Longboat Key

$1,395,000

2295 GULF OF MEXICO DRIVE 23S, Longboat Key, FL, 34228

Set directly on the shores of the Gulf of Mexico, this beautifully renovated residence in the Islander Club captures the essence of Longboat Key beachfront living. Located in the desirable South...

$1,395,000

2301 GULF OF MEXICO DRIVE 101N, Longboat Key, FL, 34228

FULLY RENOVATED - Set high on the 10th floor with direct Gulf and beachfront vistas, this 2BR, 2BA residence in the Islander Club offers a front-row seat to a breathtaking panorama on Longboat Key...

$1,195,000

360 GULF OF MEXICO DRIVE 322, Longboat Key, FL, 34228

Under contract-accepting backup offers. This is your perfect tropical Happy Place! Elevator access takes you directly to your very own slice of paradise. Enter through mahogany doors and be instantly...

$1,100,000

1105 GULF OF MEXICO DRIVE 401, Longboat Key, FL, 34228

Direct Ocean view from this Bright Airy corner unit in desirable building five. Catch the view of the Gulf of Mexico and Sunsets from your balcony. To see this property is to fall in love with easy...

$975,000

100 SANDS POINT ROAD 225, Longboat Key, FL, 34228

MUST SEE ARCHITECTURAL GEM on Longboat Key! Sands Point Condominium is a best kept secret along the beautiful crystal white sands of Longboat Key. This community blends gorgeous mid-century...

$949,000

1000 LONGBOAT CLUB ROAD 204, Longboat Key, FL, 34228

Sublime Gulfside Retreat at Privateer South -- 1000 Longboat Club Rd #204 Experience the pinnacle of effortless beachfront living behind the prestigious gates of the Longboat Key Club. This...

$895,000

2016 HARBOURSIDE DRIVE 317, Longboat Key, FL, 34228

Set in one of Fairway Bay's most desirable corner locations, this first living level 2BR/2BA walk-down residence offers bay views and easy island living. Fully renovated, it provides the move-in-ready...

$879,000

1095 GULF OF MEXICO DRIVE 503, Longboat Key, FL, 34228

One or more photo(s) has been virtually staged. Enjoy comfortable, coastal living in this well-appointed 2BR/2BA residence on the sought-after south end of Longboat Key. With over 1,500 sq. ft., this...

$825,000

2301 GULF OF MEXICO DRIVE 91N, Longboat Key, FL, 34228

One or more photo(s) has been virtually staged. Welcome to an exceptional opportunity to create a beachfront residence tailored to your own vision in this 3BR/2BA, 9th-floor residence at the Islander...

$790,000

225 SANDS POINT ROAD 6201, Longboat Key, FL, 34228

Tropical elegance awaits in this thoughtfully updated Junior Suite, which pairs tranquil lagoon views with strong rental potential through the established hotel program. Impact-rated sliding glass...

$699,000

225 SANDS POINT ROAD 7205, Longboat Key, FL, 34228

This beautifully remodeled Junior Suite captures serene lagoon views while offering excellent income potential through the established hotel rental program. Hurricane-impact sliders frame the space...

$699,000

4420 EXETER DRIVE 303, Longboat Key, FL, 34228

Enjoy tranquil, unobstructed Sarasota Bay views from this top-floor, two-bedroom, two-bath partially furnished residence in the desirable Longboat Harbour community. Fresh paint and updated lighting...

$695,000

4350 CHATHAM DRIVE Unit E-208, Longboat Key, FL, 34228

PRICE IMPROVEMENT. REDUCED $54,000! NEWLY REMODELED o COASTAL LUXURY RESIDENCE Longboat Harbour o Building E #208 | Corner End Unit o Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE...

$695,000

4350 CHATHAM DRIVE Unit E-208, Longboat Key, FL, 34228

PRICE IMPROVEMENT. REDUCED $54,000! NEWLY REMODELED o COASTAL LUXURY RESIDENCE Longboat Harbour o Building E #208 | Corner End Unit o Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE...

$659,000

3080 GRAND BAY BOULEVARD 515, Longboat Key, FL, 34228

Defined by an exceptional indoor-outdoor connection, this 2BR/2BA Grand Bay residence offers a lifestyle centered on expansive terrace living and refined interiors. The living room is wrapped in...

$599,000

2301 GULF OF MEXICO DRIVE 25N, Longboat Key, FL, 34228

This inviting residence at the Islander Club of Longboat Key offers a peaceful retreat with beautiful views of the landscaped grounds. Spanning 1,235 sq ft, the home features two bedrooms, two full...

$544,000

4390 EXETER DRIVE 206, Longboat Key, FL, 34228

~~~~~ * * * * SELLER SAYS SELL * * * * ~~~~~~~ * * * * NICEST FULL REMODEL IN LONGBOAT HARBOUR * * * * ~~~~~ PRICED BELOW MARKET VALUE ~~~~~ Enjoy island living nestled in the VIBRANT community of...

$399,900

2055 GULF OF MEXICO DRIVE G2-214, Longboat Key, FL, 34228

Below $400,000 Seaplace opportunity o Hurricane shutter & newer AC o Gulf-front community Welcome to Seaplace, a sought-after gated Gulf-front community on Longboat Key offering resort-style amenities...

$399,000

4310 FALMOUTH DRIVE 304, Longboat Key, FL, 34228

Unlock the Door to Your Dream Beach and Boating Lifestyle! Step into a world of unparalleled charm with this move-in ready, fully furnished gem on Longboat Key. This isn't just a home; it's a...

$295,000

3806 GULF OF MEXICO DRIVE C208, Longboat Key, FL, 34228

Discover coastal living at its finest with this charming condominium located on Gulf of Mexico Dr, Longboat Key. This residence offers stunning ocean views and easy access to beautiful beaches. The...