Key West

Welcome to Key West

A Complete Guide to the Neighborhoods of Key West

Nestled in the tropical paradise of the Florida Keys, Key West is a vibrant island rich with history, culture, and natural beauty. Known for its pastel conch houses, palm-lined streets, and laid-back island energy, Key West offers a collection of distinct neighborhoods—each with its own charm, architecture, and story to tell.

Whether you’re dreaming of a seaside retreat, a historic home steeped in character, or a quiet residential enclave, Key West offers something for every lifestyle. Explore our guide to the neighborhoods that make this island one of the most unique places to call home in the United States.

Discover Your Perfect Key West Neighborhood

From the historic charm of Old Town to the coastal elegance of Casa Marina and the peaceful streets of The Meadows, each Key West neighborhood offers something unique for every lifestyle. Whether you’re seeking a vacation home, an investment property, or a permanent island retreat, our team of local experts can help you find the perfect home to match your vision.

Our Top Listings

Featured Properties

Handpicked homes and properties that represent the best of Key West living — luxury, location, and lifestyle.

For Sale
$11,500,000

412 Frances Street, Key West, FL 33040
- 15 Beds
- 18 Baths
- 5,731 Sq.Ft.
For Sale
$7,495,000

616 Eaton Street, Key West, FL 33040
- 5 Beds
- 7 Baths
- 4,000 Sq.Ft.
For Sale
$5,595,000

1006-1008 Fleming Street, Key West, FL 33040
- 4 Beds
- 5 Baths
- 3,336 Sq.Ft.
For Sale
$4,650,000

1523 Patricia Street, Key West, FL 33040
- 4 Beds
- 3 Baths
- 3,154 Sq.Ft.
For Sale
$4,595,000

1113 Stump Lane, Key West, FL 33040
- 4 Beds
- 5 Baths
- 2,985 Sq.Ft.
Active Under Contract
$3,599,000

1020 Southard Street, Key West, FL 33040
- 3 Beds
- 4 Baths
- 2,438 Sq.Ft.
For Sale
$3,595,000

33 Cypress Avenue, Key Haven, FL 33040
- 4 Beds
- 5 Baths
- 4,102 Sq.Ft.
For Sale
$2,400,000

1109 Stump Lane, Key West, FL 33040
- 3 Beds
- 4 Baths
- 1,724 Sq.Ft.
For Sale
$2,299,999

17210 Angelfish Lane, Sugarloaf Key, FL 33042
- 3 Beds
- 3 Baths
- 2,288 Sq.Ft.
For Sale
$2,299,999

17210 Angelfish Lane, Sugarloaf Key, FL 33042
- 3 Beds
- 3 Baths
- 2,288 Sq.Ft.
For Sale
$2,249,000

1706 Seminary Street, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,938 Sq.Ft.
For Sale
$1,995,000

1229 5Th Street, Key West, FL 33040
- 6 Beds
- 3 Baths
- 3,197 Sq.Ft.
For Sale
$1,949,000

3841 N Roosevelt Boulevard Unit: 315, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,357 Sq.Ft.
For Sale
$1,949,000

3841 N Roosevelt Boulevard Unit: 332, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,357 Sq.Ft.
For Sale
$1,800,000

408 William Street, Key West, FL 33040
- 4 Beds
- 3 Baths
- 1,943 Sq.Ft.
For Sale
$1,799,000

17213 Starfish Lane, Sugarloaf Key, FL 33042
- 3 Beds
- 2 Baths
- 1,750 Sq.Ft.
For Sale
$1,799,000

17213 Starfish Lane, Sugarloaf Key, FL 33042
- 3 Beds
- 2 Baths
- 1,750 Sq.Ft.
For Sale
$1,399,900

1317 Newton Street, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,386 Sq.Ft.
For Sale
$1,325,000

247 Golf Club Drive, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,600 Sq.Ft.
For Sale
$999,000

3841 N Roosevelt Boulevard Unit: 222, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,586 Sq.Ft.
For Sale
$995,000

701 Spanish Main Drive Unit: 221, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 864 Sq.Ft.
For Sale
$899,000

3841 N Roosevelt Boulevard Unit: 213, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,357 Sq.Ft.
For Sale
$859,500

3705 Eagle Avenue, Key West, FL 33040
- 6,000 Sq.Ft.
For Sale
$859,500

3711 Eagle Avenue, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,464 Sq.Ft.
For Sale
$825,000

1206 White Street, Key West, FL 33040
- 1 Bath
For Sale
$799,999

1200 White Street, Key West, FL 33040
- 1 Bath
For Sale
$735,000

1202 White Street, Key West, FL 33040
- 1 Bath
For Sale
$725,000

17220 Angelfish Lane, Sugarloaf Key, FL 33042
- 8,165 Sq.Ft.
For Sale

$725,000

17220 Angelfish Lane, Sugarloaf Key, FL 33042
For Sale

$725,000

17230 Angelfish Lane, Sugarloaf Key, FL 33042
For Sale
$725,000

17230 Angelfish Lane, Sugarloaf Key, FL 33042
- 8,165 Sq.Ft.
For Sale
$665,000

1124 Catherine Street Unit: 202, Key West, FL 33040
- 2 Beds
- 1 Bath
- 677 Sq.Ft.
For Sale
$600,000

701 Spanish Main Drive Unit: 384, Cudjoe Key, FL 33042
- 2,308 Sq.Ft.
For Sale
$584,000

3930 S 3930 Roosevelt Boulevard Unit: N302, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,075 Sq.Ft.
For Sale
$550,000

3930 S Roosevelt Boulevard Unit: E104, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,062 Sq.Ft.
For Sale
$465,000

1124 Catherine Street Unit: 201, Key West, FL 33040
- 1 Bed
- 1 Bath
- 454 Sq.Ft.
For Sale
$455,000

31129 Avenue G, Big Pine Key, FL 33043
- 3 Beds
- 3 Baths
- 844 Sq.Ft.
For Sale

$300,000

5555 College Road Unit: 9 (Sailfish), Key West, FL 33040