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| 1957-58 Romford B.L. |
| 1958-59 Upminster |
| 1959-60 Kelvedon Hatch |
| 1960-61 Manor Ath. |
| 1961-62 Corbets Tey |
| 1962-63 Ardleigh Green |
| 1963-64 Chadwell Heath |
| 1964-65 Herongate Ath. |
| 1965-66 Chadwell Heath 'A' |
| 1966-67 Courts Y.C. |
| 1967-68 New Havering Sports |
| 1968-69 Heathwell United |
| 1969-70 Appleby |
| 1970-71 Lennard O.B. |
| 1971-72 Mansfield House |
| 1972-73 Hutton Casuals |
| 1973-74 Arrow Utd. |
| 1974-75 Five Star Alex. |
| 1975-76 B.R.S.A. |
| 1976-77 Harold Hill |
| 1977-78 Roma |
| 1978-79 Troubadors |
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| 1979-80 - |
| 1980-81 Inter Brentwood |
| 1981-82 Dagenham Ath. |
| 1982-83 Bishops Park |
| 1983-84 Curzon Colts |
| 1984-85 Thurrock Coll. |
| 1985-86 Chafford Sports |
| 1986-87 Elmshawe |
| 1987-88 Hainault W.M.C. |
| 1988-89 Doddinghurst Oylmpic |
| 1989-90 Gould |
| 1990-91 Romford Hospitals |
| 1993-94 Aveley W.M.C. |
| 1994-95 Granby |
| 1995-96 Balgores |
| 1996-97 Trojan Sports |
| 1997-98 Bulphan Village |
| 1998-99 Duckwood |
| 1999-00 Hathaway |
| 2000-01 Rise Park |
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