In the Italian real estate scenario, Milan is a hotbed of innovation and initiatives as well as a privileged observation point. Projected towards the future, it has always anticipated housing trends, among others. Nowadays, Lombardy’s attractive and inclusive capital, with its skyline, is the most international of Italian cities. The physical knowledge of the territory and its potentialities is a strategic lever that those who work in the field should not underestimate; studying and comparing it with other realities is necessary in order to identify the aspects of future urban development, which involves the revitalisation of historical centres, the promotion of activities and services capable of regenerating and restoring the identity of redeveloped neighbourhoods, and the identification of the new needs and lifestyles of consumers.