Oak Hollow Drive, Kissimmee, FL
Everything we know about Oak Hollow 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.
39 homes sit on Oak Hollow Drive in Kissimmee, FL (ZIP 34744), built 1983–1995, a typical 1,242 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $310,000.
The homes on Oak Hollow Drive
39 single-family. Built by decade: 1980s 36, 1990s 3.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2517 Oak Hollow Drive | $300,000 | 2025-06-27 | 1985 | 936 |
| 2505 Oak Hollow Drive | $320,000 | 2024-04-17 | 1984 | 1,134 |
| 2537 Oak Hollow Drive | $299,900 | 2022-10-04 | 1985 | 1,139 |
| 2454 Oak Hollow Drive | $311,000 | 2022-01-19 | 1984 | 1,698 |
| 2457 Oak Hollow Drive | $243,000 | 2020-10-29 | 1984 | 1,365 |
| 2417 Oak Hollow Drive | $265,000 | 2020-10-13 | 1984 | 1,908 |
| 2461 Oak Hollow Drive | $270,400 | 2020-08-07 | 1984 | 1,861 |
| 2542 Oak Hollow Drive | $212,000 | 2019-10-03 | 1985 | 1,505 |
| 2437 Oak Hollow Drive | $215,000 | 2019-09-09 | 1983 | 1,234 |
| 2450 Oak Hollow Drive | $200,000 | 2019-07-18 | 1984 | 1,130 |
| 2409 Oak Hollow Drive | $184,000 | 2019-05-10 | 1983 | 1,660 |
| 2529 Oak Hollow Drive | $185,000 | 2018-06-11 | 1987 | 1,134 |
| 2462 Oak Hollow Drive | $189,900 | 2018-05-03 | 1984 | 1,600 |
| 2405 Oak Hollow Drive | $199,000 | 2017-10-20 | 1983 | 1,836 |
| 2509 Oak Hollow Drive | $180,000 | 2017-08-11 | 1986 | 1,406 |
| 2449 Oak Hollow Drive | $145,000 | 2017-06-23 | 1984 | 1,134 |
| 2433 Oak Hollow Drive | $170,000 | 2017-03-24 | 1984 | 1,138 |
| 2400 Oak Hollow Drive | $180,000 | 2017-03-03 | 1995 | 1,676 |
| 2426 Oak Hollow Drive | $130,000 | 2017-02-22 | 1984 | 1,118 |
| 2514 Oak Hollow Drive | $166,000 | 2016-11-08 | 1986 | 1,185 |
Communities along Oak Hollow Drive
- Oak Hollow · 14 homes on the street
- Oak Hollow · 8 homes on the street
- Oak Hollow · 7 homes on the street
- Oak Hollow · 4 homes on the street
- Oak Hollow · 1 homes on the street
- Oak Hollow · 1 homes on the street
- Oak Hollow · 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.