Henry went to Springfield 1659. Tradition says he was impressed by British on a man of war and served 7 years there. He afterward commanded a Merchant ship between London and Boston .

Land Record: 9 March 1659: sold to Henry Chapin 200 acres of land on ye north side of Chickkuppy River to run fro ye hills on ye east side, to the Great river on ye West, and on the south it is to be bounded by, and to join to chickkuppy river, onley one 25 acres or thirty being by chickkuppy river about the place which shall be judged best for a warehouse is to be taken out and excepted, out of the parcel yet so as ye 200 acres is to be made up there together. Also Henry is to have half of ye upper Island which is to be as equally divided as it can be and also he is to have five acres of mowable meadow at the lower end of the muxy meadow. For all which he is to pay and allow me the sum of twenty pounds in Wheat at current prices at four several payments, viz., five pounds by the first of March next, which will be anno 1660, and five pounds by the first of March 1661, and another five pounds in March 1662, and ye last five pound ye first of March 1663. All payments to be in Wheat at price current at the several times of payment, this is the joins agreement betwixt us this 9th day of March 1659 as witness our hands.
Signed Henry Chapin
John Pyncheon