Hillwood Drive, Clearwater, FL
Everything we know about Hillwood Drive in Clearwater: 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 Hillwood Drive in Clearwater, FL (ZIP 33763), built 1971–1972, a typical 1,428 sq ft with 2 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $388,000.
The homes on Hillwood Drive
36 single-family. Built by decade: 1970s 36.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2087 Hillwood Drive | $305,000 | 2026-06-18 | 1972 | 1,607 |
| 2015 Hillwood Drive | $305,000 | 2026-02-13 | 1972 | 1,148 |
| 2049 Hillwood Drive | $404,000 | 2025-04-30 | 1971 | 1,609 |
| 2041 Hillwood Drive | $391,000 | 2025-04-17 | 1971 | 1,247 |
| 2083 Hillwood Drive | $378,500 | 2025-01-07 | 1972 | 1,654 |
| 2040 Hillwood Drive | $405,000 | 2024-11-29 | 1972 | 1,663 |
| 2074 Hillwood Drive | $420,000 | 2024-05-03 | 1972 | 1,128 |
| 2014 Hillwood Drive | $405,000 | 2024-03-15 | 1972 | 1,368 |
| 2084 Hillwood Drive | $385,000 | 2023-10-23 | 1971 | 1,560 |
| 2028 Hillwood Drive | $369,900 | 2023-07-28 | 1972 | 1,204 |
| 2076 Hillwood Drive | $440,000 | 2023-07-21 | 1972 | 1,560 |
| 2011 Hillwood Drive | $345,000 | 2023-03-16 | 1972 | 1,137 |
| 2045 Hillwood Drive | $415,000 | 2022-07-19 | 1971 | 1,577 |
| 2088 Hillwood Drive | $400,000 | 2022-04-20 | 1972 | 1,428 |
| 2063 Hillwood Drive | $379,000 | 2022-02-03 | 1971 | 1,544 |
| 2012 Hillwood Drive | $250,000 | 2020-09-30 | 1972 | 1,496 |
| 2062 Hillwood Drive | $205,000 | 2020-04-30 | 1971 | 1,200 |
| 2005 Hillwood Drive | $271,000 | 2019-08-16 | 1972 | 1,368 |
| 2066 Hillwood Drive | $190,000 | 2017-10-17 | 1972 | 1,204 |
| 2018 Hillwood Drive | $217,000 | 2017-09-18 | 1972 | 1,215 |
Communities along Hillwood Drive
- Greenbriar · 26 homes on the street
- Greenbriar · 6 homes on the street
- Greenbriar · 4 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 1,250 homes for sale in Clearwater, homes for sale in 33763.