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

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New
530 Harbor Gate Way, LONGBOAT KEY

$5,500,000

530 Harbor Gate Way, LONGBOAT KEY

4 Beds 5 Baths 5,011 SqFt Residential MLS® # A4507605
New
3395 Bayou Lane, LONGBOAT KEY

$1,050,000

3395 Bayou Lane, LONGBOAT KEY

3 Beds 4 Baths 2,436 SqFt Residential MLS® # A4507193
New
5055 Gulf Of Mexico Drive 121, LONGBOAT KEY

$525,000

5055 Gulf Of Mexico Drive 121, LONGBOAT KEY

2 Beds 2 Baths 1,484 SqFt Residential MLS® # A4506966
New
2295 Gulf Of Mexico Drive 81, LONGBOAT KEY

$899,000

2295 Gulf Of Mexico Drive 81, LONGBOAT KEY

2 Beds 2 Baths 1,235 SqFt Residential MLS® # A4507292
New
3806 Gulf Of Mexico C109, LONGBOAT KEY

$549,999

3806 Gulf Of Mexico C109, LONGBOAT KEY

2 Beds 2 Baths 1,027 SqFt Residential MLS® # A4507523
New
3806 Gulf Of Mexico Drive C304, LONGBOAT KEY

$500,000

3806 Gulf Of Mexico Drive C304, LONGBOAT KEY

2 Beds 2 Baths 1,046 SqFt Residential MLS® # T3318886
New
600 Fox Street, LONGBOAT KEY

$965,000

600 Fox Street, LONGBOAT KEY

3 Beds 3 Baths 1,350 SqFt Residential MLS® # A4507266
New
4380 Exeter Dr #303 303, LONGBOAT KEY

$464,500

4380 Exeter Dr #303 303, LONGBOAT KEY

2 Beds 2 Baths 1,152 SqFt Residential MLS® # A4507230
New
603 Longboat Club Road 1103n, LONGBOAT KEY

$1,150,000

603 Longboat Club Road 1103n, LONGBOAT KEY

2 Beds 2 Baths 1,458 SqFt Residential MLS® # A4506271
New
4401 Gulf Of Mexico Drive 303, LONGBOAT KEY

$650,000

4401 Gulf Of Mexico Drive 303, LONGBOAT KEY

1 Bed 1 Bath 725 SqFt Residential MLS® # T3318597
New
1045 Gulf Of Mexico Drive 102, LONGBOAT KEY

$1,295,000

1045 Gulf Of Mexico Drive 102, LONGBOAT KEY

2 Beds 2 Baths 1,392 SqFt Residential MLS® # A4506728
4600 Gulf Of Mexico Drive 202, LONGBOAT KEY

$525,000

4600 Gulf Of Mexico Drive 202, LONGBOAT KEY

2 Beds 2 Baths 1,312 SqFt Residential MLS® # A4506958
519 Forest Way, LONGBOAT KEY

$489,000

519 Forest Way, LONGBOAT KEY

2 Beds 3 Baths 1,440 SqFt Residential MLS® # O5956956
1050 Longboat Club Road 303, LONGBOAT KEY

$749,500

↓ $500

1050 Longboat Club Road 303, LONGBOAT KEY

2 Beds 2 Baths 1,409 SqFt Residential MLS® # A4506501
6609 Gulf Of Mexico Drive, LONGBOAT KEY

$3,750,000

6609 Gulf Of Mexico Drive, LONGBOAT KEY

4 Beds 5 Baths 4,132 SqFt Residential MLS® # A4507099
682 Spanish Drive S 105, LONGBOAT KEY

$435,000

682 Spanish Drive S 105, LONGBOAT KEY

2 Beds 2 Baths 1,419 SqFt Residential MLS® # A4507089
53 Twin Shores Boulevard, LONGBOAT KEY

$269,900

53 Twin Shores Boulevard, LONGBOAT KEY

2 Beds 1 Bath 629 SqFt Residential MLS® # A4506844
89 Twin Shores Boulevard 89, LONGBOAT KEY

$229,000

89 Twin Shores Boulevard 89, LONGBOAT KEY

2 Beds 2 Baths 660 SqFt Residential MLS® # A4506840

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.