Chestwood Avenue, Jacksonville, FL
Everything we know about Chestwood Avenue 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.
26 homes sit on Chestwood Avenue in Jacksonville, FL (ZIP 32277, 32211), built 1972–2005, a typical 1,719 sq ft with 3 bedrooms. Nothing is listed for sale on the street today.
The homes on Chestwood Avenue
12 single-family, 14 condo/townhome/other. Built by decade: 1970s 23, 1980s 1, 2000s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 3828 Chestwood Avenue | $322,500 | 2022-05-17 | 1974 | 1,579 |
| 3841 Chestwood Avenue | $252,000 | 2021-06-09 | 1974 | 1,741 |
| 3945 Chestwood Avenue | $220,000 | 2020-07-13 | 1973 | 1,532 |
| 3809 Chestwood Avenue | $187,000 | 2019-11-25 | 1974 | 1,632 |
| 3953 Chestwood Av | $178,000 | 2018-03-23 | 1973 | 1,506 |
| 3833 Chestwood Avenue | $150,000 | 2016-06-15 | 1974 | 1,672 |
| 3927 Chestwood Avenue | $150,000 | 2016-01-28 | 1972 | 1,558 |
| 3884 Chestwood Avenue | $135,000 | 2016-01-26 | 1973 | 1,471 |
| 3919 Chestwood Avenue | $71,000 | 2013-03-06 | 1974 | 1,608 |
| 3818 Chestwood Avenue | $200,000 | 2006-10-16 | 1974 | 1,697 |
| 3973 Chestwood Ave | $116,000 | 2002-07-31 | — | 1,369 |
| 3919 Chestwood Ave | $122,000 | 2001-07-03 | 1974 | 1,608 |
Communities along Chestwood Avenue
- Woodmere · 12 homes on the street
- Woodmere · 8 homes on the street
- Woodmere · 4 homes on the street
- Biscayne Bay · 1 homes on the street
- Section Land · 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 29, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,924 homes for sale in Jacksonville, homes for sale in 32277, homes for sale in 32211.