Chicago Avenue, Haines City, FL
Everything we know about Chicago 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.
7 homes sit on Chicago Avenue in Haines City, FL (ZIP 33844), built 2020–2026, a typical 2,109 sq ft with 4 bedrooms. 3 are for sale right now from $274,990 to $309,900. Homes that sold since 2023 went for a median $342,995.
For sale on Chicago Avenue now
The homes on Chicago Avenue
7 single-family. Built by decade: 2020s 7.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 3037 Chicago Avenue | $364,990 | 2026-07-20 | 2026 | 2,109 |
| 3035 Chicago Avenue | $278,769 | 2026-07-14 | 2026 | 1,824 |
| 3024 Chicago Avenue | $360,990 | 2026-05-01 | 2025 | 2,109 |
| 3039 Chicago Avenue | $325,000 | 2026-04-24 | 2025 | 1,814 |
| 3020 Chicago Avenue | $293,990 | 2026-03-30 | 2025 | 2,451 |
| 3016 Chicago Avenue | $380,630 | 2025-12-24 | 2025 | 2,109 |
Communities along Chicago Avenue
- Lake Hamilton 50'S · 5 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.