| 1. | Hester Evans was born about 1645; died on 10 Mar 1693 in , Charles, Maryland, United States. Hester married Col. James Smallwood in 1665 in , , Maryland, United States. James (son of John Smallwood and Mary) was born in 1638 in , , England, United Kingdom; died in 1714 in Beau Plains, , Prince George's, Maryland, United States. [Group Sheet] [Family Chart]
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| 2. | John Smallwood Family/Spouse: Lettice. Lettice was born in San Francisco, San Francisco, California, United States. [Group Sheet] [Family Chart] |
| 3. | James Smallwood, Jr. James married Mary Boyden about Aug 1690-1703 in , Charles, Maryland, United States. Mary was born about 1672 in , Charles, Maryland, United States; died after 1750 in , Charles, Maryland, United States. [Group Sheet] [Family Chart] |
| 4. | Mary Smallwood Mary married Cornelius Maddocks on 16 Mar 1685 in , Charles, Maryland, United States. Cornelius died before 25 Feb 1705 in , Charles, Maryland, United States. [Group Sheet] [Family Chart] Mary married John Taylor before 16 Sep 1712 in , Charles, Maryland, United States. John was born in , Charles, Maryland, United States. [Group Sheet] [Family Chart] |
| 5. | Matthew Smallwood Matthew married Grace Robertson before 10 Dec 1703 in , Charles, Maryland, United States. [Group Sheet] [Family Chart] |
| 6. | Thomas Smallwood Thomas married Alice about 1696 in , Charles, Maryland, United States. Alice was born about 1675; died in Sep 1735. [Group Sheet] [Family Chart] |
| 7. | Captain William Smallwood William married Elizabeth Breed before 20 Mar 1693 in , Charles, Maryland, United States. Elizabeth was born about 1681; died about 1705. [Group Sheet] [Family Chart]
William married Eleanor Hawkins Tubman after 5 Jun 1705 in , Charles, Maryland, United States. Eleanor died on 3 Aug 1709. [Group Sheet] [Family Chart] |
| 8. | Pryor Smallwood Pryor married Elizabeth McMillion on 2 Jul 1708 in , Charles, Maryland, United States. Elizabeth died before 23 Feb 1732 in , Charles, Maryland, United States. [Group Sheet] [Family Chart] |
| 9. | Benjamin Smallwood |
| 10. | Bayne Smallwood Bayne married Charity Courts, Charles, Maryland, United States. [Group Sheet] [Family Chart] |
| 11. | Leadstone Smallwood Family/Spouse: Mary. Mary was born about 1687 in San Francisco, San Francisco, California, United States; and died. [Group Sheet] [Family Chart] Leadstone married Elizabeth Garland in Mar 1744 in , Charles, Maryland, United States. Elizabeth was born in 1689 in , Charles, Maryland, United States; died after 1744 in , Charles, Maryland, United States. [Group Sheet] [Family Chart] |
| 12. | Sarah Smallwood Sarah married Henry Moore after 1693. Henry died in 1735 in , Prince George, Maryland, United States. [Group Sheet] [Family Chart] |
| 13. | Jane Smallwood |
| 14. | Ann Smallwood Ann married John Wynn on 5 Feb 1717 in Piscataway Parish, Prince George, Maryland, United States. John (son of John Wynne, Dr. and Anne Cawood) was born in 1680; died on 21 Mar 1752. [Group Sheet] [Family Chart]
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| 15. | John Smallwood John married Mary MacKnew about 1720. Mary died in 1762 in , Charles, Maryland, United States. [Group Sheet] [Family Chart] |
| 16. | Ann Wynn |
| 17. | Jemima Wynn |
| 18. | Jean Wynn |
| 19. | Martha Wynn |
| 20. | Susannah Wynn |
| 21. | Mary Ann Wynn |
| 22. | John Wynn John married Sarah Robey on 24 Aug 1738. [Group Sheet] [Family Chart] Family/Spouse: Ann Marlowe Smallwood. [Group Sheet] [Family Chart] |
| 23. | Annake Wynn |
| 24. | Eliza Wynn |
| 25. | Josiah Wynn, Sr. Josiah married Ann Dunning in 1747 in , Prince George, Maryland, United States. Ann (daughter of James Dunning and Anne Acton) was born in 1727 in , Prince George, Maryland, United States; died in Dec 1763 in , , Maryland, United States. [Group Sheet] [Family Chart]
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| 26. | William Wynn |