The further extension of the Moscow dominion was facilitated by the death of Casimir IV in 1492, when Poland and Lithuania once again parted company. The throne of Lithuania was now occupied by Casimir’s son Alexander, a weak and lethargic prince so incapable of defending his possessions against the persistent attacks of the Muscovites that he attempted to save them by a matrimonial compact, wedding Helena, Ivan’s daughter. But the clear determination of Ivan to appropriate as much of Lithuania as possible finally compelled Alexander to take up arms against his father-in-law in 1499. The Lithuanians were routed at the Battle of Vedrosha on 14 July 1500, and in 1503 Alexander was glad to purchase peace by ceding to Ivan Chernigov, Starodub, Novgorod-Seversky and sixteen other towns.

Ivan had four brothers. The eldest, Yury, died childless on 12 September 1472. He only had a draft of a will that said nothing about his land. Ivan seized the land, much to the fury of the surviving brothers, whom he placated with some land. Boris and Andrei the Elder signed treaties with Vasily in February and September 1473. They agreed to protect each other’s land and not to have secret dealings with foreign states; they broke this clause in 1480, fleeing to Lithuania. It is unknown whether Andrei the Younger signed a treaty. He died in 1481, leaving his lands to Ivan. In 1491 Andrei the Elder was arrested by Ivan for refusing to aid the Crimean Khanate against the Golden Horde. He died in prison in 1493, and Ivan seized his land. In 1494 Boris, the only brother able to pass his land to his sons, died. However, their land reverted to the Tsar upon their deaths in 1503 and 1515 respectively.

An impressive building program in Moscow took place under Ivan, directed primarily by Italian artists and craftsmen. New buildings were erected in the Kremlin, and the Kremlin walls were strengthened and furnished with towers and gates. In 1475, Ivan III established the first cannon foundry of Russia in Moscow, which started the native cannon production. Ivan died on 27 October 1505, and was succeeded by his son, Vasily III.

Ivan’s son with Maria of Tver, Ivan the Young, died in 1490, leaving from his marriage with Helen of Moldavia an only child, Dmitry the Grandson. The latter was crowned as successor by his grandfather on 15 February 1498, but later Ivan reverted his decision in favor of Sophia’s elder son Vasily, who was ultimately crowned co-regent with his father (14 April 1502). The decision was dictated by the crisis connected with the Sect of Skhariya the Jew, as well as by the imperial prestige of Sophia’s descendants. Dmitry the Grandson was put into prison, where he died, unmarried and childless, in 1509, already under the rule of his uncle.