In the heart of Milan lies a small green world with a little-known history. It is a site rich in value and memory, where important traces of ancient events still emerge, such as the eighteenth-century statue of the god Vertumnus. A fil vert links several historic Milanese sites, most of which have now been lost; its unfolding begins in the Perego municipal garden on Via dei Giardini. Over the course of eight centuries, despite significant transformations, it has retained its deepest green soul. From the Middle Ages, with the monasteries of the Umiliate di Sant’Erasmo and the Canonichesse dell’Annunciata, with their vast gardens and “orti dei semplici” (gardens of simples) where medicinal and aromatic herbs were grown, to the Habsburg period, with the urban transformations that led to the creation of the garden of Palazzo Perego di Cremnago, one of the most beautiful and largest in Milan, up until the post-war evolution with its present-day layout. The history of this little green gem is a useful piece of the puzzle to understanding Milan’s dense, profound, and contradictory nature.