Longboat Key Properties for Sale

This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four be...

Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key Club Experience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout ...

Introducing a highly sought-after first-floor Junior Suite in Building 4, boasting stunning Gulf views and now available for purchase. This fully renovated unit is part o...

Experience refined coastal luxury in this impeccably renovated 4,154-square-foot golf course estate, ideally positioned within the exclusive Queens Harbour enclave of gat...

This house is a part of a 5.5 Property and will be sold together as one parcel. The house can be used as a guest house, caretaker home or removed for development.

A favorite dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Easy access on and off the water t...

Extremely Rare property in all of Florida. One of a kind.

Welcome home to 791 Broadway, nestled in the heart of historic Longbeach Village on the North end of prestigious Longboat Key. This elevated island-style residence offers...

WELCOME TO PARADISE! This unit epitomizes the perfect beach home. When you step through the front door, you will know that you have entered “House Beautiful”. The blen...

Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly p...

Completely renovated first floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course currently in the hotel program now available. There is an...

Set on the 9th floor at Privateer North, behind the gates of the Longboat Key Club, this beautifully renovated corner residence blends sweeping views, refined finishes an...

A rare private walk-down residence in the highly sought-after Beachplace community on Longboat Key. This property offers the convenience of direct terrace access to the b...

Escape to your own waterfront haven at 617 Rountree Drive, a hidden gem nestled in the luxurious Longboat Key Estates community! Tucked away on a tranquil street, this 3-...

Build your dream beachfront estate on nearly three-quarters of an acre on exclusive North Longboat Key. With 100 feet of private Gulf frontage, this rare homesite offers ...

Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access ac...

Welcome to your waterfront retreat in the highly sought-after Fairway Bay community, where relaxed coastal living meets thoughtful design and modern comfort. This beautif...

Tucked along one of the most sought-after canals in Country Club Shores, 524 Hornblower Lane is a waterfront residence that fully embodies the Longboat Key lifestyle, whe...

Welcome to your coastal retreat on beautiful Longboat Key! This charming second-story condo is being offered turnkey furnished, making it completely move-in ready—just br...

Island Elegance on the Bay: A Turnkey Waterfront Sanctuary! Escape to the serene shores of Longboat Key and experience the pinnacle of coastal luxury at 3330 Gulf of Mexi...

Currently under construction and masterfully designed for the ultimate waterfront lifestyle, this extraordinary canal-front estate in Longboat Key Estates offers an exc...

Discover coastal living at its finest in this beautifully positioned 2-bedroom, 2-bath condominium on one of Longboat Key’s most sought-after stretches. This residence of...

Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers immediate access to ...

Rarely does an estate-sized Gulf-front lot of this stature become available on the northern end of Longboat Key. 6351 Gulf of Mexico Drive presents a truly exceptional 10...

Pre-Construction. To be built. Welcome to a luxurious modern retreat in The Preserve on Longboat Key. This exquisite residence boasts 4 bedrooms and 4.5 bathrooms across ...

Rare corner-lot opportunity in the historic and highly sought-after Longbeach Village on the north end of Longboat Key. Build your own tropical retreat with the potential...

A 85 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, and extra wide finger pier. This is a Yacht Club slip. Enjoy all the ameni...

A 85 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, and extra wide finger pier. This is a Yacht Club slip. Enjoy all the ameni...

Turnkey furnished and positioned just steps from the Gulf’s sandy shoreline, this first-floor residence at Beach Castle on Longboat Key offers a compelling combination of...

Enjoy the benefits of a well-managed waterfront community with just 39 residences and attractively low condominium association fees. Set within an intimate waterfront enc...

This must-see hidden gem on the north end of Longboat Key offers a quintessential Florida lifestyle. Waterview’s galore as you walk into your newly completed, renovated F...

Direct beachfront living! This beautifully updated 2-bedroom, 2-bath residence offers unobstructed Gulf of Mexico views and front-row access to a slice of Longboat Key’s ...

Welcome to refined coastal living at The Sanctuary—an exclusive gulf-side enclave tucked behind the gates of the Longboat Key Club. This beautifully updated 6th-floor res...

BREAKING NEWS: LUXURY WATERFRONT LIVING • LONGBOAT KEY, FLORIDA! A Rare Opportunity to Build Your Dream Home Between Two Brand-New Mansions!! Discover an exceptional buil...

Welcome to the prestigious Sea Gate community on world renowned Longboat Key! With direct views of the Gulf of Mexico from every room and situated perfectly on the 8th fl...

Experience elevated coastal living in this beautifully renovated two-bedroom, two-bath golf-front condominium, ideally situated behind the gates of the prestigious Longbo...

Experience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom condominium, perfectly situated on the third floor of the desirable Seaside co...

Paradise Found: Fully Renovated Luxury at Harbour Villa Club, a True Longboat Key Gem! Welcome to a slice of heaven on the pristine North-End of Longboat Key at Harbour V...

Welcome to Slip #1214 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protec...

1 Block from private beach, completely remodeled 1100 sq ft modernized condo with open concept and lot of windows. Custom kitchen, completely gutted and new insulation an...

Longboat’s Beach Harbor club is situated on 5 Acres along the most beautiful stretch of Longboat Key Shoreline. Sugary sand and flowing seaoats beside the azure blue Gu...

Here is a rare opportunity to own a walk-out, gulf-front beach condo on Longboat Key. Tucked just behind a beach-grass dune and set on a grassy knoll, this one-bedroom re...

Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on picturesque Longboat Key. From the moment you enter, you...

Ask an L-dock boater, they will tell you it’s the best dock in the marina. Slip mid-pier ono the north side of the dock, just a few flat steps to your parked vehicle with...

Now Selling Fully Furnished & Turnkey! Welcome to 1915 Harbour Links Circle #6 in Emerald Pointe South at Bay Isles, a gated, maintenance-free community on Longboat Key. ...

A favorite dock in the Marina with ample turning radius. This 55 x 21 foot slip at Longboat Key Club Moorings is located on the west side of the Marina. Club membership i...

Tucked behind the gates of Bay Isles in the Emerald Pointe community, this 3BR/3.5BA residence offers 2,180+/- sq. ft. of thoughtfully designed living space with a layout...

Gulf-front living takes on a refined sense of scale in this beautifully renovated, truly move-in-ready residence at The Pierre, where every detail is already in place for...

Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with...

Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-e...