Homewood was built on the Carroll family's Doughoregan Manor for Robert Goodloe Harper Carroll (1839-1915), who served in Company K of the Confederate 1st Virginia Cavalry.

He served with his younger brother Albert, who died in battle.

The house stayed in the Carroll family until the 1960s before it went through a series of owners including a Rouse Company executive and the administrator of Howard County General Hospital.

[3] Homewood has six fireplaces, library, wine cellar and grand foyer.

[1] The Homewood Center for disruptive and emotionally disturbed youths was built near the site in 2002, and given the name Homewood Alternative Learning Center to sound "elegant".