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
834 Jungle Queen Way, LONGBOAT KEY

$1,100,000

834 Jungle Queen Way, LONGBOAT KEY

2 Beds 2 Baths 1,346 SqFt Residential MLS® # A4630270
New
5655 Gulf Of Mexico Drive D205, LONGBOAT KEY

$1,095,000

↑ $45,000

5655 Gulf Of Mexico Drive D205, LONGBOAT KEY

2 Beds 2 Baths 1,274 SqFt Residential MLS® # TB8325820
New
1065 Gulf Of Mexico Drive 104, LONGBOAT KEY

$799,000

1065 Gulf Of Mexico Drive 104, LONGBOAT KEY

2 Beds 2 Baths 1,503 SqFt Residential MLS® # A4630665
New
1945 Gulf Of Mexico Drive M2-206, LONGBOAT KEY

$595,000

1945 Gulf Of Mexico Drive M2-206, LONGBOAT KEY

2 Beds 2 Baths 928 SqFt Residential MLS® # A4630777
New
2055 Gulf Of Mexico Drive G2-214, LONGBOAT KEY

$473,000

2055 Gulf Of Mexico Drive G2-214, LONGBOAT KEY

1 Bed 2 Baths 1,094 SqFt Residential MLS® # A4630277
New
598 Lyons Lane, LONGBOAT KEY

$3,395,000

598 Lyons Lane, LONGBOAT KEY

3 Beds 4 Baths 2,659 SqFt Residential MLS® # A4630668
New
535 Sanctuary Drive C408, LONGBOAT KEY

$4,950,000

535 Sanctuary Drive C408, LONGBOAT KEY

3 Beds 3 Baths 2,375 SqFt Residential MLS® # A4630438
New
3161 Bayou Sound, LONGBOAT KEY

$2,400,000

3161 Bayou Sound, LONGBOAT KEY

4 Beds 4 Baths 3,684 SqFt Residential MLS® # A4627464
New
541 Spanish Drive N 541, LONGBOAT KEY

$219,000

541 Spanish Drive N 541, LONGBOAT KEY

1 Bed 2 Baths 817 SqFt Residential MLS® # A4630426
New
597 Buttonwood Drive, LONGBOAT KEY

$4,999,950

597 Buttonwood Drive, LONGBOAT KEY

5 Beds 7 Baths 4,176 SqFt Residential MLS® # A4630694
New
4370 Chatham Drive 104, LONGBOAT KEY

$535,000

4370 Chatham Drive 104, LONGBOAT KEY

2 Beds 2 Baths 1,072 SqFt Residential MLS® # A4630282
New
596 Yawl Lane, LONGBOAT KEY

$5,999,000

596 Yawl Lane, LONGBOAT KEY

5 Beds 6 Baths 7,374 SqFt Residential MLS® # A4621842
New
1932 Harbourside Drive 242, LONGBOAT KEY

$675,000

1932 Harbourside Drive 242, LONGBOAT KEY

2 Beds 2 Baths 1,192 SqFt Residential MLS® # A4630451
New
1581 Gulf Of Mexico Drive 207, LONGBOAT KEY

$2,490,000

1581 Gulf Of Mexico Drive 207, LONGBOAT KEY

1 Bed 2 Baths 1,721 SqFt Residential MLS® # A4630489
New
1581 Gulf Of Mexico Drive 508, LONGBOAT KEY

$12,250,000

1581 Gulf Of Mexico Drive 508, LONGBOAT KEY

4 Beds 5 Baths 4,017 SqFt Residential MLS® # A4630440
New
3030 Grand Bay Boulevard 386, LONGBOAT KEY

$2,495,000

3030 Grand Bay Boulevard 386, LONGBOAT KEY

3 Beds 4 Baths 2,925 SqFt Residential MLS® # A4629631
New
597 Cutter Lane, LONGBOAT KEY

$2,795,000

597 Cutter Lane, LONGBOAT KEY

3 Beds 2 Baths 1,963 SqFt Residential MLS® # A4628867
New
4340 Falmouth Drive D104, LONGBOAT KEY

$537,000

4340 Falmouth Drive D104, LONGBOAT KEY

2 Beds 2 Baths 1,072 SqFt Residential MLS® # A4629065

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.