Watch Hill Road, Orlando, FL
Everything we know about Watch Hill Road in Orlando: 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.
20 homes sit on Watch Hill Road in Orlando, FL (ZIP 32808), built 1974–1978, a typical 1,075 sq ft with 3 bedrooms. 3 are for sale right now from $184,900 to $275,000. Homes that sold since 2023 went for a median $267,750.
For sale on Watch Hill Road now
The homes on Watch Hill Road
20 single-family. Built by decade: 1970s 20.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4518 Watch Hill Road | $205,000 | 2025-10-31 | 1977 | 952 |
| 4681 Watch Hill Road | $286,000 | 2024-06-13 | 1978 | 1,020 |
| 4431 Watch Hill Road | $255,000 | 2023-03-17 | 1977 | 998 |
| 4432 Watch Hill Road | $277,500 | 2023-03-14 | 1977 | 1,275 |
| 4555 Watch Hill Road | $258,000 | 2023-03-01 | 1978 | 1,020 |
| 4521 Watch Hill Road | $279,000 | 2023-02-28 | 1977 | 1,035 |
| 4388 Watch Hill Road | $230,000 | 2022-08-17 | 1976 | 1,195 |
| 4136 Watch Hill Road | $227,000 | 2021-08-03 | 1976 | 1,298 |
| 4292 Watch Hill Road | $128,500 | 2019-12-23 | 1976 | 1,586 |
| 4158 Watch Hill Rd | $152,000 | 2019-10-31 | 1976 | 1,075 |
| 3888 Watch Hill Road | $187,000 | 2018-02-02 | 1976 | 1,963 |
| 3902 Watch Hill Road | $118,000 | 2017-03-21 | 1976 | 1,075 |
| 3880 Watch Hill Road | $159,000 | 2016-07-06 | 1976 | 2,031 |
| 4675 Watch Hill Road | $73,000 | 2015-10-13 | 1978 | 1,020 |
| 4396 Watch Hill Road | $65,100 | 2011-06-30 | 1976 | 1,624 |
| 4522 Watch Hill Road | $43,580 | 2011-05-19 | 1977 | 998 |
| 4038 Watch Hill Road | $180,000 | 2006-11-28 | 1976 | 1,298 |
| 4024 Watch Hill Road | $154,900 | 2004-07-26 | 1974 | 3,008 |
Communities along Watch Hill Road
- Villas At Signal Hill · 7 homes on the street
- Signal Hill · 4 homes on the street
- Signal Hill · 4 homes on the street
- Signal Hill · 2 homes on the street
- Villas At Signal Hill · 1 homes on the street
- Villas At Signal Hill · 1 homes on the street
- Villas At Signal Hill · 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 November 2, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 4,384 homes for sale in Orlando, homes for sale in 32808.



