San Jose Drive, Winter Haven, FL
Everything we know about San Jose 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.
48 homes sit on San Jose Drive in Winter Haven, FL (ZIP 33884), built 1979–1991, a typical 1,531 sq ft with 2 bedrooms. 2 are for sale right now from $224,900 to $259,900. 4 closed in the last 12 months at a median of $207,500. Homes that sold since 2023 went for a median $214,500.
For sale on San Jose Drive now
Recent sales on San Jose Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 389 San Jose Drive | $240,000 | 2026-04-17 | 3 / 2.0 | 1,692 |
| 389 San Jose Drive | $240,000 | 2026-04-17 | 3 / 2.0 | 1,692 |
| 386 San Jose Drive | $175,000 | 2026-02-26 | 2 / 2.0 | 1,250 |
| 386 San Jose Drive | $175,000 | 2026-02-26 | 2 / 2.0 | 1,250 |
The homes on San Jose Drive
47 single-family, 1 condo/townhome/other. Built by decade: 1970s 6, 1980s 41, 1990s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 389 San Jose Drive | $240,000 | 2026-04-17 | 1986 | 1,692 |
| 386 San Jose Drive | $175,000 | 2026-02-26 | 1983 | 1,250 |
| 454 San Jose Drive | $180,000 | 2026-01-27 | 1981 | 1,667 |
| 409 San Jose Drive | $200,000 | 2025-07-28 | 1984 | 1,710 |
| 439 San Jose Drive | $214,000 | 2025-04-14 | 1980 | 1,747 |
| 407 San Jose Drive | $215,000 | 2025-03-31 | 1984 | 1,213 |
| 446 San Jose Drive | $205,000 | 2024-09-30 | 1979 | 1,097 |
| 431 San Jose Drive | $200,000 | 2024-09-10 | 1980 | 1,452 |
| 438 San Jose Dr | $210,500 | 2024-05-07 | 1979 | 1,120 |
| 453 San Jose Drive | $305,000 | 2024-02-23 | 1980 | 1,863 |
| 442 San Jose Drive | $281,000 | 2023-06-28 | 1980 | 1,914 |
| 449 San Jose Drive | $275,000 | 2023-06-12 | 1979 | 1,519 |
| 398 San Jose Drive | $235,000 | 2023-04-11 | 1982 | 1,206 |
| 391 San Jose Drive | $223,000 | 2023-01-12 | 1984 | 1,494 |
| 393 San Jose Drive | $273,000 | 2022-06-07 | 1984 | 1,822 |
| 429 San Jose Drive | $240,000 | 2022-05-07 | 1981 | 1,586 |
| 419 San Jose Dr | $184,000 | 2022-02-24 | 1982 | 1,105 |
| 448 San Jose Drive | $200,000 | 2021-12-17 | 1980 | 1,531 |
| 456 San Jose Drive | $246,000 | 2021-11-05 | 1989 | 1,880 |
| 403 San Jose Drive | $234,900 | 2021-10-22 | 1984 | 1,718 |
Communities along San Jose Drive
- Orchid Springs Patio Homes · 20 homes on the street
- Orchid Springs Patio Homes · 8 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 33884.