S Denning Drive, Winter Park, FL
Everything we know about S Denning Drive 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.
6 homes sit on S Denning Drive in Winter Park, FL (ZIP 32789), built 1950–1987, a typical 1,103 sq ft with 3 bedrooms. 3 are for sale right now from $242,500 to $265,000. 6 closed in the last 12 months at a median of $280,000. Homes that sold since 2023 went for a median $477,450.
For sale on S Denning Drive now
Recent sales on S Denning Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 1313 S Denning Drive | $589,900 | 2026-09-19 | 3 / 2.0 | 1,700 |
| 1333 S Denning Drive | $365,000 | 2026-09-10 | 2 / 1.0 | 702 |
| 1250 S Denning Drive #117 | $230,000 | 2026-06-09 | 2 / 1.5 | 908 |
| 1313 S Denning Drive | $300,000 | 2026-03-27 | 3 / 2.0 | 1,700 |
| 1250 S Denning Drive #104 | $190,000 | 2026-03-20 | 2 / 2.0 | 908 |
| 1250 S Denning Drive #213 | $260,000 | 2026-01-30 | 2 / 2.0 | 908 |
The homes on S Denning Drive
5 single-family, 1 condo/townhome/other. Built by decade: 1950s 4, 1960s 1, 1980s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1313 S Denning Drive | $589,900 | 2026-09-19 | 1950 | 1,700 |
| 1333 S Denning Drive | $365,000 | 2026-09-10 | 1950 | 702 |
| 1167 S Denning Drive | $372,500 | 2022-11-01 | 1955 | 1,040 |
| 1323 S Denning Drive | $485,000 | 2019-02-04 | 1950 | 2,265 |
| 1133 S Denning Drive | $183,000 | 2016-04-11 | 1987 | 1,167 |
| 1250 S Denning Dr Apt 223 & 222 | $119,000 | 2016-02-19 | 1967 | 1,026 |
Communities along S Denning Drive
- Elizabeth Heights · 3 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.