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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.03.2021 – Scarborough 2, Deering 0 |
| 9.09.2021 – Scarborough 2, Thornton Academy 0 |
| 9.14.2021 – Scarborough 9, Westbrook 0 |
| 9.18.2021 – Scarborough 1, South Portland 0 |
| 9.22.2021 – Scarborough 2, Portland 1 |
| 9.29.2021 – Scarborough 9, Massabesic 0 |
| 10.02.2021 – Scarborough 7, Noble 0 |
| 10.05.2021 – Scarborough 3, Kennebunk 0 |
| 10.07.2021 – Marshwood 2, Scarborough 1 |
| 10.13.2021 – Falmouth 1, Scarborough 0 |
| 10.16.2021 – Scarborough 2, Gorham 0 |
| 10.18.2021 – Scarborough 4, Sanford 0 |
| 10.19.2021 – Scarborough 3, Cheverus 2 |
| 10.23.2021 – Scarborough 6, Sanford 0 |
| 10.27.2021 – Gorham 2, Scarborough 1 |
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