The paper debates the results of a research carried out by the Department of Architecture of the University of Naples “Federico II” (DiARC), as part of the Creative Europe 2018 Artists in Architecture, Re-activating modern European houses program (entitled EACEA 32/2017 and EACEA 35/2017; scientific coordinator: Maria Rita Pinto; project manager: Serena Viola). The research investigates the relationships between creativity and sharing as tools of a new form of social sustainability. These elements can induce positive effects on the settlement qualities of the places, acting as engines of the custody of the settlement values and the collaborative regeneration of the built environment. The methodology is based on participatory approaches able to restore the levels of cohesion, care, and creativity that the experimentation typology of the Artists Residencies is able to trigger on the territory and on the communities who inhabit it. The results return in the form of the complex process of the artist exhibition reception a significant strategy of sustainable development, capable of influencing the community by entrusting it with the role of custodian of the existing heritage and of renewing local entrepreneurship with innovative productions.