Osprey Way, Winter Haven, FL
Everything we know about Osprey Way 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.
43 homes sit on Osprey Way in Winter Haven, FL (ZIP 33881), built 2010–2019, a typical 1,701 sq ft with 3 bedrooms. 3 are for sale right now from $289,900 to $309,000. Homes that sold since 2023 went for a median $288,500.
For sale on Osprey Way now
The homes on Osprey Way
41 single-family, 2 condo/townhome/other. Built by decade: 2010s 43.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4856 Osprey Way | $255,000 | 2026-03-16 | 2019 | 1,576 |
| 4710 Osprey Way | $245,000 | 2026-01-13 | 2019 | 1,992 |
| 4860 Osprey Way | $270,000 | 2025-05-16 | 2018 | 1,675 |
| 4749 Osprey Way | $318,000 | 2024-04-24 | 2017 | 1,825 |
| 4685 Osprey Way | $287,000 | 2023-12-18 | 2019 | 1,576 |
| 4729 Osprey Way | $290,000 | 2023-09-18 | 2017 | 1,576 |
| 4726 Osprey Way | $299,000 | 2023-07-12 | 2017 | 1,576 |
| 4750 Osprey Way | $308,523 | 2023-04-11 | 2017 | 1,986 |
| 4848 Osprey Way | $299,900 | 2022-10-11 | 2012 | 1,251 |
| 4690 Osprey Way | $315,000 | 2022-07-19 | 2018 | 1,621 |
| 4762 Osprey Way | $317,000 | 2022-05-25 | 2017 | 1,567 |
| 4693 Osprey Way | $300,000 | 2022-05-04 | 2018 | 1,621 |
| 4753 Osprey Way | $372,000 | 2022-04-22 | 2017 | 1,999 |
| 4706 Osprey Way | $280,000 | 2022-02-14 | 2019 | 1,576 |
| 4734 Osprey Way | $285,000 | 2022-01-31 | 2010 | 1,701 |
| 4786 Osprey Way | $279,900 | 2022-01-12 | 2017 | 1,576 |
| 4770 Osprey Way | $279,000 | 2022-01-12 | 2017 | 1,655 |
| 4876 Osprey Way | $260,000 | 2021-10-26 | 2012 | 1,534 |
| 4794 Osprey Way | $250,000 | 2021-07-15 | 2018 | 2,132 |
| 4677 Osprey Way | $247,850 | 2021-05-18 | 2019 | 1,825 |
Communities along Osprey Way
- ST JAMES Crossing · 36 homes on the street
- ST JAMES Crossing · 7 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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 784 homes for sale in Winter Haven, homes for sale in 33881.