The Principality's history was closely linked with its place between the Grand Duchy of Lithuania, Moscow and the Golden Horde.

In December, the Horde wiped out most of Novosil and the principality's land.

The Odoyevsky Principality arose in the next year when Roman Semyonovich settled in Odoyev or possibly after his death in about 1402.

[4] The Princes of Odoyev were granted extensive lands in the Grand Duchy of Lithuania, but Lithuanians collected tribute from them annually.

[7] and in 1573 the last prince, Nikita Romanovich, was beheaded by the oprichnina of Ivan the Terrible.