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Castiglione is located in an area once settled by the Etruscans. The current town developed from around the year 1000 from a castle and, in 1351, it housed the inhabitants of the destroyed Paterno. It was a fief of the Monaldeschi della Cervara and of the Savelli families. Sold to the House of Farnese in 1539, it was part of the Duchy of Castro until 1637, when the citizens bought back their freedom for 20,000 ducats.