Milestone Drive, Haines City, FL
Everything we know about Milestone Drive in Haines City: 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.
77 homes sit on Milestone Drive in Haines City, FL (ZIP 33844), built 2006–2019, a typical 1,917 sq ft with 4 bedrooms. 4 are for sale right now from $299,000 to $350,000. Homes that sold since 2023 went for a median $345,000.
For sale on Milestone Drive now
The homes on Milestone Drive
77 single-family. Built by decade: 2000s 11, 2010s 66.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 137 Milestone Drive | $385,000 | 2026-06-17 | 2006 | 2,980 |
| 264 Milestone Drive | $270,000 | 2025-09-11 | 2017 | 1,523 |
| 213 Milestone Drive | $295,000 | 2025-08-18 | 2012 | 1,634 |
| 242 Milestone Drive | $435,000 | 2025-07-02 | 2015 | 2,400 |
| 113 Milestone Drive | $348,000 | 2025-01-29 | 2017 | 2,212 |
| 111 Milestone Drive | $345,000 | 2024-05-03 | 2017 | 1,768 |
| 107 Milestone Drive | $395,000 | 2024-03-07 | 2011 | 2,422 |
| 235 Milestone Drive | $322,000 | 2023-12-30 | 2014 | 1,893 |
| 156 Milestone Drive | $310,000 | 2023-09-18 | 2013 | 1,865 |
| 114 Milestone Drive | $380,000 | 2022-11-04 | 2012 | 2,460 |
| 243 Milestone Drive | $360,000 | 2022-10-18 | 2017 | 2,024 |
| 260 Milestone Drive | $325,000 | 2022-09-14 | 2017 | 1,425 |
| 154 Milestone Drive | $309,000 | 2022-09-09 | 2013 | 1,435 |
| 256 Milestone Drive | $382,000 | 2022-06-28 | 2016 | 2,220 |
| 131 Milestone Drive | $450,000 | 2022-06-23 | 2006 | 2,980 |
| 230 Milestone Drive | $332,390 | 2022-06-01 | 2013 | 1,440 |
| 134 Milestone Drive | $365,000 | 2022-04-22 | 2006 | 2,846 |
| 124 Milestone Drive | $320,000 | 2022-04-04 | 2006 | 1,874 |
| 252 Milestone Drive | $362,600 | 2022-03-15 | 2015 | 1,983 |
| 229 Milestone Drive | $380,000 | 2022-02-22 | 2017 | 2,212 |
Communities along Milestone Drive
- Stonewood Crossings · 14 homes on the street
- Stonewood Crossings · 9 homes on the street
- Stonewood Crossings · 6 homes on the street
- Stonewood Crossing · 6 homes on the street
- Stonewood Crossings · 4 homes on the street
- Stonewood Crossing · 2 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 518 homes for sale in Haines City, homes for sale in 33844.