behind the gates of the Longboat Key Club's Bay Isles community. Originally sold in 2021, this residence has since undergone a transformational, high-end renovation totaling over $850,000, blending timeless architecture with modern

Norma Mladineo COLDWELL BANKER REALTY

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 water, this stately elevated waterfront villa is an exquisite blend of elegant design and modern coastal luxury. Thoughtfully laid out with an inviting primary suite on the main level and four

Lisa Rooks Morris DOUGLAS ELLIMAN

Live the boater’s dream on exclusive North Longboat Key. This spectacular, newly built, coastal contemporary waterfront home provides easy access to the tranquil Intercoastal Waterway, sparkling Sarasota Bay and majestic Gulf of Mexico. Located on a three-quarter acre lot with 133 feet of frontage on a 125-foot-wide canal, this 4,210-SF home features an open floorplan with light-color finishes,

Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

Experience brand-new coastal luxury in this just-completed custom home, finished in June 2025 and located in the sought-after Emerald Harbor community on Longboat Key. Positioned on a spacious corner lot along a wide canal, this one-story residence offers the perfect blend of elegance, function, and laid-back Florida living. With direct beach access across the street and your own boat dock in the

Reid Murphy DEVELOPERS REALTY LBK, INC

Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning property offers panoramic views of Whitney Bayou and Harris Canal and provides the ultimate waterfront lifestyle. With 9,243 square feet of air-conditioned living space and a total of 21,562 square feet on over an acre of pristine

Charles & Gabe Buky COLDWELL BANKER REALTY

GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary masterpiece by Floridian Crafted Homes, perfectly positioned on Longboat Key with breathtaking Gulf and Bay views. This 13 FEET ELEVATED, hurricane-fortified residence offers 5 bedrooms, 5 full bathrooms, and 2 partial bathrooms across 4,176 square feet of luxurious living space. Home has elevator shaft

Joshua Freed PREFERRED SHORE LLC

Under Construction. A vision of architectural brilliance, this extraordinary estate, nestled on a nearly two-acre site on the Gulf of Mexico, is poised to redefine comfortable coastal living. Currently under construction with a cost basis of approximately $25 million, this landmark residence is destined to be one of the most iconic homes on Sarasota’s Gulf Coast. Conceptualized by internationally

Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

Discover unparalleled modern living at this custom contemporary residence nestled on a quiet street in the heart of Longboat Key. The exterior of this striking residence is a harmonious fusion of richly stained wood, imported stone, and oversized glass windows, each uniquely shaped to create a stunning visual impact. As you enter through the glass front door, you're immediately greeted by walls

Roger Pettingell COLDWELL BANKER REALTY