The first historical data show that in 1028 the Count Ildebrando Aldobrandeschi IV sold Contignano to Foscolo and Maiza and the following year they gave it to the Monastery of SS. Salvatore of Mount Amiata. In 1210 with a bubble Emperor Otto IV confirmed the possession Abbey. In 1293 for the first time is attested to the existence of the Church of Santa Maria in Campo, always as a dependency of the monastery. In 1303 Contignano passes to Peter Ranuccio of Pepone Farnese, that in 1313 he sides with the people of Orvieto in 1339 but submits Castle Contignano to the City of Siena in exchange for his citizenship. The May 26, 1355 the monks of St. Saviour, despite no longer possessed the castle, they renew the Diploma of Otto IV Emperor Charles IV. In 1379 came an armed clash between the troops in Contignano Brettoni allied Farnese and Contignanesi who sided with the Sienese, and just the proud inhabitants prevailed, glorious page of this small village. On August 6, 1390 the Farnese sell Contignano to Cione Salimbeni for 5000 florins. The March 18, 1405 Cocco Salimbeni signing peace with Siena also placing before his lands in Contignano. In December of 1409 the contignanesi hunt Cocco Salimbeni and 7 December, the Sienese Republic grants autonomy and economic benefits to the Castle. On March 30, 1501, despite the pacts the Sienese sell the lands of Contignano, not the Castle, Antonio Giordani Venafro that in 1515, after a dispute with Borghese Petrucci, leaving Siena and its lands. In 1559 the state of Siena is absorbed by the Treaty of Cateau-Cambresis the Grand Duchy of Tuscany. In 1608 the Grand Duke Ferdinando I confirms the autonomy of Contignano. In the visit made by Bartolomeo Gherardini by order of the Grand Duke in 1676 the castle and the lands belong to the family of Contignano Bandinelli. Following the Grand Ducal Law, 1777, suppression of Comunelli, on 1 January 1778, the City of Contignano is under the jurisdiction of the neighboring municipality of Radicofani.