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| Season | Winners | Runners-Up | | 1978/79 | Dover Athletic | Darenth Heathside | | 1979/80 | Chatham Town | Deal Town | | 1980/81 | Sittingbourne | Chatham Town | | 1981/82 | Maidstone Utd | Dover Athletic | | 1982/83 | Erith & Belvedere | Hythe Town | | 1983/84 | Erith & Belvedere | Darenth Heathside | | 1984/85 | Sheppey Utd | Fisher Athletic | | 1985/86 | Faversham Town | Deal Town | | 1986/87 | Sittingbourne | Ashford Town | | 1987/88 | Sittingbourne | Sheppey Utd | | 1988/89 | Hythe Town | Folkestone Invicta | | 1989/90 | Canterbury City | Dover Athletic | | 1990/91 | Fisher Athletic | Beckenham Town | | 1991/92 | Folkestone Inv | Whitstable Town | | 1992/93 | Tonbridge AFC | Canterbury City | | 1993/94 | Dover Athletic | Tonbridge AFC | | 1994/95 | Thamesmead Tn | Chatham Town | | 1995/96 | Folkestone Inv | Dover Athletic | | 1996/97 | Hastings Town | Deal Town | | 1997/98 | Thamesmead Tn | Herne Bay | | 1998/99 | Dover Athletic | Deal Town | | 1999/00 | Thamesmead Tn | Deal Town | | 2000/01 |
Margate | Folkestone Invicta | | 2001/02 |
Dover Athletic | Thamesmead Town | | 2002/03 | Cray Wanderers | Dover Athletic |
| 2003/04 |
Cray Wanderers | Maidstone Utd | |
2004/05 |
Beckenham Town |
Bromley |
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2005/06 |
Dartford |
Whitstable Town |
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2006/07 |
Thamesmead Town |
Deal Town |
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