Twelve Oaks Drive, Winter Springs, FL
Everything we know about Twelve Oaks Drive in Winter Springs: 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.
46 homes sit on Twelve Oaks Drive in Winter Springs, FL (ZIP 32708), built 1995–2000, a typical 2,813 sq ft with 4 bedrooms. 1 is for sale right now from $785,000. 2 closed in the last 12 months at a median of $620,000. Homes that sold since 2023 went for a median $695,000.
For sale on Twelve Oaks Drive now
Recent sales on Twelve Oaks Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 340 Twelve Oaks Drive | $730,000 | 2026-08-31 | 5 / 3.5 | 3,657 |
| 363 Twelve Oaks Drive | $510,000 | 2026-07-31 | 5 / 3.0 | 3,408 |
The homes on Twelve Oaks Drive
46 single-family. Built by decade: 1990s 23, 2000s 23.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 340 Twelve Oaks Drive | $730,000 | 2026-08-31 | 1999 | 3,657 |
| 363 Twelve Oaks Drive | $510,000 | 2026-07-31 | 2000 | 3,408 |
| 355 Twelve Oaks Drive | $749,000 | 2025-11-07 | 1999 | 3,657 |
| 377 Twelve Oaks Drive | $525,000 | 2025-01-31 | 2000 | 2,157 |
| 308 Twelve Oaks Drive | $624,800 | 2024-06-14 | 1995 | 2,284 |
| 392 Twelve Oaks Drive | $695,000 | 2024-06-06 | 2000 | 2,849 |
| 393 Twelve Oaks Drive | $695,000 | 2024-05-13 | 1999 | 2,361 |
| 349 Twelve Oaks Drive | $775,000 | 2024-04-26 | 2000 | 3,657 |
| 356 Twelve Oaks Drive | $770,000 | 2024-04-26 | 2000 | 3,657 |
| 358 Twelve Oaks Drive | $530,000 | 2024-02-06 | 2000 | 2,159 |
| 309 Twelve Oaks Drive | $607,000 | 2023-11-13 | 1996 | 2,410 |
| 337 Twelve Oaks Drive | $709,900 | 2023-11-08 | 2000 | 3,660 |
| 357 Twelve Oaks Drive | $605,000 | 2023-07-14 | 2000 | 2,795 |
| 366 Twelve Oaks Drive | $716,000 | 2023-02-28 | 2000 | 3,657 |
| 310 Twelve Oaks Drive | $619,000 | 2022-06-27 | 1995 | 2,374 |
| 351 Twelve Oaks Drive | $690,333 | 2022-02-09 | 1999 | 3,657 |
| 372 Twelve Oaks Drive | $552,000 | 2021-10-04 | 2000 | 2,795 |
| 391 Twelve Oaks Drive | $505,000 | 2021-04-30 | 1999 | 2,813 |
| 350 Twelve Oaks Drive | $457,000 | 2021-02-21 | 1999 | 3,659 |
| 306 Twelve Oaks Drive | $375,000 | 2020-10-08 | 1995 | 2,321 |
Communities along Twelve Oaks Drive
- Winding Hollow · 29 homes on the street
- Winding Hollow · 9 homes on the street
- Winding Hollow · 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 129 homes for sale in Winter Springs, homes for sale in 32708.

