For an interesting and comprehensive look at Match Play Stats from over the years, click here.
| YEAR | SITE | CHAMPION | SCORE | RUNNER-UP |
| 2010 | Augusta CC | Joe Alvarez | 3 & 2 | Mark Plummer |
| 2011 | Augusta CC | Ryan Gay | 3 & 2 | Matt Greenleaf |
| 2012 | Natanis GC | Johnny Hayes IV | 6 & 4 | Curtis Jordan |
| 2013 | Fox Ridge GC | Matt Greenleaf | 1 up | Joe Walp |
| 2014 | Sable Oaks GC | Ricky Jones | 6 & 4 | Jeff Cole |
| 2015 | Martindale CC | Andrew Slattery | 2 & 1 | Jeff Cole |
| 2016 | Brunswick GC | Matt Hutchins | 1 up | Will Kannegieser |
| 2017 | Waterville CC | Sam Grindle | 3 & 2 | Jack Wyman |
| 2018 | Falmouth CC | Cole Anderson | 4 & 3 | Drew Powell |
| 2019 | Point Sebago GC | Will Kannegieser | 22 holes | Caleb Manuel |
| 2020 | Spring Meadows GC | Will Kannegieser | 20 holes | Joe Hamilton |
| YEAR | SITE | CHAMPION | RUNNER-UP |
| 1980 | Springbrook GC | Ron Brown | Dan Falcone |
| 1981 | Springbrook GC | Ralph Noel | Scott Hughes |
| 1982 | Martindale CC | Ralph Noel | Ray Label |
| 1983 | Portland CC | Mark Plummer | Bob Girvan |
