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| All Schools |
| All Sports |
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| Soccer - Girls | | 8.31.2023 – Freeport 3, Gray-New Gloucester 0 |
| 9.05.2023 – Freeport 0, North Yarmouth Academy 0 |
| 9.12.2023 – Cape Elizabeth 2, Freeport 1 |
| 9.14.2023 – Freeport 0, Greely 0 |
| 9.15.2023 – Freeport 4, Traip Academy 0 |
| 9.19.2023 – York 0, Freeport 0 |
| 9.21.2023 – Freeport 2, Wells 0 |
| 9.23.2023 – Freeport 2, Waynflete 1 |
| 9.26.2023 – Yarmouth 1, Freeport 0 |
| 9.27.2023 – Freeport 2, Morse 0 |
| 9.29.2023 – Freeport 2, Lincoln Academy 1 |
| 10.05.2023 – Freeport 3, York 1 |
| 10.10.2023 – Yarmouth 2, Freeport 0 |
| 10.12.2023 – Cape Elizabeth 2, Freeport 1 |
| 10.24.2023 – Freeport 2, Lake Region 0 |
| 11.01.2023 – Yarmouth 3, Freeport 1 |
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