The essay examines a virtually unpublished limestone 'Bearded head' from the collection of Lamberto and America Vitali, preserved since 2000 in the Civico Museo Archeologico in Milan. Following an anatomical description of the head, we are presented with the image of a figure captured in a specific action and not devoid of pathos. That the work formed part of a pediment decoration is certain, given the double tessellation on the right side of the head and the differences in workmanship on the two sides. In all probability the 'Bearded head' can be dated to 450-440 BC due to its style. The marble relief from Pachino with a 'Bearded head in profile', now in Syracuse, is the best comparison for the 'Head' from Milan and implies provenance from the same Siceliot workshop, active in Syracuse in the 5th century BC. Finally, a possible scenario for the original location of the 'Bearded head' is discussed.