The three chorales in the Laurentian Library date back to the last decade of the 14th century, and where executed for his own Camaldolese monastery, already perceive a personal style, characterized by taut linearism and a cold chromatic range.

From this period, among others, can be mentioned the Tabernacle with the Madonna, Child and Saints, at the Pinacoteca di Siena, and the beautiful Oration in the Garden of the Galleria dell'Accademia, in Florence.

The numerous commissions that he took, led him to request several times dispensations to leave the monastery, which were regularly granted by his superiors, but Lorenzo never forgot his monastic status.

A typical work of this time is the Adoration of the Magi of 1420–1422, where the foreshortenings seem markedly incoherent and surreal precisely because the now widespread geometrical perspective is totally absent.

Lorenzo's works remained popular in the 1420s, as testified by the numerous commissions he received, such as the Stories of the Virgin in the Bartolini Salimbeni Chapel of Santa Trinita, one of his few frescoes.

He was buried in the chapter house of the monastery, a privilege usually reserved only for high religious offices and famous personalities, further proof of the great esteem in which he was held in his lifetime.