Chapman Circle, Winter Park, FL
Everything we know about Chapman Circle in Winter Park: 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.
29 homes sit on Chapman Circle in Winter Park, FL (ZIP 32789), built 2000–2014, a typical 3,062 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. 3 closed in the last 12 months at a median of $1,425,000. Homes that sold since 2023 went for a median $1,350,000.
Recent sales on Chapman Circle
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 1347 Chapman Circle | $1,425,000 | 2026-08-14 | 4 / 3.5 | 2,922 |
| 1408 Chapman Circle | $1,475,000 | 2026-03-16 | 4 / 4.0 | 3,237 |
| 1429 Chapman Circle | $1,280,000 | 2026-02-24 | 4 / 4.0 | 3,116 |
The homes on Chapman Circle
29 single-family. Built by decade: 2000s 27, 2010s 2.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1347 Chapman Circle | $1,425,000 | 2026-08-14 | 2013 | 2,922 |
| 1408 Chapman Circle | $1,475,000 | 2026-03-16 | 2003 | 3,237 |
| 1429 Chapman Circle | $1,280,000 | 2026-02-24 | 2014 | 3,116 |
| 1425 Chapman Circle | $1,350,000 | 2024-05-31 | 2006 | 2,942 |
| 1448 Chapman Circle | $1,295,000 | 2023-08-08 | 2002 | 2,755 |
| 1405 Chapman Circle | $1,250,000 | 2022-10-04 | 2007 | 2,925 |
| 1409 Chapman Circle | $1,119,000 | 2022-01-03 | 2003 | 3,043 |
| 1346 Chapman Circle | $1,200,000 | 2021-09-09 | 2006 | 3,349 |
| 1457 Chapman Circle | $1,399,000 | 2021-08-10 | 2004 | 3,567 |
| 1433 Chapman Circle | $865,000 | 2021-06-22 | 2005 | 3,170 |
| 1420 Chapman Circle | $860,000 | 2021-05-14 | 2007 | 3,313 |
| 1437 Chapman Circle | $1,150,000 | 2021-02-26 | 2004 | 3,732 |
| 1404 Chapman Circle | $960,000 | 2020-08-18 | 2006 | 3,119 |
| 1335 Chapman Circle | $1,069,500 | 2020-07-01 | 2005 | 3,899 |
| 1323 Chapman Circle | $908,000 | 2019-08-30 | 2004 | 2,936 |
| 1319 Chapman Circle | $675,000 | 2019-01-25 | 2000 | 2,742 |
| 1354 Chapman Circle | $870,000 | 2018-09-26 | 2005 | 3,062 |
| 1311 Chapman Circle | $760,000 | 2017-10-27 | 2004 | 2,507 |
| 1417 Chapman Circle | $790,000 | 2017-03-21 | 2004 | 2,939 |
| 1456 Chapman Circle | $760,000 | 2015-10-16 | 2005 | 3,062 |
Communities along Chapman Circle
- Windsong Elizabeths Walk · 17 homes on the street
- Windsong Elizabeths Walk · 8 homes on the street
- Windsong Elizabeths Walk · 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 402 homes for sale in Winter Park, homes for sale in 32789.