| 2025 | *Matt Rosal | Wild Quail G&CC | 73 | Bear Trap Dunes |
| 2024 | Joe Garner | DuPont CC | 73 | Bayside Resort GC |
| 2023 | Greg Sadowski | Philadelphia Publinks GA | 70 | The Peninsula G&CC |
| 2022 | Alan Lazzarino | DuPont CC | 70 | Heritage Shores Club |
| 2021 | Greg Wolfe | N/A | 71 | Plantation Lakes G&CC |
| 2020 | Peter Barron, III | N/A | 65 | Rock Manor GC |
| 2019 | Jerry Newell | N/A | 69 | The Rookery North |
| 2018 | Jeff Allen, Brian Taylor | Wild Quail G&CC, Ocean City GC | 73 | Odessa National GC |
| 2017 | *Mark Wachter | N/A | 71 | Bayside Resort GC |
| 2016 | Ron Jamarowicz | N/A | 75 | White Clay Creek CC |
| 2015 | Tad Kaufman | N/A | 71 | The Peninsula G&CC |
| 2014 | Jeff Schott | N/A | 70 | Fieldstone GC |
| 2013 | Tim Freeh | N/A | 71 | Wild Quail G&CC |
| 2012 | Simon Hagger | N/A | 68 | Deerfield GC |
| 2011 | Freddy Henriquez | N/A | 68 | Hartefeld National |
| 2010 | Kevin Sartell | Wild Quail G&CC | 70 | Back Creek GC |
| 2009 | Paul Wolfe | Cavaliers CC | 72 | Garrisons Lake GC |
| 2008 | *Michael Chambers | Newark CC | 70 | Deerfield GC |
| 2007 | Steve Walczak | Wilmington CC | 71 | Back Creek GC |
| 2006 | Mark Surtees | Cavaliers CC | 72 | Whitford CC |
| 2005 | *Steve Walczak | Wilmington CC | 76 | Coatesville CC |
| 2004 | Chris Anderson, Jim Debusk | Wilmington CC, The Club at Patriots Glen | 69 | Cavaliers CC |
| 2003 | Chris Anderson | Wilmington CC | 67 | Tattersall GC |
| 2002 | Tom Borsello | Fieldstone GC | 72 | Radley Run CC |
| 2001 | Thomas Finn | Cavaliers CC | 71 | Three Little Bakers CC |
| 2000 | *Mike Hall | Fieldstone GC | 73 | Hartefeld National |
| 1999 | *Tom Borsello | Fieldstone GC | 74 | Radley Run CC |
| 1998 | Jeff Allen, Kevin Fink | Wild Quail G&CC, Caroline CC | 71 | Wild Quail G&CC |
| 1997 | Paul Wolfe | Cavaliers CC | 74 | Wyncote GC |
| 1996 | J.R. Droke | Cavaliers CC | 73 | Chantily Manor CC |
| 1995 | Tom Borsello | Chantilly Manor CC | 75 | Penn Oaks CC |
| 1994 | Tom Borsello | Chantilly Manor CC | 153 | Wild Quail G&CC |
| 1993 | Mike Moser, Stephen Widdoes | Kennett Square G&CC, Penn Oaks CC | 74 | Kennett Square G&CC |
| *Won in a playoff | | | | |
