Simonton Street, Key West, FL
Everything we know about Simonton 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.
42 homes sit on Simonton Street in Key West, FL (ZIP 33040), built 1860–2019, a typical 2,172 sq ft with 3 bedrooms. 3 are for sale right now from $1,799,000 to $3,600,000. Homes that sold since 2023 went for a median $3,300,000.
For sale on Simonton Street now
The homes on Simonton Street
18 single-family, 24 condo/townhome/other. Built by decade: 1860s 2, 1880s 2, 1890s 1, 1910s 2, 1920s 4, 1930s 3, 1940s 1, 1950s 4, 1990s 4, 2000s 2, 2010s 17.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 529 Simonton Street | $2,700,000 | 2026-08-03 | 1889 | 1,800 |
| 314 Simonton Street | $4,500,000 | 2026-07-06 | 1921 | 8,472 |
| 525 Simonton Street | $6,500,000 | 2026-06-17 | 1889 | 3,034 |
| 129 Simonton Street | $3,300,000 | 2025-08-28 | 2018 | 2,697 |
| 149 Simonton Street | $2,900,000 | 2025-08-01 | 2017 | 2,697 |
| 522 Simonton Street | $5,700,000 | 2025-03-17 | 1869 | 3,342 |
| 1025 Simonton Street | $1,525,000 | 2024-10-25 | 2015 | 1,485 |
| 1023 Simonton Street | $1,275,000 | 2023-11-21 | 2015 | 1,425 |
| 724 Simonton Street | $1,225,000 | 2023-10-19 | 1918 | 1,100 |
| 151 Simonton Street | $3,533,000 | 2023-05-16 | 2018 | 2,400 |
| 123 Simonton Street | $3,395,000 | 2023-02-24 | 2018 | 2,541 |
| 720D Simonton Street | $4,700,000 | 2022-08-04 | 2008 | 2,441 |
| 133 Simonton Street | $2,648,000 | 2021-12-28 | 2018 | 2,697 |
| 802 Simonton Street | $925,000 | 2021-07-23 | 1953 | 1,705 |
| 143 Simonton Street | $2,300,000 | 2021-05-18 | 2017 | 2,421 |
| 417 Simonton Street | $1,300,000 | 2021-05-14 | 1860 | 2,172 |
| 139 Simonton Street | $2,295,000 | 2021-04-16 | 2017 | 2,541 |
| 1027 Simonton Street | $875,000 | 2020-05-04 | 2015 | 1,441 |
| 1021 Simonton Street | $894,000 | 2020-04-10 | 2016 | 1,569 |
| 812 Simonton Street | $1,250,000 | 2020-03-20 | 1933 | 1,196 |
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 13, 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.