Highland Street, Brooksville, FL
Everything we know about Highland Street in Brooksville: 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.
27 homes sit on Highland Street in Brooksville, FL (ZIP 34601), built 1916–2026, a typical 1,324 sq ft with 2 bedrooms. 1 is for sale right now from $414,500. 4 closed in the last 12 months at a median of $217,500. Homes that sold since 2023 went for a median $245,000.
For sale on Highland Street now
Recent sales on Highland Street
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 317 Highland Street | $293,000 | 2026-07-17 | 4 / 2.0 | 1,677 |
| 301 Highland Street | $245,000 | 2026-03-31 | 3 / 1.0 | 1,687 |
| 221 Highland Street | $96,000 | 2026-02-11 | 2 / 2.0 | 1,008 |
| 322 Highland Street | $190,000 | 2025-12-17 | 2 / 1.0 | 896 |
The homes on Highland Street
27 single-family. Built by decade: 1910s 1, 1920s 2, 1930s 3, 1940s 6, 1950s 8, 1960s 2, 1970s 4, 2020s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 317 Highland Street | $293,000 | 2026-07-17 | 1927 | 1,677 |
| 301 Highland Street | $245,000 | 2026-03-31 | 1945 | 1,687 |
| 221 Highland Street | $96,000 | 2026-02-11 | 1935 | 1,008 |
| 322 Highland Street | $190,000 | 2025-12-17 | 1945 | 896 |
| 304 Highland Street | $219,000 | 2025-10-06 | 1920 | 1,086 |
| 315 Highland Street | $240,000 | 2025-06-23 | 1930 | 1,063 |
| 126 Highland Street | $225,000 | 2025-06-06 | 1949 | 1,361 |
| 500 Highland Street | $273,000 | 2025-01-15 | 1979 | 1,176 |
| 404 Highland Street | $274,900 | 2024-04-08 | 1955 | 1,324 |
| 403 Highland Street | $265,000 | 2023-11-30 | 1966 | 1,651 |
| 208 Highland Street | $270,000 | 2023-06-08 | 1955 | 1,436 |
| 681 Highland Street | $196,500 | 2022-08-23 | 1972 | 1,518 |
| 127 Highland Street | $176,500 | 2021-10-06 | 1947 | 2,220 |
| 695 Highland Street | $216,000 | 2021-07-24 | 1952 | 1,969 |
| 219 Highland Street | $149,000 | 2021-03-12 | 1952 | 1,118 |
| 115 Highland Street | $168,000 | 2019-12-20 | 1962 | 1,944 |
| 116 Highland Street | $98,000 | 2019-08-12 | 1959 | 802 |
| 224 Highland Street | $75,000 | 2019-06-25 | 1935 | 1,122 |
| 401 Highland Street | $25,500 | 2016-11-29 | 1956 | 984 |
| 128 Highland Street | $43,000 | 2016-03-18 | 1945 | 976 |
Communities along Highland Street
- Highland Park · 13 homes on the street
- Highland Park · 4 homes on the street
- Highland Park · 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 474 homes for sale in Brooksville, homes for sale in 34601.