Westside Drive, Winter Garden, FL
Everything we know about Westside 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.
31 homes sit on Westside Drive in Winter Garden, FL (ZIP 34787), built 1986–1992, a typical 846 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 4 closed in the last 12 months at a median of $217,000. Homes that sold since 2023 went for a median $215,000.
Recent sales on Westside Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 1015 Westside Drive | $224,000 | 2026-07-24 | 3 / 2.0 | 938 |
| 1222 Westside Drive | $139,000 | 2026-04-29 | 1 / 1.0 | 677 |
| 1166 Westside Drive | $229,000 | 2026-04-01 | 3 / 2.0 | 846 |
| 1009 Westside Drive | $210,000 | 2026-02-19 | 3 / 2.0 | 1,120 |
The homes on Westside Drive
2 single-family, 29 condo/townhome/other. Built by decade: 1980s 30, 1990s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1015 Westside Drive | $224,000 | 2026-07-24 | 1986 | 938 |
| 1222 Westside Drive | $139,000 | 2026-04-29 | 1987 | 677 |
| 1166 Westside Drive | $229,000 | 2026-04-01 | 1986 | 846 |
| 1009 Westside Drive | $210,000 | 2026-02-19 | 1986 | 1,120 |
| 1230 Westside Drive | $212,000 | 2025-08-19 | 1987 | 814 |
| 1170 Westside Drive | $249,000 | 2025-02-28 | 1986 | 814 |
| 1266 Westside Drive | $215,000 | 2025-02-21 | 1987 | 761 |
| 1012 Westside Drive | $215,000 | 2023-06-23 | 1986 | 639 |
| 1014 Westside Drive | $232,900 | 2023-06-09 | 1986 | 806 |
| 1218 Westside Drive | $206,265 | 2022-07-12 | 1987 | 938 |
| 1278 Westside Drive | $178,000 | 2022-04-04 | 1987 | 814 |
| 1011 Westside Drive | $195,000 | 2021-10-26 | 1986 | 1,180 |
| 1007 Westside Drive | $120,000 | 2020-09-28 | 1986 | 666 |
| 1194 Westside Drive | $147,000 | 2020-03-17 | 1986 | 846 |
| 1202 Westside Drive | $137,000 | 2019-09-12 | 1986 | 846 |
| 1195 Westside Drive | $122,000 | 2019-04-23 | 1986 | 719 |
| 1190 Westside Drive | $115,000 | 2018-07-27 | 1986 | 874 |
| 1226 Westside Drive | $85,000 | 2018-04-16 | 1987 | 761 |
| 1182 Westside Drive | $55,000 | 2016-09-22 | 1986 | 846 |
| 1238 Westside Drive | $60,000 | 2015-02-05 | 1987 | 984 |
Communities along Westside Drive
- westside townhomes · 16 homes on the street
- westside townhomes · 8 homes on the street
- westside townhomes · 3 homes on the street
- westside townhomes · 2 homes on the street
- westside townhomes · 1 homes on the street
- westside townhomes · 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.