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 August 16, 2018
236
Listed
150
Avg. DOM
$486.01
Avg. $ / Sq.Ft.
$687,000
Med. List Price
236 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 25
$26,500,000
Subdivision: Regent Court
BEDS
6
BATHS
8
SQ.FT.
19,300
BUILT
2005
ON SITE
527Days
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
$18,000,000
Subdivision: Regent Court
BEDS
6
BATHS
8
SQ.FT.
12,095
BUILT
2002
ON SITE
288Days
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 25
$12,500,000
Subdivision: T J Oxford Sub
BEDS
6
BATHS
8
SQ.FT.
12,752
BUILT
1982
ON SITE
305Days
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...
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
161Days
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...
2251 Gulf Of Mexico #504
Longboat Key, FL 34228
2251 Gulf Of Mexico #504 Longboat Key, FL 34228
1 of 25
$6,100,000
Subdivision: Aria Longboat Key
BEDS
3
BATHS
4
SQ.FT.
3,833
BUILT
2016
ON SITE
325Days
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...
641 Ranger Lane
Longboat Key, FL 34228
641 Ranger Lane Longboat Key, FL 34228
1 of 26
$5,850,000
Subdivision: Country Club Shores
BEDS
4
BATHS
5
SQ.FT.
6,378
BUILT
2007
ON SITE
194Days
MLS
A4208600
Truly inspired living. Dolphins play daily in your backyard as you savor spectacular panoramic Bay and Intracoastal Waterway views, marine life and city lights from nearly every room of this...
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
155Days
MLS
A4213438
This iconic Mediterranean 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...
1590 Harbor Cay Lane
Longboat Key, FL 34228
1590 Harbor Cay Lane Longboat Key, FL 34228
1 of 23
$4,495,000
Subdivision: Bay Isles
BEDS
5
BATHS
7
SQ.FT.
6,076
BUILT
2015
ON SITE
185Days
MLS
A4210282
New construction Bayfront located in Bay Isles with double gated entrance in the secluded Harbor section. An open and inspiring floor plan features flowing living spaces perfectly planned to take...
4965 Gulf Of Mexico Drive #202
Longboat Key, FL 34228
4965 Gulf Of Mexico Drive #202 Longboat Key, FL 34228
1 of 40
$3,975,000
Subdivision: Positano A Condo Or2155/5446
BEDS
3
BATHS
4
SQ.FT.
3,319
BUILT
2007
ON SITE
16Days
MLS
A4409810
A Gem by the Sea! Nestled within the coveted "Boutique" community of Positano, is this magnificent Villa Capri residence. A private elevator foyer reveals this luxurious floor plan that resembles a...
2161 Gulf Of Mexico Drive #6
Longboat Key, FL 34228
2161 Gulf Of Mexico Drive #6 Longboat Key, FL 34228
1 of 25
$3,700,000 ( $200,000 )
Subdivision: En Provence
BEDS
3
BATHS
3
SQ.FT.
3,400
BUILT
2001
ON SITE
255Days
MLS
A4203630
This is the unit you have been waiting for, en Provence on Longboat Key with spectacular water views. An enchanting Gulf front complex with only 21 units, three buildings, as well as, clubhouse and...
4136 Gulf Of Mexico Drive
Longboat Key, FL 34228
4136 Gulf Of Mexico Drive Longboat Key, FL 34228
1 of 25
$3,450,000
Subdivision: Embassy Court Condo
BEDS
6
BATHS
8
SQ.FT.
5,264
BUILT
1989
ON SITE
125Days
MLS
A4400425
Building is two mirror images of each other. 4138 is conveying furnished, 4136 is occupied and conveys unfurnished. Location is excellent, walking distance to beach and the newly opened Bayfront Park....
4985 Gulf Of Mexico Drive #401
Longboat Key, FL 34228
4985 Gulf Of Mexico Drive #401 Longboat Key, FL 34228
1 of 25
$3,400,000 ( $350,000 )
Subdivision: Positano A Condo Or2155/5446
BEDS
3
BATHS
4
SQ.FT.
3,343
BUILT
2007
ON SITE
317Days
MLS
A4197684
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,...


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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