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The municipality of Montespertoli is located in the hills of the Chianti wine zone. Its wines are not Chianti Classico but are a separate Chianti DOC. The area has been important to trade since Etruscan times, and Florentine trade with Volterra and Sienna was facilitated by the Via Volterrana, which crossed the territory of Montespertoli from north to south and joined the Via Francigena near Certaldo. Montespertoli is 25km from Florence, Sienna, Pisa, Volterra and San Gimignano. There are a number of famous castles in the area, including Lucardo, Botinaccio, Poppiano, Montefugoni and Sonnino, and the Renaissance church of Sant'Andrea in Montespertoli.
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