Nicholson Drive, Winter Park, FL
Everything we know about Nicholson 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.
39 homes sit on Nicholson Drive in Winter Park, FL (ZIP 32792), built 1975–1983, a typical 1,756 sq ft with 3 bedrooms. 1 is for sale right now from $495,000. 1 closed in the last 12 months at a median of $445,000. Homes that sold since 2023 went for a median $431,450.
For sale on Nicholson Drive now
Recent sales on Nicholson Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 3009 Nicholson Drive | $445,000 | 2026-07-30 | 4 / 2.0 | 1,645 |
The homes on Nicholson Drive
39 single-family. Built by decade: 1970s 27, 1980s 12.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 3009 Nicholson Drive | $445,000 | 2026-07-30 | 1980 | 1,645 |
| 3132 Nicholson Drive | $447,500 | 2025-04-30 | 1977 | 1,537 |
| 3092 Nicholson Drive | $429,900 | 2025-01-30 | 1976 | 1,738 |
| 3037 Nicholson Drive | $485,000 | 2024-12-10 | 1977 | 1,815 |
| 3065 Nicholson Drive | $415,000 | 2024-10-21 | 1977 | 1,800 |
| 3076 Nicholson Drive | $433,000 | 2023-12-21 | 1976 | 1,438 |
| 3077 Nicholson Drive | $400,000 | 2023-12-18 | 1976 | 1,821 |
| 3021 Nicholson Drive | $400,000 | 2023-08-02 | 1980 | 1,755 |
| 3056 Nicholson Drive | $400,000 | 2022-01-25 | 1977 | 2,144 |
| 3120 Nicholson Drive | $340,000 | 2022-01-07 | 1977 | 1,930 |
| 3020 Nicholson Drive | $350,000 | 2021-04-19 | 1980 | 1,756 |
| 3128 Nicholson Drive | $327,500 | 2020-09-01 | 1978 | 2,179 |
| 3096 Nicholson Drive | $298,000 | 2020-07-23 | 1976 | 1,614 |
| 3004 Nicholson Drive | $252,000 | 2019-12-02 | 1980 | 1,410 |
| 3148 Nicholson Drive | $255,000 | 2019-08-21 | 1983 | 1,577 |
| 3016 Nicholson Drive | $270,900 | 2019-01-02 | 1980 | 1,646 |
| 3005 Nicholson Drive | $260,000 | 2018-12-03 | 1980 | 1,756 |
| 3088 Nicholson Drive | $258,400 | 2018-10-23 | 1976 | 1,695 |
| 3080 Nicholson Drive | $259,000 | 2018-09-13 | 1976 | 1,626 |
| 3033 Nicholson Drive | $325,000 | 2018-06-15 | 1978 | 1,987 |
Communities along Nicholson Drive
- howell branch woods · 27 homes on the street
- Wrenwood · 9 homes on the street
- Wrenwood · 2 homes on the street
- Wrenwood · 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 32792.