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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.02.2023 – South Portland 0, Scarborough 0 |
| 9.05.2023 – Scarborough 6, Bonny Eagle 0 |
| 9.12.2023 – Windham 3, Scarborough 1 |
| 9.14.2023 – Kennebunk 1, Scarborough 0 |
| 9.19.2023 – Scarborough 7, Sanford 0 |
| 9.21.2023 – Scarborough 5, Marshwood 1 |
| 9.26.2023 – Portland 3, Scarborough 0 |
| 9.28.2023 – Scarborough 4, Falmouth 0 |
| 9.30.2023 – Scarborough 1, Deering 0 |
| 10.03.2023 – Scarborough 4, Thornton Academy 0 |
| 10.06.2023 – Scarborough 6, Cheverus 3 |
| 10.10.2023 – Scarborough 3, Westbrook 0 |
| 10.12.2023 – Scarborough 5, South Portland 1 |
| 10.17.2023 – Gorham 4, Scarborough 1 |
| 10.19.2023 – Scarborough 2, Marshwood 0 |
| 10.25.2023 – Portland 1, Scarborough 0 |
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