Longboat Key Real Estate

Longboat Key is both a town and a barrier island located between Anna Maria Island to the north and Lido Key to the south, just off Florida's central west coast. The lower end of Long Boat Key is directly west from downtown Sarasota across Sarasota Bay. Longboat Key features a wide variety of homes, from luxurious condos to golf course townhomes, and stately beachside residences. 

Browse the Latest Longboat Key Homes For Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
845 Longboat Club Road, LONGBOAT KEY
  • Residential
  • 6 Beds
  • 8 Baths
  • 19,300 SqFt

845 Longboat Club Road, LONGBOAT KEY

$19,750,000
4651 Gulf Of Mexico Drive, LONGBOAT KEY
  • Residential
  • 23 Beds
  • 20 Baths
  • 23,595 SqFt

4651 Gulf Of Mexico Drive, LONGBOAT KEY

$15,900,000
6171 Gulf Of Mexico Drive, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 6 Baths
  • 7,352 SqFt

6171 Gulf Of Mexico Drive, LONGBOAT KEY

$14,500,000
825 Longboat Club Road, LONGBOAT KEY
  • Residential
  • 6 Beds
  • 7 Baths
  • 12,619 SqFt

825 Longboat Club Road, LONGBOAT KEY

$12,850,000
5965 Gulf Of Mexico Drive, LONGBOAT KEY
  • Residential
  • 7 Beds
  • 7 Baths
  • 10,087 SqFt

5965 Gulf Of Mexico Drive, LONGBOAT KEY

$11,989,000
5005 Gulf Of Mexico Drive 3, LONGBOAT KEY
  • Residential
  • 5 Beds
  • 7 Baths
  • 4,624 SqFt

5005 Gulf Of Mexico Drive 3, LONGBOAT KEY

$8,900,000
5005 Gulf Of Mexico Drive 2, LONGBOAT KEY
  • Residential
  • 6 Beds
  • 8 Baths
  • 5,763 SqFt

5005 Gulf Of Mexico Drive 2, LONGBOAT KEY

$8,100,000
5541 Gulf Of Mexico Drive, LONGBOAT KEY
  • Residential
  • 11 Beds
  • 14 Baths
  • 14,005 SqFt

5541 Gulf Of Mexico Drive, LONGBOAT KEY

$8,000,000
612 Juan Anasco Drive, LONGBOAT KEY
  • Residential
  • 6 Beds
  • 8 Baths
  • 8,976 SqFt

612 Juan Anasco Drive, LONGBOAT KEY

$7,800,000
771 Old Compass Road, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 6 Baths
  • 5,259 SqFt

771 Old Compass Road, LONGBOAT KEY

$6,950,000
New
4651 Gulf Of Mexico Drive Ph A, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 5 Baths
  • 4,000 SqFt

4651 Gulf Of Mexico Drive Ph A, LONGBOAT KEY

$6,240,000
New
4651 Gulf Of Mexico Drive 3 C, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 5 Baths
  • 4,100 SqFt

4651 Gulf Of Mexico Drive 3 C, LONGBOAT KEY

$5,260,000
6877 Gulf Of Mexico Drive, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 5 Baths
  • 4,820 SqFt

6877 Gulf Of Mexico Drive, LONGBOAT KEY

$4,995,000
1580 Harbor Cay Lane, LONGBOAT KEY
  • Residential
  • 5 Beds
  • 6 Baths
  • 6,349 SqFt

1580 Harbor Cay Lane, LONGBOAT KEY

$4,900,000
New
4651 Gulf Of Mexico Drive 2b, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 5 Baths
  • 3,900 SqFt

4651 Gulf Of Mexico Drive 2b, LONGBOAT KEY

$4,845,000
6525 Gulf Of Mexico Drive, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 6 Baths
  • 5,740 SqFt

6525 Gulf Of Mexico Drive, LONGBOAT KEY

$4,295,000 ↓ $200,000
5005 Gulf Of Mexico Drive 9, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 4 Baths
  • 3,922 SqFt

5005 Gulf Of Mexico Drive 9, LONGBOAT KEY

$4,250,000 ↓ $335,000
New
4651 Gulf Of Mexico Drive 1 D, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 5 Baths
  • 3,900 SqFt

4651 Gulf Of Mexico Drive 1 D, LONGBOAT KEY

$4,180,000

Longboat Key Community Information

Longboat Key has two road access points via bridges at the north and south ends of the island. State Road 789, also known as the Gulf of Mexico Drive, connects these by running the entire length of the island. Taking the bridge south to Lido Key, you'll pass the Lido Shores area on your way to St. Armands, and then either the rest of Lido Key or downtown Sarasota to the east.

There is a central village at the intersection of Gulf of Mexico Drive and Bay Isles Parkway. In this area, you can find the town hall, post office, and the Shoppes of Bay Isles shopping center with Publix, CVS, and Chase Bank.  

The north half of the island is situated in Manatee County, while the south is in Sarasota County. 

Longboat Key History

The first Europeans to see Longboat Key were likely Spanish explorers and pirates. Over time, the island became home to various squatters, fishermen, and farmers. Official settlement began in the late 19th-century, but the land was still primarily used for farming fruits of various kinds.

Road access came in 1929 with a bridge to St. Armands. During WW2 the island was used for bombing training. 

Previously named "Longbeach", the town changed its name to Longboat Key in 1955. Largescale development began to gain speed from the 1960s onwards.  

Homes and Properties on Longboat Key

There are approximately 8,800 housing units on Longboat Key. Most of these are either single-family homes or apartment condos. 

Apartment condominiums on Longboat Key are usually built within mid to high-rise buildings, and come with a variety of amenities like pools, tennis courts, clubhouses, docks, and golf courses. The single-family homes on Longboat Key tend to be older - some as much as 45 years old - built in a variety of Florida beach home styles, from modern to traditional. These homes typically boast beach access and lush properties. In more recent years, older housing stock has been torn down and replaced with luxurious contemporary builds, complete with all the modern luxuries. 

Longboat Key Amenities

Longboat Key offers the best of island living in Florida. There are miles of fine, white-sand beaches, canal, and beachside homes complete with docks and lanai pools, and a variety of exclusive country club facilities like boat moorings, tennis courts, and golf courses.

The Longboat Key Club has a number of courses distributed through the southern portion of Longboat Key.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on September 28th, 2020 at 12:01am CDT.

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