5-Bedroom Homes for Sale in Longboat Key, FL

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 design with warm organic touches - completely updated to current building code in 2017 and exterior refresh by DSDG architects in

Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

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

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 with innovation. Step inside to an open, airy layout filled with natural light, where each detail from designer

Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

Discover the pinnacle of coastal luxury at 50 Lighthouse Point Drive, an extraordinary estate nestled in the exclusive gated community of Lighthouse Point. A 13-acre community with only 16 estate homes on Longboat Key. This residence on over 3/4 of an acre spans over 7450 square feet of living space, completely renovated beginning in 2015, offering six bedrooms, six-and-a-half baths, a game room,

Ryan Ackerman COLDWELL BANKER REALTY

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-bedroom, six-bathroom home. Designed with a bright and airy interior, the home features ten-foot ceilings and expansive glass windows that invite natural light into every room. The open floor plan creates a seamless flow, perfect for

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

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

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

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. Located in the tropical neighborhood, within Bay Isles, The Bayou. Spacious great room design, 2 primary bedroom suites plus 3 bedrooms & family/tv room in guest quarters.

Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

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 residence is in the exclusive Country Club Shores IV community, on south Longboat Key, seamlessly blends contemporary finishes

Kathy Callahan MICHAEL SAUNDERS & COMPANY

Courtyard residences in Queens Harbour are a rare find, and this impeccably recently updated five-bedroom waterfront home is move-in ready, offering a seamless blend of privacy, elegance, and coastal luxury. Designed for effortless indoor-outdoor living, the residence is centered around a lushly landscaped courtyard, where a newly resurfaced swimming pool, spa, and new paver deck create an

Roger Pettingell COLDWELL BANKER REALTY

WOW! New pricing reflects such an amazing deal. This home has been beautifully redone with a light and airy, upscale coastal vibe. Soaring ceilings, expansive water views from almost every room and full wall pocket sliders leading to your same level lap sized pool and large lanai allow for true indoor outdoor living. No major expenses left undone; just move in and enjoy! New metal roof, updated

Ryan Heers COLDWELL BANKER REALTY

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 is perfectly designed for those who cherish the Florida lifestyle—complete with gorgeous water views, boating right from your backyard, and plenty of space to relax and entertain. This

Melanie Russell QUEST PROPERTIES INC

Bay Isles Living at its best with this 4,500 square foot renovated, single-family home nestled in the coveted Corey's Landing, full maintenance free living. Priced at an exceptional $665 a square foot, this is the best value for a fully updated single family residence in this community. Meticulously designed with an emphasis on quality finishes and modern elegance, with a level of workmanship

Nicholle McKiernan 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

"GULF FRONT Promenade Penthouse Condominium, Longboat Key 2 stories 5 bedrooms + office, 5 ½ bath direct Gulf front, end unit, almost completely renovated and never occupied unit. The residence is approximately 5,092 SF with miles of fabulous views from every room of the Gulf, sunsets and bay, mirrored private elevator connect the 2 levels, 2 skylights on the 10th floor open to the blue Florida

Carolina Ramirez BEACHFRONT REALTY INC

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

Nestled in the North Longboat Key area, this stunning five-bedroom home rebuilt in 2014 with new pool and many other features offers unparalleled luxury and breathtaking views. As you step through the sliding glass doors from the main living area to the terrace, you are greeted by the expansive vistas of Sarasota Bay and the Intercoastal Waterway. This property is an epitome of modern elegance,

Reid Murphy DEVELOPERS REALTY LBK, INC

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

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

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

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 SOTHEBYS INTL 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

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

Behold a sanctuary of contemporary elegance, where luxury and innovation converge to create a residence that stands as a testament to architectural grandeur on beautiful Longboat Key. This 6,000+/- sq. ft. Bayfront marvel, brilliantly crafted by Bruce Saba, offers an unparalleled contemporary living experience. As you step inside, the exceptional style reveals itself, boasting absolutely the very

Tracey Stetler COLDWELL BANKER REALTY