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Kentucky Route 249 (KY 249) is a north–south state highway that traverses two counties in South Central Kentucky.
Route description
KY 249 starts in the community of Flippin, in western Monroe County, at an intersection with KY 100. Almost immediately after its start, KY 249 intersects KY 678. It makes its way into Barren County a few miles later and goes through mainly rural areas of Barren County, including the community of Roseville. Once it reaches Glasgow, it crosses the Louie B. Nunn Cumberland Parkway via an overpass, and reaches its northern end at a junction with U.S. Route 31E Business (US 31E Bus.) on the south side of Glasgow not too far from the Southgate Shopping Center and the KY 63 junction.
Kentucky Route 249
KY 100 at Flippin
KY 921 at Dry Fork 
KY 1318 at Roseville
US 31E Bus. in Glasgow
KY 678 / Mud Lick Flippin Road
KY 820 east / Caney Fork Road