1655 - 1742 (86 years)
| Carrie Woolsey | |
| B: | May 1881 |
| New Jersey | |
| D: | Yes, date unknown |
| Julia Matilda Woolsey | |
| B: | Sep 1882 |
| New Jersey | |
| D: | Yes, date unknown |
| Harry Schaefer | |
| B: | 1880 |
| New York, United States | |
| M: | 5 Nov 1903 |
| Kings, New York, United States | |
| William Woolsey | |
| B: | Jul 1883 |
| New Jersey | |
| D: | Yes, date unknown |
| Harriet Eliza Searby | |
| B: | 1 Sep 1883 |
| New Lots, Kings, New York | |
| M: | 17 Jan 1902 |
| Kings, New York, United States | |
| Edward Stimpson Woolsey | |
| B: | Oct 1888 |
| New Jersey, United States | |
| D: | Yes, date unknown |
| Amelia Caroline Duerr | |
| B: | 1889 |
| New York | |
| M: | 5 Oct 1907 |
| Brooklyn, New York City, New York, United States | |
| Joseph Woodhull Woolsey | |
| B: | 1893 |
| D: | 1933 |
| Bellport, Brookhaven Town, Suffolk, New York, United States | |
| Meta Sophie Gesina Watjen | |
| B: | 1896 |
| M: | 3 Feb 1914 |
| Kings, New York, United States | |
| D: | 1959 |
| Bellport, Brookhaven, Suffolk, New York, United States | |
| James Woolsey | |
| B: | 23 Nov 1897 |
| Jamaica, Queens, New York | |
| William Ambrose Woolsey | |
| B: | 1861 |
| D: | 1940 |
| Charlotte Catherine Gable | |
| B: | 1862 |
| M: | 29 May 1880 |
| Kings, New York, United States | |
| D: | Yes, date unknown |
| Nathan Woodhull Woolsey | |
| B: | 1831 |
| New York | |
| D: | Mar 1919 |
| Iantha Josephine Stone | |
| B: | 24 Dec 1845 |
| New York City, New York, New York, USA | |
| D: | 25 Mar 1915 |
| Brooklyn, Kings, New York, United States | |
| Henry Woolsey | |
| B: | 20 Mar 1799 |
| Huntington, Suffolk, New York, United States | |
| D: | Nov 1833 |
| Northport, Suffolk, New York, United States | |
| Mary Bishop | |
| B: | 24 Sep 1798 |
| Northport, Huntington, Suffolk, New York, United States | |
| D: | 5 Sep 1855 |
| Northport, Huntington, Suffolk, New York, United States | |
| Hannah Jane Woosley | |
| B: | 25 Mar 1823 |
| Northport, Suffolk, New York, United States | |
| Jane Smith | |
| B: | 13 Jan 1806 |
| Sweet Hollow (Melville), Huntington Township, Suffolk, New York, USA | |
| M: | Abt 1820 |
| New York, United States | |
| D: | 20 Oct 1827 |
| Northport, Suffolk, New York, United States | |
| John Woolsey | |
| B: | 22 Mar 1761 |
| Stamford, Fairfield, Connecticut Colony, British Colonial America | |
| D: | 19 Feb 1850 |
| Dix Hills, Huntington, Suffolk, New York, United States | |
| Phebe Rogers | |
| B: | 4 Sep 1762 |
| Huntington, Suffolk, New York, United States | |
| M: | 30 Mar 1783 |
| Smithtown, Suffolk, New York, United States | |
| D: | 26 Sep 1811 |
| Dix Hills, Huntington, Suffolk, New York, United States | |
| Elizabeth Schofield | |
| M: | 3 Dec 1820 |
| Norwalk, Fairfield, Connecticut, United States | |
| D: | 1821 |
| Gilbert Woolsey | |
| B: | 1739 |
| Bedford, Westchester, New York Colony, British Colonial America | |
| D: | 1782 |
| Darien, Fairfield, Connecticut, United States | |
| Prudence Bates | |
| B: | 29 Jul 1741 |
| Stamford, Fairfield, Connecticut Colony, British Colonial America | |
| M: | 1759 |
| Darien, Fairfield County, Connecticut, United States | |
| D: | Aft 1777 |
| Joseph W. Woolsey | |
| B: | 1742 |
| Bedford, Westchester, New York Colony, British Colonial America | |
| D: | Aug 1800 |
| Bedford, Westchester, New York, United States | |
| Mary Owen | |
| B: | 1740 |
| Bedford, Westchester, New York, United States | |
| M: | 1757 |
| Westchester, New York, United States | |
| D: | 1780 |
| Bedford, Westchester, New York, United States | |
| Richard Woolsey | |
| B: | Abt 1697 |
| Jamaica, Queens, New York Colony, British Colonial America | |
| D: | 21 Apr 1777 |
| Marlboro, Ulster, New York, United States | |
| Sarah Fowler | |
| B: | Abt 1698 |
| Flushing, Queens, New York Colony, British Colonial America | |
| M: | 24 Jan 1718 |
| Jamaica, Queens, New York Colony, British Colonial America | |
| D: | 1783 |
| Bedford, Westchester, New York, United States | |
| Reverend Benjamin Woolsey | |
| B: | 19 Nov 1687 |
| Long Island, New York Colony, British Colonial America | |
| D: | 15 Aug 1756 |
| Newtown, Queens, New York Colony, British Colonial America | |
|
| Reverend Thomas Woolsey | |
| B: | 10 Apr 1655 |
| Queens, New York Colony, British Colonial America | |
| D: | 1742 |
| Bedford, Westchester, New York Colony, British Colonial America | |
| Ruth Bayless | |
| B: | 1660 |
| Jamaica, Queens, New York Colony, British Colonial America | |
| M: | 11 Jan 1684 |
| Jamaica, Queens, Colony of New York, British Colonial America | |
| D: | 11 May 1714 |
| Bedford, Westchester, New York Colony, British Colonial America | |
