| Year | Title | Publisher | Prize Amount | Judge |
| 1984 | Across the Mutual Landscape | Graywolf Press | $5,000 | Michael S. Harper |
Christopher Gilbert worked as a psychotherapist in a variety of settings in Massachusetts, including the University of Massachusetts Medical School Counseling Center, the Judge Baker Guidance Center, and Cambridge Family and Children’s Service. He also taught psychology at Bristol Community College in Fall River, Massachusetts, from 1993 until his death in 2007. Turning into Dwelling, a collection that includes both Gilbert’s debut and a second manuscript, was posthumously published in 2015 by Graywolf Press.