Flagler Avenue, Key West, FL
Everything we know about Flagler Avenue 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.
167 homes sit on Flagler Avenue in Key West, FL (ZIP 33040), built 1900–2020, a typical 1,620 sq ft with 3 bedrooms. 11 are for sale right now from $599,000 to $4,700,000. Homes that sold since 2023 went for a median $1,059,000.
For sale on Flagler Avenue now
The homes on Flagler Avenue
136 single-family, 31 condo/townhome/other. Built by decade: 1900s 1, 1920s 2, 1930s 11, 1940s 13, 1950s 80, 1960s 21, 1970s 2, 1980s 7, 1990s 10, 2000s 4, 2010s 14, 2020s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2926 Flagler Avenue | $1,059,000 | 2026-10-02 | 1958 | 1,948 |
| 2625 Flagler Avenue | $640,000 | 2026-09-15 | 1958 | 932 |
| 1606 Flagler Avenue | $905,000 | 2026-08-07 | 1933 | 1,118 |
| 3720 Flagler Avenue | $2,900,000 | 2026-06-18 | 2016 | 2,426 |
| 924 Flagler Avenue | $4,200,000 | 2026-06-01 | 1935 | 2,064 |
| 2007 Flagler Avenue | $875,000 | 2026-03-27 | 1938 | 2,102 |
| 3357 Flagler Avenue | $930,000 | 2026-03-17 | 1987 | 2,216 |
| 1224 Flagler Avenue | $1,295,000 | 2026-03-13 | 1958 | 2,146 |
| 3801 Flagler Avenue | $1,925,000 | 2026-01-09 | 2011 | 1,702 |
| 1730 Flagler Avenue | $1,150,000 | 2025-12-15 | 1955 | 1,764 |
| 2111 Flagler Avenue | $750,000 | 2025-12-12 | 1958 | 1,514 |
| 1812 Flagler Avenue | $2,950,000 | 2025-11-10 | 1966 | 8,004 |
| 3355 Flagler Avenue | $720,000 | 2025-10-14 | 1987 | 1,618 |
| 3416 Flagler Avenue | $900,000 | 2025-08-22 | 1958 | 1,290 |
| 2816 Flagler Avenue | $1,250,000 | 2025-07-15 | 2017 | 1,850 |
| 1523 Flagler Avenue | $1,600,000 | 2025-04-25 | 1926 | 1,855 |
| 1412 Flagler Avenue | $815,000 | 2025-04-17 | 1958 | 1,325 |
| 3437 Flagler Avenue | $710,000 | 2024-10-08 | 1955 | 1,232 |
| 2822 Flagler Avenue | $1,220,000 | 2024-10-07 | 2017 | 1,850 |
| 2418 Flagler Avenue | $820,000 | 2024-09-11 | 1958 | 1,899 |
Communities along Flagler Avenue
- Key West Fwdn · 20 homes on the street
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.