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

Sort by:
New
2301 Gulf Of Mexico Drive 54n, LONGBOAT KEY

$590,000

2301 Gulf Of Mexico Drive 54n, LONGBOAT KEY

2 Beds 2 Baths 1,235 SqFt Residential MLS® # A4668215
New
2045 Gulf Of Mexico Drive M1-505, LONGBOAT KEY

$899,000

2045 Gulf Of Mexico Drive M1-505, LONGBOAT KEY

2 Beds 2 Baths 1,265 SqFt Residential MLS® # A4668946
New
524 Ketch Lane, LONGBOAT KEY

$2,000,000

524 Ketch Lane, LONGBOAT KEY

3 Beds 2 Baths 2,028 SqFt Residential MLS® # A4666645
New
1912 Harbourside Drive 602, LONGBOAT KEY

$675,000

1912 Harbourside Drive 602, LONGBOAT KEY

2 Beds 3 Baths 1,590 SqFt Residential MLS® # A4668394
New
2301 Gulf Of Mexico Drive 45n, LONGBOAT KEY

$729,000

2301 Gulf Of Mexico Drive 45n, LONGBOAT KEY

2 Beds 2 Baths 1,235 SqFt Residential MLS® # A4668142
New
531 Edlee Lane, LONGBOAT KEY

$595,000

531 Edlee Lane, LONGBOAT KEY

3 Beds 2 Baths 1,391 SqFt Residential MLS® # A4668744
New
1241 Gulf Of Mexico Drive 207 S, LONGBOAT KEY

$1,900,000

1241 Gulf Of Mexico Drive 207 S, LONGBOAT KEY

2 Beds 4 Baths 2,965 SqFt Residential MLS® # A4668589
New
3040 Grand Bay Boulevard 243, LONGBOAT KEY

$1,695,000

3040 Grand Bay Boulevard 243, LONGBOAT KEY

3 Beds 4 Baths 2,550 SqFt Residential MLS® # A4667443
New
1591 Gulf Of Mexico Drive 512, LONGBOAT KEY

$2,400,000

1591 Gulf Of Mexico Drive 512, LONGBOAT KEY

2 Beds 3 Baths 2,154 SqFt Residential MLS® # A4668544
4400 Exeter Drive J-201, LONGBOAT KEY

$525,000

4400 Exeter Drive J-201, LONGBOAT KEY

2 Beds 2 Baths 1,168 SqFt Residential MLS® # A4639404
New
1591 Gulf Of Mexico Drive 514, LONGBOAT KEY

$6,950,000

↓ $245,000

1591 Gulf Of Mexico Drive 514, LONGBOAT KEY

2 Beds 3 Baths 2,249 SqFt Residential MLS® # A4666877
New
2155 Harbourside Drive 804, LONGBOAT KEY

$799,000

2155 Harbourside Drive 804, LONGBOAT KEY

3 Beds 2 Baths 2,000 SqFt Residential MLS® # A4666643
New
1241 Gulf Of Mexico Drive 203, LONGBOAT KEY

$2,195,000

1241 Gulf Of Mexico Drive 203, LONGBOAT KEY

3 Beds 4 Baths 3,045 SqFt Residential MLS® # A4668344
New
415 L Ambiance Drive C403, LONGBOAT KEY

$2,995,000

415 L Ambiance Drive C403, LONGBOAT KEY

2 Beds 4 Baths 2,822 SqFt Residential MLS® # A4666816
750 Tarawitt Drive, LONGBOAT KEY

$1,499,000

750 Tarawitt Drive, LONGBOAT KEY

2 Beds 2 Baths 1,360 SqFt Residential MLS® # A4648544
3710 Gulf Of Mexico Drive E22, LONGBOAT KEY

$369,000

3710 Gulf Of Mexico Drive E22, LONGBOAT KEY

2 Beds 1 Bath 680 SqFt Residential MLS® # A4647724
New
435 L Ambiance Drive L807, LONGBOAT KEY

$3,500,000

435 L Ambiance Drive L807, LONGBOAT KEY

3 Beds 4 Baths 2,525 SqFt Residential MLS® # A4668015
New
775 Longboat Club Road 807, LONGBOAT KEY

$2,675,000

775 Longboat Club Road 807, LONGBOAT KEY

3 Beds 3 Baths 1,842 SqFt Residential MLS® # A4667077

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.