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| 1919-20 Romford Town |
| 1920-21 Record United |
| 1921-22 Hornchurch |
| 1922-23 Heath Park Cel |
| 1923-24 Hornchurch |
| 1924-25 Roneo |
| 1925-26 Heath Park Cel |
| 1926-27 Cnty London Elec |
| 1927-28 Havering |
| 1928-29 Depot Essex |
| 1929-30 Upminster Wand |
| 1930-31 Romford Brewery |
| 1931-32 Dagenham Mun |
| 1932-33 S.Essex W'works |
| 1933-34 Roneo 'A' |
| 1934-35 Gaslight |
| 1935-36 Whichello & Bibby |
| 1936-37 Hornchurch Athletic |
| 1937-38 G.E. Stores |
| 1938-39 Elm Park |
| 1939-45 In Abeyance |
| 1946-47 Goodmayes Hospital |
| 1947-48 Bently United |
| 1948-49 Fords Sports |
| 1949-50 Hainault Forest |
| 1950-51 Upminster Rovers |
| 1951-52 Carter Sports |
| 1952-53 Emerson Park |
| 1953-54 Selo Recreation |
| 1954-55 Leech United |
| 1955-56 F.O.S.M.A. |
| 1956-57 Blackmore Sports |
| 1957-58 Manor Athletic |
| 1958-59 Ockendon United 'A' |
| 1959-60 Park Elm |
| 1960-61 Red Triangle |
| 1961-62 Hutton |
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| 1962-63 In Abeyance |
| 1963-64 Courts United |
| 1964-65 Brentwood Y.C. |
| 1965-66 Doddinghurst |
| 1966-67 Robert Beard |
| 1967-68 Heathwell United |
| 1968-69 Appleby |
| 1969-70 Sabre |
| 1970-71 Bush Elm |
| 1971-72 North Ockendon |
| 1972-73 Longtown |
| 1973-74 Dagenham Boro |
| 1974-75 S.E.E.C.O. |
| 1975-76 Mansfield House |
| 1976-77 Marley |
| 1977-78 Parkrise A.F.C. |
| 1978-79 Ripple Lane |
| 1979-80 Inter Brentwood |
| 1980-81 Triangle |
| 1981-82 Rainham Athletic |
| 1982-83 Curzon Colts |
| 1983-84 Hadleigh Royals |
| 1984-85 I.C.E. Athletic |
| 1985-86 Riverside 74 |
| 1986-87 Harold Wood |
| 1987-88 Thorndale United |
| 1988-89 Romford Hospitals |
| 1989-90 Triangle |
| 1990-91 Facility |
| 1991-92 Gidea Park Rangers |
| 1992-93 Curzon Colts |
| 1993-94 Bracken |
| 1994-95 Hornchurch Athletic |
| 1995-96 Brabazon Sports |
| 1996-97 Claybury |
| 1997-98 Falconcraft |
| 1998-99 Packer |
| 1999-00 Upminster 'A' |
| 2000-01 Saxon |
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