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| FOOTBALL - CLASS D | ||||
| DATE | CHAMPION | SCORE | RUNNER-UP | SCORE |
| 1957 |
Dexter | |||
| 1958 |
Boothbay Region | |||
| 1959 |
Bucksport Hallowell - Tie |
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| 1960 |
Hallowell Orono - Tie |
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| 1961 |
South Berwick | |||
| 1962 |
Dixfield | |||
| 1963 |
Dixfield York Bucksport Foxcroft Academy - Tie |
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| 1964 |
Dixfield York Stearns - Tie |
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| 1965 |
York | |||
| 1966 |
Marshwood Leavitt Orono - Tie |
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| 1967 |
Saint Ignatius | |||
| 1968 |
Noble Berwick Academy Saint Ignatius Sanford - Tie |
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| 1969 |
York | |||
| 1970 |
Noble Berwick Academy |
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| 1971 |
No Champion - No Class | |||
| 1972 |
No Champion - No Class | |||
| 1973 |
Boothbay Harbor Maine Central Institute |
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| 1974 |
Maine Central Institute | |||
| 1975 |
Boothbay Region Dirigo Co-Champions |
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| Discontinued Class D in 1975 | ||||
| 1979 |
Hall-Dale | 6 | Telstar | 0 |
| 1980 |
Hyde | |||
| 1981 |
Maranacook | |||
| 1982 |
Oak Hill | 28 | Foxcroft Academy | 6 |
| 1983 |
Foxcroft Academy | 30 | Hall-Dale | 0 |
| 1984 |
Dexter | 47 | Oak Hill | 0 |
| 1985 |
Dexter | 7 | Old Orchard Beach | 0 |
| 1986 |
Old Orchard Beach | Madison | ||
| Reinstituted Class D | ||||
| 2013 |
Oak HIll | 42 | Bucksport | 35 |
| 2014 |
Oak Hill | 41 | Maine Central Inst. | 21 |
| 2015 |
Oak Hill | 34 | Maine Central Inst. | 21 |
| 2016 |
Maine Central Institute | 20 | Lisbon | 14 |
| 2017 |
Wells | 48 | Foxcroft | 0 |
| 2018 |
Wells | 55 | Foxcroft | 20 |
| 2019 | Lisbon/St. Dominic | 28 | Bucksport | 8 |
| 2020 | No Tournament Due to COVID-19 Pandemic | |||
| 2021 | Foxcroft | 19 | Winthrop/Monmouth/ Hall-Dale |
16 |
| 2022 | Foxcroft | 41 | Lisbon/St. Dominic | 22 |
| 2023 | Wells | 22 | Foxcroft | 21 |
| 2024 | Wells | 34 | Foxcroft | 0 |
| Divisions | ||||
| Class A | Class B | Class C | Class D | 8-Man |
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