| Year | Won | Margin | Democratic | Republican | Total |
|---|---|---|---|---|---|
| 2024 | R | 8,303 | 17,854 | 26,685 | |
| 2020 | R | 8,567 | 17,096 | 26,280 | |
| 2016 | R | 6,144 | 15,474 | 23,326 | |
| 2012 | R | 6,001 | 14,233 | 20,633 | |
| 2008 | R | 6,236 | 13,711 | 20,214 | |
| 2004 | R | 5,476 | 12,972 | 18,580 | |
| 2000 | R | 4,633 | 10,074 | 15,061 | |
| 1996 | R | 4,428 | 6,686 | 12,210 | |
| 1992 | R | 3,764 | 6,474 | 12,339 | |
| 1988 | R | 2,955 | 7,057 | 10,116 | |
| 1984 | R | 2,379 | 7,081 | 9,556 | |
| 1980 | R | 3,310 | 4,809 | 8,530 | |
| 1976 | R | 2,795 | 3,081 | 6,004 | |
| 1972 | R | 1,269 | 3,819 | 5,238 | |
| 1968 | R | 1,334 | 2,338 | 5,143 | |
| 1964 | D | 2,485 | 1,968 | 4,530 | |
| 1960 | R | 2,022 | 2,787 | 4,809 | |
| 1956 | R | 2,072 | 2,340 | 4,553 | |
| 1952 | D | 2,578 | 2,193 | 4,792 | |
| 1948 | D | 2,301 | 1,414 | 3,878 | |
| 1944 | D | 2,426 | 1,790 | 4,248 | |
| 1940 | D | 2,815 | 1,837 | 4,692 | |
| 1936 | D | 2,813 | 2,066 | 4,902 | |
| 1932 | D | 2,873 | 1,710 | 4,595 | |
| 1928 | R | 2,295 | 2,857 | 5,152 | |
| 1924 | D | 2,470 | 2,144 | 4,764 | |
| 1920 | D | 3,206 | 2,349 | 5,689 | |
| 1916 | D | 1,727 | 1,326 | 3,118 | |
| 1912 | D | 1,506 | 895 | 2,822 | |
| 1908 | D | 1,574 | 1,271 | 2,952 | |
| 1904 | D | 1,466 | 1,247 | 2,813 | |
| 1900 | D | 1,565 | 1,326 | 2,976 | |
| 1896 | D | 1,428 | 1,343 | 2,886 | |
| 1892 | D | 1,042 | 922 | 2,156 | |
| 1888 | — | — | — | — | |
| 1884 | — | — | — | — | |
| 1880 | — | — | — | — | |
| 1876 | — | — | — | — |
Jessamine County sits just south of Lexington but votes far more conservatively than its urban neighbor, posting a 35-point Republican presidential margin in 2024 despite steady population growth tied to suburban sprawl.
The Republican margin in Jessamine County reached its widest at forty-nine points in 1984. The margin in 2024 was thirty-six points, in line with the county's deep historical pattern.
Jessamine County's loyalty is rooted in its place. Median household income of $74,576, a 87% non-Hispanic-white share, and a population of 54,588 together describe a community whose political habits are deeply settled. The county's voting pattern over the last decade is most similar to that of Whitfield County and St. Johns County.
