Hampshire Bay Circle, Winter Garden, FL
Everything we know about Hampshire Bay Circle in Winter Garden: 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.
46 homes sit on Hampshire Bay Circle in Winter Garden, FL (ZIP 34787), built 2002–2006, a typical 3,496 sq ft with 4 bedrooms. 1 is for sale right now from $870,000. 2 closed in the last 12 months at a median of $952,600. Homes that sold since 2023 went for a median $780,000.
For sale on Hampshire Bay Circle now
Recent sales on Hampshire Bay Circle
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 14255 Hampshire Bay Circle | $1,125,200 | 2026-07-23 | 4 / 4.5 | 4,625 |
| 14039 Hampshire Bay Circle | $780,000 | 2026-05-28 | 4 / 4.0 | 3,801 |
The homes on Hampshire Bay Circle
46 single-family. Built by decade: 2000s 46.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 14255 Hampshire Bay Circle | $1,125,200 | 2026-07-23 | 2003 | 4,625 |
| 14039 Hampshire Bay Circle | $780,000 | 2026-05-28 | 2006 | 3,801 |
| 14003 Hampshire Bay Circle | $890,000 | 2025-08-22 | 2005 | 4,015 |
| 14315 Hampshire Bay Circle | $795,000 | 2025-06-04 | 2004 | 3,332 |
| 14045 Hampshire Bay Circle | $960,000 | 2024-08-22 | 2004 | 3,774 |
| 14351 Hampshire Bay Circle | $755,000 | 2024-06-13 | 2005 | 3,154 |
| 14326 Hampshire Bay Circle | $765,000 | 2024-01-19 | 2004 | 3,599 |
| 14404 Hampshire Bay Circle | $725,000 | 2023-04-03 | 2004 | 3,280 |
| 14134 Hampshire Bay Circle | $700,000 | 2023-03-21 | 2005 | 2,916 |
| 14123 Hampshire Bay Circle | $739,000 | 2022-11-22 | 2005 | 3,319 |
| 14411 Hampshire Bay Circle | $850,000 | 2022-08-12 | 2005 | 4,010 |
| 14116 Hampshire Bay Circle | $615,000 | 2022-01-21 | 2004 | 2,204 |
| 14338 Hampshire Bay Circle | $635,000 | 2022-01-07 | 2004 | 2,262 |
| 14051 Hampshire Bay Circle | $665,000 | 2021-11-29 | 2004 | 3,538 |
| 14158 Hampshire Bay Circle | $550,000 | 2021-10-21 | 2003 | 2,632 |
| 14303 Hampshire Bay Circle | $765,500 | 2020-11-20 | 2004 | 3,562 |
| 14135 Hampshire Bay Circle | $525,000 | 2020-10-15 | 2005 | 3,318 |
| 14356 Hampshire Bay Circle | $527,000 | 2020-07-27 | 2004 | 3,599 |
| 14201 Hampshire Bay Circle | $421,500 | 2020-03-20 | 2003 | 2,656 |
| 14357 Hampshire Bay Circle | $520,000 | 2019-08-27 | 2005 | 3,691 |
Communities along Hampshire Bay Circle
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 750 homes for sale in Winter Garden, homes for sale in 34787.