Bowman Drive, Winter Garden, FL
Everything we know about Bowman 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.
42 homes sit on Bowman Drive in Winter Garden, FL (ZIP 34787), built 2014–2022, a typical 2,565 sq ft with 4 bedrooms. 1 is for sale right now from $430,000. 5 closed in the last 12 months at a median of $640,000. Homes that sold since 2023 went for a median $635,000.
For sale on Bowman Drive now
Recent sales on Bowman Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 5460 Bowman Drive | $550,000 | 2026-07-27 | 3 / 3.5 | 2,474 |
| 5443 Bowman Drive | $649,000 | 2026-07-02 | 4 / 4.5 | 2,656 |
| 5401 Bowman Drive | $1,250,000 | 2026-05-08 | 4 / 3.5 | 4,044 |
| 5431 Bowman Drive | $640,000 | 2026-04-15 | 4 / 3.5 | 2,458 |
| 5611 Bowman Drive | $557,000 | 2025-12-22 | 4 / 2.5 | 2,292 |
The homes on Bowman Drive
42 single-family. Built by decade: 2010s 41, 2020s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 5460 Bowman Drive | $550,000 | 2026-07-27 | 2016 | 2,474 |
| 5641 Bowman Drive | $630,000 | 2026-07-13 | 2017 | 2,458 |
| 5443 Bowman Drive | $649,000 | 2026-07-02 | 2015 | 2,656 |
| 5340 Bowman Drive | $2,050,000 | 2026-05-29 | 2017 | 5,749 |
| 5401 Bowman Drive | $1,250,000 | 2026-05-08 | 2015 | 4,044 |
| 5431 Bowman Drive | $640,000 | 2026-04-15 | 2015 | 2,458 |
| 5365 Bowman Drive | $1,150,000 | 2026-04-09 | 2015 | 4,000 |
| 5611 Bowman Drive | $557,000 | 2025-12-22 | 2018 | 2,292 |
| 5539 Bowman Drive | $524,000 | 2025-12-12 | 2017 | 2,148 |
| 5527 Bowman Drive | $480,000 | 2024-12-09 | 2016 | 1,868 |
| 5533 Bowman Drive | $600,000 | 2024-12-09 | 2017 | 2,994 |
| 5478 Bowman Drive | $425,000 | 2024-09-20 | 2017 | 1,989 |
| 5341 Bowman Drive | $1,185,000 | 2024-09-05 | 2015 | 4,000 |
| 5388 Bowman Drive | $1,110,000 | 2024-02-29 | 2022 | 4,104 |
| 5317 Bowman Drive | $840,000 | 2023-07-06 | 2015 | 2,762 |
| 5605 Bowman Drive | $510,000 | 2023-01-30 | 2017 | 1,858 |
| 5629 Bowman Drive | $585,000 | 2022-07-08 | 2017 | 2,455 |
| 5521 Bowman Drive | $565,000 | 2022-05-27 | 2016 | 2,369 |
| 5617 Bowman Drive | $530,000 | 2022-05-09 | 2017 | 2,124 |
| 5623 Bowman Drive | $477,500 | 2021-12-30 | 2017 | 1,989 |
Communities along Bowman Drive
- Overlook 2/Hamlin · 13 homes on the street
- Overlook At Hamlin · 9 homes on the street
- Overlook 2/Hamlin · 7 homes on the street
- The Cove At Hamlin · 5 homes on the street
- Overlook 2/Hamlin · 1 homes on the street
- Overlook 2/Hamlin · 1 homes on the street
- Overlook 2/Hamlin · 1 homes on the street
- Overlook 2 At Hamlin · 1 homes on the street
- Overlook 2/Hamlin · 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.