Cady Way, Winter Park, FL
Everything we know about Cady Way 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.
25 homes sit on Cady Way in Winter Park, FL (ZIP 32792), built 1961–1966, a typical 1,638 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 2 closed in the last 12 months at a median of $585,000. Homes that sold since 2023 went for a median $544,250.
Recent sales on Cady Way
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 2700 Cady Way | $610,000 | 2026-07-24 | 4 / 2.0 | 1,876 |
| 2350 Cady Way | $560,000 | 2026-03-11 | 4 / 2.0 | 1,854 |
The homes on Cady Way
25 single-family. Built by decade: 1960s 25.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2700 Cady Way | $610,000 | 2026-07-24 | 1965 | 1,876 |
| 2350 Cady Way | $560,000 | 2026-03-11 | 1962 | 1,854 |
| 2823 Cady Way | $439,000 | 2025-07-17 | 1965 | 1,688 |
| 2310 Cady Way | $550,000 | 2025-06-24 | 1961 | 1,856 |
| 2712 Cady Way | $615,000 | 2025-06-02 | 1964 | 2,197 |
| 2855 Cady Way | $538,500 | 2025-05-16 | 1964 | 1,736 |
| 2758 Cady Way | $500,000 | 2024-10-18 | 1966 | 1,560 |
| 2840 Cady Way | $507,000 | 2024-08-08 | 1964 | 1,407 |
| 2856 Cady Way | $435,000 | 2021-11-04 | 1964 | 1,385 |
| 2773 Cady Way | $400,000 | 2021-05-27 | 1964 | 1,478 |
| 2839 Cady Way | $399,000 | 2021-03-26 | 1964 | 1,487 |
| 2774 Cady Way | $376,000 | 2020-09-15 | 1966 | 1,712 |
| 2210 Cady Way | $595,000 | 2020-01-15 | 1961 | 2,679 |
| 2864 Cady Way | $328,540 | 2019-09-30 | 1964 | 1,592 |
| 2815 Cady Way | $305,000 | 2019-08-22 | 1965 | 1,539 |
| 2748 Cady Way | $365,000 | 2019-04-18 | 1964 | 1,647 |
| 2824 Cady Way | $305,000 | 2019-03-29 | 1966 | 1,392 |
| 2812 Cady Way | $320,000 | 2016-12-09 | 1965 | 2,057 |
| 2260 Cady Way | $285,000 | 2016-10-21 | 1962 | 1,933 |
| 2848 Cady Way | $247,000 | 2016-02-29 | 1964 | 1,585 |
Communities along Cady Way
- winter park pines · 12 homes on the street
- Brookshire Heights · 4 homes on the street
- winter park pines · 4 homes on the street
- winter park pines · 3 homes on the street
- winter park pines · 2 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 32792.