The Porta San Frediano was the westernmost gate in the 13th-century walls of the Oltrarno section of Florence, region of Tuscany, Italy. It is located where Borgo San Frediano becomes Via Pisana. This was the access gate to the road to Pisa.
Porta San Frediano, Florence Wikipedia
This ancient gate is attributed to the architect Andrea Pisano, and is named after the nearby church of San Frediano, which was rebuilt as the church of San Frediano in Cestello. The gate was finished in 1332. In 1363 the Blessed Paola of the Monastery of the Angioli had a vision of St John the Baptist blessing Florence. This vision was interpreted as a premonition that the Florentines would defeat the Pisan army at the Battle of Cascina.
Through this gate, King Charles VIII of France entered Florence. A depiction of the gate circa 1494 can be seen in a painting by Filippino Lippi: a Madonna and Child with St John among Sts Martin of Tours and Catherine of Alexandria found in the Nerli Chapel of the church of Santo Spirito, Florence. The gate still has its large wood and metal doors.