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 June 17, 2021
39
Listed
44
Avg. DOM
$878.33
Avg. $ / Sq.Ft.
$1,950,000
Med. List Price
39 Properties
Page 1 of 4
$12,900,000
Subdivision: Longboat Key
5
Beds
6F31/2
Baths
9,947
Sq.Ft.
2004
Year Built
17
Days on Site
A4499439
MLS
Live your best life now in this amazing, rarely available beachfront residence on Longboat Key. Enjoy endless water views, early morning walks, gentle breezes and nightly sunsets on the pristine,...
$9,200,000
Subdivision: Longboat Key
5
Beds
5F21/2
Baths
7,250
Sq.Ft.
2016
Year Built
27
Days on Site
A4501274
MLS
BEST ADDRESS ON LONGBOAT KEY! This furnished luxury resort home is named Acqua Vita "Water of Life" due to its majestic waterfront views of Longboat Key and Sarasota Bay. Award-winning firms of...
$8,000,000
Subdivision: St. Regis Longboat Key
3
Beds
4F11/2
Baths
4,967
Sq.Ft.
2021
Year Built
57
Days on Site
A4497120
MLS
Pre-Construction. To be built. Undoubtedly one of the most breathtaking views and locations at The Residences at The St. Regis in the coveted Armand Building, this last remaining 3-Bedroom plan...
$7,490,000
Subdivision: Longboat Key
5
Beds
4F11/2
Baths
5,126
Sq.Ft.
1985
Year Built
53
Days on Site
T3295599
MLS
Check out the new video "Virtual Tour Link 1" This is one of the most Prominent Longboat Key Bayfront Estates "BAYSIDE VILLA". Rich with history and charm. This Bayfront home has a private beach...
$6,945,000
Subdivision: St. Regis Longboat Key
4
Beds
4F11/2
Baths
4,017
Sq.Ft.
2021
Year Built
98
Days on Site
A4493481
MLS
Pre-Construction. To be built. This 4-bedroom corner residence offers a wonderful opportunity to be above it all at the new St. Regis Resort and Spa. Beautifully appointed interiors with soaring...
$6,670,000
Subdivision: St. Regis Longboat Key
4
Beds
4F11/2
Baths
4,017
Sq.Ft.
2021
Year Built
53
Days on Site
A4498523
MLS
Pre-Construction. To be built. This 4-bedroom corner residence offers a wonderful opportunity to be above it all at the new St. Regis Resort and Spa. Beautifully appointed interiors with soaring...
$5,600,000
Subdivision: Lighthouse Point
4
Beds
6F11/2
Baths
6,025
Sq.Ft.
2003
Year Built
7
Days on Site
A4503359
MLS
A life of exceptional grandeur is expected the moment of entering this Mizner- inspired waterfront estate. What exceeds expectations are the plethora of lavish finishes and thoughtful details...
$5,475,000
Subdivision: Bay Isles
4
Beds
6F21/2
Baths
6,556
Sq.Ft.
2008
Year Built
126
Days on Site
A4491328
MLS
This remarkable home in Bay Isles Harbor is one of the most admired residences in this enclave of distinguished properties. As you swing open the arched twelve door onto a two story entry foyer you...
$4,895,000
Subdivision: Country Club Shores Sec 03
4
Beds
4F21/2
Baths
4,240
Sq.Ft.
2022
Year Built
16
Days on Site
A4492669
MLS
Pre-Construction. To be built. Rarely available opportunity one in from Sarasota Bay in Country Club Shores offering stunning water views. This to be built new construction home has been designed to...
$4,400,000
Subdivision: L Ambiance 1
2
Beds
2F11/2
Baths
2,634
Sq.Ft.
1992
Year Built
11
Days on Site
A4503404
MLS
Presenting fresh, unparalleled sophistication in this like-new residence. Sand to City views with the Gulf to the West and the Bay and downtown Sarasota skyline to the east. This incredible space...
$4,295,000
Subdivision: Longboat Key
4
Beds
4F21/2
Baths
4,247
Sq.Ft.
2021
Year Built
210
Days on Site
A4481498
MLS
Under Construction. Welcome to your well-deserved paradise! Here on Longboat Key, retreat to a gorgeous, newly constructed, canal front getaway on the East side of this esteemed tropical island. You...
$3,995,000
Subdivision: Dream Island
5
Beds
5F11/2
Baths
4,400
Sq.Ft.
2022
Year Built
42
Days on Site
A4500099
MLS
Pre-Construction. To be built. Pre-construction opportunity to purchase a waterfront dream home on an extremely private estate-sized lot. This light-filled and breezy 5BR, 5.5BA home allows for the...


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.