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Key West Homes for Sale

Key West is a top tourist destination, captivating millions each year, and it’s easy to see why so many visitors choose to stay. Just 90 miles from Cuba, this lively island is packed with attractions, from the iconic Southernmost Point to the historic charm of Duval Street. Experience the vibrant atmosphere of Mallory Square, where each sunset transforms into a nightly celebration. Living in Key West means embracing the spirit of a Jimmy Buffett song, where every day reflects the ultimate island lifestyle.

Lower Keys Homes for Sale

(Stock Island to Big Pine Key)

For those craving a laid-back lifestyle with a strong sense of community, the Lower Keys is the perfect choice. This region, home to two national wildlife refuges, is a haven for nature lovers. Wildlife enthusiasts can delight in spotting the famous Key deer, while the best remote sandbars and excellent fishing in the backcountry await adventure seekers. With its rich history and native wilderness, the Lower Keys offers an undisturbed tropical paradise, providing a truly unique and enticing Keys experience.

Upper Keys Homes for Sale

(Mile Marker 65 – Mile Marker 106)

The Upper Keys shine as the sport fishing and scuba diving capitals of the world, making it a paradise for aquatic enthusiasts. This area is perfect for those who enjoy stunning natural beauty and vibrant local flair while having easy access to the mainland for shopping and travel. With fantastic restaurants, a relaxed atmosphere, and lively spots like the Islamorada sandbar and the famous Alligator Lighthouse, the Upper Keys offer a captivating blend of adventure and laid-back charm.

1,870 Matches Found
114 Sunset Drive, Lower Matecumbe, FL
Active
3BD 4BA 1,488SF
Last Modified: 6:44am, April 12, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
10260 SW 48th Street, Other, FL
Active
4BD 2BA 2,397SF
Last Modified: 6:44am, April 12, 2026
IDX
Listing Office: RE/MAX All Keys Real Estate
75280 Overseas Highway, Lower Matecumbe, FL
Active
4BD 4BA 5,100SF
Last Modified: 6:44am, April 12, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
701 Spanish Main Drive LOT 256, Cudjoe Key, FL
Active
1BD 1BA 408SF
Last Modified: 3:18am, April 12, 2026
IDX
Listing Office: KeysLifestyle Real Estate (KW)
999 Morris Avenue 4-8, Key Largo, FL
Active
1BD 1BA 440SF
Last Modified: 8:43pm, April 11, 2026
IDX
Listing Office: RE/MAX All Keys Real Estate
1 Sunset Road, Key Largo, FL
Active
3BD 2BA 1,385SF
Last Modified: 8:38pm, April 11, 2026
IDX
Listing Office: RE/MAX All Keys Real Estate
99202 Overseas Highway, Key Largo, FL
Active
50BD 50BA 23,092SF
Last Modified: 5:59pm, April 11, 2026
IDX
Listing Office: RE/MAX All Keys Real Estate
6810 Front Street S-LL-1A,1B,1C,1D, Stock Island, FL
Active
Last Modified: 5:20pm, April 11, 2026
IDX
Listing Office: Old Town Realty
901 43Rd / Vogstad St Gulf Street, Marathon, FL
Active
2BD 2BA 1,128SF
Last Modified: 5:17pm, April 11, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
94825 Overseas Highway 209, Key Largo, FL
Active
3BD 3BA 3,464SF
Last Modified: 6:35am, April 11, 2026
IDX
Listing Office: TruRes Real Estate, Inc.
601 W Ocean Drive 410, Key Colony, FL
Active
2BD 3BA 1,343SF
Last Modified: 6:35am, April 11, 2026
IDX
Listing Office: Ocean Sotheby's International Relaty
94825 Overseas Highway 220, Key Largo, FL
Active
3BD 3BA 1,628SF
Last Modified: 6:35am, April 11, 2026
IDX
Listing Office: Florida Realty of Miami
94825 Overseas Highway 253, Key Largo, FL
Active
4BD 4BA 2,200SF
Last Modified: 6:35am, April 11, 2026
IDX
Listing Office: Florida Realty of Miami
94825 Overseas Highway 185, Key Largo, FL
Active
3BD 3BA 1,650SF
Last Modified: 6:35am, April 11, 2026
IDX
Listing Office: Coldwell Banker Schmitt Key Largo
440 9th Street, Key Colony, FL
Active
3BD 2BA 1,682SF
Last Modified: 2:28am, April 11, 2026
IDX
Listing Office: Ocean Sotheby's International Relaty
812 Thomas Street, Key West, FL
Active
6BD 2BA 1,728SF
Last Modified: 1:26am, April 11, 2026
IDX
Listing Office: Select Properties of NWFL
812 Thomas Street, Key West, FL
Active
6BD 2BA 1,728SF
Last Modified: 1:26am, April 11, 2026
IDX
Listing Office: Select Properties of NWFL
82779 Old Highway 8, Upper Matecumbe Key Islamorada, FL
Active
4BD 5BA 2,574SF
Last Modified: 11:56pm, April 10, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
82779 Old Highway 7, Upper Matecumbe Key Islamorada, FL
Active
4BD 5BA 2,574SF
Last Modified: 11:55pm, April 10, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
82779 Old Highway 15, Upper Matecumbe Key Islamorada, FL
Active
4BD 5BA 2,574SF
Last Modified: 11:54pm, April 10, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
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The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

Luxury Residential Single-Family Homes in The Florida Keys

2.5 Million +