Massachusetts State “35+” Softball Singles Champions — Men
| Year | Champion |
| 2015 | Andrew Matuch |
| 2014 | Mike Semprucci |
| 2013 | Andrew Matuch |
| 2012 | David Tedeschi |
| 2011 | Doug Lifford |
| 2010 | Doug Lifford |
| 2009 | Ali Merchant |
| 2008 | Tyler Hindermann |
| 2007 | Ali Merchant |
| 2006 | Mark Lewis |
| 2005 | Jason Hicks |
| 2004 | Tyler Hindermann |
| 2003 | Tyler Hindermann |
| 2002 | Tyler Hindermann |
| 2001 | Tyler Hindermann |
| 2000 | Russell Mucklow |
| 1999 | Robert W. Davis |
| 1998 | Robert W. Davis |
| 1997 | Jeremy Goulding |
| 1996 | Robert W. Davis |
| 1995 | Derrick C. Niederman |
| 1994 | Jeffrey L. Randall |
| 1993 | Malcolm Davidson |
| 1992 | Leonard A. Bernheimer |