Dudley Drive, Kissimmee, FL
Everything we know about Dudley 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.
51 homes sit on Dudley Drive in Kissimmee, FL (ZIP 34758), built 1987–2024, a typical 1,652 sq ft with 4 bedrooms. 3 are for sale right now from $279,999 to $289,900. Homes that sold since 2023 went for a median $324,000.
For sale on Dudley Drive now
The homes on Dudley Drive
50 single-family, 1 condo/townhome/other. Built by decade: 1980s 1, 1990s 8, 2000s 29, 2020s 13.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1079 Dudley Drive | $305,000 | 2026-06-10 | 2023 | 1,640 |
| 1027 Dudley Drive | $298,000 | 2026-03-20 | 2000 | 1,704 |
| 1025 Dudley Drive | $400,000 | 2025-04-29 | 2002 | 2,215 |
| 1065 Dudley Drive | $382,990 | 2025-04-21 | 2024 | 2,601 |
| 1039 Dudley Drive | $319,000 | 2023-12-26 | 2023 | 1,634 |
| 1019 Dudley Drive | $275,000 | 2023-10-30 | 1996 | 1,290 |
| 1023 Dudley Drive | $334,000 | 2023-10-17 | 2023 | 1,634 |
| 1075 Dudley Drive | $320,000 | 2023-08-17 | 2022 | 1,547 |
| 1081 Dudley Drive | $350,000 | 2023-08-10 | 2023 | 1,814 |
| 1071 Dudley Drive | $334,000 | 2023-08-02 | 2023 | 1,814 |
| 1073 Dudley Drive | $334,000 | 2023-07-28 | 2023 | 1,634 |
| 1031 Dudley Drive | $324,000 | 2023-06-23 | 2023 | 1,634 |
| 1089 Dudley Drive | $230,000 | 2023-05-31 | 1995 | 1,541 |
| 1006 Dudley Drive | $290,000 | 2023-03-27 | 1987 | 1,422 |
| 1062 Dudley Drive | $328,990 | 2023-01-03 | 2022 | 1,941 |
| 1061 Dudley Drive | $283,000 | 2022-04-18 | 2002 | 1,762 |
| 1040 Dudley Drive | $274,500 | 2022-04-11 | 2001 | 1,051 |
| 1051 Dudley Drive | $262,000 | 2021-10-25 | 2004 | 1,161 |
| 1049 Dudley Drive | $275,000 | 2021-10-04 | 2021 | 1,764 |
| 1057 Dudley Drive | $265,000 | 2021-06-17 | 2021 | 1,731 |
Communities along Dudley Drive
- Poinciana Village · 8 homes on the street
- Poinciana Village 2 Nbhd · 6 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 34758.