Stillwood Drive, Jacksonville, FL
Everything we know about Stillwood Drive in Jacksonville: 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.
76 homes sit on Stillwood Drive in Jacksonville, FL (ZIP 32257), built 1971–1992, a typical 1,632 sq ft with 3 bedrooms. 2 are for sale right now from $239,000 to $295,000. 1 closed in the last 12 months at a median of $285,000. Homes that sold since 2023 went for a median $249,900.
For sale on Stillwood Drive now
Recent sales on Stillwood Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 4132 Stillwood Drive | $285,000 | 2026-02-11 | 3 / 2.0 | 1,416 |
The homes on Stillwood Drive
2 single-family, 74 condo/townhome/other. Built by decade: 1970s 1, 1980s 47, 1990s 27.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4132 Stillwood Drive | $285,000 | 2026-02-11 | 1992 | 1,416 |
| 4084 Stillwood Drive | $205,000 | 2025-06-19 | 1989 | 1,345 |
| 4008 Stillwood Drive | $249,900 | 2025-05-23 | 1988 | 1,632 |
| 3922 Stillwood Drive | $282,000 | 2024-03-29 | 1987 | 1,668 |
| 3904 Stillwood Drive | $242,000 | 2024-03-27 | 1986 | 1,692 |
| 3920 Stillwood Drive | $256,463 | 2024-03-15 | 1987 | 1,668 |
| 4018 Stillwood Drive | $244,000 | 2023-01-10 | 1988 | 1,632 |
| 4024 Stillwood Drive | $220,000 | 2021-09-30 | 1988 | 1,632 |
| 4042 Stillwood Drive | $210,000 | 2021-08-27 | 1990 | 1,345 |
| 3916 Stillwood Drive | $240,000 | 2021-07-22 | 1987 | 1,668 |
| 4054 Stillwood Drive | $236,000 | 2021-07-12 | 1990 | 1,416 |
| 4122 Stillwood Drive | $195,000 | 2021-03-18 | 1989 | 1,345 |
| 4029 Stillwood Drive | $195,000 | 2020-12-30 | 1990 | 1,416 |
| 4021 Stillwood Drive | $185,000 | 2020-07-14 | 1990 | 1,416 |
| 4151 Stillwood Drive | $185,500 | 2020-06-26 | 1989 | 1,416 |
| 4075 Stillwood Drive | $145,000 | 2020-06-19 | 1990 | 1,293 |
| 4058 Stillwood Drive | $181,000 | 2020-02-28 | 1990 | 1,413 |
| 4039 Stillwood Drive | $180,000 | 2019-04-19 | 1990 | 1,416 |
| 4076 Stillwood Drive | $175,000 | 2019-02-19 | 1990 | 1,415 |
| 4032 Stillwood Drive | $180,000 | 2018-10-31 | 1989 | 1,668 |
Communities along Stillwood Drive
- Cypress Hammock · 40 homes on the street
- Cypress Hammock · 10 homes on the street
- Cypress Hammock · 6 homes on the street
- Cypress Hammock · 6 homes on the street
- Cypress Hammock · 4 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 September 27, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,941 homes for sale in Jacksonville, homes for sale in 32257.