Highwood Drive, Jacksonville, FL
Everything we know about Highwood 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.
66 homes sit on Highwood Drive in Jacksonville, FL (ZIP 32216, 32210), built 1973–2006, a typical 1,728 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 2 closed in the last 12 months at a median of $255,000. Homes that sold since 2023 went for a median $298,000.
Recent sales on Highwood Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 4191 Highwood Drive | $250,000 | 2026-06-08 | 2 / 2.5 | 1,596 |
| 4265 Highwood Drive | $260,000 | 2026-04-15 | 3 / 2.5 | 1,728 |
The homes on Highwood Drive
1 single-family, 65 condo/townhome/other. Built by decade: 1970s 1, 2000s 65.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4191 Highwood Drive | $250,000 | 2026-06-08 | 2005 | 1,596 |
| 4265 Highwood Drive | $260,000 | 2026-04-15 | 2005 | 1,728 |
| 4266 Highwood Drive | $295,000 | 2025-08-11 | 2006 | 1,728 |
| 4134 Highwood Drive | $340,000 | 2023-11-06 | 2005 | 1,704 |
| 4220 Highwood Drive | $301,000 | 2023-08-14 | 2006 | 1,596 |
| 4264 Highwood Drive | $324,900 | 2023-03-14 | 2006 | 1,728 |
| 4260 Highwood Drive | $309,900 | 2022-10-25 | 2006 | 1,728 |
| 4166 Highwood Drive | $340,000 | 2022-10-14 | 2005 | 1,728 |
| 4262 Highwood Drive | $290,000 | 2022-09-02 | 2006 | 1,596 |
| 4163 Highwood Drive | $305,000 | 2022-08-31 | 2005 | 1,704 |
| 4212 Highwood Drive | $305,000 | 2022-08-31 | 2006 | 1,728 |
| 4244 Highwood Drive | $280,000 | 2022-04-12 | 2006 | 1,596 |
| 4136 Highwood Drive | $289,000 | 2022-02-25 | 2005 | 1,728 |
| 4193 Highwood Drive | $273,000 | 2021-09-28 | 2005 | 1,728 |
| 4224 Highwood Drive | $265,000 | 2021-09-28 | 2006 | 1,704 |
| 4201 Highwood Drive | $280,000 | 2021-08-31 | 2005 | 1,704 |
| 4223 Highwood Drive | $255,000 | 2021-06-22 | 2006 | 1,728 |
| 4187 Highwood Drive | $264,900 | 2021-06-01 | 2005 | 1,704 |
| 4241 Highwood Drive | $222,000 | 2021-02-12 | 2006 | 1,728 |
| 4175 Highwood Drive | $225,500 | 2021-02-01 | 2005 | 1,728 |
Communities along Highwood Drive
- Ironwood · 52 homes on the street
- Ironwood · 8 homes on the street
- St Nicholas Springs · 1 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 26, 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 32216, homes for sale in 32210.