Khvastovichi

Khvastovichi appears in the diplomatic negotiations between Moscow and Lithuania in January 1494. The settlement was listed among territories held by Prince Dmitry Vorotynsky whose status was contested as the Upper Oka princes changed allegiance. This surviving mention places the village within a frontier of competing dynastic claims; it does not establish when the settlement was founded.

Ivan III's testament of 1504 assigned Khvastovichi with the Kozelsk districts to his son Semyon. From 1505 it formed part of Semyon's Kaluga appanage, then returned to the grand prince Vasily III after Semyon's death in 1518. The village lay on the road from Kozelsk toward Karachev beside the Velya, a tributary of the Resseta. Its early history was thus tied to the division and reunion of princely lands along an important wooded corridor west of the Oka.