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

Click the links below to sort results by price range.
All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
Sort by:
New
609 Halyard Lane, LONGBOAT KEY

$2,499,000

609 Halyard Lane, LONGBOAT KEY

3 Beds 3 Baths 2,100 SqFt Residential MLS® # A4515243
New
2600 Harbourside Drive L-06, LONGBOAT KEY

$329,000

2600 Harbourside Drive L-06, LONGBOAT KEY

0 Beds 0 Baths 0 SqFt Residential MLS® # A4515253
New
2800 Harbourside Drive D-05, LONGBOAT KEY

$349,000

2800 Harbourside Drive D-05, LONGBOAT KEY

0 Beds 0 Baths 0 SqFt Residential MLS® # A4515251
New
2600 Harbourside Drive I-16, LONGBOAT KEY

$349,000

2600 Harbourside Drive I-16, LONGBOAT KEY

0 Beds 0 Baths 0 SqFt Residential MLS® # A4515247
New
572 Spanish Drive N 152, LONGBOAT KEY

$474,950

572 Spanish Drive N 152, LONGBOAT KEY

2 Beds 2 Baths 1,357 SqFt Residential MLS® # A4515197
New
615 Dream Island Road 108, LONGBOAT KEY

$675,000

615 Dream Island Road 108, LONGBOAT KEY

2 Beds 2 Baths 1,293 SqFt Residential MLS® # A4514751
2550 Harbourside Drive 312, LONGBOAT KEY

$1,649,000

2550 Harbourside Drive 312, LONGBOAT KEY

3 Beds 3 Baths 3,197 SqFt Residential MLS® # A4504914
New
4725 Gulf Of Mexico Drive 208, LONGBOAT KEY

$695,000

4725 Gulf Of Mexico Drive 208, LONGBOAT KEY

2 Beds 2 Baths 1,071 SqFt Residential MLS® # A4514992
New
1211 Gulf Of Mexico Drive 306, LONGBOAT KEY

$779,000

1211 Gulf Of Mexico Drive 306, LONGBOAT KEY

2 Beds 2 Baths 1,598 SqFt Residential MLS® # A4514746
New
1211 Gulf Of Mexico Drive 404, LONGBOAT KEY

$950,000

1211 Gulf Of Mexico Drive 404, LONGBOAT KEY

2 Beds 2 Baths 1,585 SqFt Residential MLS® # A4512513
New
408 Gulf Of Mexico Drive 2304, LONGBOAT KEY

$100,000

408 Gulf Of Mexico Drive 2304, LONGBOAT KEY

0 Beds 0 Baths 0 SqFt Residential MLS® # A4513972
New
408 Gulf Of Mexico Drive 1203, LONGBOAT KEY

$55,000

408 Gulf Of Mexico Drive 1203, LONGBOAT KEY

0 Beds 0 Baths 0 SqFt Residential MLS® # A4514607
573 Juan Anasco Drive, LONGBOAT KEY

$1,599,000

↓ $100,000

573 Juan Anasco Drive, LONGBOAT KEY

4 Beds 4 Baths 3,027 SqFt Residential MLS® # A4513419
4320 Falmouth Drive 202, LONGBOAT KEY

$495,000

4320 Falmouth Drive 202, LONGBOAT KEY

2 Beds 2 Baths 928 SqFt Residential MLS® # A4514592
250 Sands Point Road 5101, LONGBOAT KEY

$625,000

250 Sands Point Road 5101, LONGBOAT KEY

1 Bed 1 Bath 742 SqFt Residential MLS® # A4514230
1241 Gulf Of Mexico Drive 301, LONGBOAT KEY

$3,795,000

1241 Gulf Of Mexico Drive 301, LONGBOAT KEY

3 Beds 4 Baths 3,400 SqFt Residential MLS® # A4514517
1926 Harbourside Drive 1302, LONGBOAT KEY

$789,000

↓ $10,000

1926 Harbourside Drive 1302, LONGBOAT KEY

2 Beds 3 Baths 1,626 SqFt Residential MLS® # A4513995
2110 Harbourside Drive 526, LONGBOAT KEY

$1,049,000

2110 Harbourside Drive 526, LONGBOAT KEY

3 Beds 2 Baths 2,031 SqFt Residential MLS® # A4514034

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.