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Annual Champions and Runners-up
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| BASEBALL - CLASS D | ||||
|---|---|---|---|---|
| DATE | CHAMPION | SCORE | RUNNER-UP | SCORE |
| 1986 | North Yarmouth Acad. | Southern Aroostook | ||
| 1987 | Southern Aroostook | 3 | North Yarmouth Acad. | 2 |
| 1988 | Southern Aroostook | Buckfield | ||
| 1989 | Southern Aroostook | 4 | Buckfield | 0 |
| 1990 | Greenville | 8 | Richmond | 3 |
| 1991 | Monmouth | 10 | Southern Aroostook | 1 |
| 1992 | Monmouth | 5 | Jonesport-Beals | 4 |
| 1993 | Katahdin | 2 | Waynflete | 0 |
| 1994 | Fort Fairfield | Buckfield | ||
| 1995 | Jonesport Beals | 11 | Richmond | 9 |
| 1996 | Richmond | 2 | Wisdom | 1 |
| 1997 | Jonesport-Beals | 12 | Buckfield | 3 |
| 1998 | Ashland | 5 | Richmond | 3 |
| 1999 | Southern Aroostook | 13 | North Yarmouth | 3 |
| 2000 | North Yarmouth | 11 | Jonesport-Beals | 1 |
| 2001 | Monmouth | 12 | Van Buren | 2 |
| 2002 | North Yarmouth | 12 | Lee | 6 |
| 2003 | North Yarmouth | 18 | Central Aroostook | 1 |
| 2004 | North Yarmouth | 7 | Lee | 3 |
| 2005 | Deer-Isle | 3 | North Yarmouth | 2 |
| 2006 | Lee | 4 | Richmond | 0 |
| 2007 | Deer-Isle | 11 | Rangeley | 2 |
| 2008 | Rangeley | 3 | Katahdin | 2 |
| 2009 | Deer-Isle | 5 | Richmond | 4 |
| 2010 | Richmond | 7 | Central Aroostook | 4 |
| 2011 | Greenville | 17 | Katahdin | 3 |
| 2012 | Bangor Christian | 7 | Buckfield | 3 |
| 2013 | Bangor Christian | 4 | Buckfield | 0 |
| 2014 | Bangor Christian | 5 | Wiscasset | 4 |
| 2015 | Searsport | 4 | Stearns | 3 |
| 2016 | Searsport | 10 | Penobscot | 2 |
| 2017 | Searsport | 6 | Bangor Christian | 5 |
| 2018 | Richmond | 11 | Fort Fairfield | 0 |
| 2019 | Searsport | 11 | Central Aroostook | 0 |
| 2020 | No Tournaments Due to COVID-19 Pandemic. | |||
| 2021 | Searsport | 8 | Machias | 4 |
| 2022 | St. Dominic | 3 | Machias | 1 |
| 2023 | St. Dominic | 4 | Bangor Christian | 1 |
| Baseball Champions | ||||
|---|---|---|---|---|
| S-M-L | Class A | Class B | Class C | Class D |
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