There are so many castles in this valley in Chianti. Out of all of them, the most memorable is the castle of Monteluco, in the area by the Masellone stream. The first recorded memory of the castle is in 1176 when Siena had to give it to Florence, as a crucial point, and it was always hit by offensives from Siena.
The castle is made up of two parts: an outpost, at the bottom, with an imposing stone tower and a large complex, at the top, which is surrounded by a courtyard that can be accessed through an elegant arch.
On the other side of the river stands the great tower of Tornano, a land fought for between Florence and Siena, fiercely claimed by Guarnellotto Mazzalombardi for dominance over the area.