- The history of the Middle Ages of the Leskovac region can be traced from the middle of the 12th Century, when the Roman emperor Manuel I Komnenos gifted the Dubočica region to Stefan Nemanja.
- The first mention of Leskovac is from the period of the reign of Stefan Dušan who gifted the land of this village to the Hilandar monastery.
- Leskovac is one of the cities first mentioned after 1389 when Milica Hrebeljanović gifts the land of the city to the monastery of Saint Panteleimon.
- The feudal leader of Dubočica Nikola Skobaljić played a prominent role in the defence conducted by the Serbian despotate in the battles against the Turks.
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