The Battle of Dubočica took place on September 24, 1454, between the Serbian Despotate and the invading Ottoman Empire, and ended in a Serbian victory. During Ottoman rule Leskovac was part of the Sanjak of Niš.
The Jasunje monasteries dedicated to the Virgin of Transfiguration and St. John the Baptist were built in 1499 as an endowment of sister Ksenija. The Church of St. John the Baptist was built in the 16th century.
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