Here he resided at the court of Federico III da Montefeltro, whose daughter Gentile he married in 1476.
His sons included Federigo, future cardinal and general, and Ottaviano, who would be the last doge from the Fregoso family.
In 1478-1484 Agostino fought against the Florentines for Sarzana, a Genoese lordship which his father had ceded to Florence.
He subsequently resumed his career of soldier of venture, at Venice, Ravenna and finally for pope Innocent VIII, for whom he fought Ferdinand I of Naples.
In 1486 he was ambushed and wounded at Altavilla Silentina while defending the castle of San Severino.