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| Winner | Score | Runner-Up |
| 2024/2025 | Shire United | 5-1 | Wheatsheaf |
| 2023/2024 | Shire United | 3-0 | Seale |
| 2022/2023 | Yateley United | 3-1 | Frimley Green Sunday |
| 2021/2022 | FC Fleet | 4-2 | Bracknell Rangers |
| 2020/2021 | No Competition | | Covid-19 |
| 2019/2020 | Bracknell Rangers | 4-3 | FC Fleet |
| 2018/2019 | Lightwater Sunday | 4-0 | FC Fernhill |
| 2017/2018 | FC Fernhill | 4-1 | Lightwater Sunday |
| 2016/2017 | FC Fernhill | 5-0 | FC Fleet |
| 2015/2016 | West Farnborough | 4-2 | FC Fernhill |
| AET – FT: 2-2 | | |
| 2014/2015 | West Farnborough | | |
| 2013/2014 | West Farnborough | 3-0 | Heath End Athletic |
| 2012/2013 | Red Lion (Aldershot) | 3-0 | Tradesmans Arms |
| 2011/2012 | FC Camberley | 5-1 | William Twigg Albion |
| 2010/2011 | Eversley | 6-2 | AFC Seven Stars |
| 2009/2010 | Crowthorne Sports | | |
| 2008/2009 | Blackwater Valley | | Eversley Sunday |
| 2007/2008 | Blackwater Valley | | Albion Old Boys |
| 2006/2007 | Follyhill Rangers | | Blackwater Valley |
| 2005/2006 | Albion Old Boys | | Follyhill United |
| 2004/2005 | | | |
| 2003/2004 | Blackwater Valley | | |
| 2002/2003 | Frimley Town | | North Town Harriers |
| 2001/2002 | North Town Harriers | | Cove Sunday |
| 2000/2001 | North Town Harriers | | Golden Lion |
| 1999/2000 | Crowthorne Iron Duke | | |
| 1998/1999 | North Town Harriers | | |
| 1997/1998 | Golden Lion | | |
| 1996/1997 | Frimley Green | | |
| 1995/1996 | | | |
| 1994/1995 | | | |
| 1993/1994 | North Town Harriers | | |