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
600 Wedge Lane, LONGBOAT KEY

$9,875,000

600 Wedge Lane, LONGBOAT KEY

4 Beds 5 Baths 4,338 SqFt Residential MLS® # A4672133
New
4500 Gulf Of Mexico Drive 206, LONGBOAT KEY

$778,000

4500 Gulf Of Mexico Drive 206, LONGBOAT KEY

2 Beds 2 Baths 1,523 SqFt Residential MLS® # A4671822
New
2721 Gulf Of Mexico Drive 408, LONGBOAT KEY

$950,000

2721 Gulf Of Mexico Drive 408, LONGBOAT KEY

2 Beds 2 Baths 884 SqFt Residential MLS® # A4671456
New
3040 Grand Bay Boulevard 294, LONGBOAT KEY

$2,000,000

3040 Grand Bay Boulevard 294, LONGBOAT KEY

3 Beds 3 Baths 2,550 SqFt Residential MLS® # A4671995
New
360 Gulf Of Mexico Drive 322, LONGBOAT KEY

$1,195,000

360 Gulf Of Mexico Drive 322, LONGBOAT KEY

3 Beds 3 Baths 2,246 SqFt Residential MLS® # A4671956
New
1000 Longboat Club Road 204, LONGBOAT KEY

$949,000

1000 Longboat Club Road 204, LONGBOAT KEY

2 Beds 2 Baths 1,409 SqFt Residential MLS® # A4671838
New
1425 Gulf Of Mexico Drive 208, LONGBOAT KEY

$1,275,000

1425 Gulf Of Mexico Drive 208, LONGBOAT KEY

3 Beds 3 Baths 1,897 SqFt Residential MLS® # A4671888
New
7155 Gulf Of Mexico Drive 22, LONGBOAT KEY

$775,000

7155 Gulf Of Mexico Drive 22, LONGBOAT KEY

2 Beds 2 Baths 1,170 SqFt Residential MLS® # A4671224
New
2301 Gulf Of Mexico Drive 101n, LONGBOAT KEY

$1,395,000

2301 Gulf Of Mexico Drive 101n, LONGBOAT KEY

2 Beds 2 Baths 1,235 SqFt Residential MLS® # A4671549
New
4760 Gulf Of Mexico Dr. Villa 7, LONGBOAT KEY

$595,000

4760 Gulf Of Mexico Dr. Villa 7, LONGBOAT KEY

2 Beds 2 Baths 931 SqFt Residential MLS® # A4671823
New
534 Sutton Place 534, LONGBOAT KEY

$335,000

534 Sutton Place 534, LONGBOAT KEY

2 Beds 2 Baths 1,278 SqFt Residential MLS® # A4672023
New
1211 Gulf Of Mexico Drive 505, LONGBOAT KEY

$1,695,000

1211 Gulf Of Mexico Drive 505, LONGBOAT KEY

2 Beds 2 Baths 1,598 SqFt Residential MLS® # A4670789
New
775 Longboat Club Road 304, LONGBOAT KEY

$1,799,000

775 Longboat Club Road 304, LONGBOAT KEY

2 Beds 2 Baths 1,602 SqFt Residential MLS® # A4671935
New
408 Gulf Of Mexico Drive 1215, LONGBOAT KEY

$70,000

408 Gulf Of Mexico Drive 1215, LONGBOAT KEY

0 Beds 0 Baths 0 SqFt Residential MLS® # A4672025
New
3710 Gulf Of Mexico Drive F1, LONGBOAT KEY

$159,000

3710 Gulf Of Mexico Drive F1, LONGBOAT KEY

1 Bed 1 Bath 620 SqFt Residential MLS® # A4671498
New
455 Longboat Club Road Ph8, LONGBOAT KEY

$2,999,999

455 Longboat Club Road Ph8, LONGBOAT KEY

3 Beds 4 Baths 2,780 SqFt Residential MLS® # A4671740
New
1115 Gulf Of Mexico Drive 401, LONGBOAT KEY

$899,000

1115 Gulf Of Mexico Drive 401, LONGBOAT KEY

2 Beds 2 Baths 1,172 SqFt Residential MLS® # A4671664
New
1465 Gulf Of Mexico Drive 106, LONGBOAT KEY

$1,525,000

1465 Gulf Of Mexico Drive 106, LONGBOAT KEY

3 Beds 3 Baths 1,815 SqFt Residential MLS® # A4670993

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.