Old Oak Tree Drive, Orlando, FL
Everything we know about Old Oak Tree Drive in Orlando: 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.
25 homes sit on Old Oak Tree Drive in Orlando, FL (ZIP 32808), built 1988–1990, a typical 1,386 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $340,000.
The homes on Old Oak Tree Drive
25 single-family. Built by decade: 1980s 14, 1990s 11.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 5411 Old Oak Tree Drive | $365,000 | 2025-03-05 | 1989 | 1,724 |
| 5406 Old Oak Tree Drive | $340,000 | 2024-11-22 | 1990 | 1,728 |
| 5337 Old Oak Tree Drive | $350,000 | 2023-09-28 | 1989 | 1,700 |
| 5344 Old Oak Tree Drive | $301,000 | 2023-01-19 | 1990 | 1,284 |
| 5332 Old Oak Tree Drive | $322,000 | 2023-01-09 | 1990 | 1,748 |
| 5422 Old Oak Tree Drive | $310,000 | 2022-12-16 | 1989 | 1,631 |
| 5329 Old Oak Tree Drive | $281,000 | 2022-04-22 | 1990 | 1,178 |
| 5434 Old Oak Tree Drive | $267,000 | 2021-11-09 | 1988 | 1,386 |
| 5438 Old Oak Tree Drive | $245,000 | 2021-04-30 | 1988 | 1,146 |
| 5304 Old Oak Tree Drive | $255,000 | 2021-04-05 | 1989 | 1,712 |
| 5317 Old Oak Tree Drive | $189,500 | 2020-09-08 | 1990 | 1,244 |
| 5316 Old Oak Tree Drive | $179,000 | 2019-11-15 | 1989 | 1,208 |
| 5300 Old Oak Tree Drive | $185,000 | 2018-06-18 | 1989 | 1,317 |
| 5410 Old Oak Tree Drive | $176,000 | 2018-02-12 | 1990 | 1,740 |
| 5320 Old Oak Tree Drive | $175,000 | 2017-12-21 | 1989 | 1,552 |
| 5301 Old Oak Tree Drive | $110,000 | 2017-07-14 | 1990 | 1,164 |
| 5407 Old Oak Tree Drive | $110,000 | 2015-06-11 | 1989 | 1,196 |
| 5325 Old Oak Tree Drive | $139,000 | 2014-12-01 | 1990 | 1,728 |
| 5340 Old Oak Tree Drive | $74,900 | 2013-07-17 | 1989 | 1,310 |
| 5305 Old Oak Tree Drive | $130,500 | 2013-06-27 | 1990 | 2,031 |
Communities along Old Oak Tree Drive
- Pleasant Oaks · 24 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 4,155 homes for sale in Orlando, homes for sale in 32808.