Massachusetts State “65+” Softball Singles Champions — Men
| Year | Champion |
| 2015 | Thomas Quinn |
| 2014 | Jeffrey Blomstedt |
| 2013 | Jonathan Smith |
| 2012 | Daniel Hogan |
| 2011 | Stephen Steinberg |
| 2010 | Daniel Hogan |
| 2009 | Jonathan Smith |
| 2008 | Sandy Fraze |
| 2007 | Sandy Fraze |
| 2006 | Michael Keating |
| 2005 | Douglas Lee |
| 2004 | Douglas Lee |