In June 2023, during the Russian invasion of Ukraine, Shebekino was the site of ground raids by pro-Ukrainian militias, with residents describing it as "destroyed" after heavy shelling.

Shibeko was a soldier who fought in the Battle of Poltava, who bought the land and settled there with his serfs.

[15] During World War II, the town was located on the frontline between opposing forces and was heavily damaged.

[15] On June 1, 2023, during the Russian invasion of Ukraine, Shebekino was reportedly hit by shelling from Ukrainian territory.

[20] According to the Institute for the Study of War, the FRL and RVC reached Shebekino and Novaya Tavolzhanka on 1 June.

[21][22] On 4 June, the FRL posted a video online calling for Governor Gladkov to meet them "to discuss the current situation in the region and the future of Russia," in exchange for releasing two Russian soldiers they had captured.

[23] The FRL leadership arrived at the checkpoint outside Shebekino at the agreed time, but Gladkov did not, claiming that the POWs had been executed.

[24][22] As late as 17 June, there were still reports of anti-government forces sporadically operating in Belgorod Oblast, shelling pro-government positions.