Buoninsegna Machiavelli and Lorenzo di Filippo inherit the derelict Castle of Montesertoli in the Val di Pesa.
The subsequent rise in the family’s wealth and social standing enables them to purchase further properties es including a ‘property on the Roman Road, St Andrea’, the site of the present day villa, from the then powerful Pitti clan.

Bernardo Machiavelli, a doctor of law, inherits the property from his cousin, Totò, Buoninsegna Machiavelli’s grandson.

Niccolò Machiavelli inherits the estate from his father, Bernardo.

Niccolò Machiavelli dies in the family home in Florence on 21 June.

Ristoro Machiavelli marries Maria Strozzi

Benedetto Machiavelli marries Lucrezia Strozzi

The Machiavelli family acquires the Macinaia farm in front of the villa.

Giorgio Vasari il Giovane, a renowned architect, publishes 'La città ideale del Cavalier Giorgio Vasari'
The book contains his plans for the second phase of addittions to the villa.

Filippo Machiavelli purchases the Certo farm adjacent to Mangiacane.

Filipo Machiavelli purchases the Trebbio estate and the properties are consolidated.

Filippo Machiavelli dies, leaving his assets, including the Mangiacane Estate, to his children.

Villa Mangiacane and its four adjoining estates are sold to Senator Mazzeo Mazzei, ending more than two centuries of ownership by the Machiavelli family.