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| All Sports |
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| Basketball - Boys | | 12.05.2025 – Maranacook 63, Winthrop 43 |
| 12.08.2025 – Winthrop 62, Mountain Valley 52 |
| 12.11.2025 – Winthrop 53, Old Orchard Beach 49 |
| 12.15.2025 – Lisbon 62, Winthrop 61 |
| 12.18.2025 – Winthrop 45, Traip Academy 36 |
| 12.22.2025 – Mount Abram 59, Winthrop 48 |
| 12.29.2025 – Hall-Dale 54, Winthrop 43 |
| 1.02.2026 – Wells 55, Winthrop 39 |
| 1.06.2026 – Old Orchard Beach 52, Winthrop 37 |
| 1.09.2026 – Waynflete 55, Winthrop 46 |
| 1.12.2026 – Oak Hill 49, Winthrop 46 |
| 1.14.2026 – Spruce Mountain 59, Winthrop 33 |
6:30 pm 1.20.2026 – Winthrop at Dirigo |
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