Sheriffs of Osceola County (from Don and Dorothy Grein)
| Isaiah Manes | 1869-1870 |
| Joseph W. Ash | 1871-1872 |
Moses B. Houghton | 1873-1876 |
| Joshua W. Matthews | 1877-1880 |
| Moses B. Houghton | 1881-1882 |
| Alonzo M. Shank | 1883-1886 |
| Arthur B. Slossen | 1887-1890 |
| James H. McLean | 1891-1892 |
| Reese H. Jones | 1893-1896 |
| Frank McIntyre | 1887-1900 |
| Frank Edgett | 1901-1904 |
| Wilbur C. Kidder | 1905-1908 |
| John C. Houghton | 1909-1912 |
| Wilbur F. Sprague | 1913-1916 |
| Archie Smock | 1917-1918 |
| William H. Echlin | 1919-1922 |
| Leeman W. Robinson | 1923-1926 |
| Lewis Aubrey Brooks | 1927-1928 |
| Arthur Lindell | 1929-1930 |
| Harvey E. McCord | 1931-1934 |
| Glen Preston | 1935-1936 |
| Royal E. Gingrich | 1837-1944 |
| Fay E. Wooster | 1945-1952 |
| Robert Huff | 1953-1953 |
| Donald G. Grein | 1953-1976 |
| Arthur M. Spears | 1977-1980 |
| David B. Needham | 1981-1995 |
| Thomas Detloff | 1995-2004 |
| James Crawford | 2004-2009 |