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 April 18, 2021
56
Listed
61
Avg. DOM
$726.32
Avg. $ / Sq.Ft.
$899,500
Med. List Price
56 Properties
Page 1 of 5
$7,995,000
Subdivision: Longboat Key
5
Beds
4F11/2
Baths
5,126
Sq.Ft.
1985
Year Built
36
Days on Site
T3295599
MLS
WOW! 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 easement giving you the unique choice of...
$6,845,000
Subdivision: The St. Regis Longboat Key
4
Beds
4F11/2
Baths
4,017
Sq.Ft.
2021
Year Built
38
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...
$5,595,000
Subdivision: Bay Isles
4
Beds
6F21/2
Baths
6,556
Sq.Ft.
2008
Year Built
66
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
53
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...
$4,295,000
Subdivision: Longboat Key
4
Beds
4F21/2
Baths
4,247
Sq.Ft.
2021
Year Built
150
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
Beds
3F11/2
Baths
3,521
Sq.Ft.
2007
Year Built
26
Days on Site
A4495223
MLS
Palatial luxury in an exclusive maintenance-free building. This La Firenza home, one of only 10 units in this exclusive community, offers more than 3,500 square feet of air-conditioned living space...
$3,990,000
Subdivision: Longboat Shores Rev
4
Beds
4
Baths
4,868
Sq.Ft.
2021
Year Built
150
Days on Site
A4484272
MLS
Under Construction. New Construction One-of-a-kind Longboat Key home across the street from the Gulf of Mexico! Footsteps to your quiet beach. 4,868 square feet under air, spectacular gulf views and...
$3,800,000
Subdivision: Bay Isles
4
Beds
4F11/2
Baths
4,396
Sq.Ft.
1980
Year Built
27
Days on Site
A4494952
MLS
A Beach and Boating Lifestyle is yours in the exclusive and coveted harbor section of gated Bay Isles on Longboat Key. Deepwater (sailboat) protected harbor. This versatile and elegant estate was...
$3,700,000
Subdivision: Sandhamn Sub
4
Beds
4F11/2
Baths
5,484
Sq.Ft.
2000
Year Built
322
Days on Site
A4458496
MLS
Sophisticated Bayfront retreat. Be among the privileged few that call Sandhamn Place their home on Longboat Key. As you enter through the gated entrance, the private canopied road winds through this...
$3,075,000
Subdivision: Tencon Beach
3
Beds
3F11/2
Baths
2,940
Sq.Ft.
1978
Year Built
157
Days on Site
A4481414
MLS
Positioned on the second floor, overlooking the Gulf of Mexico azure horizon, this beachfront treasure located in Tencon on Longboat Key rarely comes on the market, making this a special...
$2,950,000
Subdivision: Sandhamn Sub
4
Beds
3F11/2
Baths
3,330
Sq.Ft.
1996
Year Built
11
Days on Site
A4496985
MLS
Delightful Longboat Key Custom Key West Style Home with Direct Intracoastal Access offered on the market for the first time since it's
construction. A deeded Boat dock/lift with direct access to...
$2,585,000
Subdivision: L Ambiance At Longboat Key Club Ph 02
3
Beds
2F11/2
Baths
2,820
Sq.Ft.
1994
Year Built
9
Days on Site
A4495834
MLS
Nestled behind the gates of the Longboat Key Club between the award-winning golf courses and the gentle blue waters of the Gulf of Mexico, this is a near-perfect location to enjoy sun, sand and all...


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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