Benjamin Grayson, the second, continued his father's business at Colchester.
An able merchant, he prospered and expanded into new ventures. He added additional lots in Colchester to those inherited from his father. He acquired , Belmont, the thousand acre Mason Neck plantation. Young Benjamin involved himself in development of a flour mill, bakery and store on the Occoquan, the construction of a new tobacco warehouse in Colchester and even a commercial winery. He became a justice of the Fairfax Court in 1763. Debt accumulated as a result of these ventures, and in 1765 and 1766 his creditors were foreclosing or forcing the sale of his holdings. Benjamin and his wife Elizabeth left for Loudoun County to begin anew. He died in 1768, leaving Elizabeth in a comfortable condition. She, in turn, left a son and a daughter with what has been described as a "handsome estate."
