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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.

1,879 Matches Found
1116 Eaton Street, Key West, FL
Active
2BD 1BA 749SF
Last Modified: 3:28pm, April 28, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
51 Drost Drive, Cudjoe Key, FL
Active
3BD 2BA 1,356SF
Last Modified: 3:04pm, April 28, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co
21640 Overseas Highway, Cudjoe Key, FL
Active
4BD 3BA 3,286SF
Last Modified: 2:26pm, April 28, 2026
IDX
Listing Office: Key West Luxury Real Estate Inc (KW)
477 W 105Th Street Ocean, Marathon, FL
Active
4BD 2BA 1,300SF
Last Modified: 2:18pm, April 28, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
2012 Roosevelt Drive, Key West, FL
Active
3BD 2BA 1,515SF
Last Modified: 2:06pm, April 28, 2026
IDX
Listing Office: Key West Vacation Properties & Realty, LLC (KW)
138 Normandy Drive, Key Largo, FL
Active
4BD 3BA 2,936SF
Last Modified: 2:03pm, April 28, 2026
IDX
Listing Office: Still Water Properties
556 E Caribbean Drive, Summerland Key, FL
Active
3BD 3BA 2,167SF
Last Modified: 1:47pm, April 28, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
8 Sadowski, Key Colony, FL
Active
3BD 3BA 1,440SF
Last Modified: 1:44pm, April 28, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
255 W Seaview Circle, Duck Key, FL
Active
4BD 4BA 3,168SF
Last Modified: 1:43pm, April 28, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
224 Golf Club Drive, Key West, FL
Active
2BD 3BA 1,120SF
Last Modified: 1:13pm, April 28, 2026
IDX
Listing Office: Truman & Co. (KW)
60 Golf Club Drive, Key West, FL
Active
3BD 3BA 1,203SF
Last Modified: 1:01pm, April 28, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
50 Oleander Drive, Key Largo, FL
Active
Last Modified: 12:53pm, April 28, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
319 Woods Avenue, Plantation Key, FL
Active
2BD 2BA 920SF
Last Modified: 12:23pm, April 28, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
159 Iroquois Drive, Lower Matecumbe, FL
Active
3BD 3BA 2,034SF
Last Modified: 12:21pm, April 28, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
2394 Coco Plum Drive 1, Marathon, FL
Active
6BD 7BA 4,066SF
Last Modified: 12:11pm, April 28, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
2394 Coco Plum Drive 3, Marathon, FL
Active
6BD 7BA 4,066SF
Last Modified: 12:10pm, April 28, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
2394 Coco Plum Drive 2, Marathon, FL
Active
6BD 7BA 4,066SF
Last Modified: 12:10pm, April 28, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
1012 Truman Avenue 6, Key West, FL
Active
1BA 718SF
Last Modified: 12:07pm, April 28, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
901 Eisenhower Drive, Key West, FL
Active
6BD 5BA 3,788SF
Last Modified: 12:01pm, April 28, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
901 Eisenhower Drive, Key West, FL
Active
6BD 5BA 3,788SF
Last Modified: 12:01pm, April 28, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner 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 +