From the Church of Madonna di Castelvecchio there is a wooden sculpture dating back to the Romanesque foundation (Madonna with the Child of the thirteenth century, preserved in St. Francis). Latter transformations are evident in the building structure and in the interior furnishings.
The Church of Madonna di Castelvecchio (district of Monteleone di Spoleto) was founded on the ruins of an ancient Benedictine monastic cell. Nearby there are the ruins of an old town, whose name is that of the village. Very little remains of the Romanesque phase (the small apse was recently removed, eliminating even the contiguous room, used by the hermits). Reinforcements operated on the structure are shown on the left side to the scarp wall and on the right side to a buttress. Inside there is a ceiling with iron joists that create a particular wavy effect. The floor presents both brickwork arranged in a herringbone pattern and stone slabs. Among the furnishings it is worthy of notes the eighteenth-century wooden cupboard temple, decorated with delicate ornamental motifs. A fine wooden sculpture of the Madonna with the Child (XIII century) comes from Castelvecchio, preserved in the Convent of St. Francis. The group, missing the arms, has unfortunately lost much of polychrome.
The Church of Madonna di Castelvecchio (district of Monteleone di Spoleto) is situated on a height in the Nempe valley, a landscape of exceptional beauty, and was founded on the ruins of an ancient Benedictine monastic cell. The surrounding ruins, still partially visible, and the soil conformation testify, however, the presence of an old town, which also refers to the same name. Although a manuscript of 1393 indicate this church as the "Church of Santa Maria," the Lascaris Bishop in 1712 specifies instead the title of “Santissima Annunziata”, subject to the Church of St. John the Baptist, located in the city suburb. Very little traces remain of the earliest phase of the building with a rectangular plan, whose small Romanesque apse is, unfortunately, recently removed, eliminating the room used by the hermits. The left side of the masonry is characterized by a scarp wall due to reinforcement work apparently as a result of equipment failure; for the same reason, on the right side bottom there is another buttress. The gabled roof, with small bell tower, has some internally joists in iron, arranged longitudinally, which are coated and corrugated, creating a particular effect.
The floor is made by terracotta bricks arranged in a herringbone pattern and by stone slabs. Among the furnishings, it is noteworthy the eighteenth-century wooden wall cabinet, shaped like a small temple decorated with delicate ornamental motifs. There is also a modern statue of the Virgin with the Child. A more ancient polychrome wooden sculpture of the Madonna with the Child is preserved in the collection of sacred art set in the sacristy of the convent church of San Francesco di Monteleone. It comes from the church of Castelvecchio and dates back to the thirteenth century. The Virgin is seated on a throne, while the child is in her arms. The group, without the arms and most of the polychrome (emerge, in fact, in some places the pictorial preparation or even the wood film), has unnaturally elongated, square shapes and rigid drapery and dishes. We are still far from the Gothic naturalism, established at the end of the thirteenth century and especially in the following century, even though the smile which is bent on the child's face exceeds the hieratic fixity of the characters of the sculptures of the early thirteenth century.