Paine Drive, Winter Haven, FL
Everything we know about Paine 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.
28 homes sit on Paine Drive in Winter Haven, FL (ZIP 33884), built 1965–1975, a typical 1,600 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $263,000.
The homes on Paine Drive
28 single-family. Built by decade: 1960s 23, 1970s 5.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 241 Paine Drive | $280,000 | 2026-04-25 | 1969 | 1,730 |
| 253 Paine Drive | $240,000 | 2023-09-06 | 1969 | 1,776 |
| 69 Paine Drive | $263,000 | 2023-05-12 | 1972 | 1,403 |
| 201 Paine Drive | $310,000 | 2022-12-29 | 1966 | 1,774 |
| 112 Paine Drive | $180,000 | 2022-12-21 | 1965 | 1,678 |
| 117 Paine Drive | $385,000 | 2022-10-13 | 1975 | 1,859 |
| 229 Paine Drive | $310,000 | 2022-09-16 | 1968 | 1,489 |
| 89 Paine Drive | $176,200 | 2021-03-12 | 1972 | 1,392 |
| 221 Paine Drive | $203,000 | 2020-09-25 | 1968 | 1,423 |
| 116 Paine Drive | $127,500 | 2020-08-26 | 1965 | 1,900 |
| 245 Paine Drive | $160,000 | 2020-06-30 | 1969 | 1,328 |
| 216 Paine Drive | $173,298 | 2020-05-22 | 1968 | 1,380 |
| 233 Paine Drive | $213,400 | 2019-09-13 | 1968 | 1,464 |
| 208 Paine Drive | $172,500 | 2018-11-16 | 1966 | 1,550 |
| 115 Paine Drive | $202,000 | 2018-06-22 | 1966 | 1,792 |
| 53 Paine Drive | $205,000 | 2018-03-05 | 1972 | 1,788 |
| 61 Paine Drive | $128,000 | 2017-05-04 | 1972 | 1,294 |
| 257 Paine Drive | $84,500 | 2014-06-19 | 1969 | 1,931 |
| 224 Paine Drive | $115,500 | 2014-06-06 | 1968 | 1,640 |
| 265 Paine Drive | $100,000 | 2013-12-20 | 1969 | 1,465 |
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 33884.