The progressive and rapid aging of the world population can be considered today one of the most global and epoch-making processes especially in industrialized countries, and it has profound implications for many facets of human life. According to a recent report by United Nations, today Italy is one of the countries with the highest levels of longevity and, considering European Union countries, with the highest percentage of over-sixty-five, but Italian residential facilities for older adults need to be developed yet, despite their considerable frailty and needs for services and care (Ageing Society-Osservatorio Terza Età, 2007). The present contribution concerns a field study focusing on the topic of residential change in the elderly. The aim of the study is to analyze and compare the effects of different spatial-physical and social-functional features of settings in influencing psycho-social-environmental responses of elderly users. The study participants (N=114) were elderly residents (i.e., above 65 years old without cognitive impairments) of several sheltered houses, which differ for their degree of spatial-physical humanization. A set of measures covering the various aspects of the humanization construct (such as humanization referred to external spaces, to internal spaces and to social-functional aspects of the examined residential setting, see Fornara et al., 2006) and other psycho-environmental and intra-psychological dimensions were inserted in a questionnaire filled in by the participants. Validated tools or ad hoc adaptation of pre-existing scales were used for measuring the investigated dimensions. Significant relationships were found among objective degree of spatial-physical humanization, perceived residential environment qualities, and other individual responses, such as psychological wellbeing, residential satisfaction, perceived control and feeling of broken home attachment. A key finding of this study is the prominent role of psycho-environmental dimensions (such as perceived residential environment qualities, residential satisfaction and feeling of broken home attachment) in positively influencing the experience of elderly people who have faced relocation into a sheltered house, while individual and intra-psychological dimensions seem to have less weight. Perceived residential environment qualities and affective dimension of feelings of broken home attachment seem to influence also resident’s perceived control on the environment, that is, as underlined by literature, one of the most important component for the achievement of a “successful aging”. These outcomes provide empirical support for the importance of design features of health-care environments for fostering health and wellbeing of the users, especially when they are elderly people.