In 2004, the SCC realigned into four divisions.

Hammonasset

2018 - Shelton (7-1)

2017 - Fairfield Prep (7-0-1)

2016 - Fairfield Prep (6-0-2)

2015 - Daniel Hand (5-0-1)

2014 - Daniel Hand (4-0-2)

2013 - Daniel Hand (6-0)

2012 - Daniel Hand (6-0)

2011 - Guilford (5-0-1)

2010 - Daniel Hand (5-0-1)

2009 - Guilford (8-0)

2008 - Guilford (6-0)

2007 - Guilford (6-0)

2006 - Guilford (4-1-1)

2005 - Daniel Hand (5-1)

2004 - Guilford (8-0)

Housatonic

2018 - Xavier (7-0-1)

2017 - Daniel Hand (7-0-1)

2016 - Daniel Hand (6-0-2)

2015 - Cheshire (6-1-1)

2014 - Shelton (5-0-3)

2013 - Amity Regional (5-1-2)

2012 - Amity Regional (5-1-2)

2011 - Cheshire, Shelton (6-1-1)

2010 - Shelton (5-0-3)

2009 - Amity Regional (7-1)

2008 - Amity Regional (6-2)

2007 - Cheshire, Sheehan (6-1-1)

2006 - Cheshire (8-0)

2005 - Cheshire (7-0-1)

2004 - Shelton (5-2-1)

Oronoque

2018 - Cheshire (7-0-1)

2017 - Cheshire (7-1)

2016 - Cheshire (6-0-2)
2015 - Wilbur Cross (6-0-2)

2014 - Branford, North Haven (6-1-1)

2013 - Branford (8-0)

2012 - Branford (7-0-1)

2011 - Career/Hillhouse, Branford, Wilbur Cross, North Haven (5-3)

2010 - North Haven (5-0-3)

2009 - Branford (3-1-2)

2008 - North Haven (9-1)

2007 - Wilbur Cross (7-1-2)

2006 - Branford (8-1-1)

2005 - North Haven (8-1-1)

2004 - Wilbur Cross (7-1)

Quinnipiac

2018 - Guilford (4-0-2)

2017 - Hamden (4-1-1)

2016 - Hamden, Xavier (3-1-2)

2015 - Fairfield Prep (6-1-1)

2014 - Fairfield Prep (6-1-1)

2013 - Xavier (7-0-1)

2012 - Fairfield Prep (7-1)

2011 - Fairfield Prep (5-0-3)

2010 - Fairfield Prep (6-1-1)

2009 - Fairfield Prep (6-1-1)

2008 - Notre Dame (6-2)

2007 - Xavier (7-1)

2006 - Xavier (6-2)

2005 - Fairfield Prep (5-1-2)

2004 - Fairfield Prep (7-1)

From 1995 to 2003, the SCC had three divisions.

Hammonasset
2003 - Guilford (8-1-1)
2002 - Guilford (9-0-1)
2001 - Guilford (10-0)
2000 - Guilford (10-0)
1999 - Guilford (7-0-1)
1998 - Guilford (7-0-1)
1997 - Guilford (7-0-1)
1996 - Guilford (8-0)
1995 - Daniel Hand (7-0-1)
1994 - Guilford (7-1)

Quinnipiac
2003 - Xavier (8-2)
2002 - Notre Dame (8-1-1)
2001 - Xavier (7-1-2)
2000 - Notre Dame (7-1-2)
1999 - Notre Dame (7-1-2)
1998 - West Haven, Fairfield Prep (8-2)
1997 - Fairfield Prep (7-2-1)
1996 - Notre Dame (8-0-2)
1995 - Xavier (9-0-1)
1994 - West Haven (9-1)

Housatonic
2003 - Cheshire (10-0)
2002 - Cheshire (8-0-2)
2001 - Sheehan (9-1)
2000 - Cheshire (10-0)
1999 - Lyman Hall (9-1)
1998 - Amity Regional, Lyman Hall (6-1-1)
1997 - Cheshire, Amity Regional (7-1)
1996 - Lyman Hall (7-1)
1995 - Cheshire (6-1-1)
1994 - Amity Regional (7-0-1)