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Loro Ciuffenna, located on the southern ridge of Pratomagno

Loro Ciuffenna, located on the southern ridge of Pratomagno, is one of the most distinctive towns of the Valdarno Superiore, with a history dating back to at least 939.

The town later became part of the fiefdom of the Guidi noble family, before falling under the rule of Florence in 1293. The plan of the town retains the characteristics of the medieval village with its beautiful single-arched Romanesque bridge on the Ciuffenna and the still functional water mill originally used to grind wheat and grains.

Only one of the two gates that originally permitted access to the castle has endured, the tower gate (currently the clock tower) which was rebuilt in the late 1800's. On the town's highest point stands the church of Santa Maria Assunta (formerly the chapel of the medieval castle). The church was enlarged toward the end of the 14th century to surround a tower making up part of the ancient city walls, which bears the date 1333 above the architrave of the entry.

Among the interesting pieces conserved inside are 14th-15th century frescoes including, the "Vista di S. Eliabetta" and "Santo Martire" attributed to the painter Mariotto di Cristofano, native of San Giovanni Valdarno, and a 16th century image of the "Annunciazione" by Carlo Portelli, a native of Low. Leaving Low Ciuffenna along the road leading to Gropina, stands the early 17th century Sanctuario di Nostra Signora dell' Umilita notable for among others, a 17th century "Nativita di Maria" attributed to Matteo Rosselli, a fresco from the Florentine school (late 15th century) depicting the Madonna with baby, San Pietro, and San Giovanni Battista, and a 17th century cloth attributed to Agostino Ciampelli, on which is depicted "San Carlo Borromeo in adorazione del Crocifisso".

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