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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3342 Gulf Of Mexico Drive, LONGBOAT KEY

$2,898,000

3342 Gulf Of Mexico Drive, LONGBOAT KEY

3 Beds 4 Baths 3,410 SqFt Residential MLS® # A4549127
New
535 Sanctuary Drive A603, LONGBOAT KEY

$3,350,000

535 Sanctuary Drive A603, LONGBOAT KEY

3 Beds 3 Baths 2,375 SqFt Residential MLS® # A4549116
New
535 Sanctuary Drive B205, LONGBOAT KEY

$2,800,000

535 Sanctuary Drive B205, LONGBOAT KEY

3 Beds 3 Baths 2,590 SqFt Residential MLS® # A4548878
738 Norton Street, LONGBOAT KEY

$1,295,000

738 Norton Street, LONGBOAT KEY

2 Beds 2 Baths 1,291 SqFt Residential MLS® # A4548905
1065 Gulf Of Mexico Drive 402, LONGBOAT KEY

$1,187,000

1065 Gulf Of Mexico Drive 402, LONGBOAT KEY

2 Beds 2 Baths 1,392 SqFt Residential MLS® # A4548725
4540 Gulf Of Mexico Drive 205, LONGBOAT KEY

$865,000

4540 Gulf Of Mexico Drive 205, LONGBOAT KEY

2 Beds 2 Baths 1,325 SqFt Residential MLS® # A4548845
4540 Gulf Of Mexico Drive Ph4, LONGBOAT KEY

$820,000

4540 Gulf Of Mexico Drive Ph4, LONGBOAT KEY

2 Beds 2 Baths 1,312 SqFt Residential MLS® # A4548135
5055 Gulf Of Mexico Drive 336, LONGBOAT KEY

$685,000

5055 Gulf Of Mexico Drive 336, LONGBOAT KEY

1 Bed 2 Baths 1,484 SqFt Residential MLS® # A4548594
100 Sands Point Road 219, LONGBOAT KEY

$987,400

100 Sands Point Road 219, LONGBOAT KEY

2 Beds 2 Baths 1,492 SqFt Residential MLS® # A4548728
4380 Exeter Drive 206, LONGBOAT KEY

$725,000

4380 Exeter Drive 206, LONGBOAT KEY

2 Beds 2 Baths 1,168 SqFt Residential MLS® # A4548535
2929 Pyrula Drive, LONGBOAT KEY

$2,750,000

2929 Pyrula Drive, LONGBOAT KEY

4 Beds 4 Baths 3,014 SqFt Residential MLS® # A4548600
2301 Gulf Of Mexico Drive 46n, LONGBOAT KEY

$935,000

2301 Gulf Of Mexico Drive 46n, LONGBOAT KEY

2 Beds 2 Baths 1,235 SqFt Residential MLS® # A4548586
781 Hideaway Bay Drive, LONGBOAT KEY

$5,500,000

781 Hideaway Bay Drive, LONGBOAT KEY

4 Beds 4 Baths 5,469 SqFt Residential MLS® # C7466398
540 Harbor Gate Way, LONGBOAT KEY

$4,500,000

540 Harbor Gate Way, LONGBOAT KEY

5 Beds 7 Baths 5,048 SqFt Residential MLS® # A4548328
1085 Gulf Of Mexico Drive 201, LONGBOAT KEY

$879,900

1085 Gulf Of Mexico Drive 201, LONGBOAT KEY

2 Beds 2 Baths 1,172 SqFt Residential MLS® # A4548483
2550 Harbourside Drive 322, LONGBOAT KEY

$1,700,000

2550 Harbourside Drive 322, LONGBOAT KEY

3 Beds 3 Baths 2,830 SqFt Residential MLS® # A4547892
350 Gulf Of Mexico Drive 225, LONGBOAT KEY

$1,700,000

350 Gulf Of Mexico Drive 225, LONGBOAT KEY

2 Beds 3 Baths 2,210 SqFt Residential MLS® # A4548288
3500 Gulf Of Mexico Drive 101, LONGBOAT KEY

$899,000

3500 Gulf Of Mexico Drive 101, LONGBOAT KEY

3 Beds 2 Baths 1,486 SqFt Residential MLS® # A4548254

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.