With the weakening of architectural production influenced by the fascist propaganda of the Estado Novo, a period emerged in Portugal from the 1950s onwards where young architects began to design and debate the profession within the precepts of Modernism. During the 1950s, critical discussions of the Rationalist Modern Movement arrived in Portugal, essentially through reports in the magazine Arquitectura, as well as through on-site visits by some Portuguese architects to observe Italian architectural production, in addition to their contact with specialized magazines from this country. These factors contributed to the emergence of a “third way”, leading to the construction of iconic buildings. These are buildings with an admittedly Italian origin, where the influence is sometimes seen more formally in certain architectural elements, rather than conceptually. Through conceptually. Through comparative analysis of a series of case studies of multi-family residential buildings in Italy and Portugal with common idiosyncratic architectural elements, this article sets out to identify and analyze hypothetical direct relationships between elements present in buildings in Italy that have influenced—either literally or with adaptations—their counterparts in Portugal.