NSBL Champions
| Year | Champion | Runner-Up | Reg. Season Winner |
|---|---|---|---|
| 2013 | North Shore Phillies | Kingston Night Owls | North Shore Phillies |
| 2012 | Swampscott Sox | North Shore Phillies | — |
| 2011 | Peabody Champions | Swampscott Sox | — |
| 2010 | Swampscott Sox | Peabody Champions | Peabody/Newburyport |
| 2009 | Peabody Champions | Swampscott Sox | Swampscott Sox |
| 2008 | Peabody Champions | Swampscott Sox | Swampscott Sox |
| 2007 | Peabody Champions | Amesbury Reds | Swampscott Sox |
| 2006 | Swampscott Sox | Peabody Champions | Peabody Champions |
| 2005 | Peabody Champions | Swampscott Sox | Swampscott Sox |
| 2004 | Peabody Champions | Amesbury Reds | Swampscott Sox |
| 2003 | Salem Legends | Swampscott Sox | Swampscott Sox/Salem |
| 2002 | Peabody Champions | Swampscott Sox | Swampscott Sox |
| 2001 | Swampscott Sox | Lynn A’s | Swampscott Sox/Salem |
| 2000 | Peabody Champions | Swampscott Sox | Swampscott Sox |
| 1999 | Peabody Champions | Swampscott Sox | |
| 1998 | Swampscott Sox | Peabody Champions | |
| 1997 | Swampscott Sox | Peabody Champions | |
| 1996 | Swampscott Sox | Peabody Champions | |
| 1995 | Swampscott Sox | Peabody Champions | |
| 1994 | Swampscott Sox | Peabody Champions | |
| 1993 | Peabody Champions | Swampscott Sox | |
| 1992 | Swampscott Sox | Peabody Champions | |
| 1991 | Salem Lonnies | Swampscott St John’s | |
| 1990 | Peabody Whips | Marblehead Yachtsmen | Marblehead Yachtsmen |
| 1989 | Marblehead Yachtsmen | Swampscott St John’s | Marblehead Yachtsmen |
| 1988 | Swampscott St John’s | Peabody Whips | |
| 1987 | Swampscott St John’s | Lynn Players | |
| 1986 | Lynn Players | Peabody Whips | |
| 1985 | Swampscott St John’s | Peabody Whips | Swampscott St John’s |
| 1984 | Peabody Whips | Marblehead Yachtsmen | Marblehead Yachtsmen |
| 1983 | Salem Witches | Peabody Whips | Marblehead Yachtsmen |
| 1982 | Peabody Whips | Beverly Recs | Peabody Whips |
| 1981 | Peabody Whips | Beverly Recs | Peabody Whips |
| 1980 | Lynn Flyers | Salem Witches | Lynn Flyers |