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
4401 Gulf Of Mexico Drive 606, LONGBOAT KEY

$1,100,000

4401 Gulf Of Mexico Drive 606, LONGBOAT KEY

2 Beds 2 Baths 1,251 SqFt Residential MLS® # A4523061
New
2016 Harbourside Drive 311, LONGBOAT KEY

$795,000

2016 Harbourside Drive 311, LONGBOAT KEY

2 Beds 2 Baths 1,442 SqFt Residential MLS® # A4522435
New
5055 Gulf Of Mexico Drive 334 & 324, LONGBOAT KEY

$995,000

5055 Gulf Of Mexico Drive 334 & 324, LONGBOAT KEY

3 Beds 3 Baths 2,968 SqFt Residential MLS® # N6119295
New
1445 Gulf Of Mexico Drive 502, LONGBOAT KEY

$1,240,000

1445 Gulf Of Mexico Drive 502, LONGBOAT KEY

3 Beds 3 Baths 1,826 SqFt Residential MLS® # A4522341
New
545 Sanctuary Drive A303, LONGBOAT KEY

$2,175,000

545 Sanctuary Drive A303, LONGBOAT KEY

3 Beds 3 Baths 2,375 SqFt Residential MLS® # A4522671
New
636 Dream Island Road, LONGBOAT KEY

$4,795,000

636 Dream Island Road, LONGBOAT KEY

5 Beds 6 Baths 4,400 SqFt Residential MLS® # A4522823
New
1445 Gulf Of Mexico Drive 305, LONGBOAT KEY

$1,450,000

1445 Gulf Of Mexico Drive 305, LONGBOAT KEY

2 Beds 3 Baths 1,957 SqFt Residential MLS® # A4522200
New
4311 Gulf Of Mexico Drive 401, LONGBOAT KEY

$1,100,000

4311 Gulf Of Mexico Drive 401, LONGBOAT KEY

2 Beds 2 Baths 1,293 SqFt Residential MLS® # A4522542
New
4540 Gulf Of Mexico Drive 303, LONGBOAT KEY

$700,000

4540 Gulf Of Mexico Drive 303, LONGBOAT KEY

2 Beds 2 Baths 1,096 SqFt Residential MLS® # A4522535
New
7125 Gulf Of Mexico Drive 23, LONGBOAT KEY

$919,000

7125 Gulf Of Mexico Drive 23, LONGBOAT KEY

2 Beds 2 Baths 1,170 SqFt Residential MLS® # A4522754
New
3060 Grand Bay Boulevard 174, LONGBOAT KEY

$1,700,000

3060 Grand Bay Boulevard 174, LONGBOAT KEY

2 Beds 3 Baths 2,369 SqFt Residential MLS® # A4522696
New
847 Evergreen Way, LONGBOAT KEY

$615,000

847 Evergreen Way, LONGBOAT KEY

2 Beds 3 Baths 1,440 SqFt Residential MLS® # A4522705
New
3750 Gulf Of Mexico Drive, LONGBOAT KEY

$2,300,000

3750 Gulf Of Mexico Drive, LONGBOAT KEY

6 Beds 5 Baths 3,470 SqFt Residential MLS® # A4522103
New
1281 Gulf Of Mexico Drive 704, LONGBOAT KEY

$2,600,000

1281 Gulf Of Mexico Drive 704, LONGBOAT KEY

3 Beds 4 Baths 3,054 SqFt Residential MLS® # A4522011
5055 Gulf Of Mexico Drive 121, LONGBOAT KEY

$750,000

5055 Gulf Of Mexico Drive 121, LONGBOAT KEY

2 Beds 2 Baths 1,484 SqFt Residential MLS® # U8148800
2109 Gulf Of Mexico Drive 1401, LONGBOAT KEY

$1,098,000

2109 Gulf Of Mexico Drive 1401, LONGBOAT KEY

2 Beds 2 Baths 1,358 SqFt Residential MLS® # A4521939
2600 Harbourside Drive I-02, LONGBOAT KEY

$399,000

2600 Harbourside Drive I-02, LONGBOAT KEY

0 Beds 0 Baths 0 SqFt Residential MLS® # A4522204
3467 Byron Lane, LONGBOAT KEY

$895,000

3467 Byron Lane, LONGBOAT KEY

3 Beds 3 Baths 2,227 SqFt Residential MLS® # A4521746

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.