The town appeared in 1640 as a fort of the
Belgorod Defense Line which
Russian forces erected in
Sloboda Ukraine to secure state southern borders from raids of Crimean Tatars and Nogais. Eventually the town developed into a district center of the Sumy Regiment which also served as a regional subdivision of the
Sloboda Ukraine. After disbanding the regimental administrative division in 1765, Krasnopillia became a
sloboda and a seat of
volost (a county subdivision). In 1901, a
railway station was built in Krasnopillia. The town suffered from the Soviet
Holodomor in Ukraine. During
World War II it was under German occupation from October 15, 1941 to 1943. Krasnopillia became an
urban-type settlement in 1956. In January 1989 the population was 9469 people. In January 2013 the population was 8355 people. During the first days of the
Russian invasion of Ukraine, large columns of Russian military vehicles frequently passed through Krasnopillia. On 26 January 2024, a new law entered into force which abolished the urban-type settlement status, and Krasnopillia became a rural settlement. ==Transportation==