The town of Montespertoli, with medieval origins, grew around the Church of Sant’Andrea, which initially served as the castle’s chapel, and which now faces onto Piazza Machiavelli. The church was expanded at the start of the 16th century and rebuilt in the mid-20th century after suffering damage during the Second World War. Older still are the Parish Church of San Piero in Mercato and the village of Lucardo, both with medieval origins. Over the course of the 14th to the 17th centuries, the Romanesque-style building was the main point of the Lega, a union of the communities linked to the parishes of San Piero in Mercato, San Pancrazio and Coeli-Auli, as well as the Podestà. You can also see the Sanctuary of Santa Maria della Pace, built in the 16th century, whose chapel has frescoes from the 17th century.
The area of Montespertoli is also dotted with different artefacts of medieval architecture, which you can see in the villages, churches and in the surviving castles in Botinaccio and Poppiano, belonging to the Guicciardini family since it was built. It is worth visiting the Museum of Sacred Art and the Museum of Grapes and Wine, which offers a tour demonstrating all the phases of nectar production in an educational centre where you can physically touch all the aspects of the traditional production process.