Pittsboro is a village in Calhoun County, Mississippi, United States. The population was 202 at the 2010 census. It is the county seat of Calhoun County. Pittsboro is located near the center of Calhoun County at 33°56′19″N 89°20′19″W / 33.93861°N 89.33861°W. Mississippi Highway 9 passes through the village, leading south 6 miles to Calhoun City an…Pittsboro is a village in Calhoun County, Mississippi, United States. The population was 202 at the 2010 census. It is the county seat of Calhoun County. Pittsboro is located near the center of Calhoun County at 33°56′19″N 89°20′19″W / 33.93861°N 89.33861°W. Mississippi Highway 9 passes through the village, leading south 6 miles to Calhoun City and north 4 miles to Bruce.