This research aims at identifying a trasformative model to regenerate the first-cycle school buildings in the post-pandemic city. Starting from the school infrastructure in Turin and compared with international cases, the research focuses on outdoor spaces, intended as a resource to face the pandemic’s critical situation and facilitate the integration of innovative learning processes. The findings of the two-step analysis that focuses firstly on the whole stock of first-cycle school buildings in Turin and secondly on a selection of representative cases are the basis to propose a spatial toolkit that identifies design principles and architectural devices that could be generalized to other design contexts.