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 28, 2023
122
Listed
73
Avg. DOM
$925.23
Avg. $ / Sq.Ft.
$1,475,000
Med. List Price
122 Properties
Page 1 of 11
$22,000,000
Neighborhood: Sleepy Lagoon
5
Beds
6F21/2
Baths
6,820
Sq.Ft.
2022
Year Built
104
Days on Site
A4549851
MLS
Under Construction. Magnificent Gulf front estate on Longboat Key! This new construction contemporary home due to be completed approximately March, of 2023, is 100 feet on the Gulf and the wonderful...
$18,500,000
Neighborhood: Longboat Key
5
Beds
6F11/2
Baths
10,800
Sq.Ft.
2023
Year Built
23
Days on Site
O6080850
MLS
Under Construction. Under construction for over two years with a completion in the summer of 2023, now is the time for the buyer to customize the interior finishes!

5861 is a contemporary...
$13,850,000
Neighborhood: Cedar Woodlands
5
Beds
5
Baths
6,000
Sq.Ft.
1997
Year Built
26
Days on Site
A4537763
MLS
Stunning contemporary spectacular bayfront estate on Longboat Key with unrivalled panoramic penthouse like views of Sarasota Bay, Anna Maria, and even downtown Sarasota. Adjacent to a 30 acre...
$9,800,000
Neighborhood: Tramonto Estates Sub
4
Beds
4F11/2
Baths
4,820
Sq.Ft.
1998
Year Built
267
Days on Site
A4527232
MLS
Spectacular Gulf views await you at this Longboat Beachfront estate on .74 acres that features a 102' wide lot directly on the Gulf of Mexico, with private and direct access to the beach. There are...
$8,295,000
Neighborhood: Country Club Shores Sec 01
6
Beds
6F11/2
Baths
5,892
Sq.Ft.
2004
Year Built
42
Days on Site
A4543167
MLS
Longboat Key's Country Club Shores is rolling out the dockside red carpet for you at your new Mediterranean-inspired oasis featuring 247' +/- of open Sarasota Bay and canal front views. Meticulously...
$7,775,000
Neighborhood: Sleepy Lagoon
5
Beds
3F11/2
Baths
5,572
Sq.Ft.
1960
Year Built
18
Days on Site
A4556728
MLS
Incredible BEACHFRONT HOME! 80 feet on the Gulf of Mexico and wonderful sandy beach plus year round outstanding sunsets. This five bedroom home features an open floor plan that includes the main...
$7,500,000
Neighborhood: Cedar Woodlands
5
Beds
5
Baths
6,000
Sq.Ft.
1997
Year Built
26
Days on Site
A4538931
MLS
Stunning contemporary bayfront home on Longboat Key with unrivalled panoramic penthouse like views of Sarasota Bay, downtown Sarasota, and nature preserve. Adjacent to a 30 acre nature preserve,...
$6,600,000
Neighborhood: Country Club Shores Sec 02
4
Beds
4F11/2
Baths
4,412
Sq.Ft.
2022
Year Built
48
Days on Site
A4553676
MLS
Waterfront residence in the highly coveted Country Club Shores neighborhood on south Longboat Key. The residence was completed in April. Move right in and make yourself at home. The lot has been...
Open 1/29
781 Hideaway Bay Dr Longboat Key,  FL 34228
$6,500,000
Neighborhood: Hideaway Bay Sub
4
Beds
4
Baths
5,469
Sq.Ft.
1991
Year Built
52
Days on Site
A4554268
MLS
Located on a private oversized lot at the end of an exclusive cul-de-sac with luxurious homes, this nearly 5,500 sq ft under air and over 8,200 sqt under roof, custom Bayfront residence offers...
$5,965,000
Neighborhood: Longboat Key
3
Beds
2F11/2
Baths
3,819
Sq.Ft.
1962
Year Built
457
Days on Site
A4516289
MLS
This is the location to build your dream home!! Direct Bayfront Estate on an oversized property of 0.92 acre is 100 feet on the bay and 391 feet deep on Longboat key and is located along a stretch of...
3
Beds
3F11/2
Baths
3,122
Sq.Ft.
2007
Year Built
2
Days on Site
A4557519
MLS
Positano, Longboat Key - Elevate your coastal lifestyle in this magnificent penthouse in the exclusive beachfront community of Positano on the Gulf, showcasing breathtaking views of turquoise waters...
$5,300,000
Neighborhood: Country Club Shores
4
Beds
5F11/2
Baths
4,257
Sq.Ft.
2005
Year Built
145
Days on Site
A4546142
MLS
Great location, stunning views, and near-perfect boating water await in this beautiful Country Club Shores residence on Longboat Key. Boasting 100 waterfront feet, amazing outdoor space and long...


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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