Windwood Drive, Kissimmee, FL
Everything we know about Windwood 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.
58 homes sit on Windwood Drive in Kissimmee, FL (ZIP 34746), built 1991–1998, a typical 1,527 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $335,000.
The homes on Windwood Drive
58 single-family. Built by decade: 1990s 58.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4729 Windwood Drive | $340,000 | 2026-05-27 | 1992 | 1,382 |
| 4796 Windwood Drive | $305,000 | 2026-03-15 | 1998 | 1,249 |
| 4754 Windwood Drive | $390,000 | 2024-12-18 | 1992 | 1,548 |
| 4707 Windwood Drive | $380,000 | 2024-12-05 | 1991 | 1,432 |
| 4731 Windwood Drive | $330,000 | 2024-11-21 | 1993 | 1,590 |
| 4781 Windwood Drive | $330,000 | 2024-05-03 | 1992 | 1,589 |
| 4792 Windwood Drive | $342,000 | 2024-03-28 | 1997 | 1,304 |
| 4713 Windwood Drive | $325,000 | 2023-08-02 | 1992 | 1,191 |
| 4734 Windwood Drive | $509,000 | 2022-06-02 | 1992 | 2,027 |
| 4708 Windwood Drive | $410,000 | 2022-04-21 | 1992 | 1,657 |
| 4714 Windwood Drive | $345,000 | 2022-04-08 | 1992 | 1,424 |
| 4762 Windwood Drive | $332,500 | 2022-01-18 | 1992 | 1,467 |
| 4720 Windwood Drive | $301,000 | 2021-09-06 | 1992 | 1,148 |
| 4722 Windwood Drive | $263,000 | 2021-02-12 | 1992 | 1,538 |
| 4756 Windwood Drive | $246,500 | 2020-12-14 | 1992 | 1,538 |
| 4749 Windwood Drive | $236,000 | 2020-11-09 | 1996 | 1,216 |
| 4746 Windwood Drive | $240,000 | 2020-08-31 | 1994 | 1,488 |
| 4726 Windwood Drive | $230,000 | 2020-07-27 | 1993 | 1,397 |
| 4755 Windwood Drive | $227,000 | 2020-07-14 | 1998 | 1,346 |
| 4779 Windwood Drive | $245,000 | 2020-03-27 | 1997 | 1,683 |
Communities along Windwood Drive
- Windward Cay · 15 homes on the street
- Windward Cay · 13 homes on the street
- Windward Cay · 9 homes on the street
- Windward Cay · 8 homes on the street
- Windward Cay · 4 homes on the street
- Windward Cay · 3 homes on the street
- Windward Cay · 2 homes on the street
- Windward Cay · 2 homes on the street
- Windward Cay · 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 34746.