Division 1 Past Winners
| Year | Winner |
| 2022 | Mt. Vernon Country Club |
| 2021 | Argyle Country Club |
| 2020 | No Matches (Covid) |
| 2019 | Mt. Vernon Country Club |
| 2018 | Mt. Vernon Country Club |
| 2017 | Mt. Vernon Country Club |
| 2016 | Mt. Vernon Country Club |
| 2015 | Mt. Vernon Country Club |
| 2014 | Mt. Vernon Country Club |
| 2013 | Norbeck Country Club |
| 2012 | Norbeck Country Club |
| 2011 | Mt. Vernon Country Club |
| 2010 | Norbeck Country Club |
| 2009 | Mt. Vernon Country Club |
| 2008 | Mt. Vernon Country Club |
| 2007 | Mt. Vernon Country Club |
| 2006 | Mt. Vernon Country Club |
| 2005 | Mt. Vernon Country Club |
| 2004 | Mt. Vernon Country Club |
| 2003 | Argyle Country Club |
| 2002 | Mt. Vernon Country Club |
| 2001 | Mt. Vernon Country Club |
| 2000 | Mt. Vernon Country Club |
| 1999 | Columbia Country Club |
| 1998 | Columbia Country Club |
| 1997 | Army Navy Country Club |
| 1996 | Columbia Country Club |
| 1995 | Argyle Country Club |
| 1994 | Argyle Country Club |
| 1993 | Army Navy Country Club |
| 1992 | Montgomery Village Golf Club |
| 1991 | Columbia Country Club |
| 1990 | Montgomery Village Golf Club |
| 1989 | Army Navy Country Club |
| 1988 | Montgomery Village Golf Club |
| 1987 | Hidden Creek Country Club |
| 1986 | Army Navy Country Club |
| 1985 | Army Navy Country Club |
| 1984 | Montgomery Village Golf Club |
| 1983 | Army Navy Country Club |
| 1982 | Congressional Country Club |
| 1981 | Army Navy Country Club |
| 1980 | Congressional Country Club |
| 1979 | Army Navy Country Club |
| 1978 | Army Navy Country Club |
| 1977 | Army Navy Country Club |
| 1976 | Army Navy Country Club |
| 1975 | Army Navy Country Club |
| 1974 | Army Navy Country Club |
| 1973 | Army Navy Country Club |
| 1972 | Army Navy Country Club |
| 1971 | Army Navy Country Club |
| 1970 | Army Navy Country Club |
| 1969 | Army Navy Country Club |
| 1968 | Bethesda Country Club |
| 1967 | Army Navy Country Club |
| 1966 | Army Navy Country Club |
| 1965 | Army Navy Country Club |
| 1964 | Army Navy Country Club |
| 1963 | Argyle Country Club |
| 1962 | Argyle Country Club |
| 1961 | Argyle Country Club |
| 1960 | Army Navy Country Club |
| 1959 | Argyle Country Club |
| 1958 | Chevy Chase Club |
| 1957 | Chevy Chase Club |
| 1956 | Argyle Country Club |
| 1955 | Argyle Country Club |
| 1954 | Argyle Country Club |
| 1953 | Kenwood Country Club |
| 1952 | Kenwood Country Club |
| 1951 | Kenwood Country Club |
| 1950 | Kenwood Country Club |
| 1949 | Manor Country Club |
| 1948 | Kenwood Country Club |
| 1947 | Indian Spring Club |
| 1946 | No Matches Held |
| 1945 | No Matches Held |
| 1944 | No Matches Held |
| 1943 | No Matches Held |
| 1942 | No Matches Held |
| 1941 | Kenwood Country Club |
| 1940 | Chevy Chase Club |
| 1939 | Chevy Chase Club |
| 1938 | Indian Spring Club |
| 1937 | Chevy Chase Club |
| 1936 | Congressional Country Club |
| 1935 | Chevy Chase Club |
| 1934 | Chevy Chase Club |
| 1933 | Columbia Country Club |
| 1932 | Columbia Country Club |
| 1931 | Congressional Country Club |