Osprey Heights Drive, Winter Haven, FL
Everything we know about Osprey Heights Drive in Winter Haven: 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 Osprey Heights Drive in Winter Haven, FL (ZIP 33880), built 1998–2004, a typical 1,377 sq ft with 3 bedrooms. 1 is for sale right now from $250,000. Homes that sold since 2023 went for a median $265,250.
For sale on Osprey Heights Drive now
The homes on Osprey Heights Drive
44 single-family, 1 condo/townhome/other. Built by decade: 1990s 6, 2000s 39.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 128 Osprey Heights Drive | $232,000 | 2026-03-14 | 1999 | 1,234 |
| 160 Osprey Heights Drive | $299,500 | 2024-12-11 | 2002 | 1,709 |
| 167 Osprey Heights Drive | $265,000 | 2024-08-09 | 2002 | 1,308 |
| 127 Osprey Heights Drive | $265,500 | 2024-03-08 | 2001 | 1,390 |
| 115 Osprey Heights Drive | $277,000 | 2022-05-25 | 2000 | 1,480 |
| 149 Osprey Heights Drive | $191,000 | 2021-07-28 | 2000 | 1,124 |
| 151 Osprey Heights Drive | $180,000 | 2021-06-11 | 2001 | 1,390 |
| 185 Osprey Heights Drive | $179,000 | 2020-11-17 | 2002 | 1,285 |
| 161 Osprey Heights Drive | $221,000 | 2020-09-16 | 2002 | 1,847 |
| 162 Osprey Heights Drive | $165,000 | 2020-09-09 | 2002 | 1,344 |
| 120 Osprey Heights Drive | $175,000 | 2020-08-14 | 2002 | 1,388 |
| 171 Osprey Heights Drive | $170,000 | 2020-04-13 | 2002 | 1,367 |
| 124 Osprey Heights Drive | $164,000 | 2020-02-25 | 2001 | 1,202 |
| 155 Osprey Heights Drive | $167,900 | 2019-10-16 | 2002 | 1,528 |
| 182 Osprey Heights Drive | $165,000 | 2019-07-10 | 2004 | 1,198 |
| 178 Osprey Heights Drive | $155,000 | 2019-07-01 | 2003 | 1,390 |
| 133 Osprey Heights Drive | $164,000 | 2018-10-31 | 1998 | 1,482 |
| 141 Osprey Heights Drive | $143,000 | 2018-08-06 | 2001 | 1,109 |
| 107 Osprey Heights Drive | $165,000 | 2018-07-12 | 2003 | 1,470 |
| 164 Osprey Heights Drive | $137,000 | 2017-10-20 | 2002 | 1,557 |
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 850 homes for sale in Winter Haven, homes for sale in 33880.