Bosworth was born and raised in Oberlin, Ohio, where his father and grandfather were ministers and faculty members.
He attended Princeton University graduate school studying art and archaeology, but returned to Oberlin after a year and earned his M.A in 1954.
Bosworth spent four years working in the office of Eero Saarinen, then joined the faculty at Rhode Island School of Design (RISD) in 1964.
Between 1980 and 2004, Bosworth was responsible for the design of approximately 60 single-family residences across the Northwest, many of them vacation homes in rural settings.
With their symmetries, axial composition, and studied proportions, Bosworth's designs often show the influence of his classical background.