Longboat Key Real Estate

Find Quiet Sophistication on this island paradise

One of the Gulf's quietest barrier islands, Longboat Key has been ranked ahead of Hilton Head and Nantucket as one of the best islands in North America by Conde Nast Traveler's Readers Choice Awards. Longboat Key real estate offers residents a sense of privacy as well as a connection to the magnificent beaches and stunning local color.

There's something special about coming home. It's a relaxing "exhale" as you shake off the pressures of the day and prepare to revive and recharge body and soul. That tranquil, "exhale" kind of feeling is what Longboat Key is all about.

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Longboat Key Homes | Longboat Key Condos
Longboat Key Listings March 24, 2019
390
Listed
141
Avg. DOM
$501.03
Avg. $ / Sq.Ft.
$746,500
Med. List Price
390 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
747Days
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
508Days
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
525Days
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
141Days
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
381Days
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
21Days
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
21Days
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...
2251 Gulf Of Mexico Drive #PH 501
Longboat Key, FL 34228
2251 Gulf Of Mexico Drive #PH 501 Longboat Key, FL 34228
1 of 25
$6,395,000
Subdivision: Aria Longboat Key
BEDS
4
BATHS
5
SQ.FT.
3,921
BUILT
2016
ON SITE
56Days
MLS
A4425341
This is a rare opportunity to own a luxury waterfront penthouse in the newest building on Longboat Key. Aria is an exclusive, boutique property, limited to 16 luxury residences. Originally Villa Am...
2251 Gulf Of Mexico #504
Longboat Key, FL 34228
2251 Gulf Of Mexico #504 Longboat Key, FL 34228
1 of 41
$6,100,000
Subdivision: Aria Longboat Key
BEDS
3
BATHS
4
SQ.FT.
3,833
BUILT
2016
ON SITE
545Days
MLS
A4197085
Nothing compares to Aria, a coastal contemporary enclave built on one of the last & most coveted beachfront sites on South Longboat Key. Now there is one residence available at Aria, the gulf front...
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
375Days
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...
4995 Gulf Of Mexico Drive #500
Longboat Key, FL 34228
4995 Gulf Of Mexico Drive #500 Longboat Key, FL 34228
1 of 30
$4,495,000
Subdivision: Positano A Condo Or2155/5446
BEDS
3
BATHS
4
SQ.FT.
3,344
BUILT
2007
ON SITE
27Days
MLS
A4428638
Commanding a treetop-level perch overlooking azure Gulf waters and surrounded by views of tropical splendor, this alluring condominium is comprised of elegance interiors, decadent details, and...
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
82Days
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...


Longboat Key Golf Course view

You won't find a single billboard or neon sign along this 11-mile "strip of Paradise," but you will discover relaxation, recreation, a thriving arts community and even a private 45-hole golf course. With an average year-round temperature of a comfortable 73 degrees, Longboat Key accommodates virtually any lifestyle.

Longboat Key, FL - A Visionary Town

Longboat Key was named a 2013 Laureate in Computerworld's "Heroes" program. This recognizes visionary applications of information technology promoting positive social, economic and educational change -- all of which enter directly into your quality of life.

A Vivacious Town

Relaxing days on the beach or a challenging round on the links characterize Longboat Key whether you are seeking condos for sale or residential homes. Nearby Sarasota and St Armands Circle are famous for shopping, dining and performing arts. Within the Key itself, you'll find casual and fine dining ideal for a night out with family and friends.

A "Vacation" Town - All Year Long

Spanish Main waterfront community Longboat KeyChampionship golf courses, offshore fishing, spa and fitness centers and one of the state's premier tennis centers are among the many island amenities. The very qualities that draw so many people from their homes to luxurious vacation spots can be yours anytime when you choose Longboat Key.

Condos for sale on Longboat Key offer low maintenance which complement the lively and sophisticated tastes of their residents while other real estate options provide country club, boating or golf course amenities. If your goals include a lifestyle built around your comfort . . . exhale, you've discovered paradise.

Local Attractions

  • Beach
  • Casual & Fine Dining
  • Marinas & Boating
  • Tennis & Golf
  • Walking Trails

A Private Tour of Longboat Key

Our experienced team is glad to count some of Longboat Key's most satisfied homeowners as our clients. We'll show you premiere Longboat Key properties for sale as well as select private homes in move-in condition.

Whether you're looking to retire at a plush beachfront estate, relocate to an elegant golf course home in Bay Isles, or spend your winters in a stylish, oceanfront condo at the Water Club; we will pair you with the residence of your dreams.

As your Longboat Key real estate connection, our team is committed to confidentiality and the most comprehensive customer service in the Gulf region.

Additional Resources

Chamber of Commerce
Longboat Key Realtors
Town of Longboat Key, Florida

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