Old Town
Old Town is the heartbeat of Key West. Comprised of quiet lanes, beautiful architecture, and deep history, there is not much like it! The streets are very walkable and all the conveniences are right out your front door.
Old Town Homes are unique, from Grand Victorian Estates to shotgun style cottages, you could spend hours gazing at all of the details that make these homes special. The people are friendly, and there’s always something to do.
A typical day includes Cuban coffee on the porch, breakfast at Blue Heaven with the roosters, and boutique hopping on Duval Street. Grab groceries at Fausto’s, relax by your pool, and watch sunset performers at Mallory Square. End the day with cocktails at The Roost on Fleming Street.
Life in Old Town is simple and sweet. Old Town is the place for you if you’re looking for a slower pace and friendly faces!
(60)
Listing Courtesy of Island Home Realty Inc.
(6)
Listing Courtesy of Island Home Realty Inc.
Virtual Tour
(28)
Listing Courtesy of Island Home Realty Inc.
(62)
Listing Courtesy of Preferred Properties (KW)
Virtual Tour
(87)
Listing Courtesy of Truman & Co. (KW)
Virtual Tour
(57)
Listing Courtesy of Suzanne Moore Real Estate
(37)
Listing Courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty
Virtual Tour
(42)
Listing Courtesy of Expert Realty LLC (HQ)
Open House:
Aug 17, 2025, 12:00 PM - 3:00 PM
(34)
Listing Courtesy of Suzanne Moore Real Estate
Virtual Tour
(48)
Listing Courtesy of Truman & Co. (KW)
Virtual Tour
(50)
Listing Courtesy of Truman & Co. (KW)
(32)
Listing Courtesy of RE/MAX Keys Connection (KW)
Listing No. 615943
Listing Courtesy of Preferred Properties (KW)
Listing No. 613995
Listing Courtesy of Truman & Co. (KW)
Listing No. 607607
Listing Courtesy of Suzanne Moore Real Estate
Listing No. 613615
Listing Courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty
Listing No. 616104
Listing Courtesy of Expert Realty LLC (HQ)
Open House:
Aug 17, 2025, 12:00 PM - 3:00 PM
Listing No. 611833
Listing Courtesy of Suzanne Moore Real Estate
Listing No. 614012
Listing Courtesy of Truman & Co. (KW)
Listing No. 615419
Listing Courtesy of Truman & Co. (KW)
Listing No. 616089
Listing Courtesy of RE/MAX Keys Connection (KW)
(60)
$7,995,000
11 11 Beds
11 11 Baths
3,034 Sqft 3,034 Sqft
615623 Listing No. 615623
House Property Type: House
(60)
Listing Courtesy of Island Home Realty Inc.
(6)
$1,900,000
3 3 Beds
1 1 Baths
1,368 Sqft 1,368 Sqft
615688 Listing No. 615688
House Property Type: House
(6)
Listing Courtesy of Island Home Realty Inc.
VIRTUAL TOUR
(28)
$1,595,000
2 2 Beds
2 2 Baths
1,025 Sqft 1,025 Sqft
613319 Listing No. 613319
House Property Type: House
VIRTUAL TOUR
(28)
Listing Courtesy of Island Home Realty Inc.
(62)
$7,500,000
7 7 Beds
7 | 2 7 | 2 Baths
3,000 Sqft 3,000 Sqft
615943 Listing No. 615943
House Property Type: House
(62)
Listing Courtesy of Preferred Properties (KW)
VIRTUAL TOUR
(87)
$7,495,000
5 5 Beds
5 | 2 5 | 2 Baths
4,000 Sqft 4,000 Sqft
613995 Listing No. 613995
House Property Type: House
VIRTUAL TOUR
(87)
Listing Courtesy of Truman & Co. (KW)
VIRTUAL TOUR
(57)
$4,995,000
4 4 Beds
3 | 1 3 | 1 Baths
3,026 Sqft 3,026 Sqft
607607 Listing No. 607607
House Property Type: House
VIRTUAL TOUR
(57)
Listing Courtesy of Suzanne Moore Real Estate
(37)
$4,775,000
4 4 Beds
4 | 1 4 | 1 Baths
2,716 Sqft 2,716 Sqft
613615 Listing No. 613615
House Property Type: House
(37)
Listing Courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty
VIRTUAL TOUR
(42)
$3,999,000
4 4 Beds
2 | 2 2 | 2 Baths
2,173 Sqft 2,173 Sqft
616104 Listing No. 616104
House Property Type: House
VIRTUAL TOUR
(42)
Listing Courtesy of Expert Realty LLC (HQ)
Open House: Aug 17, 2025, 12:00 PM - 3:00 PM
(34)
$3,799,000
5 5 Beds
4 4 Baths
2,960 Sqft 2,960 Sqft
611833 Listing No. 611833
House Property Type: House
(34)
Listing Courtesy of Suzanne Moore Real Estate
VIRTUAL TOUR
(48)
$3,675,000
3 3 Beds
3 | 1 3 | 1 Baths
2,438 Sqft 2,438 Sqft
614012 Listing No. 614012
House Property Type: House
VIRTUAL TOUR
(48)
Listing Courtesy of Truman & Co. (KW)
VIRTUAL TOUR
(50)
$3,499,000
5 5 Beds
4 4 Baths
2,349 Sqft 2,349 Sqft
615419 Listing No. 615419
House Property Type: House
VIRTUAL TOUR
(50)
Listing Courtesy of Truman & Co. (KW)
(32)
$3,499,000
3 3 Beds
3 3 Baths
1,872 Sqft 1,872 Sqft
616089 Listing No. 616089
House Property Type: House
(32)
Listing Courtesy of RE/MAX Keys Connection (KW)
The data relating to real estate on this website comes in part from the Internet Data Exchange (IDX) program of the Key West Association of REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All Information Is Deemed Reliable But Is Not Guaranteed Accurate.