Windward Drive, Flagler Beach, FL
Everything we know about Windward Drive in Flagler Beach: 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.
13 homes sit on Windward Drive in Flagler Beach, FL (ZIP 32136), built 1980–2021, a typical 1,232 sq ft with 2 bedrooms. 3 are for sale right now from $187,900 to $310,000. Homes that sold since 2023 went for a median $259,000.
For sale on Windward Drive now
The homes on Windward Drive
1 single-family, 12 condo/townhome/other. Built by decade: 1980s 6, 1990s 2, 2000s 1, 2010s 2, 2020s 2.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 27 Windward Drive | $259,000 | 2026-05-28 | 1987 | 1,172 |
| 4 Windward Drive | $219,000 | 2026-05-20 | 1985 | 1,378 |
| 17 Windward Drive | $359,000 | 2026-01-22 | 2020 | 1,195 |
| 19 Windward Drive | $360,000 | 2025-10-03 | 2017 | 1,301 |
| 2 Windward Drive | $207,000 | 2025-03-31 | 2002 | 1,232 |
| 30 Windward Drive | $300,000 | 2024-01-10 | 1998 | 2,240 |
| 11 Windward Drive | $230,000 | 2023-07-21 | 1987 | 1,352 |
| 5 Windward Drive | $227,000 | 2023-06-16 | 1986 | 1,332 |
| 14 Windward Drive | $365,000 | 2023-05-22 | 2021 | 1,176 |
| 23 Windward Drive | $212,000 | 2021-09-20 | 2014 | 1,120 |
| 29 Windward Drive | $145,000 | 2020-01-31 | 1985 | 1,296 |
| 16 Windward Drive | $155,000 | 2016-06-02 | 1980 | 960 |
Communities along Windward Drive
- Beverly Beach Surfside Estates · 8 homes on the street
- Beverly Beach Surfside Estates · 3 homes on the street
- Surfside Estates · 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 13, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 14 homes for sale in Flagler Beach, homes for sale in 32136.