Chester Avenue, Haines City, FL
Everything we know about Chester Avenue in Haines City: 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.
38 homes sit on Chester Avenue in Haines City, FL (ZIP 33844), built 2023–2024, a typical 1,738 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $297,439.
The homes on Chester Avenue
38 single-family. Built by decade: 2020s 38.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1257 Chester Avenue | $264,990 | 2025-12-04 | 2024 | 1,811 |
| 1226 Chester Avenue | $254,990 | 2025-11-24 | 2024 | 1,582 |
| 1254 Chester Avenue | $305,990 | 2025-08-15 | 2024 | 1,964 |
| 1274 Chester Avenue | $299,990 | 2025-07-31 | 2024 | 1,666 |
| 1258 Chester Avenue | $266,990 | 2025-07-25 | 2024 | 1,582 |
| 1253 Chester Avenue | $308,990 | 2025-07-24 | 2023 | 1,941 |
| 1269 Chester Avenue | $293,990 | 2025-07-23 | 2024 | 1,811 |
| 1261 Chester Avenue | $294,990 | 2025-07-16 | 2024 | 1,666 |
| 1209 Chester Avenue | $319,990 | 2025-06-30 | 2023 | 1,941 |
| 1250 Chester Avenue | $261,990 | 2025-06-25 | 2024 | 1,582 |
| 1222 Chester Avenue | $263,790 | 2025-05-12 | 2024 | 1,409 |
| 1234 Chester Avenue | $265,990 | 2025-04-28 | 2024 | 1,582 |
| 1229 Chester Avenue | $313,990 | 2025-03-31 | 2023 | 1,941 |
| 1242 Chester Avenue | $283,089 | 2025-03-26 | 2024 | 1,964 |
| 1265 Chester Avenue | $314,990 | 2025-03-26 | 2024 | 1,941 |
| 1230 Chester Avenue | $304,990 | 2025-02-27 | 2024 | 1,964 |
| 1262 Chester Avenue | $308,990 | 2025-02-26 | 2024 | 1,964 |
| 1266 Chester Avenue | $269,990 | 2024-12-26 | 2024 | 1,409 |
| 1270 Chester Avenue | $319,990 | 2024-12-20 | 2024 | 1,964 |
| 1273 Chester Avenue | $299,990 | 2024-12-20 | 2024 | 1,666 |
Communities along Chester Avenue
- Bradbury Creek · 31 homes on the street
- Bradbury Creek · 7 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 October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 599 homes for sale in Haines City, homes for sale in 33844.