Crosswinds Drive, Milton, FL
Everything we know about Crosswinds Drive in Milton: 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 Crosswinds Drive in Milton, FL (ZIP 32583, 32570), built 1997–2008, a typical 1,576 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $260,000.
The homes on Crosswinds Drive
45 single-family. Built by decade: 1990s 16, 2000s 29.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4263 Crosswinds Dr | $310,000 | 2025-10-21 | 2001 | 2,636 |
| 4280 Crosswinds Dr | $260,000 | 2025-01-03 | 2001 | 1,511 |
| 4314 Crosswinds Dr | $240,000 | 2024-11-22 | 1999 | 1,533 |
| 4315 Crosswinds Dr | $260,000 | 2024-10-30 | 1999 | 1,714 |
| 4235 Crosswinds Dr | $290,500 | 2024-08-08 | 2001 | 1,749 |
| 4275 Crosswinds Dr | $260,000 | 2023-06-16 | 2001 | 1,576 |
| 4346 Crosswinds Dr | $264,900 | 2023-01-30 | 1999 | 1,533 |
| 4266 Crosswinds Drive | $275,000 | 2022-05-27 | 2001 | 1,749 |
| 4247 Crosswinds Dr | $285,000 | 2021-09-10 | 2001 | 2,495 |
| 4220 Crosswinds Dr | $169,500 | 2020-04-16 | 1998 | 1,515 |
| 4303 Crosswinds Dr | $180,000 | 2019-11-15 | 1999 | 1,780 |
| 4279 Crosswinds Dr | $158,000 | 2019-07-31 | 1998 | 1,515 |
| 4338 Crosswinds Dr | $156,500 | 2019-05-03 | 1999 | 1,576 |
| 4335 Crosswinds Dr | $158,000 | 2019-05-03 | 2001 | 1,511 |
| 4203 Crosswinds Dr | $175,000 | 2019-04-12 | 2000 | 1,810 |
| 4299 Crosswinds Dr | $172,500 | 2019-03-25 | 1999 | 1,576 |
| 4219 Crosswinds Dr | $150,375 | 2019-01-31 | 2001 | 1,511 |
| 4251 Crosswinds Dr | $200,000 | 2018-04-12 | 2001 | 2,323 |
| 4243 Crosswinds Dr | $177,000 | 2017-05-30 | 2000 | 2,085 |
| 4204 Crosswinds Dr | $140,000 | 2017-02-07 | 1997 | 1,518 |
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 404 homes for sale in Milton, homes for sale in 32583, homes for sale in 32570.