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 March 22, 2019
119
Listed
145
Avg. DOM
$564.90
Avg. $ / Sq.Ft.
$1,425,000
Med. List Price
119 Properties Found. Showing 1-12
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845 Longboat Club Road
Longboat Key, FL 34228
845 Longboat Club Road Longboat Key, FL 34228
1 of 50
$22,500,000 ( $4,000,000 )
Subdivision: Regent Court
BEDS
6
BATHS
8
SQ.FT.
19,300
BUILT
2005
ON SITE
745Days
MLS
A4179926
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...
825 Longboat Club Road
Longboat Key, FL 34228
825 Longboat Club Road Longboat Key, FL 34228
1 of 25
$15,900,000 ( $2,100,000 )
Subdivision: Regent Court
BEDS
6
BATHS
8
SQ.FT.
12,095
BUILT
2002
ON SITE
506Days
MLS
A4200387
The enchanting Villa del Sogno estate stands behind the gates of the Longboat Key Club in a separately gated enclave of eight privately gated beachfront estates. The residence centers attention on...
6685 Gulf Of Mexico Drive
Longboat Key, FL 34228
6685 Gulf Of Mexico Drive Longboat Key, FL 34228
1 of 50
$12,500,000
Subdivision: T J Oxford Sub
BEDS
6
BATHS
8
SQ.FT.
12,752
BUILT
1982
ON SITE
523Days
MLS
A4198676
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...
5965 Gulf Of Mexico Drive
Longboat Key, FL 34228
5965 Gulf Of Mexico Drive Longboat Key, FL 34228
1 of 44
$11,995,000
Subdivision: N/A
BEDS
7
BATHS
7
SQ.FT.
10,087
BUILT
2007
ON SITE
139Days
MLS
A4418090
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...
15 Lighthouse Point Drive
Longboat Key, FL 34228
15 Lighthouse Point Drive Longboat Key, FL 34228
1 of 25
$9,995,000
Subdivision: Lighthouse Point
BEDS
5
BATHS
8
SQ.FT.
9,180
BUILT
2002
ON SITE
379Days
MLS
A4212699
Just steps from the white sand beaches of Sarasota, The White House at Lighthouse Point is an exquisite waterfront home on 1.2 acres in a very exclusive neighborhood inside the gates of the Longboat...
5005 Gulf Of Mexico Drive #2
Longboat Key, FL 34228
Open House
5005 Gulf Of Mexico Drive #2 Longboat Key, FL 34228
1 of 50
$8,100,000
Subdivision: Bonaire At Longboat Key Or2507/5440
BEDS
6
BATHS
8
SQ.FT.
4,420
BUILT
2019
ON SITE
19Days
MLS
A4428847
Under Construction. Bonaire is exquisite in every detail! Gulf front gated community and custom estate on very desirable Longboat Key mirrors the best of beachfront living. This exceptional 6...
5005 Gulf Of Mexico Drive #9
Longboat Key, FL 34228
Open House
5005 Gulf Of Mexico Drive #9 Longboat Key, FL 34228
1 of 50
$7,800,000
Subdivision: Bonaire At Longboat Key Or2507/5440
BEDS
4
BATHS
4
SQ.FT.
3,490
BUILT
2019
ON SITE
19Days
MLS
A4428366
Under Construction. Relax amidst nature's beauty and allow the unparalleled scenery of the Bonaire Community carry you away to bliss. This 4 bedroom/4 bath, 2 car garage plus carport West Indies...
25 Lighthouse Point Drive
Longboat Key, FL 34228
25 Lighthouse Point Drive Longboat Key, FL 34228
1 of 50
$5,500,000
Subdivision: Lighthouse Point
BEDS
4
BATHS
7
SQ.FT.
6,025
BUILT
2003
ON SITE
373Days
MLS
A4213438
This iconic Mizner inspired waterfront estate developed by Bruce Saba resides behind a gated private road in the exclusive Lighthouse Point community consisting of only 16 custom homes on south...
6525 Gulf Of Mexico Drive
Longboat Key, FL 34228
6525 Gulf Of Mexico Drive Longboat Key, FL 34228
1 of 17
$4,295,000
Subdivision: Sleepy Lagoon
BEDS
4
BATHS
6
SQ.FT.
4,810
BUILT
2019
ON SITE
1Day
MLS
A4430166
Under Construction. BRAND NEW BRITISH WEST INDIES HOME, located west of Gulf Of Mexico Drive, has everything you have dreamed of in a beach house.
This home is 4,800 sqft under air and features...
5144 Gulf Of Mexico Drive
Longboat Key, FL 34228
5144 Gulf Of Mexico Drive Longboat Key, FL 34228
1 of 46
$4,200,000
Subdivision: Pelton Place
BEDS
4
BATHS
4
SQ.FT.
3,534
BUILT
2000
ON SITE
80Days
MLS
A4422649
Nestled on your own private exquisitely landscaped lane, no expense was spared on this completely rebuilt custom, waterfront estate. Perfectly poised on excellent boating water with easy access to...
6061 Gulf Of Mexico Drive
Longboat Key, FL 34228
6061 Gulf Of Mexico Drive Longboat Key, FL 34228
1 of 27
$4,150,000
Subdivision: Sleepy Lagoon 2
BEDS
6
BATHS
6
SQ.FT.
3,203
BUILT
2007
ON SITE
138Days
MLS
A4418162
Welcome to the epitome of beach chic and barefoot elegance on the tranquil shore of Longboat Key. Ready for you to enjoy and invite family and friends to this 2003 updated and expanded Gulf front...
5005 Gulf Of Mexico Drive #5
Longboat Key, FL 34228
5005 Gulf Of Mexico Drive #5 Longboat Key, FL 34228
1 of 49
$3,975,000
Subdivision: Bonaire At Longboat Key Or2507/5440
BEDS
4
BATHS
5
SQ.FT.
3,595
BUILT
2018
ON SITE
100Days
MLS
A4420808
Extraordinary property in the beautiful, exclusive Gulf side community of Bonaire. Brand new British West Indies home is only steps away from a private beach access and has everything you could dream...

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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