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 February 6, 2023
54
Listed
104
Avg. DOM
$1,096.46
Avg. $ / Sq.Ft.
$3,072,000
Med. List Price
54 Properties
Page 1 of 5
$22,000,000
Neighborhood: Sleepy Lagoon
5
Beds
6F21/2
Baths
6,820
Sq.Ft.
2022
Year Built
113
Days on Site
A4549851
MLS
Under Construction. Magnificent Gulf front estate on Longboat Key! This new construction contemporary home due to be completed approximately March, of 2023, is 100 feet on the Gulf and the wonderful...
$18,500,000
Neighborhood: Longboat Key
5
Beds
6F11/2
Baths
10,800
Sq.Ft.
2023
Year Built
32
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...
$13,850,000
Neighborhood: Cedar Woodlands
5
Beds
5
Baths
6,000
Sq.Ft.
1997
Year Built
4
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
276
Days on Site
A4527232
MLS
Spectacular Gulf views await you at this Longboat Beachfront estate on .74 acres that features a 102' wide lot directly on the Gulf of Mexico, with private and direct access to the beach. There are...
$8,295,000
Neighborhood: Country Club Shores Sec 01
6
Beds
6F11/2
Baths
5,892
Sq.Ft.
2004
Year Built
51
Days on Site
A4543167
MLS
Longboat Key's Country Club Shores is rolling out the dockside red carpet for you at your new Mediterranean-inspired oasis featuring 247' +/- of open Sarasota Bay and canal front views. Meticulously...
$7,775,000
Neighborhood: Sleepy Lagoon
5
Beds
3F11/2
Baths
5,572
Sq.Ft.
1960
Year Built
27
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
4
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,...
$6,600,000
Neighborhood: Country Club Shores Sec 02
4
Beds
4F11/2
Baths
4,412
Sq.Ft.
2022
Year Built
57
Days on Site
A4553676
MLS
Waterfront residence in the highly coveted Country Club Shores neighborhood on south Longboat Key. The residence was completed in April. Move right in and make yourself at home. The lot has been...
$6,500,000
Neighborhood: Hideaway Bay Sub
4
Beds
4
Baths
5,469
Sq.Ft.
1991
Year Built
61
Days on Site
A4554268
MLS
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 and over 8,200 sqt under roof, custom Bayfront residence offers...
$5,965,000
Neighborhood: Longboat Key
3
Beds
2F11/2
Baths
3,819
Sq.Ft.
1962
Year Built
466
Days on Site
A4516289
MLS
This is the location to build your dream home!! Direct Bayfront Estate on an oversized property of 0.92 acre is 100 feet on the bay and 391 feet deep on Longboat key and is located along a stretch of...
$4,940,000
Neighborhood: Country Club Shores Sec 02
4
Beds
4F11/2
Baths
4,138
Sq.Ft.
2003
Year Built
89
Days on Site
A4523988
MLS
Coastal Chic! AMAZING bay views throughout. Enjoy the morning sunrise while lounging on the extra large master bedroom deck and take in all the sparkling beautiful blue open water. Boating, Beach...
$4,850,000
Neighborhood: Dream Island
5
Beds
4F11/2
Baths
3,312
Sq.Ft.
2014
Year Built
6
Days on Site
A4559316
MLS
If life is but a dream, this tranquil waterfront retreat on Dream Island Road in coveted north Longboat Key is a dream come true. Enjoy front-row seats to
Longboat Key's paradisiacal beauty with...

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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