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.

View Real Estate Listings
Longboat Key Homes | Longboat Key Condos
Longboat Key Listings May 23, 2022
64
Listed
49
Avg. DOM
$1,057.96
Avg. $ / Sq.Ft.
$1,947,000
Med. List Price
64 Properties
Page 1 of 6
$17,900,000
Neighborhood: Longboat Key
5
Beds
6F11/2
Baths
10,800
Sq.Ft.
2023
Year Built
45
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...
$10,999,999
Neighborhood: Tramonto Estates Sub
4
Beds
4F11/2
Baths
4,820
Sq.Ft.
1998
Year Built
17
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 beach, with private and direct access to the sand. There is no...
$10,870,000
Neighborhood: St. Regis Longboat Key
4
Beds
5F11/2
Baths
5,320
Sq.Ft.
2021
Year Built
39
Days on Site
A4531848
MLS
Under Construction. Live Exquisite. Welcome to The Residences at St. Regis Longboat Key Resort, your personal beachside sanctuary. Champagne #209 is a gracious 4 bedroom, 5 bathroom condominium...
4
Beds
4F11/2
Baths
6,002
Sq.Ft.
2001
Year Built
18
Days on Site
A4534425
MLS
Nothing else on Longboat Key can compare to this astounding penthouse on the beach. The uniqueness of the offering is undeniable. Capturing the entire top floor of this cherished gulf front building,...
$7,950,000
Neighborhood: L Ambiance At Longboat Key Club Ph 02
5
Beds
4F21/2
Baths
5,185
Sq.Ft.
1994
Year Built
41
Days on Site
A4531694
MLS
Within the exclusive privacy of the Longboat Key Club, you can enjoy living the resort experience on a large and gracious balcony overlooking the panoramic views of verdant palms, white beaches and...
$7,850,000
Neighborhood: Cedar Woodlands
4
Beds
5F11/2
Baths
6,000
Sq.Ft.
1997
Year Built
69
Days on Site
A4528412
MLS
Fresh to the market, this exceptional contemporary Bay front home benefits from absolutely the very best views of any house(sfh) on Longboat Key. It enjoys an unbeatable combination of privacy,...
$7,499,000
Neighborhood: Country Club Shores
4
Beds
3F11/2
Baths
4,127
Sq.Ft.
1962
Year Built
47
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...
$7,000,000
Neighborhood: Bay Isles
5
Beds
5F11/2
Baths
4,422
Sq.Ft.
2022
Year Built
12
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...
$6,880,000
Neighborhood: L Ambiance At Longboat Key Club Ph 02
3
Beds
3
Baths
3,380
Sq.Ft.
1994
Year Built
13
Days on Site
A4534377
MLS
It's all about the view and unparalleled location! Choice Southwest Corner residence @ 435 L'Ambiance Dr. Experience this sanctuary on the 6th floor with exceptional and incomparable views of the...
$6,495,000
Neighborhood: Water Club I/Longboat Key
5
Beds
6F11/2
Baths
5,225
Sq.Ft.
1996
Year Built
47
Days on Site
A4530550
MLS
Welcome to a remarkable opportunity in one of the most unique communities on all of Longboat Key, with the space, privacy and ambiance of a gorgeous freestanding estate complemented by the...
$5,975,000
Neighborhood: Longboat Key
3
Beds
2F11/2
Baths
3,819
Sq.Ft.
1962
Year Built
207
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...
$5,333,000
Neighborhood: Country Club Shores
5
Beds
5F21/2
Baths
4,174
Sq.Ft.
2022
Year Built
47
Days on Site
A4531135
MLS
Under Construction. It has been said that with one look, you will be hooked. This home's awe-inspiring views are undeniable. The rooftop deck is the perfect spot for a cocktail on a clear evening...


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

Contact Us Today

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.