The work comes from the church of Santa Maria delle Grazie in Senigallia and arrived in the Gallery in 1917. Many scholars consider it a gift from Federico da Montefeltro for the wedding of his daughter Giovanna with the lord of Senigallia, Giovanni Della Rovere. The execution of Piero della Francesca dates back to 1474, the year of the pro forma marriage, or to 1478, the actual year of the wedding. The painting recalls, in an intimate tone, the largest altarpiece of San Bernardino by the same master and depicts the Madonna, the blessing Child and two angels in adoration, dressed in sober and refined clothes. The figures, hieratic and monumental, are inserted in a domestic setting given by a diffuse and subtle brightness. The interest in light, evident in the dusty ray of sunlight present in the small room in the background, testifies to Piero's approach to the Flemish masters, also present in the Urbino court. From these he learns the use of oil painting and visual devices that allow him to accentuate the three-dimensionality of the volumes. At the same time Piero achieves a high formal synthesis that recalls the abstract and solemn architecture of Federico's Palace. Many elements, such as the same ray of light that enters through the closed window, the white rose in Jesus' hand, the coral necklace he wore and the objects painted in the niche on the left, refer to enigmatic symbologies deriving from the Christian tradition.