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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.

1,869 Matches Found
98703 Overseas Highway, Key Largo, FL
Active
1BD 1BA 480SF
Last Modified: 1:38pm, April 17, 2026
IDX
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
104 Coastal Drive, Key Largo, FL
Active
5BD 8BA 6,083SF
Last Modified: 1:38pm, April 17, 2026
IDX
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
117 Leoni Drive, Plantation Key, FL
Active
5BD 6BA 4,100SF
Last Modified: 1:38pm, April 17, 2026
IDX
Listing Office: Fairchild Partners, Inc.
669 Colson Drive, Key Largo, FL
Active
3BD 3BA 2,576SF
Last Modified: 1:36pm, April 17, 2026
IDX
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
65 Tarpon Avenue, Key Largo, FL
Active
3BD 3BA 2,318SF
Last Modified: 1:36pm, April 17, 2026
IDX
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
9 Transylvania Avenue, Key Largo, FL
Active
3BD 2BA 1,222SF
Last Modified: 1:32pm, April 17, 2026
IDX
Listing Office: Coldwell Banker Schmitt Key Largo
151 Lake Road, Plantation Key, FL
Active
3BD 4BA 2,682SF
Last Modified: 1:11pm, April 17, 2026
IDX
Listing Office: Coldwell Banker Schmitt Islamorada
937 Loggerhead Lane, Sugarloaf Key, FL
Active
3BD 2BA 984SF
Last Modified: 1:10pm, April 17, 2026
IDX
Listing Office: Buy The Keys
2625 Flagler Avenue, Key West, FL
Active
2BD 1BA 932SF
Last Modified: 12:21pm, April 17, 2026
IDX
Listing Office: Last Key Realty, Inc (KW)
2924 Riviera Drive, Key West, FL
Active
3BD 4BA 2,469SF
Last Modified: 11:17am, April 17, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
121 Lake Road, Plantation Key, FL
Active
4BD 4BA 2,476SF
Last Modified: 6:33am, April 17, 2026
IDX
Listing Office: Sea Haven Realty, Inc.
158 Pearl Avenue, Plantation Key, FL
Active
3BD 2BA 1,356SF
Last Modified: 6:33am, April 17, 2026
IDX
Listing Office: Lokation Real Estate - Tavernier North
701 Spanish Main Drive 417, Cudjoe Key, FL
Active
2BD 2BA 758SF
Last Modified: 8:46pm, April 16, 2026
IDX
Listing Office: Bluescape Real Estate
2911 Seidenberg Avenue, Key West, FL
Active
3BD 2BA 1,052SF
Last Modified: 8:05pm, April 16, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
87 Marina Avenue, Key Largo, FL
Active
4BD 3BA 1,666SF
Last Modified: 7:52pm, April 16, 2026
IDX
Listing Office: Coldwell Banker Schmitt Key Largo
1101 W Ocean Drive 24, Key Colony, FL
Active
2BD 2BA 990SF
Last Modified: 7:10pm, April 16, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
2950 Overseas Highway # 33, Saddlebunch, FL
Active
Last Modified: 4:48pm, April 16, 2026
IDX
Listing Office: Keller Williams Key West Compass Realty
249 W Seaview Drive, Duck Key, FL
Active
2BD 2BA 1,260SF
Last Modified: 4:15pm, April 16, 2026
IDX
Listing Office: Florida Keys Real Estate Group
Upper Matecumbe Key Islamorada, FL
Active
2BA 3,995SF
Last Modified: 3:49pm, April 16, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
81910 & 81908 Overseas Highway, Upper Matecumbe Key Islamorada, FL
Active
Last Modified: 3:48pm, April 16, 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 +