Massachusetts State “60+” Softball Singles Champions — Men
| Year | Champion |
| 2015 | Bill Kaplan |
| 2014 | Tom Benson |
| 2013 | D. Bruce Merrifield, Jr. |
| 2012 | D. Bruce Merrifield, Jr. |
| 2011 | D. Bruce Merrifield, Jr. |
| 2010 | Robert W. Loring |
| 2009 | Stephen Steinberg |
| 2008 | Norbert Kornyei |
| 2007 | Norbert Kornyei |
| 2006 | Fran Donlan |
| 2005 | Stephen Steinberg |
| 2004 | Daniel Hogan |
| 2003 | Michael Keating |
| 2002 | Michael Keating |
| 2001 | Michael Keating |
| 2000 | Lewis B. Holmes |
| 1999 | John Wheeler |
| 1998 | John Wheeler |
| 1997 | John Wheeler |
| 1996 | William Sprout |
| 1995 | William Sprout |
| 1994 | William Sprout |