5-Bedroom Homes for Sale in Longboat Key, FL

NEW PRICE — Waterfront Luxury on Longboat Key! Welcome to 550 Yardarm Lane, where the elegance of Longboat Key meets the ease of Florida’s coastal lifestyle — in the coveted Country Club Shores. This waterfront, ELEVATED masterpiece isn’t just a home — it’s your front-row seat to paradise, where boating, beach walks, and year-round sunshine are part of everyday life.Step inside and be

Melanie Russell QUEST PROPERTIES 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

A rare opportunity to own the crown jewel of Florida’s west coast. Tucked away on the private, 38-acre island of Jewfish Key, this extraordinary 1.35-acre estate boasts its own secluded beach and endless views of sparkling aqua waters. Accessible only by boat, this Polynesian-inspired sanctuary offers complete privacy, surrounded by lush tropical vegetation and elevated 18 feet above sea level

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

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

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

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

Just Announced: Major Price Improvement! An incredible opportunity awaits with this newly reduced price on one of Longboat Key’s most stunning, fully renovated homes! Don’t miss your chance—this pricing may not last as we head into peak selling season this fall and winter.Experience this exceptional home for yourself! - Step into a world of refined elegance, where no detail has been

Norma Mladineo COLDWELL BANKER REALTY

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

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 DOUGLAS ELLIMAN

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