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 May 30, 2023
173
Listed
78
Avg. DOM
$976.01
Avg. $ / Sq.Ft.
$1,599,900
Med. List Price
173 Properties
Page 1 of 15
$22,000,000
Neighborhood: Sleepy Lagoon
5
Beds
6F21/2
Baths
6,820
Sq.Ft.
2022
Year Built
226
Days on Site
A4549851
MLS
Under Construction. Magnificent Gulf front estate on Longboat Key! This new construction contemporary home due to be completed approximately May, of 2023, is 100 feet on the Gulf and the wonderful...
$18,500,000
Neighborhood: Longboat Key
5
Beds
6F11/2
Baths
6,950
Sq.Ft.
2023
Year Built
145
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...
$16,995,000
Neighborhood: Sleepy Lagoon
4
Beds
4F11/2
Baths
6,614
Sq.Ft.
2023
Year Built
56
Days on Site
A4566403
MLS
Pre-Construction. To be built. Direct Gulf front. 6489 Gulfside offers gorgeous design by DSDG Architects and impeccable quality and the highest attention to construction detail by the seasoned team...
$13,850,000
Neighborhood: Cedar Woodlands
5
Beds
5
Baths
6,000
Sq.Ft.
1997
Year Built
117
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...
$12,995,000
Neighborhood: St. Regis Longboat Key
3
Beds
3F11/2
Baths
4,992
Sq.Ft.
2023
Year Built
22
Days on Site
A4570079
MLS
Under Construction. Undoubtedly one of the most breathtaking views and locations at the SOLD-OUT Residences at The St. Regis Longboat Key in the coveted Armand Building. This plan boasts larger than...
$12,000,000
Neighborhood: L Ambiance 1
3
Beds
3F11/2
Baths
5,170
Sq.Ft.
1992
Year Built
65
Days on Site
A4564920
MLS
Step into the finest penthouse in Sarasota, located just steps from the famed Longboat Key Club. Enter this top-floor residence in the South Building at L'Ambiance through the private, residents-only...
$11,500,000
Neighborhood: Aria Longboat Key
4
Beds
4F11/2
Baths
3,961
Sq.Ft.
2016
Year Built
42
Days on Site
O6104449
MLS
BEACHFRONT condo with PRIVATE POOL and GARAGES. Welcome to your own piece of paradise on the pristine shores of Longboat Key! This stunning beachfront condo offers a lifestyle of unparalleled luxury...
$10,500,000
Neighborhood: Aria Longboat Key
3
Beds
3F11/2
Baths
4,032
Sq.Ft.
2016
Year Built
26
Days on Site
A4569602
MLS
Modern Oasis on the Gulf of Mexico. Discover the epitome of modern luxury living in this spectacular 3 bdrms plus office or 4-bedroom gulf-front home. This residence has expansive glass walls, clean...
$9,800,000
Neighborhood: Tramonto Estates Sub
4
Beds
4F11/2
Baths
4,820
Sq.Ft.
1998
Year Built
389
Days on Site
A4527232
MLS
This is an exceptional Longboat Beachfront estate that boasts breathtaking views of the Gulf of Mexico, situated on a spacious .74-acre lot with a 102' wide frontage directly on the beach. With no...
$9,728,400
Neighborhood: Bay Isles
5
Beds
5F11/2
Baths
4,422
Sq.Ft.
2023
Year Built
104
Days on Site
A4561186
MLS
Under Construction. Move in fall 2023. Located in the premier neighborhood of Bay Isles in the Harbor Section, directly across from the St. Regis. The new stunning tropical modern residence will have...
$7,775,000
Neighborhood: Sleepy Lagoon
5
Beds
3F11/2
Baths
5,572
Sq.Ft.
1960
Year Built
140
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
117
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,...


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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