Wintermere Pointe Drive, Winter Garden, FL
Everything we know about Wintermere Pointe Drive 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.
53 homes sit on Wintermere Pointe Drive in Winter Garden, FL (ZIP 34787), built 1999–2004, a typical 2,762 sq ft with 4 bedrooms. 2 are for sale right now from $765,000 to $790,000. 7 closed in the last 12 months at a median of $550,000. Homes that sold since 2023 went for a median $650,000.
For sale on Wintermere Pointe Drive now
Recent sales on Wintermere Pointe Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 2031 Wintermere Pointe Drive | $550,000 | 2026-09-30 | 4 / 2.0 | 2,048 |
| 2025 Wintermere Pointe Drive | $715,000 | 2026-08-28 | 5 / 4.0 | 2,655 |
| 2006 Wintermere Pointe Drive | $740,000 | 2026-08-17 | 5 / 4.0 | 3,011 |
| 2031 Wintermere Pointe Drive | $469,000 | 2026-05-15 | 4 / 2.0 | 1,960 |
| 2237 Wintermere Pointe Drive | $490,000 | 2026-01-16 | 4 / 2.0 | 1,950 |
| 2049 Wintermere Pointe Drive | $580,000 | 2025-12-17 | 5 / 3.0 | 2,892 |
| 2019 Wintermere Pointe Drive | $539,900 | 2025-10-17 | 4 / 3.0 | 2,455 |
The homes on Wintermere Pointe Drive
53 single-family. Built by decade: 1990s 15, 2000s 38.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2031 Wintermere Pointe Drive | $550,000 | 2026-09-30 | 2000 | 2,048 |
| 2025 Wintermere Pointe Drive | $715,000 | 2026-08-28 | 1999 | 2,655 |
| 2006 Wintermere Pointe Drive | $740,000 | 2026-08-17 | 1999 | 3,011 |
| 2320 Wintermere Pointe Drive | $880,000 | 2026-01-29 | 2001 | 3,290 |
| 2237 Wintermere Pointe Drive | $490,000 | 2026-01-16 | 2000 | 1,950 |
| 2049 Wintermere Pointe Drive | $580,000 | 2025-12-17 | 2000 | 2,892 |
| 2019 Wintermere Pointe Drive | $539,900 | 2025-10-17 | 2000 | 2,455 |
| 2326 Wintermere Pointe Drive | $625,000 | 2025-07-10 | 2002 | 3,444 |
| 2163 Wintermere Pointe Drive | $469,000 | 2025-06-25 | 2000 | 2,622 |
| 2140 Wintermere Pointe Drive | $750,000 | 2025-05-27 | 1999 | 3,159 |
| 2236 Wintermere Pointe Drive | $810,000 | 2024-12-12 | 1999 | 3,080 |
| 2110 Wintermere Pointe Drive | $665,000 | 2024-03-08 | 1999 | 2,505 |
| 2157 Wintermere Pointe Drive | $535,000 | 2024-02-06 | 1999 | 3,197 |
| 2103 Wintermere Pointe Drive | $650,000 | 2024-01-22 | 2000 | 3,026 |
| 2278 Wintermere Pointe Drive | $795,000 | 2024-01-08 | 2004 | 2,693 |
| 2223 Wintermere Pointe Drive | $650,000 | 2022-02-28 | 2000 | 3,346 |
| 2285 Wintermere Pointe Drive | $753,777 | 2021-11-16 | 2003 | 4,241 |
| 2121 Wintermere Pointe Drive | $482,900 | 2021-11-12 | 2000 | 2,190 |
| 2104 Wintermere Pointe Drive | $600,000 | 2021-07-20 | 1999 | 2,613 |
| 2230 Wintermere Pointe Drive | $412,500 | 2021-05-26 | 2004 | 2,424 |
Communities along Wintermere Pointe Drive
- wintermere pointe · 36 homes on the street
- wintermere pointe · 6 homes on the street
- wintermere pointe · 3 homes on the street
- wintermere pointe · 3 homes on the street
- wintermere pointe · 2 homes on the street
- wintermere pointe · 2 homes on the street
- wintermere pointe · 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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 710 homes for sale in Winter Garden, homes for sale in 34787.