Take a ride on Gulf of Mexico Drive, Cortez south to St. Armand's Circle, and you will understand why Longboat Key is a destination for travelers and called home by many. Spanning Manatee and Sarasota County, Longboat Key is a barrier island between Sarasota Bay and the turquoise waters of the Gulf of Mexico. Longboat Key is home to 2 championship golf courses at Longboat Key Club. Waterfront Homes, Boating Communities, Condos - you will find it all here. Longboat Key living is truly paradise.
Welcome to Longboat Key! Twelve miles of beaches have helped to make this a luxury Gulf Coast resort community. This beautifully updated 2-bedroom, 2-bathroom, 1,293 sf...
Windward Bay is a beautiful waterfront condo property located in Longboat Key, Florida. This 2 bedroom, 2 bath condo sits directly on the water’s edge of sparkling Saraso...
This meticulously maintained condo in Cedars East is being offered FULLY furnished, and is a turn-key income producing property just across the street from Gulf-front bea...
From its full list of updates to its amenity-rich lifestyle, this 3BR/3BA corner townhouse in Fairway Bay presents an unparalleled opportunity complemented by a sought-af...
PROFESSIONAL PICTURES COMING SOON! Enjoy the natural setting from this well-appointed and updated private stand-alone Villa in the exclusive neighborhood of Spanish Main...
Enjoy Sunsets and a lifestyle of luxury on Longboat Key in this maintenance-free courtyard-style home in Queens Harbour. One of the most sought-after communities on Longb...
Within the gates of the Longboat Key Club Islandside, the beach is your backyard, and the golf course is in your front yard. This residence is a WOW! When you enter thi...
Rare opportunity! Beautifully updated and furnished ground-floor end-unit with tranquil harbor views and fabulous beach resort lifestyle. Enjoy carefree coastal living wi...
Grand Bay, turn-key furnished and move-in ready, or renovate and make it your own. Beautiful bay views from the large, wrap around terrace and an amenity rich community,...
CASUAL ELEGANCE best describes this LUXURY, WATERFRONT HOME on LONGBOAT KEY! The BEST OF ALL WORLDS with EXPANSIVE BAY VIEWS in the front, DEEP WATER BOATING in the back ...
SUNSETS AND SALTSPRAY...Sound a little like YOUR PIECE OF PARADISE...and that's exactly what it could be!!! Located ON the white sand beaches of LONGBOAT KEY this amazing...
Bright and sunny 2 bedroom & 1 bathroom, end unit at LaPlaya Gulf Front Condominium. Great Home Away from Home ! Just few steps from the door you will enjoy 200 feet of s...
These beach and water views seem to go on forever. This 8th floor 2 bedroom 2 bath home puts you just high enough to get the incredible water views yet low enough to sti...
Stunning contemporary bayfront home on Longboat Key with unrivalled panoramic penthouse like views of Sarasota Bay, downtown Sarasota, and nature preserve. Adjacent to a...
One or more photo(s) has been virtually staged. Discover next-level grandeur, serenity and privacy in this 3BR plus den/office, 3,662+/- sq.-ft. canal-front residence in ...
Opportunity to own a fifth floor Gulf front Sanctuary residence ready to be remolded to your personal specs. The condominium floor plan features 3 bedroom, 2 1/2 baths w...
Spacious and comfortable in coveted Queens Harbour. Located behind the gates of Longboat Key's Bay Isles section, this Taylor Woodrow built Essex model centers around a p...
Don’t miss the opportunity to own this 2 bedroom vacation getaway, which earned over $63K in gross income for 2021, at the popular beachside community of Sand Cay. This f...
BUILD YOUR DREAM HOME! At the top of any Florida waterfront property wish list, are locations with Gulf views, convenient beach access and private boat docks. 519 Rountre...
Wonderful opportunity on beautiful Longboat Key. Tranquil, peaceful, private setting next to Durante Park. Building land for 6 homes with deeded beach access to the wo...
A once in a lifetime opportunity to own a unique property on Longboat Key, which is an exclusive island that spans almost 11 miles on the beautiful sparkling shores of th...
Enjoy all the amenities of the private Longboat Key Club as a Club Member at this 45 x 21 ft slip. Direct access to Sarasota Bay and the ICW. The deep water marina is as ...
Looking for a piece of paradise on the Suncoast of Florida? Don’t miss the opportunity to own this rare standalone villa that lives like a single-family private home, in ...
Welcome to Tiffany Plaza, a mid-rise with only 41 units. Spectacular full Gulf views from all common areas, including master bedroom. This spacious open floor plan has th...
Revel in the spaciousness, spectacular lifestyle and serenity of golf course and bay views in this sprawling 4BR/4BA home in Corey’s Landing, a sought-after, maintenance-...
Lush tropical flora and fauna embrace exceptional quality and comfort on a superb waterfront location. Presenting a remarkable renovation, this casually sophisticated Key...
One of the best views from this slip in the marina is this 82 ft x 26 ft slip. Finger pier is 32 ft. Enjoy all the amenities of the private Longboat Key Club as a Yacht C...
This beautiful & bright updated three bedroom, two bath condominium with direct gulf views is coming furnished with the exclusion of art work & pictures. Located on the f...
Stunning contemporary spectacular bayfront estate on Longboat Key with unrivalled panoramic penthouse like views of Sarasota Bay, Anna Maria, and even downtown Sarasota....
Perfectly situated in the coveted Sleepy Lagoon north Longboat Key community, you will find this hidden waterfront gem with loads of curb appeal located on a deep water c...
Beautiful Longboat Key with its famous beaches and relaxed lifestyle awaits you ! This 2nd Floor corner end unit offers the clear beautiful views of water. Enjoy this fr...
Year-round blue skies, turquoise waters and spectacular sunsets are the main attractions at this beachfront condominium on Longboat Key. Tucked away on nearly six acres o...
This Pet Friendly Villa on Longboat Key’s Sarasota Bay features sweeping views to the south and east for stunning sunrises. Sparkling Quartz counters. Upgrades include po...
Your Boating to Beach paradise house awaits you in one of the most sought-after neighborhoods "Country Club Shores" on Longboat Key. This charming home has a smart 3 bedr...
Beautifully remodeled condo in a prime location on pristine shores of Longboat Key, Florida's exclusive Gulf Coast Island. Beautifully finished & furnished, move-in ready...
Sitting on top of the world in Paradise awaits you here. Wonderful water views are available from every room of this well-appointed penthouse which has two garden rooftop...
Fourth home in from Sarasota Bay, this turnkey furnished residence on the Longboat Key’s north end is move-in ready. You will love the convenience of moving right in to e...
With the splendor of stunning Gulf of Mexico views, the amenities of a world-class resort, and the space and comfort that lives like a sprawling, luxury single-family hom...
New price, new opportunity! The Longboat Key lifestyle can be yours. First time on the market in over 27 Years. Well-loved and cared for Townhome in Cedars East Fitness ...
This 2-bedroom & 1.5 bath condo is located G3 building ground floor unit 103. The unit is being offered as Turnkey furnished. AC 2022 Hot water Heater 2020. This condo wo...
60' x 20' boat slip at The Longboat Key Club Moorings Marina. As one of the finest protected deep water yacht marinas on the West Coast of Florida, only a select few ha...
One or more photo(s) has been virtually staged. RARE OPPORTUNITY Top of The World PENTHOUSE. Boasting an astounding 5,300 square feet of wraparound terrace space and floo...
Make this south Longboat Key Bungalow home yours and be located close to St. Armands Circle (just 2 miles away) as well as all Sarasota has to offer including Marina Jac...
A significant reduction in the price makes this property the least expensive townhouse in all of Bay Isles.***NEW PRICE $998,000*** Beautiful totally updated end unit Fa...
Build your dream home on this oversized waterfront lot in the exclusive gated neighborhood of Bay Isles Harbor Section! This neighborhood definitely has the boater in mi...
Pre-Construction. To be built. Located in the exclusive Harbor Section of Bay Isles right across the street from the new St. Regis. The new tropical modern residence will...
Your piece of paradise has just arrived on the market on beautiful Longboat Key! This exquisitely renovated and redesigned residence has an open kitchen and living area d...
Ready for instant enjoyment and to create memories for a lifetime. It’s all about the view and unparalleled location! Choice Southwest Corner residence @ 435 L’Ambiance...
Build your dream home in "The Village" on Longboat Key. 50-by-105, vacant land on the corner of Fox Street and Poinsettia Avenue. The island lifestyle awaits you, with ac...
Act fast, this is the only open lot in longboat key with direct water access under 3.6 million dollars! Bring your boat and dock it next to your custom dream home! This...
Longboat Key Trolley Information
Town of Longboat Key - History & More