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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 – Yarmouth 6, Gray-New Gloucester 0 |
| 9.08.2023 – Gray-New Gloucester 3, Leavitt 2 |
| 9.12.2023 – Gray-New Gloucester 3, Poland Regional 1 |
| 9.13.2023 – North Yarmouth Academy 3, Gray-New Gloucester 0 |
| 9.19.2023 – Wells 2, Gray-New Gloucester 1 |
| 9.21.2023 – Gray-New Gloucester 3, Fryeburg Academy 2 |
| 9.23.2023 – Lake Region 2, Gray-New Gloucester 1 |
| 9.26.2023 – Cape Elizabeth 4, Gray-New Gloucester 1 |
| 9.30.2023 – Waynflete 3, Gray-New Gloucester 0 |
| 10.03.2023 – Gray-New Gloucester 3, Lincoln Academy 2 |
| 10.05.2023 – Gray-New Gloucester 3, Poland Regional 1 |
| 10.10.2023 – Greely 4, Gray-New Gloucester 3 |
| 10.17.2023 – York 2, Gray-New Gloucester 0 |
| 10.20.2023 – Wells 2, Gray-New Gloucester 1 |
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