Shadowland Loop, Winter Park, FL
Everything we know about Shadowland Loop in Winter Park: 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.
37 homes sit on Shadowland Loop in Winter Park, FL (ZIP 32792), built 2019–2022, a typical 2,042 sq ft with 3 bedrooms. 1 is for sale right now from $425,000. Homes that sold since 2023 went for a median $442,500.
For sale on Shadowland Loop now
The homes on Shadowland Loop
Built by decade: 2010s 6, 2020s 31.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2224 Shadowland Loop | $426,000 | 2026-05-29 | 2021 | 2,346 |
| 2232 Shadowland Loop | $385,000 | 2026-04-21 | 2021 | 1,755 |
| 2380 Shadowland Loop | $445,000 | 2025-12-17 | 2020 | 2,076 |
| 2260 Shadowland Loop | $470,000 | 2024-07-17 | 2021 | 2,308 |
| 2321 Shadowland Loop | $455,000 | 2023-06-09 | 2021 | 1,755 |
| 2376 Shadowland Loop | $440,000 | 2023-04-26 | 2020 | 2,308 |
| 2372 Shadowland Loop | $435,000 | 2022-09-09 | 2020 | 1,755 |
| 2360 Shadowland Loop | $447,000 | 2022-03-31 | 2020 | 2,076 |
| 2236 Shadowland Loop | $444,757 | 2022-02-22 | 2022 | 2,378 |
| 2369 Shadowland Loop | $387,500 | 2022-01-20 | 2019 | 1,756 |
| 2336 Shadowland Loop | $439,000 | 2022-01-10 | 2020 | 2,042 |
| 2241 Shadowland Loop | $402,000 | 2022-01-06 | 2020 | 1,964 |
| 2240 Shadowland Loop | $413,780 | 2021-12-08 | 2021 | 2,042 |
| 2325 Shadowland Loop | $385,460 | 2021-11-19 | 2021 | 1,756 |
| 2248 Shadowland Loop | $421,561 | 2021-10-19 | 2021 | 2,378 |
| 2301 Shadowland Loop | $403,715 | 2021-09-29 | 2021 | 1,961 |
| 2256 Shadowland Loop | $391,601 | 2021-09-27 | 2021 | 1,756 |
| 2348 Shadowland Loop | $387,190 | 2021-09-15 | 2020 | 1,756 |
| 2345 Shadowland Loop | $375,000 | 2021-07-20 | 2020 | 1,755 |
| 2244 Shadowland Loop | $399,780 | 2021-07-20 | 2021 | 2,042 |
Communities along Shadowland Loop
- Hawks Crest · 17 homes on the street
- enclave at hawks crest · 15 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 350 homes for sale in Winter Park, homes for sale in 32792.