Henry Hooper, like his father, was in the medical profession. After the death of both of his parents, respected Cambridge landowner, Francis Foxcroft was appointed to be the executor of the estate. He took Henry and his sister from the house and found Henry an apprenticeship in a Boston apothecary. With training in medicine, Henry went on to become a successful physician and married Remember Parker, a member of a well connected family. In 1716 he reclaimed the property, paid the outstanding debt on the estate and made significant additions to both the house and the property before selling the estate in 1733. His sister Hanna did not do as well. By the end of her life, she was destitute. When she died, Watertown offered four pairs of gloves, six quarts of rum, a coffin, and a grave to anyone who would bury her.