The Castello di Santa Maria Novella is the oldest stronghold in the area. Its tower guarded the frontier between Florence and Siena for centuries.
In 1479, Sienese and Neapolitan forces seized the castle and burned it to the ground. What emerged from those ashes was transformation. In the fifteenth century, the Carnesecchi family rebuilt and reimagined the Castello, converting it from a defensive stronghold into an elegant fortified residence. Their marble nameplate, still visible at the entrance, marks three centuries of stewardship. What was built for war became a seat of refinement.
Through centuries of ownership that followed, the Castello has been shaped by survival and restoration. The Franceschi Gallettis restructured its interiors in the nineteenth century, adorning ceilings with delicate frescoes. The main door still bears the marks left by German forces during World War II. Yet the architecture endures. Multiple towers, mullioned windows, and crenellated coping in gothic style remain as testament to the Castello's refusal to be erased.