State Route 27 is a 70-mile (110 km) long route in the southeastern part of the state. The southern terminus of the route is at the Florida-Alabama state line, where the route serves as a continuation of Holmes County Road 185. The northern terminus of the route is at the junction with State Route 10 at Abbeville.

Entering Alabama in eastern Geneva County, State Route 27 is primarily a two-lane route. It serves as a connector from the Gulf coast beaches along the Florida Panhandle to major routes such as U.S. Highway 84 and U.S. Highway 231. Between the cities of Geneva and Enterprise, the route’s orientation is generally north–south. Upon leaving Enterprise, the route assumes a northeastward trajectory as it leads into Dale County. East of Ozark, the route, while still signed as “north” and “south”, assumes an east–west orientation until its terminus at Abbeville