Today's Guilford road is a series of disconnected segments bisected multiple times by the construction of Maryland Route 32.
Simon Martenet's 1860 map of Howard county shows the road in great detail.
[5] shortly after the Howard District of Anne Arundel County was formed, Free African Americans in the slave state gathered around the crossroads of Guilford and the Postal road (U.S. Route 1) to form Asbury Methodist Church.
In 1974, Howard County planners considered the Guilford Community of 700 black residents, not dense enough, proposing subsidized housing for the neighborhood.
[6] In 1975, Ellsworth Iager attempted to dissolve the residential component of the black community along the road for commercial development.