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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.

1,872 Matches Found
331 N Anglers Drive, Marathon, FL
Active
2BD 2BA 1,056SF
Last Modified: 7:50pm, April 14, 2026
IDX
Listing Office: Homecoin.com
115 Windy Point Circle, Marathon, FL
Active
3BD 3BA 2,623SF
Last Modified: 7:41pm, April 14, 2026
IDX
Listing Office: Ocean Sotheby's International Relaty
124 Orchid Street, Plantation Key, FL
Active
4BD 4BA 2,938SF
Last Modified: 7:38pm, April 14, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
27340 Overseas Highway, Ramrod Key, FL
Active
Last Modified: 7:33pm, April 14, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
1425 Eliza Street, Key West, FL
Active
3BD 1BA 1,342SF
Last Modified: 7:32pm, April 14, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co. (KW)
248 Pescayo Avenue, Marathon, FL
Active
Last Modified: 6:55pm, April 14, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
246 Pescayo Avenue, Marathon, FL
Active
Last Modified: 6:47pm, April 14, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
140 Tavern Drive, Key Largo, FL
Active
1BD 1BA 506SF
Last Modified: 6:45pm, April 14, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
17013 Coral Drive, Sugarloaf Key, FL
Active
4BD 4BA 2,660SF
Last Modified: 6:07pm, April 14, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co
1500 Ocean Bay Drive H5, Key Largo, FL
Active
2BD 2BA 918SF
Last Modified: 6:05pm, April 14, 2026
IDX
Listing Office: Real Estate Sales Force - Coral Gables
29160 Primrose Lane, Big Pine Key, FL
Active
3BD 2BA 1,316SF
Last Modified: 5:38pm, April 14, 2026
IDX
Listing Office: Brenda Donnelly Real Estate LLC
17210 Angelfish Lane + 17220, Sugarloaf Key, FL
Active
3BD 3BA 2,288SF
Last Modified: 5:37pm, April 14, 2026
IDX
Listing Office: Truman & Co. (KW)
17210 Angelfish Lane, Sugarloaf Key, FL
Active
3BD 3BA 2,288SF
Last Modified: 5:33pm, April 14, 2026
IDX
Listing Office: Truman & Co. (KW)
27374 Guadaloupe Lane, Ramrod Key, FL
Active
3BD 3BA 1,500SF
Last Modified: 3:26pm, April 14, 2026
IDX
Listing Office: Meyer and Boumerhi Realty LLC
4402 Marina Villa Drive, Duck Key, FL
Active
3BD 2BA 1,328SF
Last Modified: 2:57pm, April 14, 2026
IDX
Listing Office: Florida Keys Realty Group LLC
367 Buttonwood Shores Drive, Key Largo, FL
Active
4BD 2BA 2,000SF
Last Modified: 2:11pm, April 14, 2026
IDX
Listing Office: Florida Realty of Miami
31449 Avenue I, Big Pine Key, FL
Active
5BD 4BA 3,500SF
Last Modified: 2:08pm, April 14, 2026
IDX
Listing Office: Flat Fee MLS Realty
47 Sadowski, Key Colony, FL
Active
2BD 2BA 1,040SF
Last Modified: 6:31am, April 14, 2026
IDX
Listing Office: Coldwell Banker Schmitt Lower Keys (KW)
35250 SW 177th Court UNIT 19, Other, FL
Active
3BD 2BA 1,690SF
Last Modified: 3:25am, April 14, 2026
IDX
Listing Office: Century 21 Circle- Islamorada
200 Harborview Drive 107, Key Largo, FL
Active
2BD 3BA 1,063SF
Last Modified: 1:29am, April 14, 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 +