Dempsey Way, Orlando, FL
Everything we know about Dempsey Way 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.
28 homes sit on Dempsey Way in Orlando, FL (ZIP 32835), built 1987–1990, a typical 1,636 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 2 closed in the last 12 months at a median of $385,000. Homes that sold since 2023 went for a median $389,500.
Recent sales on Dempsey Way
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 156 Dempsey Way | $360,000 | 2026-08-07 | 3 / 2.0 | 1,524 |
| 239 Dempsey Way | $410,000 | 2026-04-23 | 3 / 2.5 | 1,910 |
The homes on Dempsey Way
28 single-family. Built by decade: 1980s 26, 1990s 2.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 156 Dempsey Way | $360,000 | 2026-08-07 | 1988 | 1,524 |
| 239 Dempsey Way | $410,000 | 2026-04-23 | 1989 | 1,910 |
| 245 Dempsey Way | $500,000 | 2024-04-04 | 1989 | 1,840 |
| 323 Dempsey Way | $389,500 | 2023-10-11 | 1987 | 1,480 |
| 251 Dempsey Way | $410,000 | 2023-06-29 | 1988 | 1,584 |
| 353 Dempsey Way | $370,000 | 2023-02-24 | 1988 | 1,497 |
| 347 Dempsey Way | $335,000 | 2023-02-09 | 1988 | 1,760 |
| 257 Dempsey Way | $390,000 | 2022-10-31 | 1989 | 1,629 |
| 150 Dempsey Way | $360,000 | 2021-08-30 | 1987 | 1,461 |
| 324 Dempsey Way | $332,000 | 2021-07-30 | 1988 | 1,636 |
| 215 Dempsey Way | $330,000 | 2021-06-21 | 1989 | 1,824 |
| 234 Dempsey Way | $225,000 | 2018-12-13 | 1989 | 1,452 |
| 269 Dempsey Way | $199,990 | 2017-01-19 | 1989 | 1,658 |
| 210 Dempsey Way | $216,000 | 2016-06-28 | 1990 | 2,123 |
| 125 Dempsey Way | $192,000 | 2016-06-27 | 1988 | 1,673 |
| 113 Dempsey Way | $185,000 | 2016-05-06 | 1989 | 1,416 |
| 359 Dempsey Way | $220,000 | 2015-10-15 | 1988 | 2,165 |
| 227 Dempsey Way | $170,000 | 2015-08-03 | 1989 | 1,200 |
| 203 Dempsey Way | $184,000 | 2015-07-28 | 1987 | 1,857 |
| 119 Dempsey Way | $145,000 | 2014-11-03 | 1987 | 1,846 |
Communities along Dempsey Way
- Valencia Hills · 14 homes on the street
- Valencia Hills · 7 homes on the street
- Valencia Hills · 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 4,337 homes for sale in Orlando, homes for sale in 32835.