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 November 19, 2019
103
Listed
131
Avg. DOM
$590.99
Avg. $ / Sq.Ft.
$1,495,000
Med. List Price
103 Properties
Page 1 of 9
$22,500,000
Subdivision: Regent Court
6
Beds
6F21/2
Baths
19,300
Sq.Ft.
2005
Year Built
134
Days on Site
A4440615
MLS
A stunning ode to the majesty of Renaissance Venice, Serenissima "The Most Serene" is one of the finest homes ever built in Florida. Incomparable in architecture, irreplaceable in artistic beauty and...
4
Beds
5F31/2
Baths
7,174
Sq.Ft.
2015
Year Built
36
Days on Site
A4448650
MLS
Magnificent Gulf front estate with privacy gates opening to reveal this gorgeous home where dual waterfalls frame the front entrance. Breathtaking expansive views of the Gulf waters, beach and...
$12,500,000
Subdivision: T J Oxford Sub
6
Beds
6F21/2
Baths
12,752
Sq.Ft.
1982
Year Built
765
Days on Site
A4198676
MLS
Celebrate gracious Florida living in this 12,000-square-foot beachfront estate. Nestled on nearly 200 feet of pristine sandy beach on Longboat Key, this exquisite masterpiece offers stunning views of...
7
Beds
6F11/2
Baths
10,087
Sq.Ft.
2007
Year Built
381
Days on Site
A4418090
MLS
Villa Sena - Sarasota's premier direct beach front private estate with 150 feet of pristine sugar sand on the Gulf of Mexico. Completed in 2007 and meeting current hurricane codes. Over 10,000 square...
$8,200,000
Subdivision: Acreage & Unrec
5
Beds
5F11/2
Baths
7,608
Sq.Ft.
2014
Year Built
68
Days on Site
A4445990
MLS
This estate is a creative masterpiece located on 151 feet directly on the beach and overlooking the waters of the Gulf of Mexico. Upon entering the home, you are immediately mesmerized by the beach...
$8,100,000
Subdivision: Bonaire At Longboat Key Or2507/5440
6
Beds
6F21/2
Baths
4,420
Sq.Ft.
2019
Year Built
261
Days on Site
A4428847
MLS
Under Construction. NEW 2019! Ultra-lux home on the beach! Gulf front community and custom estate on very desirable Longboat Key mirrors the best of coastal casual living. This exceptional 6...
$7,800,000
Subdivision: Bonaire At Longboat Key Or2507/5440
4
Beds
4
Baths
3,490
Sq.Ft.
2019
Year Built
261
Days on Site
A4428366
MLS
Under Construction. A True Longboat Key Showstopper! NEW Construction! Relax amidst nature's beauty and allow the unparalleled scenery of the Bonaire Community carry you away to bliss. This 4...
$3,975,000
Subdivision: Lighthouse Point
4
Beds
4F11/2
Baths
4,933
Sq.Ft.
2001
Year Built
163
Days on Site
A4438181
MLS
This spectacularly finished 5,000sf waterfront residence located in the exclusive Lighthouse Point Community at the southern end of Longboat Key offers expansive water views, open living spaces and...
$3,900,000
Subdivision: Bay Isles
4
Beds
4F11/2
Baths
5,011
Sq.Ft.
2014
Year Built
195
Days on Site
A4435590
MLS
Contemporary and extraordinary custom home in Bay Isles on Longboat Key. Ideally situated on a large lot with protected deep boating water encompassing 200' of captivating views. Tucked privately...
$3,650,000
Subdivision: Coquina Beach
2
Beds
1
Baths
1,325
Sq.Ft.
1948
Year Built
21
Days on Site
A4448679
MLS
Cas' a Mer is a lovely "Old Floridian" style cottage on Longboat Key. This is a wonderful opportunity to own 150 feet directly on the beach and the Gulf of Mexico in a premium location that marries...
$3,429,000
Subdivision: Longboat Key Estates Resub
4
Beds
4F11/2
Baths
3,783
Sq.Ft.
2019
Year Built
16
Days on Site
A4449066
MLS
New construction - Longboat mid-key deep water canal home. Architected by Beacon Home Design and built by Ross Built Construction, 581 Kingfisher Lane is unmatched in quality, style, and efficiency....
$3,395,000
Subdivision: Sleepy Lagoon
4
Beds
4
Baths
4,132
Sq.Ft.
1994
Year Built
20
Days on Site
A4450141
MLS
This incredible four bedroom home has been gutted to the studs.Remodeling was completed in December of 2016 (see attachment for a complete list of upgrades). Entering the new front entrance gives you...

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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