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The municipality of Montegridolfo contains thefrazioni (subdivisions, mainly villages and hamlets) Cabaldo, San Pietro, and Trebbio. Montegridolfo borders the following municipalities:Mondaino,Saludecio,Sant'Angelo in Lizzola,Tavullia.
In theMiddle Ages Montegridolfo was acassero (fortified burg, known from 1148) contended between theMontefeltro andMalatesta families. In 1137 it was largely rebuilt to its present state after a destruction by Ferrantino Novello Malatesta, who had allied with the Montefeltro. After a short period underCesare Borgia, it was acquired by theRepublic of Venice, which in turn ceded it to thePapal States in the early 1509–10.
Church ofSan Rocco, just outside the walls, housing three paintings ofMadonna with Child with Saints Roch and Sebastian from different ages (early 15th century, c. 1520 and 1623).
Museum of the Gothic Line, named Museo della Linea dei Goti, dedicated toGerard Ross Norton V.C. M.M.
Sanctuary ofBeata Vergine delle Grazie, in thefrazione of Trebbio. It has a 1549 painting byPompeo Morganti.