| Winter Division 1 League Champions |
| Year | Winner | Runner Up |
| 1988/89 | ??? | Spread Eagles |
| 1989/90 | Crescent Eagles | ??? |
| 1990/91 | Crescent Eagles | ??? |
| 1991/92 | ??? | ??? |
| 1992/93 | Crescent Eagles | ??? |
| 1993/94 | Leslie Cheetahs | Parris Cues |
| 1994/95 | The Drillers | Leslie Cheetahs |
| 1995/96 | The Cheetahs | Classic Eagles |
| 1996/97 | Hot Shots | The Propeller |
| 1997/98 | Classic Eagles | ??? |
| 1998/99 | Classic Eagles | The Imperials |
| 1999/00 | ??? | Bomber Squad |
| 2000/01 | West Beck Eagles | ??? |
| 2001/02 | The Propeller | ??? |
| 2002/03 | West Beck Eagles/Rileys Eagles (query) | The Propeller |
| 2003/04 | The Propeller | The Drillers |
| 2004/05 | Rileys Eagles | The Drillers |
| 2005/06 | Farley Eagles | The Propeller |
| 2006/07 | Hot Shots | Farley Eagles |
| 2007/08 | The Eagles | Hot Shots |
| 2009/10 | The Eagles | The Propeller |
| 2010/11 | The Eagles | The Propeller |
| 2012/13 | The Eagles | The Propeller |