Oak Shadows Road, Kissimmee, FL
Everything we know about Oak Shadows Road 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.
51 homes sit on Oak Shadows Road in Kissimmee, FL (ZIP 34747), built 2002–2004, a typical 3,702 sq ft with 5 bedrooms. 2 are for sale right now from $1,949,000 to $2,399,000. 2 closed in the last 12 months at a median of $1,750,000. Homes that sold since 2023 went for a median $1,610,000.
For sale on Oak Shadows Road now
Recent sales on Oak Shadows Road
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 799 Oak Shadows Road | $1,700,000 | 2026-06-25 | 5 / 5.5 | 4,257 |
| 785 Oak Shadows Road | $1,800,000 | 2026-06-05 | 6 / 5.0 | 4,026 |
The homes on Oak Shadows Road
51 single-family. Built by decade: 2000s 51.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 799 Oak Shadows Road | $1,700,000 | 2026-06-25 | 2003 | 4,257 |
| 785 Oak Shadows Road | $1,800,000 | 2026-06-05 | 2003 | 4,026 |
| 784 Oak Shadows Road | $1,695,000 | 2025-09-04 | 2003 | 3,519 |
| 740 Oak Shadows Road | $885,000 | 2025-06-18 | 2003 | 1,684 |
| 841 Oak Shadows Road | $2,050,000 | 2025-04-22 | 2004 | 5,457 |
| 764 Oak Shadows Road | $1,999,000 | 2025-02-27 | 2003 | 4,155 |
| 829 Oak Shadows Road | $2,250,000 | 2024-12-17 | 2003 | 5,026 |
| 807 Oak Shadows Road | $1,505,000 | 2024-03-28 | 2002 | 3,446 |
| 738 Oak Shadows Road | $640,000 | 2023-12-19 | 2003 | 1,644 |
| 726 Oak Shadows Road | $680,000 | 2023-10-05 | 2002 | 1,684 |
| 817 Oak Shadows Road | $1,065,000 | 2023-07-12 | 2002 | 2,880 |
| 770 Oak Shadows Road | $1,525,000 | 2023-03-10 | 2003 | 4,159 |
| 743 Oak Shadows Road | $1,050,000 | 2022-01-31 | 2002 | 2,979 |
| 757 Oak Shadows Road | $1,700,000 | 2021-10-26 | 2003 | 4,056 |
| 730 Oak Shadows Road | $570,000 | 2021-09-15 | 2002 | 1,644 |
| 794 Oak Shadows Road | $899,000 | 2021-08-05 | 2003 | 2,979 |
| 727 Oak Shadows Road | $1,075,000 | 2021-06-22 | 2003 | 3,196 |
| 792 Oak Shadows Road | $840,000 | 2021-05-25 | 2003 | 3,409 |
| 729 Oak Shadows Road | $1,400,000 | 2021-04-23 | 2003 | 5,004 |
| 716 Oak Shadows Road | $488,988 | 2020-12-30 | 2003 | 1,852 |
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 34747.