Hollow Bay Drive, Winter Garden, FL
Everything we know about Hollow Bay 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.
43 homes sit on Hollow Bay Drive in Winter Garden, FL (ZIP 34787), built 2025–2026, a typical 3,225 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. 1 closed in the last 12 months at a median of $810,000. Homes that sold since 2023 went for a median $797,761.
Recent sales on Hollow Bay Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 11265 Hollow Bay Drive | $810,000 | 2026-09-18 | 5 / 4.5 | 3,225 |
The homes on Hollow Bay Drive
43 single-family. Built by decade: 2020s 43.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 11265 Hollow Bay Drive | $810,000 | 2026-09-18 | 2025 | 3,225 |
| 11277 Hollow Bay Drive | $855,000 | 2026-08-21 | 2025 | 3,327 |
| 11253 Hollow Bay Drive | $740,000 | 2026-08-19 | 2025 | 2,113 |
| 11258 Hollow Bay Drive | $749,990 | 2026-08-07 | 2026 | 3,327 |
| 11283 Hollow Bay Drive | $835,000 | 2026-07-31 | 2025 | 3,225 |
| 11271 Hollow Bay Drive | $825,000 | 2026-07-24 | 2025 | 2,866 |
| 11170 Hollow Bay Drive | $535,000 | 2026-07-17 | 2025 | 2,474 |
| 11264 Hollow Bay Drive | $865,000 | 2026-06-29 | 2025 | 3,225 |
| 11145 Hollow Bay Drive | $820,000 | 2026-06-25 | 2025 | 3,327 |
| 11223 Hollow Bay Drive | $765,000 | 2026-06-24 | 2025 | 2,866 |
| 11205 Hollow Bay Drive | $895,000 | 2026-06-23 | 2025 | 3,327 |
| 11193 Hollow Bay Drive | $785,000 | 2026-06-16 | 2025 | 3,327 |
| 11217 Hollow Bay Drive | $815,000 | 2026-06-16 | 2025 | 3,327 |
| 11241 Hollow Bay Drive | $789,990 | 2026-06-12 | 2025 | 2,113 |
| 11235 Hollow Bay Drive | $820,000 | 2026-06-05 | 2026 | 3,237 |
| 11181 Hollow Bay Drive | $810,000 | 2026-05-29 | 2025 | 3,327 |
| 11229 Hollow Bay Drive | $780,000 | 2026-05-18 | 2025 | 3,225 |
| 11187 Hollow Bay Drive | $794,566 | 2026-04-29 | 2025 | 2,866 |
| 11112 Hollow Bay Drive | $760,000 | 2026-04-27 | 2025 | 2,113 |
| 11163 Hollow Bay Drive | $765,000 | 2026-03-27 | 2026 | 3,327 |
Communities along Hollow Bay Drive
- Waterleigh · 38 homes on the street
- Waterlweigh · 2 homes on the street
- Waterleigh · 2 homes on the street
- Waterleigh · 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 750 homes for sale in Winter Garden, homes for sale in 34787.