| All Schools |
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| Baseball |
| 4.21.2021 – Freeport 11, Gray-New Gloucester 1 |
| 4.22.2021 – Freeport 12, Gray-New Gloucester 1 |
| 4.24.2021 – Freeport 2, Mount Ararat 1 |
| 4.27.2021 – Freeport 6, Cape Elizabeth 5 |
| 5.01.2021 – Freeport 2, Cape Elizabeth 1 |
| 5.01.2021 – Freeport 2, Cape Elizabeth 1 |
| 5.04.2021 – Freeport 5, Brunswick 1 |
| 5.14.2021 – Freeport 7, Lake Region 2 |
| 5.18.2021 – Yarmouth 6, Freeport 0 |
| 5.22.2021 – Yarmouth 3, Freeport 2 |
| 5.22.2021 – Yarmouth 5, Freeport 2 |
| 5.25.2021 – Greely 12, Freeport 0 |
| 5.29.2021 – Greely 3, Freeport 0 |
| 5.29.2021 – Greely 3, Freeport 2 |
| 6.01.2021 – Freeport 13, Lake Region 6 |
| 6.08.2021 – Freeport 11, Fryeburg Academy 1 |
| 6.10.2021 – Freeport 10, Gray-New Gloucester 0 |
| 6.12.2021 – Freeport 7, York 1 |
| 6.16.2021 – Freeport 4, Greely 1 |
| 6.19.2021 – Old Town 7, Freeport 3 |
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| Basketball - Boys |
| 2.09.2021 – Freeport 66, Brunswick 43 |
| 2.11.2021 – Freeport 47, Brunswick 44 |
| 2.18.2021 – Mount Ararat 41, Freeport 40 |
| 2.19.2021 – Cape Elizabeth 44, Freeport 40 |
| 2.25.2021 – Yarmouth 43, Freeport 26 |
| 3.04.2021 – Cape Elizabeth 52, Freeport 49 |
| 3.11.2021 – Gray-New Gloucester 71, Freeport 60 |
| |
| Basketball - Girls |
| 2.09.2021 – Brunswick 53, Freeport 41 |
| 2.11.2021 – Brunswick 39, Freeport 38 |
| 2.18.2021 – Freeport 48, Mount Ararat 39 |
| 2.19.2021 – Cape Elizabeth 33, Freeport 31 |
| 3.02.2021 – Mount Ararat 53, Freeport 40 |
| 3.04.2021 – Freeport 46, Cape Elizabeth 26 |
| 3.08.2021 – Yarmouth 43, Freeport 27 |
| 3.09.2021 – Freeport 44, Gray-New Gloucester 27 |
| 3.11.2021 – Freeport 41, Gray-New Gloucester 35 |
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| Field Hockey |
| 10.03.2020 – Mount Ararat 1, Freeport 0 |
| 10.05.2020 – Brunswick 3, Freeport 1 |
| 10.10.2020 – Freeport 2, Yarmouth 1 |
| 10.12.2020 – Freeport 5, Cape Elizabeth 0 |
| 10.14.2020 – Freeport 2, Mount Ararat 0 |
| 10.19.2020 – Freeport 2, Greely 1 |
| 10.21.2020 – Freeport 5, Yarmouth 0 |
| 10.23.2020 – Freeport 3, Cape Elizabeth 0 |
| 10.26.2020 – Freeport 5, Gray-New Gloucester 1 |
| 11.05.2020 – Freeport 4, Brunswick 2 |
| |
| Soccer - Boys |
| 10.03.2020 – Brunswick 6, Freeport 2 |
| 10.15.2020 – Yarmouth 1, Freeport 0 |
| 10.20.2020 – Freeport 1, Mount Ararat 1 |
| 10.22.2020 – Greely 3, Freeport 0 |
| 11.07.2020 – Waynflete 4, Freeport 1 |
| 11.09.2020 – Brunswick 2, Freeport 1 |
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| Soccer - Girls |
| 10.03.2020 – Brunswick 4, Freeport 0 |
| 10.06.2020 – Freeport 5, Mount Ararat 3 |
| 10.15.2020 – Yarmouth 2, Freeport 0 |
| 10.20.2020 – Mount Ararat 2, Freeport 1 |
| 10.22.2020 – Freeport 7, Greely 3 |
| 10.23.2020 – Yarmouth 1, Freeport 0 |
| 11.04.2020 – Brunswick 1, Freeport 1 |
| 11.06.2020 – Freeport 1, Waynflete 0 |
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| Softball |
| 4.19.2021 – Mount Ararat 9, Freeport 3 |
| 4.21.2021 – Gray-New Gloucester 15, Freeport 1 |
| 4.22.2021 – Gray-New Gloucester 16, Freeport 2 |
| 5.04.2021 – Brunswick 15, Freeport 1 |
| 5.07.2021 – Morse 12, Freeport 0 |
| 5.14.2021 – Lake Region 19, Freeport 3 |
| 5.18.2021 – Freeport 17, Yarmouth 4 |
| 5.22.2021 – Freeport 20, Yarmouth 12 |
| 5.25.2021 – Greely 5, Freeport 0 |
| 5.29.2021 – Freeport 6, Greely 3 |
| 6.01.2021 – Lake Region 12, Freeport 1 |
| 6.08.2021 – Cape Elizabeth 22, Freeport 0 |
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