Longboat Key Homes for Sale

Island lifestyle on Longboat Key, FLElegant and scenic, Longboat Key has earned its reputation as one of the Gulf Coast’s most beautiful and exclusive communities. Residents here enjoy the waterfront lifestyle, where life truly is “a day at the beach.” But even beyond the inviting sands, this slice of paradise offers a special sense of relaxed sophistication with enough community attractions and activities to suit every member of the family.

Browse all home listings currently available on Longboat Key. Check out your options and call or email us if you would like details on any of these properties. You can also click the "Request More Info" button for a quick reply on any property.
Longboat Key Homes May 30, 2023
53
Listed
121
Avg. DOM
$1,233.93
Avg. $ / Sq.Ft.
$2,950,000
Med. List Price
53 Properties
Page 1 of 5
$22,000,000
Neighborhood: Sleepy Lagoon
5
Beds
6F21/2
Baths
6,820
Sq.Ft.
2022
Year Built
226
Days on Site
A4549851
MLS
Under Construction. Magnificent Gulf front estate on Longboat Key! This new construction contemporary home due to be completed approximately May, of 2023, is 100 feet on the Gulf and the wonderful...
$18,500,000
Neighborhood: Longboat Key
5
Beds
6F11/2
Baths
6,950
Sq.Ft.
2023
Year Built
145
Days on Site
O6080850
MLS
Under Construction. Under construction for over two years with a completion in the summer of 2023, now is the time for the buyer to customize the interior finishes!

5861 is a contemporary...
$16,995,000
Neighborhood: Sleepy Lagoon
4
Beds
4F11/2
Baths
6,614
Sq.Ft.
2023
Year Built
56
Days on Site
A4566403
MLS
Pre-Construction. To be built. Direct Gulf front. 6489 Gulfside offers gorgeous design by DSDG Architects and impeccable quality and the highest attention to construction detail by the seasoned team...
$13,850,000
Neighborhood: Cedar Woodlands
5
Beds
5
Baths
6,000
Sq.Ft.
1997
Year Built
117
Days on Site
A4537763
MLS
Stunning contemporary spectacular bayfront estate on Longboat Key with unrivalled panoramic penthouse like views of Sarasota Bay, Anna Maria, and even downtown Sarasota. Adjacent to a 30 acre...
$9,800,000
Neighborhood: Tramonto Estates Sub
4
Beds
4F11/2
Baths
4,820
Sq.Ft.
1998
Year Built
389
Days on Site
A4527232
MLS
This is an exceptional Longboat Beachfront estate that boasts breathtaking views of the Gulf of Mexico, situated on a spacious .74-acre lot with a 102' wide frontage directly on the beach. With no...
$9,728,400
Neighborhood: Bay Isles
5
Beds
5F11/2
Baths
4,422
Sq.Ft.
2023
Year Built
104
Days on Site
A4561186
MLS
Under Construction. Move in fall 2023. Located in the premier neighborhood of Bay Isles in the Harbor Section, directly across from the St. Regis. The new stunning tropical modern residence will have...
$7,775,000
Neighborhood: Sleepy Lagoon
5
Beds
3F11/2
Baths
5,572
Sq.Ft.
1960
Year Built
140
Days on Site
A4556728
MLS
Incredible BEACHFRONT HOME! 80 feet on the Gulf of Mexico and wonderful sandy beach plus year round outstanding sunsets. This five bedroom home features an open floor plan that includes the main...
$7,500,000
Neighborhood: Cedar Woodlands
5
Beds
5
Baths
6,000
Sq.Ft.
1997
Year Built
117
Days on Site
A4538931
MLS
Stunning contemporary bayfront home on Longboat Key with unrivalled panoramic penthouse like views of Sarasota Bay, downtown Sarasota, and nature preserve. Adjacent to a 30 acre nature preserve,...
$6,750,000
Neighborhood: Longboat Key
4
Beds
3
Baths
3,040
Sq.Ft.
2015
Year Built
74
Days on Site
A4564430
MLS
"My soul can find no staircase to heaven unless it be through Earth's loveliness." ~Michelangelo.
When Michelangelo said this, I'm certain he was imagining Longboat Key. The warm sun rising, the...
$6,295,000
Neighborhood: Harris Bayou
4
Beds
4F21/2
Baths
4,210
Sq.Ft.
2023
Year Built
112
Days on Site
A4559091
MLS
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...
$5,975,000
Neighborhood: Country Club Shores
4
Beds
4F11/2
Baths
4,412
Sq.Ft.
2022
Year Built
170
Days on Site
A4553676
MLS
This new construction furnished waterfront southern facing residence located in the highly coveted Country Club Shores neighborhood on south Longboat Key is move-in ready. As the residents of the...
$5,500,000
Neighborhood: Hideaway Bay Sub
4
Beds
4
Baths
5,469
Sq.Ft.
1991
Year Built
174
Days on Site
A4554268
MLS
Waterfront estate offers great value for renovation or development. Located on a private oversized lot at the end of an exclusive cul-de-sac with luxurious homes, this nearly 5,500 sq ft under air...

Why Choose Longboat Key, Florida Homes?

Whether you’re retiring, relocating or considering a second home to escape winter’s chill, Longboat Key has the type of home you’re searching for. Homes range from cozy bungalows and turnkey townhouses to luxury estates with all the amenities. Whatever your need, you can find diversity of selection along 12 miles of white sand beaches and into the charming village. 

Location/Weather

Aerial of Longboat Key, FloridaThis island offers warmth in every sense of the word. This barrier island, part of the Sarasota, FL, real estate market, stretches 12 miles between the Gulf of Mexico and Sarasota Bay – a prime location that attracts accomplished and discerning individuals who enjoy converging with friends and neighbors in a quiet, relaxed atmosphere.

That warmth extends to the near perfect climate. People come here for the sun, and are not disappointed. Winter lows rarely dip below 50 degrees, which makes socializing and boating that much more easy and comfortable. Summers here are typical of the Gulf Coast, and that’s when you’ll come to appreciate the warm Atlantic waters and the air-conditioned comfort of your luxury home. In between, spring and fall’s weather brings mild winds up the coast.

Things to Do

Golf course on Longboat Key, FloridaFrom the links to the beach to the fine shopping and dining, Longboat Key offers plenty to do by day or night. While the area boasts 30 golf courses in total, private courses are the hallmark. As a homeowner here, you’ll have access to the Resort at Longboat Key Club, home of award-winning, world-class greens.

Of course, beach life on the key is a major attraction for residents and their seasonal guests. A selection of fine waterfront properties includes private boat docking, or choose to house your boat at one of the island’s premier marinas.

When the sun sets, the raea tranforms to a new lifestyle. Its proximity to downtown Sarasota. as well as St. Armands Circle, puts you at the heart of an endless selection of casual and upscale restaurants, clubs, jazz and theater, all within a convenient drive from your home.

Come Home to Longboat Key

Homes here offer a wide variety of choice, and Sarasota, Florida real estate listings can overwhelm the would-be homeowner. We’re here to help. Our real estate team is made up of experts in the barrier island luxury market, and our services are always comprehensive and confidential. We are known throughout the Gulf Coast for matching the right home to every client’s unique goals and expectations – let us do the same for you.

Contact us today and to get a detailed search for homes performed just for you.

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