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 September 30, 2022
71
Listed
78
Avg. DOM
$978.67
Avg. $ / Sq.Ft.
$1,675,000
Med. List Price
71 Properties
Page 1 of 6
$17,900,000
Neighborhood: Longboat Key
5
Beds
6F11/2
Baths
10,800
Sq.Ft.
2023
Year Built
175
Days on Site
A4531109
MLS
Under Construction. Timeless and elegant Gulf front estate under construction now on Longboat Key. Comprised of four main components, the home is creatively connected to allow for a resort-style...
$13,850,000
Neighborhood: Cedar Woodlands
5
Beds
5
Baths
6,000
Sq.Ft.
1997
Year Built
88
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...
$9,900,000
Neighborhood: Tramonto Estates Sub
4
Beds
4F11/2
Baths
4,820
Sq.Ft.
1998
Year Built
147
Days on Site
A4527232
MLS
One or more photo(s) has been virtually staged. 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....
$8,795,000
Neighborhood: Country Club Shores Sec 01
6
Beds
6F11/2
Baths
5,892
Sq.Ft.
2004
Year Built
69
Days on Site
A4543167
MLS
Make an appointment to see this Mediterranean inspired home that boasts 247' +/- of open Sarasota Bay and canal front views. This lifestyle home offers a 27 ton boat lift, along with jet ski(s),kayak...
$7,850,000
Neighborhood: Cedar Woodlands
5
Beds
5
Baths
6,000
Sq.Ft.
1997
Year Built
92
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,...
$7,750,000
Neighborhood: Bay Isles
5
Beds
5F11/2
Baths
4,422
Sq.Ft.
2022
Year Built
142
Days on Site
A4535024
MLS
Pre-Construction. To be built. Located in the exclusive Harbor Section of Bay Isles right across the street from the new St. Regis. The new tropical modern residence will have a strong emphasis on...
$7,499,000
Neighborhood: Country Club Shores
4
Beds
3F11/2
Baths
4,127
Sq.Ft.
1962
Year Built
177
Days on Site
A4530953
MLS
This very personable home, with high end finishes, has an open floor plan that as you enter, opens up the great room with over 15 feet in height. This home literally has everything you need for...
$5,965,000
Neighborhood: Longboat Key
3
Beds
2F11/2
Baths
3,819
Sq.Ft.
1962
Year Built
337
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...
$5,500,000
Neighborhood: Hideaway Bay Sub
4
Beds
4
Baths
5,469
Sq.Ft.
1991
Year Built
10
Days on Site
C7466398
MLS
Very special property with a one of a kind home on a oversized lot in a prestigious area of Longboat key with approximately 271' of waterfrontage. Located directly on Millar bay and adjacent to the...
$5,300,000
Neighborhood: Country Club Shores
4
Beds
5F11/2
Baths
4,257
Sq.Ft.
2005
Year Built
25
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...
$4,999,999
Neighborhood: Grand Bay 1
4
Beds
5F11/2
Baths
4,413
Sq.Ft.
1994
Year Built
137
Days on Site
A4535637
MLS
One or more photo(s) has been virtually staged. RARE OPPORTUNITY Top of The World PENTHOUSE. Boasting an astounding 5,300 square feet of wraparound terrace space and floor-to-ceiling walls of glass...
$4,990,000
Neighborhood: Country Club Shores Sec 02
4
Beds
4F11/2
Baths
4,138
Sq.Ft.
2003
Year Built
36
Days on Site
A4523988
MLS
Coastal Chic! AMAZING bay views throughout. Enjoy the morning sunrise while lounging on the extra large master bedroom deck and take in all the sparkling beautiful blue open water. Boating, Beach...


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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