| Year | Won | Margin | Democratic | Republican | Total |
|---|---|---|---|---|---|
| 2024 | R | 872 | 4,195 | 5,095 | |
| 2020 | R | 1,043 | 4,291 | 5,395 | |
| 2016 | R | 1,019 | 3,976 | 5,069 | |
| 2012 | R | 1,190 | 3,992 | 5,234 | |
| 2008 | R | 1,349 | 4,072 | 5,457 | |
| 2004 | R | 1,341 | 3,708 | 5,068 | |
| 2000 | R | 1,426 | 3,069 | 4,545 | |
| 1996 | R | 1,379 | 2,254 | 3,896 | |
| 1992 | R | 1,746 | 2,791 | 4,988 | |
| 1988 | R | 1,550 | 3,061 | 4,632 | |
| 1984 | R | 1,397 | 3,390 | 4,794 | |
| 1980 | R | 2,178 | 2,386 | 4,712 | |
| 1976 | D | 2,218 | 1,943 | 4,281 | |
| 1972 | R | 403 | 3,624 | 4,065 | |
| 1968 | R | 295 | 330 | 4,023 | |
| 1964 | R | 237 | 2,884 | 3,121 | |
| 1960 | D | 553 | 299 | 2,026 | |
| 1956 | D | 1,412 | 188 | 1,745 | |
| 1952 | D | 1,765 | 453 | 2,218 | |
| 1948 | D | 277 | 47 | 1,404 | |
| 1944 | D | 1,504 | 127 | 1,631 | |
| 1940 | D | 1,595 | 87 | 1,687 | |
| 1936 | D | 1,439 | 56 | 1,507 | |
| 1932 | D | 1,092 | 35 | 1,133 | |
| 1928 | D | 1,102 | 338 | 1,440 | |
| 1924 | D | 918 | 115 | 1,130 | |
| 1920 | D | 576 | 299 | 921 | |
| 1916 | D | 944 | 143 | 1,133 | |
| 1912 | D | 655 | 32 | 844 | |
| 1908 | — | — | — | — | |
| 1904 | — | — | — | — | |
| 1900 | D | 683 | 156 | 876 | |
| 1896 | D | 876 | 127 | 1,009 | |
| 1892 | D | 414 | 16 | 821 | |
| 1888 | — | — | — | — | |
| 1884 | — | — | — | — | |
| 1880 | — | — | — | — | |
| 1876 | — | — | — | — |
Webster County's R+65.2 margin in 2024 places it among the state's most politically homogeneous counties. With just over 10,000 residents in the hill country of north-central Mississippi, its electorate is predominantly rural and white.
The unraveling was not abrupt. The Democratic margin in Webster County peaked at ninety-three points in 1932; it narrowed steadily over the late twentieth century. The 1980 election delivered the county to the Republican party for the first time in many years, by a margin of four points. By 2024, the margin had widened further.
The economic and demographic context is severe. Webster County's median household income of $58,789 is among the lowest of any county in the United States; 16% of residents live below the federal poverty line. The county's voting pattern over the last decade is most similar to that of Pontotoc County and Baker County.