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 January 20, 2020
310
Listed
127
Avg. DOM
$518.76
Avg. $ / Sq.Ft.
$840,000
Med. List Price
310 Properties
Page 1 of 26
$19,750,000
Subdivision: Regent Court
6
Beds
6F21/2
Baths
19,300
Sq.Ft.
2005
Year Built
196
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...
$15,900,000
Subdivision: Sun N Sea
23
Beds
20
Baths
23,595
Sq.Ft.
1956
Year Built
13
Days on Site
A4451632
MLS
INVESTOR/DEVELOPER ALERT 3.06 acres with approximately 250 feet on the Gulf of Mexico, on Longboat Key. Development opportunity with new survey and all due diligence completed. Package available for...
4
Beds
5F31/2
Baths
7,174
Sq.Ft.
2015
Year Built
98
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...
$12,850,000
Subdivision: Regent Court
6
Beds
5F21/2
Baths
12,619
Sq.Ft.
2002
Year Built
55
Days on Site
A4452670
MLS
The majestically sited Villa del Sogno beachfront residence stands securely behind the gates of the Longboat Key Club in a separately gated enclave of eight privately gated beachfront estates. The...
$12,500,000
Subdivision: T J Oxford Sub
6
Beds
6F21/2
Baths
12,752
Sq.Ft.
1982
Year Built
827
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
443
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...
$8,100,000
Subdivision: Acreage & Unrec
5
Beds
5F11/2
Baths
7,608
Sq.Ft.
2014
Year Built
130
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
4,903
Sq.Ft.
2019
Year Built
15
Days on Site
A4454932
MLS
Under Construction. ULTIMATE BEACHFRONT LUXURY- NEWLY CONSTRUCTED PROPERTY WITH SIX BEDROOMS, SIX
BATHROOMS AND EXPANSIVE LIVING AREAS WHICH SHOWCASE THE BEAUTIFUL VIEWS OF THE GULF OF
MEXICO....
$4,950,000
Subdivision: Bonaire At Longboat Key Or2507/5440
4
Beds
4
Baths
3,490
Sq.Ft.
2019
Year Built
18
Days on Site
A4454912
MLS
MASTERFULLY COMBINING QUALITY, CLASS AND ELEGANCE, THIS LUXURIOUSLY NEWLY CONSTRUCTED WEST INDIES STYLE HOME IS SITUATED STEPS FROM THE BEACH, IN THE INTIMATE COASTAL COMMUNITY OF BONAIRE AT LONGBOAT...
$4,395,000
Subdivision: Sleepy Lagoon
3
Beds
4
Baths
4,524
Sq.Ft.
1989
Year Built
56
Days on Site
A4452411
MLS
Question -TIRED of THE BEACH & SUNSETS? Answer- NEVER! Then PARADISE found with 100 feet of GULF FRONT, this 6,660 sq ft Beach home is located on desirable Gulfside Road on North Longboat Key with...
$3,900,000
Subdivision: Bay Isles
4
Beds
4F11/2
Baths
5,011
Sq.Ft.
2014
Year Built
257
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...
$3,875,000
Subdivision: Positano A Condo Or2155/5446
3
Beds
3F11/2
Baths
3,344
Sq.Ft.
2007
Year Built
98
Days on Site
A4448678
MLS
Spectacular walkout to the beautiful beach and azure Gulf of Mexico from this first floor beachfront condo that features a private pool and spa. Positano, a 10 acre oasis with only 29 residences, has...


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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