Chicago Woods Circle, Orlando, FL
Everything we know about Chicago Woods Circle in Orlando: 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.
74 homes sit on Chicago Woods Circle in Orlando, FL (ZIP 32824), built 1986–1990, a typical 1,503 sq ft with 3 bedrooms. 1 is for sale right now from $425,000. Homes that sold since 2023 went for a median $378,000.
For sale on Chicago Woods Circle now
The homes on Chicago Woods Circle
73 single-family, 1 condo/townhome/other. Built by decade: 1980s 71, 1990s 3.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 154 Chicago Woods Circle | $410,000 | 2026-06-22 | 1988 | 2,105 |
| 447 Chicago Woods Circle | $372,000 | 2026-04-10 | 1986 | 1,649 |
| 397 Chicago Woods Circle | $400,000 | 2026-03-09 | 1987 | 2,022 |
| 478 Chicago Woods Circle | $425,500 | 2025-10-31 | 1986 | 2,493 |
| 427 Chicago Woods Circle | $395,000 | 2025-08-20 | 1987 | 1,350 |
| 150 Chicago Woods Circle | $395,000 | 2025-06-27 | 1988 | 1,294 |
| 370 Chicago Woods Circle | $420,000 | 2025-05-07 | 1988 | 2,028 |
| 495 Chicago Woods Circle | $334,000 | 2024-10-24 | 1986 | 1,258 |
| 435 Chicago Woods Circle | $363,000 | 2024-09-23 | 1986 | 1,560 |
| 282 Chicago Woods Circle | $399,000 | 2024-08-13 | 1989 | 1,536 |
| 253 Chicago Woods Circle | $400,000 | 2024-08-01 | 1988 | 1,503 |
| 463 Chicago Woods Circle | $345,000 | 2024-06-28 | 1986 | 1,249 |
| 431 Chicago Woods Circle | $375,000 | 2024-02-14 | 1987 | 1,388 |
| 262 Chicago Woods Circle | $350,000 | 2023-12-06 | 1989 | 1,326 |
| 142 Chicago Woods Circle | $345,000 | 2023-05-15 | 1987 | 1,540 |
| 451 Chicago Woods Circle | $381,000 | 2023-05-12 | 1986 | 1,632 |
| 479 Chicago Woods Circle | $375,000 | 2023-04-18 | 1986 | 1,400 |
| 286 Chicago Woods Circle | $350,000 | 2023-03-23 | 1989 | 1,326 |
| 153 Chicago Woods Circle | $360,000 | 2022-11-01 | 1987 | 1,923 |
| 189 Chicago Woods Circle | $315,000 | 2022-09-20 | 1987 | 1,165 |
Communities along Chicago Woods Circle
- Meadow Woods Village · 30 homes on the street
- Meadow Woods Village · 15 homes on the street
- Meadow Woods Village · 9 homes on the street
- Meadow Woods Village · 7 homes on the street
- Meadow Woods Village · 5 homes on the street
- Meadow Woods Village · 4 homes on the street
- Meadow Woods Village · 1 homes on the street
- Meadow Woods Village · 1 homes on the street
- Meadow Woods Village · 1 homes on the street
- Meadow Woods Village · 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 October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 4,337 homes for sale in Orlando, homes for sale in 32824.