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
New
5056 Gulf Of Mexico Drive, LONGBOAT KEY
  • Residential
  • 3 Beds
  • 3 Baths
  • 3,819 SqFt

5056 Gulf Of Mexico Drive, LONGBOAT KEY

$6,000,000
New
5655 Gulf Of Mexico Drive C203, LONGBOAT KEY
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,316 SqFt

5655 Gulf Of Mexico Drive C203, LONGBOAT KEY

$625,000
New
320 North Shore Road, LONGBOAT KEY
  • Residential
  • 3 Beds
  • 2 Baths
  • 2,137 SqFt

320 North Shore Road, LONGBOAT KEY

$1,100,000
New
2295 Gulf Of Mexico Drive 42, LONGBOAT KEY
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,235 SqFt

2295 Gulf Of Mexico Drive 42, LONGBOAT KEY

$749,000
New
532 Forest Way, LONGBOAT KEY
  • Residential
  • 2 Beds
  • 3 Baths
  • 1,440 SqFt

532 Forest Way, LONGBOAT KEY

$329,000
New
5275 Gulf Of Mexico Drive #201, LONGBOAT KEY
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,155 SqFt

5275 Gulf Of Mexico Drive #201, LONGBOAT KEY

$775,000
New
3240 Gulf Of Mexico Drive 602, LONGBOAT KEY
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,505 SqFt

3240 Gulf Of Mexico Drive 602, LONGBOAT KEY

$649,000
New
5231 Gulf Of Mexico Drive 308, LONGBOAT KEY
  • Residential
  • 2 Beds
  • 2 Baths
  • 990 SqFt

5231 Gulf Of Mexico Drive 308, LONGBOAT KEY

$729,000
New
3334 Sabal Cove Lane, LONGBOAT KEY
  • Residential
  • 3 Beds
  • 5 Baths
  • 5,239 SqFt

3334 Sabal Cove Lane, LONGBOAT KEY

$2,295,000
New
415 L Ambiance Drive A501, LONGBOAT KEY
  • Residential
  • 3 Beds
  • 4 Baths
  • 3,220 SqFt

415 L Ambiance Drive A501, LONGBOAT KEY

$3,200,000
New
455 Longboat Club Road 5, LONGBOAT KEY
  • Residential
  • 2 Beds
  • 4 Baths
  • 2,301 SqFt

455 Longboat Club Road 5, LONGBOAT KEY

$1,450,000
1914 Harbourside Drive 701, LONGBOAT KEY
  • Residential
  • 3 Beds
  • 3 Baths
  • 2,228 SqFt

1914 Harbourside Drive 701, LONGBOAT KEY

$849,000
New
600 Sutton Place 403b, LONGBOAT KEY
  • Residential
  • 2 Beds
  • 2 Baths
  • 992 SqFt

600 Sutton Place 403b, LONGBOAT KEY

$395,000
New
5840 Gulf Of Mexico Drive, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 6 Baths
  • 4,247 SqFt

5840 Gulf Of Mexico Drive, LONGBOAT KEY

$4,295,000
New
1125 Gulf Of Mexico Drive 502, LONGBOAT KEY
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,392 SqFt

1125 Gulf Of Mexico Drive 502, LONGBOAT KEY

$520,000
New
240 Sands Point Road 4303, LONGBOAT KEY
  • Residential
  • 1 Beds
  • 1 Baths
  • 640 SqFt

240 Sands Point Road 4303, LONGBOAT KEY

$659,900
New
4485 Gulf Of Mexico Drive 403, LONGBOAT KEY
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,022 SqFt

4485 Gulf Of Mexico Drive 403, LONGBOAT KEY

$595,000
New
500 Buttonwood Drive, LONGBOAT KEY
  • Residential
  • 4 Beds
  • 4 Baths
  • 4,868 SqFt

500 Buttonwood Drive, LONGBOAT KEY

$3,999,000

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 November 25th, 2020 at 10:18pm CST.

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