S Roosevelt Boulevard, Key West, FL
Everything we know about S Roosevelt Boulevard 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.
6 homes sit on S Roosevelt Boulevard in Key West, FL (ZIP 33040), built 1939–1997, a typical 1,613 sq ft with 3 bedrooms. 11 are for sale right now from $559,000 to $1,425,000. Homes that sold since 2023 went for a median $535,000.
For sale on S Roosevelt Boulevard now
The homes on S Roosevelt Boulevard
2 single-family, 4 condo/townhome/other. Built by decade: 1930s 1, 1960s 2, 1980s 1, 1990s 2.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2601 S Roosevelt Boulevard | $535,000 | 2026-05-28 | 1967 | 754 |
| 1512 S Roosevelt Boulevard | $1,270,000 | 2021-09-22 | 1963 | 2,638 |
| 4095 S Roosevelt Boulevard | $8,000,000 | 2019-03-28 | 1939 | 8,700 |
| 3930 S Roosevelt Boulevard | $320,000 | 2014-02-10 | 1991 | 1,073 |
| 1901 S Roosevelt Boulevard Apt 202 E | $265,000 | 2013-11-22 | 1982 | 886 |
| 1445 S Roosevelt Boulevard | $1,400,000 | 2007-04-16 | 1997 | 2,153 |
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.