| | Baseball | | Baseball | | Baseball | | Baseball | | Baseball | | Baseball | |
| Year | | Major | | "9-10" | | "10-11" | | Intermmediate | | Junior | | Senior | |
| 2026 | | #4-Holden | | #11 Sharon | | #11 Sharon | | #5-Auburn | | #5-Oxford | | #5-Oxford | |
| 2025 | | #15-Beverly | | #15 Danvers | | #15 Danvers | | #5-Auburn | | #8-Scituate | | #5-Oxford | |
| 2024 | | #13-Andover | | #10 Parkway | | #10 Parkway | | #5-Auburn | | #5-Oxford | | #5-Oxford | |
| 2023 | | #5-Oxford | | #8 Milton | | #8 Milton | | #5-Auburn | | #5-Oxford | | #5-Oxford | |
| 2022 | | #8-Braintree | | #11 Medfield | | #11 Medfield | | #5-Auburn | | #5-Oxford | | #5-Oxford | |
| 2021 | | #15 Gloucester | | #14 Andover | | #14 Andover | | #5-Auburn | | #5-Oxford | | #5-Oxford | |
| 2020 | | NOT HELD-COVID | | NOT HELD-COVID | | NOT HELD-COVID | | NOT HELD-COVID | | NOT HELD-COVID | | NOT HELD-COVID | |
| 2019 | | #7-Middleboro | | #16 Salem | | #16 Salem | | #5-Auburn | | #12 Tufts Univ. | | #12 Tufts Univ. | |
| 2018 | | #5-Millbury | | #8-Braintree | | #8-Braintree | | #5-Auburn | | #5-Oxford | | #5-Oxford | |
| 2017 | | #13-North Reading | | #4-Holden | | #4-Holden | | #5-Auburn | | #5-Oxford | | #5-Oxford | |
| 2016 | | #11-Westwood | | #4-Holden | | #4-Holden | | #13-Lincoln Sudbury | | #14-Billerica | | #14-Billerica | |
| 2015 | | #16-Lynn Wyoma | | #8-Braintree | | #16-Lynn Wyoma | | #5-Auburn | | #5-Auburn | | #5-Auburn | |
| 2014 | | #15-Beverly | | #6-Taunton West | | #15-Beverly | | #5-Auburn | | #5-Auburn | | #5-Auburn | |
| 2013 | | #10-Parkway | | #16-Saugus | | #10-Parkway | | | | #14-Tewksbury??? | | #14-Tewksbury??? | |
| 2012 | | #4-Worcester Joe Schwartz | | #10-Parkway | | #4-Worcester Joe Schwartz | | | | #14-Lowell | | #14-Lowell | |
| 2011 | | #6-Taunton West | | #16-Saugus | | #6-Taunton West | | | | #14-Lowell | | #14-Lowell | |
| 2010 | | #11-Norwood | | #14-Tewksbury | | #11-Norwood | | | | #14-Lowell | | #14-Lowell | |
| 2009 | | #15-Beverly | | | | #15-Beverly | | | | #14-Lowell | | #14-Lowell | |
| 2008 | | #4-Worcester Joe Schwartz | | | | #4-Worcester Joe Schwartz | | | | #2-Easthampton | | #2-Easthampton | |
| 2007 | | #1-Pittsfield | | | | #1-Pittsfield | | | | #8-Rockland | | #8-Rockland | |
| 2006 | | #5-Oxford | | | | #5-Oxford | | | | #8-Rockland | | #8-Rockland | |
| 2005 | | #15-Beverly | | | | #15-Beverly | | | | #5-Auburn | | #5-Leicester | |
| 2004 | | #7-Middleboro | | | | #6?? | | | | #5-Auburn | | #5-Auburn | |
| 2003 | | #5-Oxford | | | | | | | | #2-Easthampton | | #2-Easthampton | |
| 2002 | | #1-Adams | | | | | | | | #8-Rockland | | #8-Rockland | |
| 2001 | | #16-LynnWyoma | | | | | | | | #2-Easthampton | | #2-Easthampton | |
| 2000 | | #15-Beverly | | | | | | | | #2-Easthampton | | #2-Easthampton | |
| 1999 | | #3-Leominster | | | | | | | | #2-Easthampton | | #2-Easthampton | |
| 1998 | | #6-Taunton West | | | | | | | | #16Lynn | | #16Lynn | |
| 1997 | | | | | | | | | | | | | |
| 1996 | | #2-Easthampton | | | | | | | | | | | |
| 1995 | | #15-Beverly | | | | | | | | | | | |
| 1994 | | #5-Oxford | | | | | | | | | | | |
| 1993 | | #5-Oxford | | | | | | | | | | | |
| 1992 | | #8-Stoughton | | | | | | | | | | | |
| 1991 | | #1-Pittsfield South | | | | | | | | | | | |
| 1990 | | #3-Leominster | | | | | | | | | | | |
| 1989 | | #16-LynnWyoma | | | | | | | | | | | |
| 1988 | | #14-Billerica | | | | | | | | | | | |
| 1987 | | #3-Athol | | | | | | | | | | | |
| 1986 | | #2-Westfield South | | | | | | | | | | | |
| 1985 | | #11-Millis | | | | | | | | | | | |
| 1984 | | #16-Swampscott | | | | | | | | | | | |
| 1983 | | #3-Leominster | | | | | | | | | | | |
| 1982 | | #3-Athol | | | | | | | | | | | |
| 1981 | | | | | | | | | | | | | |
| 1980 | | | | | | | | | | | | | |
| 1979 | | #14-Tewksbury | | | | | | | | | | | |
| 1978 | | #13-Wakefield | | | | | | | | | | | |
| 1977 | | #4-Worcester Joe Schwartz | | | | | | | | | | | |
| 1976 | | #15-Danvers | | | | | | | | | | | |
| 1975 | | #1-Pittsfield South | | | | | | | | | | | |
| 1974 | | #6-Taunton | | | | | | | | | | | |
| 1973 | | #2-Easthampton | | | | | | | | | | | |
| 1972 | | #14-Newburyport | | | | | | | | | | | |
| 1971 | | #7-Plymouth | | | | | | | | | | | |
| 1970 | | #5-Oxford | | | | | | | | | | | |
| 1969 | | #9-Brighton | | | | | | | | | | | |
| 1968 | | #4-Worcester Joe Schwartz | | | | | | | | | | | |
| 1967 | | #7-Weymouth | | | | | | | | | | | |
| 1966 | | #2-EastLongmeadow | | | | | | | | | | | |
| 1965 | | #5-Worcester Joe Schwartz | | | | | | | | | | | |
| 1964 | | #3-Orange | | | | | | | | | | | |
| 1963 | | #15-Danvers | | | | | | | | | | | |
| 1962 | | #8-Braintree | | | | | | | | | | | |
| 1961 | | #14-Haverhill American | | | | | | | | | | | |
| 1960 | | #2-EastLongmeadow | | | | | | | | | | | |
| 1959 | | #11-Franklin | | | | | | | | | | | |
| 1958 | | #11-Franklin | | | | | | | | | | | |
| 1957 | | #13-Woburn | | | | | | | | | | | |
| 1956 | | #13-Woburn | | | | | | | | | | | |
| 1955 | | #13-Woburn | | | | | | | | | | | |
| 1954 | | #13-Woburn | | | | | | | | | | | |
| 1953 | | #13-Woburn | | | | | | | | | | | |
| 1952 | | #13-Woburn | | | | | | | | | | | |
| 1951 | | #13-Woburn | | | | | | | | | | | |