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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.

1,871 Matches Found
27001 Overseas Highway, Ramrod Key, FL
Active
1BD 3BA 1,234SF
Last Modified: 10:39pm, February 11, 2026
IDX
Listing Office: RE/MAX Keys Connection (KW)
27001 Overseas Highway, Ramrod Key, FL
Active
1BD 3BA 1,234SF
Last Modified: 10:38pm, February 11, 2026
IDX
Listing Office: RE/MAX Keys Connection (KW)
1328 Laird Street, Key West, FL
Active
4BD 3BA 2,280SF
Last Modified: 8:59pm, February 11, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
36 Park Road, Upper Matecumbe Key Islamorada, FL
Active
4BD 3BA 2,277SF
Last Modified: 4:50pm, February 11, 2026
IDX
Listing Office: Palm House Real Estate
6500-6600 Overseas Highway, Marathon, FL
Active
6BD 11BA 10,852SF
Last Modified: 3:25pm, February 11, 2026
IDX
Listing Office: Ocean Sotheby's International Relaty
6500-6600 Overseas Highway, Marathon, FL
Active
6BD 11BA 10,852SF
Last Modified: 3:23pm, February 11, 2026
IDX
Listing Office: Ocean Sotheby's International Relaty
500 Burton Drive 3308, Key Largo, FL
Active
2BD 2BA 841SF
Last Modified: 3:17am, February 11, 2026
IDX
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
945 98Th Street, Marathon, FL
Active
3BD 4BA 1,590SF
Last Modified: 1:23am, February 11, 2026
IDX
Listing Office: FlatFee.com
2000 Coco Plum Drive APT 1403, Marathon, FL
Active
3BD 3BA 1,290SF
Last Modified: 11:37pm, February 10, 2026
IDX
Listing Office: Lokation Real Estate
818 Elizabeth Street, Key West, FL
Active
10BD 10BA 5,317SF
Last Modified: 6:35pm, February 10, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
2000 Coco Plum Drive APT 202, Marathon, FL
Active
1BD 2BA 732SF
Last Modified: 11:27pm, February 9, 2026
IDX
Listing Office: Key Colony Beach Realty
1 Trinidad Street, Duck Key, FL
Active
Last Modified: 9:27pm, February 9, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
2000 Coco Plum Drive APT 504, Marathon, FL
Active
1BD 2BA 737SF
Last Modified: 8:13pm, February 9, 2026
IDX
Listing Office: Key Colony Beach Realty
709 Blackmoor Gate Lane, Other, FL
Active
3BD 2BA 1,938SF
Last Modified: 7:40pm, February 9, 2026
IDX
Listing Office: Coldwell Banker Vanguard Realty
30368 Killdeer Lane, Big Pine Key, FL
Active
3BD 2BA 1,200SF
Last Modified: 7:28pm, February 9, 2026
IDX
Listing Office: Pine River Realty, LLC
143 S Indies Drive, Duck Key, FL
Active
Last Modified: 1:50pm, February 8, 2026
IDX
Listing Office: Palm House Real Estate
34 Hibiscus Lane, Key Largo, FL
Active
3BD 2BA 1,305SF
Last Modified: 3:33am, February 8, 2026
IDX
Listing Office: LPT Realty, LLC
500 Burton Drive 5212, Key Largo, FL
Active
2BD 2BA 826SF
Last Modified: 8:36pm, February 7, 2026
IDX
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
6204 Gulf Of Mexico Boulevard 204, Marathon, FL
Active
3BD 2BA 1,602SF
Last Modified: 8:11pm, February 7, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
778 Canal Street, Key Largo, FL
Active
3BD 2BA 1,830SF
Last Modified: 9:49pm, February 6, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
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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 +