Wonderful opportunity to enjoy spectacular full Gulf and sunset views from your beachfront home! This is a special location with over 700' of frontage and miles of pristi...

Fall asleep to the sound of the ocean in this exquisite beachfront condo with direct views of, as well as a private staircase down to the Gulf of Mexico and her pristine ...

Rarely available, direct waterfront 1BR/1BA first floor unit with tranquil Bayou Views, located in a charming Gulf-to-Bay community, between the azure blue waters of the ...

Stunning direct Gulf of Mexico views from this updated turn-key furnished condo with a coastal chic design makes you feel like you are always on vacation. Ideal residenc...

Welcome to Paradise! Great opportunity to own an exquisite 2-bedroom, 2-bathroom villa style home in the coveted north end of Longboat Key. Just feet away from the crysta...

Welcome Home to your 2 Bed 2 Bath, waterfront condo that has been exquisitely remodeled with high end finishes. This condo is in a great location. You are close to everyt...

Nestled in a wonderful waterfront spot on Longboat Key’s mid-island location, this charming Country Club Shores home is a relaxing retreat. Well-maintained, welcoming you...

Opportunity to invest in a vacation rental on Longboat Key that allows rentals with a 3-day minimum lease managed by on-site management. No cap on owner usage so you can ...

An opportunity like this doesn't come along very often! This property offers an ideal location, a generous size lot and a spacious home with so much potential! Backing up...

Completely remodeled and updated 3-bedroom, 3 full bath condo. Spaciously laid out with over 2200 square feet. Unobstructed bay views from the kitchen, family room, scre...

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...

Enjoy the natural setting from this well-appointed and updated private stand-alone Villa in the exclusive neighborhood of Spanish Main Yacht Club on beautiful Longboat Ke...

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...

Chic and sophisticated are the only words to describe this highly desirable second floor unit at Bayport Beach and Tennis Club on Longboat Key. The light, bright and airy...

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...

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...

One of the few complexes located both on the beach and New Pass, while also inside the Longboat Key Club in a secluded spot in the southernmost part of the island. Sands...

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...

This lovely villa has a sunny southwest exposure overlooking the third fairway of the Longboat Key Club with a multi-level newly painted wood deck providing plenty of sun...

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...

Is this Seaplace, Longboat Key condo the one you have been looking for? Maybe you are interested in a vacation get-away, second home, investment property, or maybe your ...

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 ...

Without a doubt, this perfectly positioned PENTHOUSE at the “Beaches” enjoys amazing DIRECT GULF VIEWS and sweeping 180-degree views to the north. There are no adjacent h...

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...

Finding a 3-bedroom condo in a Longboat Key Gulf-front community at this price point is as rare as finding a 4-leaf clover. There is enough space for your friends and fam...

Bring your builder! The prime location for your perfect home! Gorgeous private lot with 9,757 Sq ft suitable for building that home you have always dreamt about next to t...

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-...

Spanish Main Yacht Club, a truly special place on sunny Longboat Key. This coastal island retreat is a perfect weekend get-away or carefree full-time/seasonal living. Enj...

Lush tropical flora and fauna embrace exceptional quality and comfort on a superb waterfront location. Presenting a remarkable renovation, this casually sophisticated Key...

HUGE PRICE REDUCTION. Welcome to one of the best kept condos in Longboat Harbour. This condo has been meticulously maintained and cared for and recently updated in May of...

This amazing condo includes a $100k recent remodel, including a new a/c system, high-end fingerless stainless appliances & stackable washer/dryer. The condo has been prof...

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...

Your fabulous Longboat Key lifestyle awaits in this spacious 2,930 +/- sq.-ft, 3BR/3.5BA, 2-car garage home in Weston Pointe, where a world of nautical pursuits begin at ...

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...

Incredible opportunity to reimagine or build dream home on over a quarter acre deep water canal lot ideally situated in the desirable community of Country Club Shores on ...

Set in one of the best locations on Longboat Key with serene lake and golf course views, this 2,679+/- sq.-ft., 3BR residence in Winding Oaks enjoys cherished southern ex...

Stunning contemporary updates are the star of the show as soon as you enter this completely renovated three-bedroom residence at the Sanctuary. Perfectly situated behind ...

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...