Windley Drive, St. Augustine, FL
Everything we know about Windley Drive in St. Augustine: 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.
113 homes sit on Windley Drive in St. Augustine, FL (ZIP 32092, 32095), built 1985–2024, a typical 2,921 sq ft with 4 bedrooms. 2 are for sale right now from $564,000 to $899,000. 8 closed in the last 12 months at a median of $622,500. Homes that sold since 2023 went for a median $756,242.
For sale on Windley Drive now
Recent sales on Windley Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 115 Windley Drive | $625,000 | 2026-09-10 | 4 / 3.0 | 2,473 |
| 149 Windley Drive | $555,000 | 2026-08-10 | 4 / 3.0 | 2,473 |
| 66 Windley Drive | $585,000 | 2026-06-11 | 4 / 3.0 | 2,684 |
| 161 Windley Drive | $620,000 | 2026-05-05 | 4 / 3.0 | 2,678 |
| 523 Windley Drive | $725,000 | 2026-04-03 | 4 / 4.0 | 3,300 |
| 638 Windley Drive | $855,000 | 2026-01-16 | 5 / 4.5 | 4,031 |
| 685 Windley Drive | $580,000 | 2025-11-18 | 4 / 3.0 | 2,684 |
| 843 Windley Drive | $755,000 | 2025-10-06 | 4 / 3.5 | 3,051 |
The homes on Windley Drive
110 single-family, 3 condo/townhome/other. Built by decade: 1980s 1, 2010s 15, 2020s 96.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 115 Windley Drive | $625,000 | 2026-09-10 | 2019 | 2,473 |
| 149 Windley Drive | $555,000 | 2026-08-10 | 2020 | 2,473 |
| 66 Windley Drive | $585,000 | 2026-06-11 | 2019 | 2,684 |
| 161 Windley Drive | $620,000 | 2026-05-05 | 2020 | 2,678 |
| 523 Windley Drive | $725,000 | 2026-04-03 | 2022 | 3,300 |
| 638 Windley Drive | $855,000 | 2026-01-16 | 2022 | 4,031 |
| 685 Windley Drive | $580,000 | 2025-11-18 | 2021 | 2,684 |
| 843 Windley Drive | $755,000 | 2025-10-06 | 2022 | 3,051 |
| 489 Windley Drive | $725,000 | 2025-07-17 | 2021 | 3,202 |
| 1085 Windley Drive | $868,500 | 2025-05-29 | 2024 | 4,167 |
| 936 Windley Drive | $696,000 | 2025-01-27 | 2023 | 3,287 |
| 626 Windley Drive | $899,000 | 2024-12-03 | 2022 | 4,174 |
| 865 Windley Drive | $780,000 | 2024-10-30 | 2023 | 3,077 |
| 404 Windley Drive | $660,000 | 2024-09-24 | 2020 | 2,856 |
| 709 Windley Drive | $610,000 | 2024-08-19 | 2021 | 2,684 |
| 267 Windley Drive | $749,000 | 2024-07-23 | 2020 | 2,957 |
| 697 Windley Drive | $610,000 | 2024-05-20 | 2021 | 2,637 |
| 51 Windley Drive | $783,985 | 2024-05-09 | 2024 | 3,089 |
| 1127 Windley Drive | $840,000 | 2024-02-22 | 2023 | 3,860 |
| 1115 Windley Drive | $770,000 | 2024-01-25 | 2023 | 3,662 |
Communities along Windley Drive
- Shearwater · 110 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 September 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 1,076 homes for sale in St. Augustine, homes for sale in 32092, homes for sale in 32095.