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
2721 Gulf Of Mexico Drive 408, LONGBOAT KEY

$750,000

2721 Gulf Of Mexico Drive 408, LONGBOAT KEY

2 Beds 2 Baths 884 SqFt Residential MLS® # A4500634
New
2800 Harbourside Drive D-15, LONGBOAT KEY

$150,000

2800 Harbourside Drive D-15, LONGBOAT KEY

0 Beds 0 Baths 0 SqFt Residential MLS® # A4500787
New
1211 Gulf Of Mexico Drive 103, LONGBOAT KEY

$950,000

1211 Gulf Of Mexico Drive 103, LONGBOAT KEY

2 Beds 2 Baths 1,585 SqFt Residential MLS® # A4499760
New
7105 Gulf Of Mexico Drive 23, LONGBOAT KEY

$897,000

7105 Gulf Of Mexico Drive 23, LONGBOAT KEY

2 Beds 2 Baths 1,170 SqFt Residential MLS® # A4499640
New
3476 Mistletoe Lane, LONGBOAT KEY

$2,850,000

3476 Mistletoe Lane, LONGBOAT KEY

5 Beds 5 Baths 4,098 SqFt Residential MLS® # A4500582
New
100 Sands Point Road 304, LONGBOAT KEY

$895,000

100 Sands Point Road 304, LONGBOAT KEY

3 Beds 2 Baths 1,941 SqFt Residential MLS® # A4500421
New
747 Saint Judes Drive S 4, LONGBOAT KEY

$399,000

747 Saint Judes Drive S 4, LONGBOAT KEY

1 Bed 1 Bath 667 SqFt Residential MLS® # A4499941
New
858 Evergreen Way, LONGBOAT KEY

$479,000

858 Evergreen Way, LONGBOAT KEY

2 Beds 3 Baths 1,440 SqFt Residential MLS® # A4500363
New
3320 Gulf Of Mexico Drive 206-c, LONGBOAT KEY

$429,000

3320 Gulf Of Mexico Drive 206-c, LONGBOAT KEY

2 Beds 2 Baths 1,187 SqFt Residential MLS® # A4500317
New
4380 Exeter Drive 106, LONGBOAT KEY

$449,000

4380 Exeter Drive 106, LONGBOAT KEY

2 Beds 2 Baths 1,168 SqFt Residential MLS® # A4499682
New
636 Dream Island Road, LONGBOAT KEY

$3,995,000

636 Dream Island Road, LONGBOAT KEY

5 Beds 6 Baths 4,400 SqFt Residential MLS® # A4500099
New
4485 Gulf Of Mexico Drive 401, LONGBOAT KEY

$789,000

4485 Gulf Of Mexico Drive 401, LONGBOAT KEY

2 Beds 2 Baths 1,175 SqFt Residential MLS® # A4499739
New
1425 Gulf Of Mexico Drive 201, LONGBOAT KEY

$1,897,500

1425 Gulf Of Mexico Drive 201, LONGBOAT KEY

3 Beds 4 Baths 2,107 SqFt Residential MLS® # A4498301
New
4540 Gulf Of Mexico Drive Ph6, LONGBOAT KEY

$600,000

4540 Gulf Of Mexico Drive Ph6, LONGBOAT KEY

2 Beds 2 Baths 1,561 SqFt Residential MLS® # A4500109
New
6700 Gulf Of Mexico Drive 144, LONGBOAT KEY

$569,900

6700 Gulf Of Mexico Drive 144, LONGBOAT KEY

2 Beds 2 Baths 1,377 SqFt Residential MLS® # A4500025
New
2425 Gulf Of Mexico Drive 9b, LONGBOAT KEY

$1,450,000

2425 Gulf Of Mexico Drive 9b, LONGBOAT KEY

2 Beds 2 Baths 1,470 SqFt Residential MLS® # A4499976
New
2721 Gulf Of Mexico Drive, LONGBOAT KEY

$450,000

2721 Gulf Of Mexico Drive, LONGBOAT KEY

1 Bed 1 Bath 675 SqFt Residential MLS® # U8122416
New
775 Longboat Club Road 1007, LONGBOAT KEY

$1,195,000

775 Longboat Club Road 1007, LONGBOAT KEY

2 Beds 2 Baths 1,578 SqFt Residential MLS® # A4499996

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.