Chestnut Drive, Jacksonville, FL
Everything we know about Chestnut 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.
41 homes sit on Chestnut Drive in Jacksonville, FL (ZIP 32208, 32206, 32207, 32205), built 1937–1948, a typical 1,063 sq ft with 3 bedrooms. 1 is for sale right now from $189,900. 3 closed in the last 12 months at a median of $115,000. Homes that sold since 2023 went for a median $120,000.
For sale on Chestnut Drive now
Recent sales on Chestnut Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 681 Chestnut Drive | $85,000 | 2026-03-02 | 2 / 1.0 | 759 |
| 557 Chestnut Drive | $125,000 | 2026-02-26 | 2 / 1.0 | 943 |
| 317 Chestnut Drive | $115,000 | 2025-12-23 | 3 / 2.0 | 1,294 |
The homes on Chestnut Drive
26 single-family, 15 condo/townhome/other. Built by decade: 1930s 24, 1940s 17.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 681 Chestnut Drive | $85,000 | 2026-03-02 | 1943 | 759 |
| 557 Chestnut Drive | $125,000 | 2026-02-26 | 1940 | 943 |
| 317 Chestnut Drive | $115,000 | 2025-12-23 | 1940 | 1,294 |
| 651 Chestnut Drive | $170,020 | 2025-07-20 | 1944 | 1,021 |
| 550 Chestnut Drive | $144,900 | 2024-10-28 | 1938 | 952 |
| 665 Chestnut Drive | $80,000 | 2024-09-13 | 1944 | 1,058 |
| 640 Chestnut Drive | $105,000 | 2022-12-05 | 1940 | 1,058 |
| 318 Chestnut Drive | $126,000 | 2022-07-29 | 1937 | 970 |
| 564 Chestnut Drive | $185,000 | 2022-03-11 | 1939 | 1,188 |
| 570 Chestnut Drive | $64,000 | 2020-12-30 | 1939 | 1,122 |
| 412 Chestnut Drive | $75,000 | 2020-09-21 | 1938 | 992 |
| 507 Chestnut Drive | $119,000 | 2019-02-08 | 1938 | 1,049 |
| 518 Chestnut Drive | $110,000 | 2018-11-08 | 1939 | 976 |
| 565 Chestnut Drive | $8,000 | 2018-05-01 | 1938 | 768 |
| 426 Chestnut Drive | $33,000 | 2017-07-21 | 1947 | 800 |
| 673 Chestnut Drive | $20,750 | 2017-04-19 | 1943 | 1,088 |
| 571 Chestnut Drive | $20,000 | 2016-02-18 | 1938 | 768 |
| 539 Chestnut Drive | $30,000 | 2015-08-31 | 1939 | 1,242 |
| 625 Chestnut Drive | $12,800 | 2011-06-09 | 1941 | 801 |
| 605 Chestnut Drive | $10,000 | 2008-12-04 | 1938 | 864 |
Communities along Chestnut Drive
- Pearl Court · 23 homes on the street
- Pearl Court · 14 homes on the street
- Brentwood · 2 homes on the street
- Northside · 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 32208, homes for sale in 32206, homes for sale in 32207, homes for sale in 32205.