1393

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.

1428

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

1511

Niccolò Machiavelli inherits the estate from his father, Bernardo.

1527

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

1542

Ristoro Machiavelli marries Maria Strozzi

1553

Benedetto Machiavelli marries Lucrezia Strozzi

1575

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

1598

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.

1614

Filippo Machiavelli purchases the Certo farm adjacent to Mangiacane.

1618

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

1624

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

1646

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