In his will, Jenifer passed his roughly land holdings to his nephew, Daniel Jenifer, and instructed that all his slaves be freed six years after his death. The following year the younger Jenifer had a son, who was named after his great-uncle. Daniel Jenifer, like his uncle, also served as magistrate in Charles County, as well as three terms in the U.S. House of Representatives. His family home, Retreat, was also located in Charles County, near one of the largest slave-trading ports of the era, Port Tobacco; it was built in the last quarter of the 18th century and is listed on the National Register of Historic Places.