| Year | Club | Format | Winner 1 |
|---|---|---|---|
| 2023 | Enfield | Singles | M James |
| 2022 | Enfield | Singles | S Granger |
| 2021 | Enfield | Singles | V Knudsen |
| 2020 | Enfield | Singles | M James |
| 2019 | Enfield | Singles | P Farag |
| 2018 | Enfield | Singles | JM Bromley |
| 2017 | Enfield | Singles | M James |
| 2016 | Enfield | Singles | JM Whelpdale |
| 2015 | Enfield | Singles | KR Kakad |
| 2014 | Enfield | Singles | M James |
| 2013 | Enfield | Singles | J Rayson |
| 2010 | Enfield | Singles | S Peachey |
| 2009 | Enfield | Singles | J Hoarton |
| 2008 | Enfield | Singles | LM Mignano |
| 2007 | Enfield | Singles | KJ Tiddy |
| 2006 | Enfield | Singles | KJ Tiddy |
| 2005 | Enfield | Singles | JM Andrews |
| 2004 | Enfield | Singles | D Ridge |
| 2003 | Enfield | Singles | YG McDonnell |
| 2002 | Enfield | Singles | Anne Monk |
| 2001 | Enfield | Singles | MJ Clark |
| 2000 | Enfield | Singles | JM Whelpdale |
| 1999 | Enfield | Singles | J Hoarton |
| 1998 | Enfield | Singles | E Kessler |
| 1997 | Enfield | Singles | P Willett |
| 1996 | Enfield | Singles | E Kessler |
| 1995 | Enfield | Singles | Anne Monk |
| 1994 | Enfield | Singles | A Wisson |
| 1993 | Enfield | Singles | E Kessler |
| 1992 | Enfield | Singles | FV Lovell |
| 1991 | Enfield | Singles | M Lee |
| 1990 | Enfield | Singles | LEC Attwood |
| 1989 | Enfield | Singles | M Mangan |
| 1988 | Enfield | Singles | JM Bromley |
| 1987 | Enfield | Singles | PJ Clark |
| 1986 | Enfield | Singles | JM Bromley |
| 1985 | Enfield | Singles | PJ Clark |
| 1984 | Enfield | Singles | M Camp |
| 1983 | Enfield | Singles | JM Bromley |
| 1982 | Enfield | Singles | PJ Clark |
| 1981 | Enfield | Singles | LEC Attwood |
| 1980 | Enfield | Singles | P Fearman |
| 1979 | Enfield | Singles | M Camp |
| 1978 | Enfield | Singles | M Camp |
| 1977 | Enfield | Singles | MI Parris |
| 1976 | Enfield | Singles | MI Parris |
| 1975 | Enfield | Singles | JM Bromley |
| 1974 | Enfield | Singles | B Lower |
| 1973 | Enfield | Singles | M Camp |
| 1972 | Enfield | Singles | IB Jones |
| 1971 | Enfield | Singles | JM Bromley |
| 1970 | Enfield | Singles | M Camp |
| 1969 | Enfield | Singles | H Paull |
| 1968 | Enfield | Singles | IB Jones |
| 1967 | Enfield | Singles | JM Bromley |
| 1966 | Enfield | Singles | B Chapman |
| 1965 | Enfield | Singles | EM Gates |
| 1964 | Enfield | Singles | G Mackay |
| 1963 | Enfield | Singles | D Dunn |
| 1962 | Enfield | Singles | EM Gates |
| 1961 | Enfield | Singles | J Bennett |
| 1960 | Enfield | Singles | B Walton |
| 1959 | Enfield | Singles | B Staples |
| 1958 | Enfield | Singles | M Sage |
| 1957 | Enfield | Singles | M Sage |
| 1956 | Enfield | Singles | E Read |
| 1955 | Enfield | Singles | EE Rowley |
| 1954 | Enfield | Singles | F Rivers |
| 1953 | Enfield | Singles | IB Jones |
| 1952 | Enfield | Singles | F Petherick |
| 1951 | Enfield | Singles | IB Jones |
| 1950 | Enfield | Singles | E Foster |
| 1949 | Enfield | Singles | PT Lamb |
| 1948 | Enfield | Singles | M Green |
| 1947 | Enfield | Singles | M Green |
| 1946 | Enfield | Singles | H Courbrough |
| 1940 | Enfield | Singles | EE Rowley |
| 1939 | Enfield | Singles | L Wilkinson |
| 1938 | Enfield | Singles | DF Potter |
| 1937 | Enfield | Singles | L Drinkwater |
| 1936 | Enfield | Singles | EM Jones |
| 1935 | Enfield | Singles | JR Field |
| 1934 | Enfield | Singles | WE Chamberlain |
| 1933 | Enfield | Singles | EF Oldfield |
| 1932 | Enfield | Singles | C Potter |
| 1931 | Enfield | Singles | M Crook |
| 1930 | Enfield | Singles | CM Crook |
| 1929 | Enfield | Singles | B Harris |
| 1928 | Enfield | Singles | C Rawlinson |
| 1927 | Enfield | Singles | JR Field |
| 1926 | Enfield | Singles | C Bell |
| 1925 | Enfield | Singles | C Potter |
| 1924 | Walton Heath | Singles | J Spurling |
| 1923 | Old Fold | Singles | Mrs Campion |
| 1922 | Fulwell | Singles | Mrs Edgell |
| 1921 | Enfield | Singles | M Crook |
