Whitehead Street, Key West, FL
Everything we know about Whitehead Street in Key West: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.
60 homes sit on Whitehead Street in Key West, FL (ZIP 33040), built 1880–2018, a typical 1,676 sq ft with 3 bedrooms. 6 are for sale right now from $765,000 to $6,895,000. Homes that sold since 2023 went for a median $1,562,500.
For sale on Whitehead Street now
The homes on Whitehead Street
45 single-family, 15 condo/townhome/other. Built by decade: 1880s 1, 1900s 2, 1910s 4, 1920s 12, 1930s 22, 1940s 5, 1950s 2, 1960s 2, 1970s 1, 1980s 1, 1990s 2, 2000s 1, 2010s 4.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1202 Whitehead Street | $1,300,000 | 2026-06-24 | 1933 | 1,051 |
| 1121 Whitehead Street | $1,725,000 | 2026-04-22 | 1923 | 1,750 |
| 215 Whitehead Street | $2,300,000 | 2026-02-25 | 1938 | 1,514 |
| 1117 Whitehead Street | $1,400,000 | 2025-05-29 | 1923 | 1,100 |
| 925 Whitehead Street | $3,700,000 | 2025-04-07 | 1938 | 2,616 |
| 1012 Whitehead Street | $1,185,000 | 2025-01-08 | 1938 | 1,625 |
| 328 Whitehead Street | $5,800,000 | 2023-09-14 | 1942 | 2,430 |
| 1010 Whitehead Street | $825,000 | 2023-04-04 | 1933 | 620 |
| 1303 Whitehead Street | $3,600,000 | 2022-12-23 | 1938 | 2,800 |
| 317 Whitehead Street | $1,825,000 | 2022-11-01 | 1963 | 3,534 |
| 709 Whitehead Street | $1,125,000 | 2022-07-15 | 1933 | 1,308 |
| 305 Whitehead Street | $1,750,000 | 2022-06-29 | 1938 | 1,676 |
| 1122 Whitehead Street | $2,275,000 | 2022-04-01 | 1880 | 2,256 |
| 627 Whitehead Street | $1,215,000 | 2022-04-01 | 1938 | 1,660 |
| 1315 Whitehead Street | $2,395,000 | 2022-02-08 | 2017 | 1,704 |
| 1327 Whitehead Street | $2,209,000 | 2022-02-07 | 2018 | 1,787 |
| 1008 Whitehead Street | $870,000 | 2022-01-11 | 1933 | 1,102 |
| 1019 Whitehead Street | $1,400,000 | 2021-09-29 | 1928 | 1,373 |
| 1200 Whitehead Street | $3,400,000 | 2021-09-27 | 1948 | 4,179 |
| 1325 Whitehead Street | $1,999,500 | 2021-07-06 | 2017 | 1,731 |
How to read this
Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 228 homes for sale in Key West, homes for sale in 33040.