| Year | Winners | |
|---|---|---|
| 2007-2008 | WSL E | |
| 2006-2007 | Fish Trades Lions | |
| 2005-2006 | Armstrong Aces | |
| 2004-2005 | Sandhill Cedars | |
| 2003-2004 | Sandhill Oaks A | |
| 2002-2003 | University A | |
| 2001-2002 | WSL Giants | |
| 2000-2001 | Leven C | |
| 1999-2000 | Ryehill | |
| 1998-1999 | Sandhill Elms | |
| 1997-1998 | Walton St Leisure A | |
| 1996-1997 | Leven | |
| 1995-1996 | YPI Trojans | |
| ------------ |