East Lisbon is being exposed to large-scale urban regeneration processes, where luxury residential projects and mixed-use spatial developments are already underway. Thus, it is a living laboratory for “smart”, “creative” and “green” projects, as well as related urban public space interventions. Braço de Prata is an urban space overlooked by developers, being surrounded by obsolete industrial buildings. Concerning the recent interest in international investments in brownfield regeneration and greenfield developments, it represents an attractive urban terrain as a post-industrial working-class neighbourhood, where “smart” and “green” suggest transforming space so that both new and old residents can live and work together and share public space regardless of analysis on their environmental recognitions. The aim of this paper is to present an empirical evaluation model that examines the possible impacts of environmental negligence through the reorganisation of the physical and social fabric. The analyses focus on dwellers’ moral understanding of their changing environment as site-specific domains to address the unique conditions that affect transiently defined presumptions about the collective needs. Taking an evaluative approach in the Braço de Prata case, this paper demonstrates the specific socio-ecological implications of urban inequality in post-industrial neighbourhoods that could be threatened by new decisions, both through urban planning approaches and instruments.