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 October 5, 2022
34
Listed
106
Avg. DOM
$1,214.64
Avg. $ / Sq.Ft.
$3,175,000
Med. List Price
34 Properties
Page 1 of 3
$17,900,000
Neighborhood: Longboat Key
5
Beds
6F11/2
Baths
10,800
Sq.Ft.
2023
Year Built
180
Days on Site
A4531109
MLS
Under Construction. Timeless and elegant Gulf front estate under construction now on Longboat Key. Comprised of four main components, the home is creatively connected to allow for a resort-style...
$13,850,000
Neighborhood: Cedar Woodlands
5
Beds
5
Baths
6,000
Sq.Ft.
1997
Year Built
93
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...
$9,900,000
Neighborhood: Tramonto Estates Sub
4
Beds
4F11/2
Baths
4,820
Sq.Ft.
1998
Year Built
152
Days on Site
A4527232
MLS
One or more photo(s) has been virtually staged. 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....
$8,795,000
Neighborhood: Country Club Shores Sec 01
6
Beds
6F11/2
Baths
5,892
Sq.Ft.
2004
Year Built
74
Days on Site
A4543167
MLS
Make an appointment to see this Mediterranean inspired home that boasts 247' +/- of open Sarasota Bay and canal front views. This lifestyle home offers a 27 ton boat lift, along with jet ski(s),kayak...
$7,850,000
Neighborhood: Cedar Woodlands
5
Beds
5
Baths
6,000
Sq.Ft.
1997
Year Built
97
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,...
$7,750,000
Neighborhood: Bay Isles
5
Beds
5F11/2
Baths
4,422
Sq.Ft.
2022
Year Built
147
Days on Site
A4535024
MLS
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 have a strong emphasis on...
$7,499,000
Neighborhood: Country Club Shores
4
Beds
3F11/2
Baths
4,127
Sq.Ft.
1962
Year Built
182
Days on Site
A4530953
MLS
This very personable home, with high end finishes, has an open floor plan that as you enter, opens up the great room with over 15 feet in height. This home literally has everything you need for...
$5,965,000
Neighborhood: Longboat Key
3
Beds
2F11/2
Baths
3,819
Sq.Ft.
1962
Year Built
342
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...
$5,500,000
Neighborhood: Hideaway Bay Sub
4
Beds
4
Baths
5,469
Sq.Ft.
1991
Year Built
15
Days on Site
C7466398
MLS
Very special property with a one of a kind home on a oversized lot in a prestigious area of Longboat key with approximately 271' of waterfrontage. Located directly on Millar bay and adjacent to the...
$5,300,000
Neighborhood: Country Club Shores
4
Beds
5F11/2
Baths
4,257
Sq.Ft.
2005
Year Built
30
Days on Site
A4546142
MLS
Great location, stunning views, and near-perfect boating water await in this beautiful Country Club Shores residence on Longboat Key. Boasting 100 waterfront feet, amazing outdoor space and long...
$4,990,000
Neighborhood: Country Club Shores Sec 02
4
Beds
4F11/2
Baths
4,138
Sq.Ft.
2003
Year Built
41
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...
$4,500,000
Neighborhood: Bay Isles
5
Beds
6F11/2
Baths
5,048
Sq.Ft.
1991
Year Built
15
Days on Site
A4548328
MLS
Don't miss this opportunity to live on a quiet cul-de-sac street located in the 24 hour security gated Harbor Section of Bay Isles, the premier neighborhood of Longboat Key. This property boasts 199'...

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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