Richard owned a tract of land at Southold, Massachusetts as early as 1640. It is believe that Richard, with his wife and son, Robert, came to Massachusetts with the first Winthrop fleet of 1630-31; a fleet of ten vessels and about 900 persons.
Some of this information was taken from "Colonial Ancestors of Edward Jackson (1741-1807) REvolutionary War Soldier" by Glady Stutler Hoffman.