Windermere Avenue, Kissimmee, FL
Everything we know about Windermere Avenue in Kissimmee: 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.
60 homes sit on Windermere Avenue in Kissimmee, FL (ZIP 34746), built 2018–2020, a typical 1,914 sq ft with 4 bedrooms. 9 are for sale right now from $430,000 to $528,800. Homes that sold since 2023 went for a median $497,500.
For sale on Windermere Avenue now
The homes on Windermere Avenue
Built by decade: 2010s 56, 2020s 4.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4958 Windermere Avenue | $462,766 | 2026-08-17 | 2018 | 1,914 |
| 4960 Windermere Avenue | $435,000 | 2026-07-17 | 2018 | 1,914 |
| 4993 Windermere Avenue | $440,000 | 2026-04-10 | 2019 | 1,914 |
| 5005 Windermere Avenue | $525,000 | 2026-01-05 | 2019 | 2,168 |
| 4967 Windermere Avenue | $470,000 | 2025-12-31 | 2018 | 1,914 |
| 4912 Windermere Avenue | $430,000 | 2025-11-04 | 2018 | 1,914 |
| 4984 Windermere Avenue | $495,000 | 2025-10-24 | 2018 | 2,168 |
| 4981 Windermere Avenue | $435,000 | 2025-10-14 | 2019 | 1,914 |
| 4918 Windermere Avenue | $546,250 | 2025-07-15 | 2018 | 2,256 |
| 4976 Windermere Avenue | $440,000 | 2025-06-04 | 2018 | 1,914 |
| 5053 Windermere Avenue | $558,000 | 2025-05-26 | 2020 | 2,168 |
| 4964 Windermere Avenue | $479,800 | 2025-05-06 | 2018 | 1,914 |
| 4977 Windermere Ave | $469,990 | 2025-04-09 | 2019 | 1,914 |
| 4985 Windermere Avenue | $495,000 | 2025-04-04 | 2019 | 1,914 |
| 5025 Windermere Avenue | $485,000 | 2024-11-04 | 2019 | 1,914 |
| 4923 Windermere Avenue | $490,000 | 2024-09-07 | 2018 | 1,914 |
| 4987 Windermere Avenue | $505,000 | 2024-08-15 | 2019 | 1,914 |
| 4910 Windermere Avenue | $493,000 | 2024-07-29 | 2018 | 1,914 |
| 5019 Windermere Avenue | $480,000 | 2024-06-27 | 2019 | 1,914 |
| 4908 Windermere Avenue | $480,000 | 2024-05-07 | 2018 | 1,914 |
Communities along Windermere Avenue
- Storey Lake · 53 homes on the street
- Storey Lake · 3 homes on the street
- STOREY LAKE, THE Cove · 1 homes on the street
- Storey Lake · 1 homes on the street
- Storey Lake · 1 homes on the street
- Storey Lake Resort · 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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,084 homes for sale in Kissimmee, homes for sale in 34746.