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| All Sports |
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| Soccer - Girls | | 9.04.2021 – York 2, Freeport 1 |
| 9.07.2021 – Yarmouth 5, Freeport 2 |
| 9.14.2021 – Freeport 7, Lake Region 0 |
| 9.17.2021 – Cape Elizabeth 2, Freeport 0 |
| 10.02.2021 – Freeport 2, Wells 0 |
| 10.05.2021 – York 3, Freeport 0 |
| 10.07.2021 – Yarmouth 3, Freeport 2 |
6 PM 10.08.2021 – Freeport at Yarmouth |
| 10.12.2021 – Freeport 2, Greely 1 |
6 PM 10.15.2021 – Freeport at Poland Regional |
7 PM 10.19.2021 – Freeport at Cape Elizabeth |
| 10.23.2021 – Freeport 4, Gardiner 0 |
| 10.27.2021 – Yarmouth 1, Freeport 0 |
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