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
747 Marbury Lane, LONGBOAT KEY

$1,795,000

747 Marbury Lane, LONGBOAT KEY

3 Beds 2 Baths 2,353 SqFt Residential MLS® # A4589197
New
3710 Gulf Of Mexico Drive E6, LONGBOAT KEY

$324,900

3710 Gulf Of Mexico Drive E6, LONGBOAT KEY

2 Beds 2 Baths 680 SqFt Residential MLS® # A4590821
New
1241 Gulf Of Mexico Drive 105, LONGBOAT KEY

$2,995,000

1241 Gulf Of Mexico Drive 105, LONGBOAT KEY

2 Beds 3 Baths 2,585 SqFt Residential MLS® # A4589400
New
3453 Winding Oaks Drive 27, LONGBOAT KEY

$1,458,000

3453 Winding Oaks Drive 27, LONGBOAT KEY

3 Beds 3 Baths 2,608 SqFt Residential MLS® # A4589152
New
616 Rountree Drive, LONGBOAT KEY

$2,150,000

616 Rountree Drive, LONGBOAT KEY

3 Beds 2 Baths 1,949 SqFt Residential MLS® # A4591052
New
3808 Gulf Of Mexico Drive E312, LONGBOAT KEY

$1,250,000

3808 Gulf Of Mexico Drive E312, LONGBOAT KEY

3 Beds 3 Baths 2,544 SqFt Residential MLS® # A4590885
New
791 Saint Judes Drive N, LONGBOAT KEY

$2,490,000

791 Saint Judes Drive N, LONGBOAT KEY

3 Beds 3 Baths 1,508 SqFt Residential MLS® # A4591140
New
2016 Harbourside Drive 312, LONGBOAT KEY

$759,000

2016 Harbourside Drive 312, LONGBOAT KEY

2 Beds 2 Baths 1,192 SqFt Residential MLS® # A4590740
New
608 Saint Judes Drive, LONGBOAT KEY

$1,100,000

↑ $100,000

608 Saint Judes Drive, LONGBOAT KEY

3 Beds 2 Baths 1,491 SqFt Residential MLS® # A4590942
New
4974 Gulf Of Mexico Drive Villa 19, LONGBOAT KEY

$750,000

4974 Gulf Of Mexico Drive Villa 19, LONGBOAT KEY

3 Beds 2 Baths 1,621 SqFt Residential MLS® # A4589158
New
564 Spanish Drive N, LONGBOAT KEY

$550,000

564 Spanish Drive N, LONGBOAT KEY

2 Beds 2 Baths 1,399 SqFt Residential MLS® # A4590909
New
3060 Grand Bay Boulevard 111, LONGBOAT KEY

$2,300,000

3060 Grand Bay Boulevard 111, LONGBOAT KEY

3 Beds 3 Baths 2,925 SqFt Residential MLS® # A4590612
New
515 Sutton Place T8, LONGBOAT KEY

$590,000

515 Sutton Place T8, LONGBOAT KEY

3 Beds 3 Baths 1,450 SqFt Residential MLS® # T3488280
New
1600 Harbor Sound Drive, LONGBOAT KEY

$2,900,000

1600 Harbor Sound Drive, LONGBOAT KEY

3 Beds 3 Baths 3,934 SqFt Residential MLS® # A4582623
New
1975 Gulf Of Mexico Drive G4-106, LONGBOAT KEY

$695,000

1975 Gulf Of Mexico Drive G4-106, LONGBOAT KEY

2 Beds 2 Baths 1,068 SqFt Residential MLS® # T3488727
New
4545 Gulf Of Mexico Drive 212, LONGBOAT KEY

$1,550,000

4545 Gulf Of Mexico Drive 212, LONGBOAT KEY

3 Beds 3 Baths 1,738 SqFt Residential MLS® # A4590193
New
4805 Gulf Of Mexico Drive 106, LONGBOAT KEY

$1,275,000

4805 Gulf Of Mexico Drive 106, LONGBOAT KEY

2 Beds 2 Baths 1,393 SqFt Residential MLS® # A4590090
New
1955 Gulf Of Mexico Drive G6-306, LONGBOAT KEY

$589,000

1955 Gulf Of Mexico Drive G6-306, LONGBOAT KEY

2 Beds 2 Baths 933 SqFt Residential MLS® # A4590571

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.