Jessamine County (/ˈdʒɛsəmᵻn/) is a county located in the U.S. state of Kentucky. As of the 2014, the population was 50,815. Its county seat is Nicholasville. The county was founded in December of 1798.

Jessamine County is part of the Lexington-Fayette, KY Metropolitan Statistical Area. It is within the Inner Blue Grass region, long a center of farming and blooded stock raising, including thoroughbred horses. The legislature established a commercial wine industry here in the late 18th century.