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
3740 Gulf Of Mexico Drive 116, LONGBOAT KEY

$479,900

3740 Gulf Of Mexico Drive 116, LONGBOAT KEY

1 Bed 1 Bath 861 SqFt Residential MLS® # A4572169
New
3330 Gulf Of Mexico Drive 106-d, LONGBOAT KEY

$749,000

3330 Gulf Of Mexico Drive 106-d, LONGBOAT KEY

2 Beds 2 Baths 1,106 SqFt Residential MLS® # T3449781
New
4651 Gulf Of Mexico Drive 102, LONGBOAT KEY

$7,200,000

4651 Gulf Of Mexico Drive 102, LONGBOAT KEY

4 Beds 6 Baths 4,007 SqFt Residential MLS® # A4571454
4500 Gulf Of Mexico Drive 206, LONGBOAT KEY

$879,900

4500 Gulf Of Mexico Drive 206, LONGBOAT KEY

2 Beds 2 Baths 1,523 SqFt Residential MLS® # A4569448
New
4725 Gulf Of Mexico Drive 220, LONGBOAT KEY

$1,100,000

4725 Gulf Of Mexico Drive 220, LONGBOAT KEY

2 Beds 2 Baths 1,071 SqFt Residential MLS® # A4572087
New
600 Sutton Place 201, LONGBOAT KEY

$468,000

600 Sutton Place 201, LONGBOAT KEY

1 Bed 1 Bath 836 SqFt Residential MLS® # A4571482
New
1211 Gulf Of Mexico Drive 910, LONGBOAT KEY

$7,290,000

1211 Gulf Of Mexico Drive 910, LONGBOAT KEY

5 Beds 6 Baths 4,667 SqFt Residential MLS® # A4571927
1055 Gulf Of Mexico Drive 205, LONGBOAT KEY

$1,795,000

1055 Gulf Of Mexico Drive 205, LONGBOAT KEY

2 Beds 2 Baths 1,503 SqFt Residential MLS® # A4571524
New
2045 Gulf Of Mexico Drive M1-502, LONGBOAT KEY

$549,000

2045 Gulf Of Mexico Drive M1-502, LONGBOAT KEY

2 Beds 1 Bath 928 SqFt Residential MLS® # A4571836
435 L Ambiance Drive J603, LONGBOAT KEY

$3,950,000

435 L Ambiance Drive J603, LONGBOAT KEY

2 Beds 4 Baths 2,820 SqFt Residential MLS® # A4571082
520 Bayport Way 520, LONGBOAT KEY

$895,000

520 Bayport Way 520, LONGBOAT KEY

2 Beds 2 Baths 1,600 SqFt Residential MLS® # A4571226
3630 Gulf Of Mexico Drive 301, LONGBOAT KEY

$1,097,000

3630 Gulf Of Mexico Drive 301, LONGBOAT KEY

3 Beds 2 Baths 1,521 SqFt Residential MLS® # A4571559
2217 Harbourside Drive 302, LONGBOAT KEY

$1,399,000

2217 Harbourside Drive 302, LONGBOAT KEY

3 Beds 3 Baths 2,448 SqFt Residential MLS® # A4571571
4765 Gulf Of Mexico Drive C301, LONGBOAT KEY

$6,125,000

4765 Gulf Of Mexico Drive C301, LONGBOAT KEY

4 Beds 5 Baths 3,640 SqFt Residential MLS® # A4570624
4765 Gulf Of Mexico Drive A103, LONGBOAT KEY

$6,800,000

4765 Gulf Of Mexico Drive A103, LONGBOAT KEY

4 Beds 5 Baths 3,640 SqFt Residential MLS® # A4570192
804 Evergreen Way, LONGBOAT KEY

$675,000

804 Evergreen Way, LONGBOAT KEY

2 Beds 3 Baths 1,440 SqFt Residential MLS® # A4571473
5265 Gulf Of Mexico Drive 307, LONGBOAT KEY

$750,000

5265 Gulf Of Mexico Drive 307, LONGBOAT KEY

2 Beds 2 Baths 1,128 SqFt Residential MLS® # A4571372
52 Twin Shores Boulevard, LONGBOAT KEY

$260,000

52 Twin Shores Boulevard, LONGBOAT KEY

2 Beds 1 Bath 704 SqFt Residential MLS® # A4570644

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.