S Winding Oaks Drive, Homosassa, FL
Everything we know about S Winding Oaks Drive in Homosassa: 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.
25 homes sit on S Winding Oaks Drive in Homosassa, FL (ZIP 34446), built 1981–1995, a typical 1,581 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $280,000.
The homes on S Winding Oaks Drive
25 single-family. Built by decade: 1980s 13, 1990s 12.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4179 S Winding Oaks Drive | $280,000 | 2026-08-28 | 1989 | 1,674 |
| 4119 S Winding Oaks Drive | $335,775 | 2025-09-16 | 1995 | 1,983 |
| 4263 S Winding Oaks Drive | $265,000 | 2024-02-22 | 1990 | 1,428 |
| 4134 S Winding Oaks Drive | $305,000 | 2023-11-03 | 1984 | 1,574 |
| 4070 S Winding Oaks Drive | $256,000 | 2023-08-16 | 1986 | 1,552 |
| 4073 S Winding Oaks Drive | $300,000 | 2022-06-06 | 1988 | 1,417 |
| 4133 S Winding Oaks Drive | $300,000 | 2022-02-07 | 1995 | 1,661 |
| 4274 S Winding Oaks Drive | $180,000 | 2021-05-03 | 1991 | 1,848 |
| 4059 S Winding Oaks Drive | $186,000 | 2019-05-31 | 1987 | 1,670 |
| 4264 S Winding Oaks Drive | $192,900 | 2018-04-26 | 1990 | 1,624 |
| 4227 S Winding Oaks Drive | $152,000 | 2018-04-23 | 1989 | 1,563 |
| 4165 S Winding Oaks Drive | $119,900 | 2016-11-08 | 1988 | 1,581 |
| 4194 S Winding Oaks Drive | $149,000 | 2016-09-22 | 1992 | 1,452 |
| 4100 S Winding Oaks Drive | $137,000 | 2016-07-26 | 1995 | 1,816 |
| 4253 S Winding Oaks Drive | $135,000 | 2016-06-23 | 1990 | 1,606 |
| 4031 S Winding Oaks Drive | $120,000 | 2016-04-04 | 1988 | 1,982 |
| 4243 S Winding Oaks Drive | $93,000 | 2014-09-19 | 1990 | 1,440 |
| 4084 S Winding Oaks Drive | $80,000 | 2013-07-03 | 1984 | 1,594 |
| 4025 S Winding Oaks Drive | $110,000 | 2013-05-24 | 1990 | 1,781 |
| 4089 S Winding Oaks Drive | $77,700 | 2012-06-21 | 1986 | 1,335 |
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 November 4, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 225 homes for sale in Homosassa, homes for sale in 34446.