Current spatial changes involving broad urban landscapes affect people’s perceptions of their surroundings, sense of place, and attachment to a place, constituting a disruption to these. As a result, on a social scale, they translate into people’s well-being. The following study of the impact of large-scale architectural and urban developments on the place of residence is based on the assumption that physical space determines the quality of life in the living place and the changes in the process condition residents to adapt to their new surroundings—based on the three pillars of place, people, and process (3Ps). The article consists of two parts. The first is theoretical, which conceptualises spatial change based on the theory of human dependence on place. The second part–an empirical study—discusses the transformation of the post-industrial area of Bicocca (Milan), which, 40 years after the intervention, has led to conclusions and recommendations for urban planning. The results demonstrate the different sensitivities of the urban areas to the process of functional–spatial change, the essence of the accessibility of public space, public facilities, and transport infrastructure. The planning process can positively influence social adaptation to spatial change mitigation. Residential areas may be subject to additional protection procedures. The study is relevant to a sustainable planning process in the inevitable transformation of urban areas. The interdisciplinary nature of the issue prompts the integration of research findings and knowledge transfer in the socio-technological subsystem (STS).