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| All Sports |
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| Basketball - Boys | | 12.05.2025 – Windham 72, Thornton Academy 71 |
| 12.09.2025 – Sanford 68, Windham 60 |
7 pm 12.12.2025 – Windham at Marshwood |
| 12.16.2025 – Windham 63, Westbrook 53 |
| 12.19.2025 – Windham 57, Portland 50 |
| 12.23.2025 – Windham 64, Cheverus 45 |
| 12.30.2025 – Windham 101, Massabesic 31 |
| 1.02.2026 – Windham 66, South Portland 53 |
| 1.06.2026 – Windham 54, Scarborough 51 |
| 1.10.2026 – Windham 77, Gorham 68 |
| 1.13.2026 – Windham 75, Kennebunk 48 |
| 1.15.2026 – Windham 83, Biddeford 35 |
| 1.17.2026 – Windham 78, Falmouth 42 |
7 pm 1.23.2026 – Windham at South Portland |
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