| 2020 | Takeru Nagayoshi, New Bedford High School, New Bedford |
| 2019 | Jamil Siddiqui, East Bridgewater Junior/Senior High School, East Bridgewater |
| 2018 | Cara Pekarcik, North Quincy High School, Quincy |
| 2017 | Sydney Chaffee, Codman Academy Charter School, Dorchester |
| 2016 | Audrey Jackson, Boston |
| 2015 | Dr. Jeffrey Shea, Belmont |
| 2014 | Anne Marie Bettencourt, Springfield |
| 2013 | Kathleen Turner, Sharon |
| 2012 | Adam Gray, Boston |
| 2011 | Floris Wilma Ortiz, Amherst |
| 2010 | Jae Goodwin, Framingham |
| 2009 | George Watson, Walpole |
| 2008 | Michael Flynn, Southhampton |
| 2007 | Jessie Auger, Boston |
| 2006 | Suzanne Wintle, Bolton |
| 2005 | Nancy Tyler Schoen, Franklin |
| 2004 | Melinda A. Pellerin-Duck, Springfield |
| 2003 | Jeffrey R. Ryan, Reading |
| 2002 | Dawn Eileen McNair, Newton |
| 2001 | Marianne V. Moran, Methuen |
| 2000 | David F. Lussier, Andover |
| 1999 | Bruce M. Penniman, Amherst |
| 1998 | Mary C. Ginley, Longmeadow |
| 1997 | Leonard Swanton, Lexington |
| 1996 | Kathleen Sherman, Falmouth |
| 1995 | Jerry Howland, Boston |
| 1994 | Virginia Freyermuth, Duxbury |
| 1993 | Steven Levy, Lexington |
| 1992 | Ronald Adams, Quincy |
| 1991 | Charles Sposato, Framingham |
| 1990 | Molly Murphy, Brookline |
| 1989 | Marjorie Montgomery, Newton |
| 1988 | James McDermott, Worcester |
| 1987 | Margot Desjardins, Westport |
| 1986 | Donna Viveiros, Fall River |
| 1985 | Francis Smith, Wayland |
| 1984 | Cathleen Hughes, Scituate |
| 1983 | Donald Pottle, Shrewsbury |
| 1982 | Joseph Kelly, Lexington |
| 1981 | Margaret Campbell, Longmeadow |
| 1980 | Marta Valdes, Boston |
| 1979 | Rita Croteau, Worcester |
| 1978 | Olive Craigwell, Boston |
| 1977 | Martin Badoian, Canton |
| 1976 | Barbara Boschert, Worcester |
| 1975 | no selection |
| 1974 | Thais Waldron, Reading |
| 1973 | Marcia Hayes, Boston |
| 1972 | Marcia Fowler, Ipswich |
| 1971 | Robert Anastas, Framingham |
| 1970 | Lucille Thimblin, Tantasqua Reg. |
| 1969 | Ruth Doorly, Westwood |
| 1968 | Neil Fitzgerald, New Bedford |
| 1967 | John Moulton, Brookline |
| 1966 | Leah Benway, Southwick |
| 1965 | Vivian Little, Hampden-Wilbraham |
| 1964 | Edna Penwarden, Arlington |
| 1963 | no selection |
| 1962 | Lottie Perry, Norton |
| 1961 | no selection |
| 1960 | Edward Frude, Shelburne Falls |