Hess Drive, Holiday, FL
Everything we know about Hess Drive in Holiday: 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.
38 homes sit on Hess Drive in Holiday, FL (ZIP 34691), built 1955–2009, a typical 844 sq ft with 2 bedrooms. Nothing is listed for sale on the street today. 2 closed in the last 12 months at a median of $232,450. Homes that sold since 2023 went for a median $225,000.
Recent sales on Hess Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 2019 Hess Drive | $225,000 | 2026-09-30 | 2 / 1.0 | 984 |
| 2048 Hess Drive | $239,900 | 2026-08-14 | 2 / 1.0 | 816 |
The homes on Hess Drive
18 single-family, 20 condo/townhome/other. Built by decade: 1950s 2, 1960s 24, 1970s 5, 1980s 5, 1990s 1, 2000s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2019 Hess Drive | $225,000 | 2026-09-30 | 1962 | 984 |
| 2048 Hess Drive | $239,900 | 2026-08-14 | 1964 | 816 |
| 1917 Hess Drive | $79,000 | 2026-05-29 | 1962 | 857 |
| 2120 Hess Drive | $249,999 | 2025-05-02 | 1963 | 1,002 |
| 1934 Hess Drive | $175,000 | 2024-06-12 | 1965 | 1,071 |
| 1912 Hess Drive | $130,000 | 2023-07-24 | 1973 | 700 |
| 2039 Hess Drive | $249,900 | 2023-03-13 | 1963 | 1,146 |
| 1753 Hess Drive | $125,000 | 2022-07-21 | 1957 | 1,132 |
| 1901 Hess Drive | $84,000 | 2022-04-29 | 1969 | 672 |
| 1935 Hess Drive | $89,900 | 2022-03-11 | 1965 | 564 |
| 1836 Hess Drive | $111,000 | 2022-02-24 | 1976 | 1,248 |
| 1820 Hess Drive | $52,500 | 2022-02-14 | 1963 | 652 |
| 2013 Hess Drive | $203,500 | 2022-02-07 | 1963 | 1,224 |
| 2018 Hess Drive | $182,000 | 2021-06-09 | 1963 | 956 |
| 1949 Hess Drive | $51,000 | 2021-05-27 | 1960 | 660 |
| 2131 Hess Drive | $150,000 | 2021-02-12 | 1963 | 816 |
| 2036 Hess Drive | $107,000 | 2020-11-04 | 1961 | 1,224 |
| 2140 Hess Drive | $141,000 | 2020-04-22 | 1964 | 1,224 |
| 1837 Hess Drive | $66,000 | 2020-01-30 | 1980 | 1,032 |
| 1846 Hess Drive | $65,000 | 2018-03-20 | 1987 | 840 |
Communities along Hess Drive
- Buena Vista · 16 homes on the street
- Ridgewood Gardens · 11 homes on the street
- Buena Vista · 4 homes on the street
- Ridgewood Gardens · 1 homes on the street
- Buena Vista · 1 homes on the street
- Buena Vista · 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 271 homes for sale in Holiday, homes for sale in 34691.