Orange Orchard Drive, Winter Garden, FL
Everything we know about Orange Orchard Drive in Winter Garden: 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.
29 homes sit on Orange Orchard Drive in Winter Garden, FL (ZIP 34787), built 2020–2021, a typical 2,688 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $690,000.
The homes on Orange Orchard Drive
22 single-family, 7 condo/townhome/other. Built by decade: 2020s 29.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 5715 Orange Orchard Drive | $730,000 | 2026-06-01 | 2021 | 2,240 |
| 5697 Orange Orchard Drive | $690,000 | 2025-11-17 | 2021 | 2,724 |
| 5627 Orange Orchard Drive | $649,000 | 2025-07-15 | 2021 | 2,240 |
| 5511 Orange Orchard Drive | $680,000 | 2025-06-23 | 2020 | 2,270 |
| 5499 Orange Orchard Drive | $805,000 | 2025-05-19 | 2020 | 2,862 |
| 5506 Orange Orchard Drive | $865,000 | 2025-04-09 | 2021 | 3,392 |
| 5493 Orange Orchard Drive | $650,000 | 2025-01-28 | 2020 | 2,683 |
| 5590 Orange Orchard Drive | $935,000 | 2024-09-26 | 2021 | 2,853 |
| 5633 Orange Orchard Drive | $820,000 | 2024-06-07 | 2021 | 2,688 |
| 5409 Orange Orchard Dr | $685,000 | 2023-02-27 | 2020 | 2,700 |
| 5733 Orange Orchard Drive | $653,000 | 2023-02-15 | 2021 | 2,270 |
| 5415 Orange Orchard Drive | $624,000 | 2022-08-11 | 2020 | 2,727 |
| 5674 Orange Orchard Drive | $765,000 | 2022-06-10 | 2021 | 2,688 |
| 5721 Orange Orchard Drive | $699,900 | 2022-05-31 | 2021 | 2,700 |
| 5661 Orange Orchard Drive | $885,000 | 2022-05-27 | 2021 | 3,598 |
| 5512 Orange Orchard Drive | $830,000 | 2022-05-02 | 2020 | 3,072 |
| 5500 Orange Orchard Drive | $578,594 | 2021-09-22 | 2021 | 2,208 |
| 5685 Orange Orchard Drive | $530,600 | 2021-07-29 | 2021 | 3,076 |
| 5517 Orange Orchard Drive | $541,842 | 2021-07-29 | 2021 | 2,668 |
| 5679 Orange Orchard Drive | $435,570 | 2021-06-17 | 2021 | 2,235 |
Communities along Orange Orchard Drive
- Wincey Groves · 11 homes on the street
- Wincey Groves · 9 homes on the street
- Wincey Groves · 6 homes on the street
- Wincey Groves · 2 homes on the street
- Wincey Groves · 1 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 710 homes for sale in Winter Garden, homes for sale in 34787.