Chantilly Avenue, Winter Park, FL
Everything we know about Chantilly Avenue 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.
27 homes sit on Chantilly Avenue in Winter Park, FL (ZIP 32789), built 1956–2023, a typical 1,365 sq ft with 3 bedrooms. 1 is for sale right now from $1,598,000. Homes that sold since 2023 went for a median $1,250,000.
For sale on Chantilly Avenue now
The homes on Chantilly Avenue
27 single-family. Built by decade: 1950s 16, 1960s 3, 1990s 3, 2000s 3, 2010s 1, 2020s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2435 Chantilly Avenue | $1,575,000 | 2024-12-27 | 2023 | 3,055 |
| 2905 Chantilly Avenue | $440,000 | 2024-03-18 | 1959 | 1,208 |
| 2301 Chantilly Avenue | $1,250,000 | 2024-03-01 | 1998 | 3,350 |
| 2325 Chantilly Avenue | $1,415,000 | 2023-06-15 | 1998 | 4,014 |
| 2430 Chantilly Avenue | $367,000 | 2023-04-10 | 1956 | 867 |
| 2345 Chantilly Avenue | $1,275,000 | 2022-06-30 | 2018 | 3,102 |
| 2834 Chantilly Ave | $384,450 | 2022-03-21 | 1959 | 1,165 |
| 2412 Chantilly Avenue | $335,000 | 2021-11-19 | 1956 | 690 |
| 2870 Chantilly Avenue | $286,000 | 2021-10-01 | 1959 | 1,220 |
| 2255 Chantilly Avenue | $779,000 | 2021-07-30 | 2004 | 3,158 |
| 2997 Chantilly Avenue | $303,000 | 2020-09-10 | 1959 | 1,236 |
| 2317 Chantilly Avenue | $785,000 | 2019-05-24 | 2000 | 3,488 |
| 2516 Chantilly Avenue | $240,000 | 2019-01-09 | 1956 | 1,010 |
| 3001 Chantilly Avenue | $257,000 | 2018-11-27 | 1960 | 1,172 |
| 2895 Chantilly Avenue | $274,000 | 2018-03-28 | 1960 | 1,365 |
| 2522 Chantilly Avenue | $2,450 | 2017-12-15 | 1956 | 1,920 |
| 2821 Chantilly Avenue | $243,900 | 2017-11-15 | 1959 | 1,440 |
| 2812 Chantilly Avenue | $215,000 | 2017-07-07 | 1959 | 1,324 |
| 2424 Chantilly Avenue | $230,000 | 2017-05-05 | 1956 | 1,215 |
| 2406 Chantilly Avenue | $265,000 | 2017-01-31 | 1956 | 1,834 |
Communities along Chantilly Avenue
- Winter Park Village · 9 homes on the street
- Winter Park Manor · 8 homes on the street
- Chantilly · 3 homes on the street
- Fontainebleau · 2 homes on the street
- Winter Park Manor · 2 homes on the street
- Chantilly · 1 homes on the street
- Winter Park 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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 350 homes for sale in Winter Park, homes for sale in 32789.