Shadyhill Terrace, Winter Park, FL
Everything we know about Shadyhill Terrace 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.
36 homes sit on Shadyhill Terrace in Winter Park, FL (ZIP 32792), built 1987–1991, a typical 1,851 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $482,500.
The homes on Shadyhill Terrace
36 single-family. Built by decade: 1980s 29, 1990s 7.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2009 Shadyhill Terrace | $507,500 | 2026-06-17 | 1987 | 1,670 |
| 1819 Shadyhill Terrace | $513,000 | 2025-08-22 | 1989 | 1,811 |
| 2073 Shadyhill Terrace | $465,000 | 2025-04-17 | 1988 | 1,647 |
| 2114 Shadyhill Terrace | $457,500 | 2024-01-05 | 1990 | 1,626 |
| 1842 Shadyhill Terrace | $420,000 | 2023-09-27 | 1988 | 1,577 |
| 2174 Shadyhill Terrace | $500,000 | 2023-08-14 | 1987 | 1,983 |
| 2000 Shadyhill Terrace | $485,000 | 2022-08-02 | 1987 | 2,015 |
| 2025 Shadyhill Terrace | $485,000 | 2022-07-28 | 1987 | 1,983 |
| 2142 Shadyhill Terrace | $455,000 | 2022-01-27 | 1989 | 1,983 |
| 2106 Shadyhill Terrace | $440,000 | 2021-11-18 | 1988 | 1,983 |
| 1928 Shadyhill Terrace | $400,000 | 2021-07-21 | 1991 | 1,983 |
| 1811 Shadyhill Terrace | $370,000 | 2020-06-11 | 1987 | 1,983 |
| 1867 Shadyhill Terrace | $314,900 | 2019-07-18 | 1987 | 1,811 |
| 1952 Shadyhill Terrace | $320,000 | 2019-05-01 | 1989 | 2,080 |
| 1929 Shadyhill Terrace | $283,000 | 2019-03-22 | 1987 | 1,670 |
| 1899 Shadyhill Terrace | $270,000 | 2018-12-14 | 1988 | 1,788 |
| 1875 Shadyhill Terrace | $280,000 | 2018-08-17 | 1987 | 1,983 |
| 2175 Shadyhill Terrace | $325,000 | 2018-06-08 | 1988 | 1,983 |
| 1993 Shadyhill Terrace | $250,000 | 2017-10-26 | 1987 | 1,670 |
| 2185 Shadyhill Terrace | $260,000 | 2017-06-30 | 1987 | 1,684 |
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.