| Year | Winner | 2nd Place | Division | Score | EOS Course | Season Courses |
| 1992 | Orange Tree/500 Club/Tatum Ranch | |||||
| 1993 | Orange Tree/500 Club/Tatum Ranch | |||||
| 1994 | Orange Tree/500 Club/Tatum Ranch | |||||
| 1995 | Team 1 or 4 (W) vs Team 3 or 4 (E) | ? | Tatum Ranch | Orange Tree/500 Club/Tatum Ranch | ||
| 1996 | Balata Bashers | Sand Sharks | East | ? | Tatum Ranch | Orange Tree/500 Club |
| 1997 | East side was Net Eagles or Yessss, West side ? | Tatum Ranch | Stonecreek/The Legends | |||
| 1998 | USUK | Net Eagles | East | ? | Tatum Ranch | Stonecreek/The Legends |
| 1999 | Top Flight | Golf 911 | East | 95-81 | Granite Falls (North?) | |
| 2000 | Back 9 East | Golf 911 | East | ? | ||
| 2001 | Desert Duffers | Ball Bangers | East | 117-59 | Granite Falls (North) | Orange Tree/500 Club |
| 2002 | Klackers | Desert Duffers | West | ? | McCormack Ranch (Pine Course) | Orange Tree/500 Club |
| 2003 | Credit Connection | Top Flight | West | ? | McCormack Ranch (Palm Course) | Orange Tree/The Legends/500 Club |
| 2004 | Klackers | Back 9 East | West | 94-82 | Granite Falls (South) | Orange Tree/500 Club |
| 2005 | Desert Dawgs | Handy Cappers | East | ? | Corte Bella | Stonecreek/500 Club |
| 2006 | Shade Seekers | Handy Cappers | East | 114-62 | Las Sendas | Stonecreek/500 Club |
| 2007 | Noonans | CP30 | East | 92-84 | Legend Trail | Stonecreek/500 Club |
| 2008 | Noonans | Handy Cappers | East | 103-73 | Corte Bella | Stonecreek/500 Club |
| 2009 | Need Some MoJo | That's A Gimme | West | 2.0-2.0 13-2 bps | Corte Bella | Tatum Ranch/500 Club |
| 2010 | East Side Hackers | Credit Rocks | East | 2.5-1.5, 6-10 bps | Corte Bella | Orange Tree/500 Club |
| 2011 | Handy Cappers | East Side Hackers | West | 2.0-2.0, 3-3 bps | Corte Bella | Orange Tree/500 Club |
| 2012 | Back 9 West | East Side Hackers | West | 3-1, 5-2 bps | Corte Bella | Orange Tree/500 Club |
| 2013 | Need Some Mojo | More Girls than Guys | West | 2.5-1.5, 13-2 bps | Corte Bella | StoneCreek/500 Club |
| 2014 | East Side Hackers | Bottom of the Cup | East | 3-1, 11-2 bps | Corte Bella | Starfire/500 Club |
| 2015 | Bottom of the Cup | Shade Seekers | West | 3-1, 9-9 bps | Corte Bella | Orange Tree/500 Club |
| 2016 | Back 9 West | Driving Force | West | 3-1, 14-2 bps | Corte Bella | Orange Tree/500 Club |
| 2017 | Patchwork Putters | Fairway to Heaven | West | 3-1, 14-5 bps | Legacy Golf Resort | 500 Club |
| 2018 | Patchwork Putters | Sultans of Swing | West | 2-2, 14-5 bps | Corte Bella | 500 Club |
| 2019 | Patchwork Putters | Sultans of Swing | West | 4-0, 9-0 bps | Corte Bella | 500 Club |
| 2020 | Par Then Bar! | Sultans of Swing | West | 2-2, 4-2 bps | Corte Bella | 500 Club |
| 2021 | Who's Your Caddy | Patchwork Putters | West | 3-1. 8-6 bps | Corte Bella | 500 Club |
| 2022 | Back 9 West | Patchwork Putters | West | 3-1. 5-3 bps | Corte Bella | 500 Club |
| 2023 | Bushwood Loopers | Driving Force | West | 3-1. 9-11 bps | Corte Bella | 500 Club |
| 2024 | Bushwood Loopers | Fore Getta Bout It | West | 2-2, 16-2 bps | Corte Bella |
500 Club |
