Filarete’s meditation on the ideal city is fully inscribed within the symbolic constellation that, between the fifteenth and sixteenth centuries, binds architecture to the order of the heavens. Antonio Averlino, known as Filarete, in the treatise dedicated to Francesco Sforza, conceives the plan of Sforzinda as the intersection of two rotated squares, from whose interlocking emerges a sixteen‑sided figure perfectly circumscribed by a circle. This is not a mere geometric exercise: the form arises as a cosmic ideogram, a device that translates celestial logic into urban sign, according to a principle analogous to the Vitruvian city oriented to the winds. Filarete aligns the projecting vertices of the defensive walls with the cardinal points and assigns to the eight towers the names of the eight winds, adopting a personal yet astrologically coherent nomenclature. The entire project is accompanied by astrological indications concerning the propitious date for beginning construction: the foundation of the city is not a technical act but a ritual that must occur under a favorable sky, so that the urban form may participate in cosmic harmony. The correspondences with Vitruvius also emerge in the conception of the building as a living organism. Filarete describes architecture as a body endowed with “entrances and exits like a man,” subject to life and death, and inevitably destined to decay with time. Attention to temporality, to the transience that governs all earthly things, is explicit and programmatic: the building is not a static object but a being that participates in the natural cycle, a fragment of the world that is born, grows, and declines. In this way, Filarete’s architecture assumes an almost animistic quality: the ideal city is not merely a mental construction but a symbolic organism that breathes with the cosmos. Even if many of his visions remained imaginary buildings and fantastic spaces, they reveal a profound tension toward a cosmological urbanism in which form is always the reflection of a higher order and the architect becomes a mediator between earth and sky.