Henry Leadbetter was born about 1633 in Hinckley, co. Leicester, England. He took the oath of freeman on 31 May 1671. He was a constable in 1672/73. He died on 20 Apr 1722 in Dorchester, Suffolk Co., Massachusetts. He was married to Sarah Tolman on 18 Mar 1659/60 in Dorchester, Suffolk Co., Massachusetts. "Leadbetter Records" says 18 Jan. 1659.

Sarah Tolman was born about 1635 in Dorchester, Suffolk Co., Massachusetts. She died on 20 Apr 1722. Children of Henry Leadbetter and Sarah Tolman were:

i. Sarah Leadbetter was born on 20 Nov 1659 in Dorchester, Suffolk Co., Massachusetts. She died on 18 Dec 1696.
ii. Katherine Leadbetter was born on 28 Feb 1662 in Dorchester, Suffolk Co., Massachusetts. She died on 25 May 1739.
iii. Henry Leadbetter was born on 16 Apr 1664 in Dorchester, Suffolk Co., Massachusetts. He died on 10 May 1689.
iv. Deliverance Leadbetter was born on 9 Feb 1667 in Dorchester, Suffolk Co., Massachusetts. He died on 16 Nov 1747 in Milton, Norfolk Co., Massachusetts.
v. Ruth Leadbetter was born on 31 May 1669 in Dorchester, Suffolk Co., Massachusetts. She died on 4 Nov 1752.
vi. Increase Leadbetter.
vii. Ebenezer Leadbetter was born on 10 May 1676 in Dorchester, Suffolk Co., Massachusetts. He died after 1732 in Boston, Suffolk Co., Massachusetts.
viii. Israel Leadbetter was born on 10 Oct 1678 in Dorchester, Suffolk Co., Massachusetts. He died on 15 Apr 1775 in Dorchester, Suffolk Co., Massachusetts.

Henry Leadbetter married second Relefe Holland (daughter of John Holland and Judith Stephens) on 9 Mar 1691/92 in Dorchester, Suffolk Co., Massachusetts.