| Year | Title | Playwright |
| 1977 | The Spirit of Happy Hollow | Peg Kehret |
| 1978 | The King’s Clown | David Vando |
| 1980 | The Ripper | Tim Kelly |
| 1981 | Fragments of an August Night | Richard DeLong |
| 1982 | High Road, Low Bridge | Joel Wyman |
| 1983 | Forgotten Verdict | Richard Aellan |
| 1984 | Burial Customs | Phoef Sutton |
|
1985 |
The King Has Gone to Tenebrae | George Herman |
| 1986 | Father Mosley | William Hathaway |
| 1987 | The Queen’s Knight | Frank Cossa |
| 1988 | Franz and Dora | Harold Lieberman |
| 1989 | The Devil and All His Works | Ernest Joselovitz |
| 1990 | Bravado | Joan Garner |
| 1991 | Beast | Susan Arnout Smith |
| 1992 | The Black Pope | Warren Sherlock |
| 1993 | The Night the War Came Home | Hindi Brooks |
| 1994 | no winner | |
| 1995 | Doin’ Time At the Alamo | Mary Hanes |
| 1996 | Edgar | David Grimm |
| 1997 | no winner | |
| 1998 | The One-Eyed Man Is King | Carter Lewis |
| 1999 | no winner | |
| 2000 | The Seventh Monarch | Jim Henry |
| 2001 | Ghosts | George Sapio |
| 2002 | Everything’s Relative | Richard Davis, Jr. |
| 2003 | A Rembrandt’s Eyes | Cynthia Holm |
| 2004 | Burning Mona Lisa in the Reptile House | Mark Rigney |
| 2005 | no winner | |
| 2006 | Tell-Tale | Rebecca Gorman |
| 2007 | no winner |
|
| 2008 | Tracks in the Snow | Neil McGowan |
| 2009 | no winner | |
| 2010 | no winner | |
| 2012 | Bears | Mark Rigney |