N Highland Park Drive, Hernando, FL
Everything we know about N Highland Park Drive in Hernando: 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 N Highland Park Drive in Hernando, FL (ZIP 34442), built 1973–2022, a typical 1,546 sq ft with 3 bedrooms. 1 is for sale right now from $199,999. Homes that sold since 2023 went for a median $231,450.
For sale on N Highland Park Drive now
The homes on N Highland Park Drive
10 single-family, 28 condo/townhome/other. Built by decade: 1970s 5, 1980s 11, 1990s 14, 2000s 5, 2010s 1, 2020s 2.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 5905 N Highland Park Drive | $248,000 | 2026-07-02 | 2002 | 2,356 |
| 5471 N Highland Park Drive | $315,000 | 2026-06-10 | 2022 | 1,680 |
| 5755 N Highland Park Drive | $210,000 | 2026-05-28 | 2021 | 1,512 |
| 5031 N Highland Park Drive | $330,000 | 2026-03-12 | 1993 | 1,608 |
| 4938 N Highland Park Drive | $205,000 | 2024-08-20 | 1999 | 1,512 |
| 5740 N Highland Park Drive | $300,000 | 2024-06-11 | 1991 | 1,696 |
| 5965 N Highland Park Drive | $105,000 | 2023-11-06 | 1994 | 2,568 |
| 5170 N Highland Park Drive | $214,900 | 2023-09-22 | 1985 | 1,152 |
| 5960 N Highland Park Drive | $215,000 | 2022-08-16 | 2002 | 2,052 |
| 5940 N Highland Park Drive | $230,000 | 2021-12-15 | 1987 | 1,100 |
| 4880 N Highland Park Drive | $75,000 | 2021-10-27 | 1973 | 1,847 |
| 5105 N Highland Park Drive | $318,000 | 2021-07-09 | 1977 | 1,512 |
| 5371 N Highland Park Drive | $175,000 | 2019-09-30 | 1994 | 1,850 |
| 5063 N Highland Park Drive | $155,000 | 2019-09-05 | 2019 | 1,525 |
| 5100 N Highland Park Drive | $118,500 | 2019-04-18 | 1982 | 1,454 |
| 5234 N Highland Park Drive | $79,900 | 2018-10-05 | 2001 | 1,296 |
| 4813 N Highland Park Drive | $118,000 | 2018-07-24 | 1999 | 1,584 |
| 5910 N Highland Park Drive | $42,400 | 2017-10-02 | 1989 | 1,719 |
| 5500 N Highland Park Drive | $118,000 | 2015-08-31 | 1988 | 2,377 |
| 5005 N Highland Park Drive | $83,000 | 2015-05-20 | 1975 | 1,180 |
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 4, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 80 homes for sale in Hernando, homes for sale in 34442.