Windsor Drive, Englewood, FL
Everything we know about Windsor Drive in Englewood: 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.
45 homes sit on Windsor Drive in Englewood, FL (ZIP 34223), built 1972–2003, a typical 1,846 sq ft with 3 bedrooms. 1 is for sale right now from $575,000. Homes that sold since 2023 went for a median $410,000.
For sale on Windsor Drive now
The homes on Windsor Drive
45 single-family. Built by decade: 1970s 34, 1980s 7, 1990s 2, 2000s 2.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 58 Windsor Drive | $540,000 | 2026-06-11 | 1974 | 2,424 |
| 76 Windsor Drive | $260,000 | 2026-05-29 | 1977 | 1,606 |
| 25 Windsor Drive | $500,000 | 2026-05-22 | 2000 | 2,000 |
| 2 Windsor Drive | $840,000 | 2025-11-11 | 1982 | 2,637 |
| 74 Windsor Drive | $410,000 | 2025-11-10 | 1979 | 1,624 |
| 43 Windsor Drive | $245,000 | 2025-04-17 | 1973 | 1,704 |
| 9 Windsor Drive | $385,000 | 2025-04-11 | 1980 | 1,586 |
| 1 Windsor Drive | $335,000 | 2025-01-13 | 1973 | 1,747 |
| 10 Windsor Drive | $484,000 | 2025-01-10 | 1972 | 1,846 |
| 15 Windsor Drive | $340,000 | 2024-11-22 | 1974 | 1,808 |
| 23 Windsor Drive | $343,000 | 2024-09-24 | 1977 | 1,879 |
| 14 Windsor Drive | $744,000 | 2024-02-22 | 1973 | 1,652 |
| 13 Windsor Drive | $430,000 | 2024-02-20 | 1974 | 1,661 |
| 72 Windsor Drive | $403,000 | 2022-09-16 | 1987 | 1,968 |
| 4 Windsor Drive | $721,000 | 2022-08-15 | 1972 | 1,782 |
| 52 Windsor Drive | $1,550,000 | 2022-06-23 | 2003 | 2,970 |
| 63 Windsor Drive | $456,000 | 2021-12-30 | 1974 | 1,600 |
| 8 Windsor Drive | $650,000 | 2021-12-15 | 1974 | 1,530 |
| 40 Windsor Drive | $640,000 | 2021-11-10 | 1979 | 1,840 |
| 59 Windsor Drive | $600,000 | 2021-10-28 | 1994 | 2,172 |
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 428 homes for sale in Englewood, homes for sale in 34223.