Hillshire Drive, Orlando, FL
Everything we know about Hillshire Drive 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.
26 homes sit on Hillshire Drive in Orlando, FL (ZIP 32828), built 2000–2003, a typical 1,793 sq ft with 4 bedrooms. 1 is for sale right now from $469,900.
For sale on Hillshire Drive now
The homes on Hillshire Drive
26 single-family. Built by decade: 2000s 26.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2240 Hillshire Drive | $421,000 | 2022-03-25 | 2001 | 1,773 |
| 2264 Hillshire Drive | $445,000 | 2022-01-21 | 2001 | 2,140 |
| 2231 Hillshire Dr | $275,000 | 2019-07-11 | 2002 | 1,564 |
| 2244 Hillshire Drive | $295,000 | 2016-08-19 | 2002 | 2,358 |
| 2292 Hillshire Drive | $230,000 | 2015-10-13 | 2000 | 1,892 |
| 2280 Hillshire Drive | $235,000 | 2015-09-18 | 2001 | 1,240 |
| 2251 Hillshire Drive | $210,000 | 2015-08-13 | 2002 | 1,900 |
| 2219 Hillshire Drive | $200,000 | 2015-07-17 | 2002 | 1,501 |
| 2248 Hillshire Drive | $260,000 | 2015-06-30 | 2001 | 1,877 |
| 2252 Hillshire Drive | $232,500 | 2015-05-15 | 2000 | 1,614 |
| 2259 Hillshire Drive | $205,000 | 2015-05-05 | 2002 | 1,614 |
| 2288 Hillshire Drive | $205,000 | 2014-06-16 | 2000 | 1,700 |
| 2279 Hillshire Drive | $213,000 | 2014-06-06 | 2001 | 2,083 |
| 2228 Hillshire Drive | $201,000 | 2014-05-30 | 2001 | 1,555 |
| 2239 Hillshire Drive | $239,000 | 2014-03-07 | 2002 | 1,813 |
| 2275 Hillshire Drive | $162,500 | 2011-11-28 | 2001 | 1,920 |
| 2223 Hillshire Drive | $168,000 | 2011-04-08 | 2003 | 1,890 |
| 2232 Hillshire Drive | $158,000 | 2010-06-25 | 2001 | 1,614 |
| 2276 Hillshire Drive | $185,000 | 2010-02-02 | 2000 | 1,559 |
| 2235 Hillshire Drive | $180,000 | 2009-08-13 | 2002 | 1,888 |
Communities along Hillshire Drive
- Stoneybrook · 7 homes on the street
- Stoneybrook · 7 homes on the street
- Stoneybrook · 6 homes on the street
- Stoneybrook · 2 homes on the street
- Stoneybrook East · 1 homes on the street
- Stoneybrook · 1 homes on the street
- Stoneybrook · 1 homes on the street
- Stoneybrook · 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 4,337 homes for sale in Orlando, homes for sale in 32828.