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
3633 Fair Oaks Place, LONGBOAT KEY

$1,925,000

3633 Fair Oaks Place, LONGBOAT KEY

3 Beds 4 Baths 2,892 SqFt Residential MLS® # A4538992
New
601 Longboat Club Road 302s, LONGBOAT KEY

$1,750,000

601 Longboat Club Road 302s, LONGBOAT KEY

2 Beds 2 Baths 1,458 SqFt Residential MLS® # A4539708
New
4350 Chatham Drive 108, LONGBOAT KEY

$749,000

↓ $1,000

4350 Chatham Drive 108, LONGBOAT KEY

2 Beds 2 Baths 1,092 SqFt Residential MLS® # A4539629
New
3080 Grand Bay Boulevard 522, LONGBOAT KEY

$989,000

3080 Grand Bay Boulevard 522, LONGBOAT KEY

2 Beds 2 Baths 1,276 SqFt Residential MLS® # A4540091
New
700 Lyons Lane, LONGBOAT KEY

$4,100,000

700 Lyons Lane, LONGBOAT KEY

4 Beds 5 Baths 4,763 SqFt Residential MLS® # A4538955
New
4401 Gulf Of Mexico Drive 201, LONGBOAT KEY

$1,175,000

4401 Gulf Of Mexico Drive 201, LONGBOAT KEY

2 Beds 2 Baths 1,524 SqFt Residential MLS® # A4536528
New
811 Bayport Way, LONGBOAT KEY

$925,000

811 Bayport Way, LONGBOAT KEY

2 Beds 2 Baths 1,685 SqFt Residential MLS® # A4539559
New
4425 Gulf Of Mexico Drive 102e, LONGBOAT KEY

$569,000

4425 Gulf Of Mexico Drive 102e, LONGBOAT KEY

2 Beds 1 Bath 699 SqFt Residential MLS® # A4539841
New
2425 Gulf Of Mexico Drive 8f, LONGBOAT KEY

$1,999,000

2425 Gulf Of Mexico Drive 8f, LONGBOAT KEY

2 Beds 2 Baths 1,513 SqFt Residential MLS® # A4539626
New
5444 Gulf Of Mexico Drive, LONGBOAT KEY

$7,850,000

5444 Gulf Of Mexico Drive, LONGBOAT KEY

5 Beds 5 Baths 6,000 SqFt Residential MLS® # A4538931
New
501 Harbor Gate Way, LONGBOAT KEY

$2,995,000

501 Harbor Gate Way, LONGBOAT KEY

3 Beds 4 Baths 3,662 SqFt Residential MLS® # A4538781
New
565 Sanctuary Drive B505, LONGBOAT KEY

$2,575,000

565 Sanctuary Drive B505, LONGBOAT KEY

3 Beds 3 Baths 2,580 SqFt Residential MLS® # A4539393
3532 Fair Oaks Lane, LONGBOAT KEY

$1,800,000

3532 Fair Oaks Lane, LONGBOAT KEY

4 Beds 5 Baths 3,524 SqFt Residential MLS® # A4539022
4725 Gulf Of Mexico Drive 213, LONGBOAT KEY

$869,000

4725 Gulf Of Mexico Drive 213, LONGBOAT KEY

2 Beds 2 Baths 1,071 SqFt Residential MLS® # A4539173
New
100 Sands Point Road 202, LONGBOAT KEY

$1,095,000

100 Sands Point Road 202, LONGBOAT KEY

2 Beds 2 Baths 1,492 SqFt Residential MLS® # T3381182
519 Rountree Drive, LONGBOAT KEY

$2,595,000

519 Rountree Drive, LONGBOAT KEY

3 Beds 2 Baths 1,663 SqFt Residential MLS® # A4539189
New
2153 Harbourside Drive 803, LONGBOAT KEY

$798,000

2153 Harbourside Drive 803, LONGBOAT KEY

3 Beds 2 Baths 2,224 SqFt Residential MLS® # A4539135
2045 Gulf Of Mexico Drive M1-115, LONGBOAT KEY

$699,900

2045 Gulf Of Mexico Drive M1-115, LONGBOAT KEY

2 Beds 2 Baths 1,076 SqFt Residential MLS® # A4538985

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.