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
3320 Gulf Of Mexico Drive 302c, LONGBOAT KEY

$545,000

3320 Gulf Of Mexico Drive 302c, LONGBOAT KEY

2 Beds 2 Baths 1,187 SqFt Residential MLS® # A4611405
New
1211 Gulf Of Mexico Drive 309, LONGBOAT KEY

$1,599,000

1211 Gulf Of Mexico Drive 309, LONGBOAT KEY

2 Beds 2 Baths 1,827 SqFt Residential MLS® # A4610895
New
3140 Bayou Sound, LONGBOAT KEY

$1,599,000

3140 Bayou Sound, LONGBOAT KEY

3 Beds 3 Baths 3,312 SqFt Residential MLS® # A4611416
New
3341 Gulf Of Mexico Drive, LONGBOAT KEY

$10,500,000

3341 Gulf Of Mexico Drive, LONGBOAT KEY

3 Beds 3 Baths 1,718 SqFt Residential MLS® # A4611557
New
3351 Gulf Of Mexico Drive, LONGBOAT KEY

$10,500,000

3351 Gulf Of Mexico Drive, LONGBOAT KEY

3 Beds 2 Baths 1,276 SqFt Residential MLS® # A4611662
New
2295 Gulf Of Mexico Drive 64s, LONGBOAT KEY

$650,000

2295 Gulf Of Mexico Drive 64s, LONGBOAT KEY

2 Beds 2 Baths 1,235 SqFt Residential MLS® # A4610483
New
6700 Gulf Of Mexico Drive 139, LONGBOAT KEY

$698,000

6700 Gulf Of Mexico Drive 139, LONGBOAT KEY

2 Beds 2 Baths 1,305 SqFt Residential MLS® # A4611612
New
5055 Gulf Of Mexico Drive 436, LONGBOAT KEY

$1,089,000

5055 Gulf Of Mexico Drive 436, LONGBOAT KEY

3 Beds 3 Baths 1,632 SqFt Residential MLS® # A4611290
New
3710 Gulf Of Mexico Drive G-34, LONGBOAT KEY

$325,000

3710 Gulf Of Mexico Drive G-34, LONGBOAT KEY

2 Beds 2 Baths 1,056 SqFt Residential MLS® # A4611435
New
821 Evergreen Way, LONGBOAT KEY

$729,000

821 Evergreen Way, LONGBOAT KEY

2 Beds 3 Baths 1,440 SqFt Residential MLS® # A4608771
New
6701 Gulf Of Mexico Drive 317, LONGBOAT KEY

$949,000

6701 Gulf Of Mexico Drive 317, LONGBOAT KEY

1 Bed 1 Bath 998 SqFt Residential MLS® # A4611101
New
2123 Harbourside Drive 903, LONGBOAT KEY

$975,000

2123 Harbourside Drive 903, LONGBOAT KEY

3 Beds 3 Baths 2,224 SqFt Residential MLS® # A4611265
830 Tarawitt Drive, LONGBOAT KEY

$2,750,000

830 Tarawitt Drive, LONGBOAT KEY

4 Beds 3 Baths 2,447 SqFt Residential MLS® # A4610299
100 Sands Point Road 305, LONGBOAT KEY

$1,395,000

100 Sands Point Road 305, LONGBOAT KEY

2 Beds 2 Baths 1,941 SqFt Residential MLS® # A4609923
7095 Gulf Of Mexico Drive 14, LONGBOAT KEY

$1,199,000

7095 Gulf Of Mexico Drive 14, LONGBOAT KEY

2 Beds 2 Baths 1,170 SqFt Residential MLS® # A4610925
90 Twin Shores Boulevard, LONGBOAT KEY

$179,500

90 Twin Shores Boulevard, LONGBOAT KEY

1 Bed 1 Bath 568 SqFt Residential MLS® # FC300822
1241 Gulf Of Mexico Drive 105, LONGBOAT KEY

$2,575,000

1241 Gulf Of Mexico Drive 105, LONGBOAT KEY

2 Beds 3 Baths 2,585 SqFt Residential MLS® # A4610319
2301 Gulf Of Mexico Drive 85n, LONGBOAT KEY

$899,000

2301 Gulf Of Mexico Drive 85n, LONGBOAT KEY

2 Beds 2 Baths 1,235 SqFt Residential MLS® # A4610721

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.