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
730 Spanish Drive S 99, LONGBOAT KEY

$399,500

730 Spanish Drive S 99, LONGBOAT KEY

2 Beds 2 Baths 1,375 SqFt Residential MLS® # A4653508
New
2185 Gulf Of Mexico Drive 243, LONGBOAT KEY

$2,580,000

2185 Gulf Of Mexico Drive 243, LONGBOAT KEY

3 Beds 3 Baths 2,445 SqFt Residential MLS® # A4651046
New
2120 Harbourside Drive 617, LONGBOAT KEY

$815,000

2120 Harbourside Drive 617, LONGBOAT KEY

3 Beds 2 Baths 2,105 SqFt Residential MLS® # A4652066
New
4310 Falmouth Drive 105, LONGBOAT KEY

$429,900

4310 Falmouth Drive 105, LONGBOAT KEY

1 Bed 1 Bath 747 SqFt Residential MLS® # A4652643
New
791 Saint Judes Dr N, LONGBOAT KEY

$1,260,000

791 Saint Judes Dr N, LONGBOAT KEY

3 Beds 3 Baths 1,508 SqFt Residential MLS® # A4653070
New
1945 Gulf Of Mexico Dr M2-313, LONGBOAT KEY

$739,000

1945 Gulf Of Mexico Dr M2-313, LONGBOAT KEY

2 Beds 2 Baths 1,265 SqFt Residential MLS® # A4653074
New
540 Gulf Bay Road, LONGBOAT KEY

$1,950,000

540 Gulf Bay Road, LONGBOAT KEY

3 Beds 4 Baths 1,880 SqFt Residential MLS® # TB8388618
New
2045 Gulf Of Mexico Drive M1-514, LONGBOAT KEY

$549,000

2045 Gulf Of Mexico Drive M1-514, LONGBOAT KEY

2 Beds 2 Baths 928 SqFt Residential MLS® # A4653336
New
1591 Gulf Of Mexico Drive 511, LONGBOAT KEY

$6,950,000

1591 Gulf Of Mexico Drive 511, LONGBOAT KEY

2 Beds 3 Baths 3,130 SqFt Residential MLS® # A4653277
New
2045 Gulf Of Mexico Drive M1-302, LONGBOAT KEY

$549,000

2045 Gulf Of Mexico Drive M1-302, LONGBOAT KEY

2 Beds 2 Baths 928 SqFt Residential MLS® # A4652252
New
4234 Gulf Of Mexico Drive G2, LONGBOAT KEY

$975,000

4234 Gulf Of Mexico Drive G2, LONGBOAT KEY

3 Beds 2 Baths 1,636 SqFt Residential MLS® # A4653045
New
3060 Grand Bay Boulevard 182, LONGBOAT KEY

$1,975,000

3060 Grand Bay Boulevard 182, LONGBOAT KEY

2 Beds 4 Baths 2,143 SqFt Residential MLS® # A4652939
603 Cedars Court, LONGBOAT KEY

$525,000

603 Cedars Court, LONGBOAT KEY

2 Beds 2 Baths 1,332 SqFt Residential MLS® # A4652969
580 Russell Street, LONGBOAT KEY

$1,700,000

580 Russell Street, LONGBOAT KEY

5 Beds 4 Baths 2,716 SqFt Residential MLS® # A4652365
4621 Gulf Of Mexico Drive 2f, LONGBOAT KEY

$699,000

4621 Gulf Of Mexico Drive 2f, LONGBOAT KEY

2 Beds 2 Baths 756 SqFt Residential MLS® # A4652491
3320 Gulf Of Mexico Drive 208c, LONGBOAT KEY

$765,000

3320 Gulf Of Mexico Drive 208c, LONGBOAT KEY

2 Beds 2 Baths 1,154 SqFt Residential MLS® # A4652527
614 Norton Street, LONGBOAT KEY

$2,995,000

614 Norton Street, LONGBOAT KEY

6 Beds 6 Baths 4,676 SqFt Residential MLS® # TB8386287
4420 Exeter Drive L104, LONGBOAT KEY

$385,000

4420 Exeter Drive L104, LONGBOAT KEY

1 Bed 1 Bath 837 SqFt Residential MLS® # A4652455

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.