| Year(s) Elected | File Name | Image 1 | Image 2 | Image 3 | Submitted | Submitted by |
| N/A | Full List |
|
|
N/A | N/A | Freestone County Museum |
| 1851-1852 | Sheriff Emanuel Clements Sr. |
|
|
N/A | N/A | Freestone County Museum |
| 1866 | Sheriff George T. Bradley |
|
N/A | N/A | N/A | Freestone County Museum |
| 1870-1872 | Sheriff James Bonner Rogers |
|
|
N/A | N/A | Freestone County Museum |
| 1873-1875 | Sheriff James Pressley Robinson |
|
N/A | N/A | N/A | Freestone County Museum |
| 1878 | Sheriff Horatio Paxton Daviss |
|
N/A | N/A | N/A | Freestone County Museum |
| 1880-1890 | Sheriff Henry Jay Childs |
|
|
|
N/A | Freestone County Museum |
| 1892-1894 | Sheriff James Norelda Haydon |
|
N/A | N/A | N/A | Freestone County Museum |
| 1896-1898 | Sheriff Harry Hernadon Powell |
|
N/A | N/A | N/A | Freestone County Museum |
| 1900, 1904-1906, 1916-1918 | Sheriff James Franklin Roper |
|
N/A | N/A | N/A | Freestone County Museum |
| 1908-1910 | Sheriff William Jackson Lott |
|
N/A | N/A | N/A | Freestone County Museum |
| 1912-1916 | Sheriff George W. Burleson |
|
N/A | N/A | N/A | Freestone County Museum |
| 1920 | Sheriff Horace Milton Mayo |
|
N/A | N/A | N/A | Freestone County Museum |
| 1922-1924 | Sheriff David Terry |
|
N/A | N/A | N/A | Freestone County Museum |
| 1926-1932 | Sheriff Joseph Henry Eubank |
|
|
N/A | N/A | Freestone County Museum |
| 1930-1948 | Sheriff James Roger Sessions, Sr. |
|
N/A | N/A | N/A | Freestone County Museum |
| 1949-1950 | Sheriff Homer Robertson |
|
N/A | N/A | N/A | Freestone County Museum |
| 1952-1960 | Sheriff Henry Brown |
|
N/A | N/A | N/A | Freestone County Museum |