| Winner | Runner-up | |
| Colour Assembly Essex Cricket League Division Two | ||
| 1994 | Saffron Walden | Hainault and Clayhall |
| 1995 | Shenfield | Stanford-le-Hope |
| Shepherd Naeme Essex Cricket League Division Two | ||
| 1996 | Wickford | Horndon-on-the-Hill |
| 1997 | Billericay | Brentwood |
| 1998 | Ardleigh Green | Walthamstow |
| 1999 | South Woodford | Leigh-on-Sea |
| 2000 | Ilford | Old Southendians and Southchurch |
| 2001 | Chingford | Harlow |
| 2002 | Hornchurch | Walthamstow |
| 2003 | Wickfrod | Brentwood |
| 2004 | Woodford Wells | Ardleigh Green |
| 2005 | Upminster | Hutton |
| 2006 | Horndon-on-the-Hill | Orsett and Thurrock |
| 2007 | Woodford Wells | Basildon and Pitsea |
| 2008 | Loughton | Fives and Heronians |
| 2009 | Hadleigh and Thundersley | Shenfield |
| 2010 | Buckhurst Hill | Harold Wood |
| 2011 | Harlow | Southend-on-Sea and Ekco Monarchs and Trojans |
| 2012 | Harold Wood | Wickford |
| 2013 | Hutton | Southend-on-Sea and Ekco Monarchs and Trojans |
| 2014 | Hornchurch | Orsett and Thurrock |
| 2015 | Fives and Heronians | Billericay |
| 2016 | Belhus | Gidea Park and Romford |
| 2017 | Hainault and Clayhall | Hutton |
| 2018 | Loughton | Fives and Heronians |
| 2019 | Old Southendian and Southchurch | Horndon-on-the-Hill |
David M Smith
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