Pleasant Grove Drive, Winter Springs, FL
Everything we know about Pleasant Grove 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.
36 homes sit on Pleasant Grove Drive in Winter Springs, FL (ZIP 32708), built 1995–1998, a typical 1,723 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 2 closed in the last 12 months at a median of $422,500. Homes that sold since 2023 went for a median $465,000.
Recent sales on Pleasant Grove Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 560 Pleasant Grove Drive | $395,000 | 2026-08-24 | 3 / 2.0 | 1,654 |
| 562 Pleasant Grove Drive | $450,000 | 2026-05-15 | 3 / 2.0 | 1,579 |
The homes on Pleasant Grove Drive
36 single-family. Built by decade: 1990s 36.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 560 Pleasant Grove Drive | $395,000 | 2026-08-24 | 1996 | 1,654 |
| 562 Pleasant Grove Drive | $450,000 | 2026-05-15 | 1996 | 1,579 |
| 563 Pleasant Grove Drive | $495,000 | 2025-06-26 | 1996 | 1,724 |
| 517 Pleasant Grove Drive | $438,000 | 2024-06-21 | 1997 | 1,663 |
| 522 Pleasant Grove Drive | $465,000 | 2023-08-21 | 1996 | 1,663 |
| 507 Pleasant Grove Drive | $494,500 | 2023-05-24 | 1995 | 1,849 |
| 503 Pleasant Grove Drive | $470,000 | 2023-02-17 | 1995 | 1,956 |
| 505 Pleasant Grove Drive | $400,000 | 2022-04-29 | 1995 | 1,723 |
| 523 Pleasant Grove Drive | $415,000 | 2021-12-16 | 1997 | 1,663 |
| 548 Pleasant Grove Drive | $400,000 | 2021-08-31 | 1998 | 1,854 |
| 530 Pleasant Grove Drive | $365,000 | 2021-06-30 | 1997 | 1,754 |
| 534 Pleasant Grove Drive | $380,000 | 2021-05-28 | 1997 | 1,956 |
| 554 Pleasant Grove Drive | $412,500 | 2021-03-22 | 1997 | 2,136 |
| 535 Pleasant Grove Drive | $335,000 | 2020-09-15 | 1997 | 1,849 |
| 504 Pleasant Grove Drive | $278,000 | 2020-05-22 | 1996 | 1,579 |
| 564 Pleasant Grove Drive | $306,750 | 2019-08-07 | 1996 | 1,849 |
| 550 Pleasant Grove Drive | $335,000 | 2019-07-29 | 1997 | 2,166 |
| 544 Pleasant Grove Drive | $307,000 | 2019-07-16 | 1997 | 1,793 |
| 561 Pleasant Grove Drive | $288,000 | 2019-06-07 | 1996 | 1,663 |
| 516 Pleasant Grove Drive | $269,000 | 2019-03-28 | 1997 | 1,663 |
Communities along Pleasant Grove Drive
- Tusca Oaks · 29 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 155 homes for sale in Winter Springs, homes for sale in 32708.