Deer Trail Boulevard, Sarasota, FL
Everything we know about Deer Trail Boulevard in Sarasota: 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.
74 homes sit on Deer Trail Boulevard in Sarasota, FL (ZIP 34238, 34239), built 1990–1997, a typical 1,851 sq ft with 2 bedrooms. 4 are for sale right now from $409,000 to $539,000. Homes that sold since 2023 went for a median $487,500.
For sale on Deer Trail Boulevard now
The homes on Deer Trail Boulevard
37 single-family, 37 condo/townhome/other. Built by decade: 1990s 74.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4444 Deer Trail Boulevard | $500,000 | 2026-10-01 | 1992 | 1,911 |
| 4448 Deer Trail Boulevard | $487,500 | 2026-04-02 | 1992 | 2,061 |
| 4432 Deer Trail Boulevard | $290,000 | 2026-02-27 | 1992 | 1,634 |
| 4643 Deer Trail Boulevard | $569,000 | 2026-02-09 | 1991 | 1,461 |
| 4580 Deer Trail Boulevard | $410,000 | 2025-01-24 | 1996 | 1,842 |
| 4527 Deer Trail Boulevard | $420,000 | 2025-01-13 | 1991 | 1,753 |
| 4571 Deer Trail Boulevard | $510,000 | 2024-11-26 | 1993 | 1,912 |
| 4440 Deer Trail Boulevard | $435,000 | 2023-12-27 | 1992 | 1,461 |
| 4620 Deer Trail Boulevard | $544,000 | 2023-10-26 | 1993 | 1,753 |
| 4612 Deer Trail Boulevard | $484,000 | 2023-10-06 | 1996 | 1,893 |
| 4544 Deer Trail Boulevard | $569,000 | 2023-04-27 | 1991 | 1,843 |
| 4568 Deer Trail Boulevard | $550,000 | 2023-04-24 | 1997 | 1,658 |
| 4504 Deer Trail Boulevard | $430,000 | 2023-03-21 | 1992 | 1,457 |
| 4420 Deer Trail Boulevard | $554,000 | 2022-06-17 | 1992 | 1,836 |
| 4484 Deer Trail Boulevard | $551,000 | 2022-06-08 | 1991 | 1,642 |
| 4584 Deer Trail Boulevard | $550,000 | 2022-05-23 | 1994 | 1,625 |
| 4636 Deer Trail Boulevard | $385,000 | 2022-01-12 | 1990 | 1,755 |
| 4632 Deer Trail Boulevard | $446,000 | 2021-12-20 | 1990 | 1,906 |
| 4452 Deer Trail Boulevard | $390,000 | 2021-07-26 | 1993 | 1,860 |
| 4419 Deer Trail Boulevard | $449,999 | 2021-05-14 | 1991 | 1,845 |
Communities along Deer Trail Boulevard
- Deer Creek · 8 homes on the street
- Deer Creek · 3 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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 2,637 homes for sale in Sarasota, homes for sale in 34238, homes for sale in 34239.