Chiesa di Sant'Agostino

The church of San Francesco Saverio was built between 1680 and 1690 with the adjacent Jesuit college. The design of the church and college was carried out by the Jesuit architect Ciriaco Pichi from Sansepolcro, who also designed the church of Sant'Ignazio in Arezzo. In 1725, the whole building suffered some damage during an earthquake. In 1773, when the Society of Jesus was abolished, the public schools and the episcopal seminary of Sansepolcro were established in the college building. The building now houses the Art School of Sansepolcro.

The present cathedral of Sansepolcro was built on the site of a former abbey church built around the 11th century for a first Benedictine monastery, which passed to the Camaldolese congregation in the 11th century. It was restored in the 14th century and several times thereafter. The church did not become a cathedral until 1520.

The church of San Rocco was built by the Compagnia del Crocifisso in 1554. The simple 16th-century portal leads to the interior with a single nave and 18th-century stuccoed side altars. The 17th-century carved wooden high altar houses a remarkable 13th-century wooden sculpture of Christ placed on the Cross. The church is connected by a staircase to the Oratory of the Compagnia del Crocifisso below, with frescoes painted by the brothers Alessandro, Cherubino and Giovanni Alberti between 1587 and 1588 and an interesting copy of the Holy Sepulchre of Jerusalem, made in sandstone in 1629.