| # | Children | Name | Born | Died | Father | Mother |
|---|
| 1 | | | b. 20 Sep 1859 | d. Aft 1900 | Nathan Edward Bailey, Sr. | Sophronia Maria Cleaveland |
| 2 | | | b. 20 Jul 1862 | d. 20 Jul 1929 | Nathan Edward Bailey, Sr. | Sophronia Maria Cleaveland |
| 3 | | | b. 5 Aug 1865 | d. Yes, date unknown | Nathan Edward Bailey, Sr. | Louise Cynthia Cleaveland |
| 4 | | | b. 25 Feb 1871 | d. 8 Mar 1871 | Nathan Edward Bailey, Sr. | Louise Cynthia Cleaveland |
| 5 | | | b. Abt 1871 | d. Abt 1871 | Nathan Edward Bailey, Sr. | Louise Cynthia Cleaveland |
| 6 | Yes | | b. 18 May 1875 | d. 26 May 1907 | Nathan Edward Bailey, Sr. | Louise Cynthia Cleaveland |
| 7 | Yes | | b. 12 Aug 1883 | d. 29 Apr 1954 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 8 | Yes | | b. 18 Jun 1885 | d. 9 Feb 1957 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 9 | Yes | | b. 3 May 1887 | d. 25 Feb 1939 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 10 | | | b. Mar 1889 | d. 27 Oct 1927 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 11 | Yes | | b. 16 Jan 1890 | d. 19 Oct 1918 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 12 | Yes | | b. 20 Oct 1892 | d. 5 Nov 1941 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 13 | Yes | | b. 8 Jul 1894 | d. 31 Jan 1955 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 14 | Yes | | b. 14 Jul 1896 | d. Abt 1958 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 15 | Yes | | b. 29 Aug 1898 | d. 29 Nov 1996 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 16 | | | b. 27 Apr 1901 | d. 14 Sep 1941 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 17 | | | b. 15 Feb 1903 | d. 22 Jul 1969 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
| 18 | | | b. 10 Sep 1904 | d. 17 Jun 1985 | Nathan Edward Bailey, Sr. | Sophronia Leonard |
1831 - 1905 (73 years)