Robert the youngest son of Richard, is reputed to have been a sportsman, devoting much time to fishing, hunting, trapping, etc. Robert's Hill and Robert's Meadow in Northampton are said to have taken their names from him as being his favorite place of resort. In the latter part of his life he became reduced in property, and appears to have been subject to some mental aberrations which subjected his family to peculiar trials. In March, 1691, representations of the state of his family were made to the county court, in which he is described as being undersome "distemptature", and unable to manage his affairs. Similar representations were repeatedly made, and the family committed to the care of the selectmen of the town. There is no authentic record of Robert's death. The tradition in Northampton is that he became a victim to his roving, sporting habits, and was found in the forest frozen where he had fallen in pursuit of his game.

The sons of Robert appear to have left no issue, and the lineage of Robert, in the male line at their death became extinct.