Regal Oak Drive, Kissimmee, FL
Everything we know about Regal Oak Drive in Kissimmee: 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.
29 homes sit on Regal Oak Drive in Kissimmee, FL (ZIP 34744), built 1979–2017, a typical 2,388 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $460,000.
The homes on Regal Oak Drive
29 single-family. Built by decade: 1970s 2, 1980s 22, 1990s 3, 2000s 1, 2010s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1550 Regal Oak Drive | $460,000 | 2026-08-13 | 1983 | 2,312 |
| 1601 Regal Oak Drive | $525,000 | 2026-03-24 | 1979 | 2,242 |
| 1558 Regal Oak Drive | $495,000 | 2025-07-16 | 1984 | 1,811 |
| 1604 Regal Oak Drive | $453,000 | 2024-09-09 | 1980 | 2,243 |
| 1664 Regal Oak Drive | $459,000 | 2024-05-09 | 1983 | 2,472 |
| 1569 Regal Oak Drive | $390,000 | 2022-08-12 | 1986 | 2,388 |
| 1578 Regal Oak Drive | $450,000 | 2022-02-18 | 1984 | 2,643 |
| 1617 Regal Oak Drive | $420,000 | 2021-12-10 | 1981 | 2,682 |
| 1603 Regal Oak Drive | $393,000 | 2021-12-02 | 1985 | 2,416 |
| 1643 Regal Oak Drive | $391,000 | 2021-09-13 | 1980 | 1,856 |
| 1627 Regal Oak Drive | $279,999 | 2021-04-14 | 1983 | 1,698 |
| 1618 Regal Oak Drive | $391,000 | 2021-03-05 | 1994 | 2,428 |
| 1515 Regal Oak Drive | $275,000 | 2019-12-20 | 1983 | 2,586 |
| 1628 Regal Oak Drive | $320,000 | 2019-12-03 | 1981 | 2,627 |
| 1607 Regal Oak Drive | $280,000 | 2019-07-12 | 1984 | 1,753 |
| 1564 Regal Oak Drive | $289,000 | 2018-11-16 | 1987 | 2,443 |
| 1608 Regal Oak Drive | $260,000 | 2018-10-17 | 1980 | 1,758 |
| 1501 Regal Oak Drive | $265,000 | 2018-01-18 | 1981 | 2,648 |
| 1528 Regal Oak Drive | $235,000 | 2018-01-09 | 1981 | 1,755 |
| 1530 Regal Oak Drive | $240,000 | 2017-08-24 | 1988 | 2,587 |
Communities along Regal Oak Drive
- Regal Oak Shores · 9 homes on the street
- Regal Oak Shores · 7 homes on the street
- Regal Oak Shores · 5 homes on the street
- Regal Oak Shores · 5 homes on the street
- Regal Oak Shores · 1 homes on the street
- Harbour Oaks · 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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,084 homes for sale in Kissimmee, homes for sale in 34744.