In recent years, the topic of loneliness has garnered significant public attention in Flanders, as evidenced by the substantial growth in its media coverage and the emergence of policies aimed at mitigating and preventing it. Research findings have repeatedly demonstrated the association between loneliness and various health problems, including depression, chronic diseases, and early mortality, thereby raising public awareness that loneliness is a ‘silent killer’ with a detrimental impact on the quality of life across all age demographics. The increasing proportion of life spent in retirement, attributable to changes in life expectancy, underscores the necessity for strategies that promote inclusion, good health, and mental well-being in old age. Such strategies are not merely a matter of fundamental human rights and needs but are also beneficial to society at large. In this regard, researching and formulating strategies to detect, prevent, and alleviate loneliness among older adults is paramount. By identifying specific attributes that shape the perceptual and conceptual processes by which older adults construct and interpret their social realities and create mental images of absence or presence, distance or proximity, loneliness or belonging, this dissertation seeks to explore the conditions that empower older adults to effectively navigate their spatial and temporal surroundings and attain social connectedness, or, conversely, prevent them from doing so. To this end, the dissertation is structured into three sections: the first part is theoretical, while the subsequent parts are empirical. The first chapter delineates five core characteristics of loneliness and further elucidates that it constitutes an adverse emotional response to perceived absence, emanating from a series of perceptual and cognitive-evaluative processes in which relational standards and expectations, as well as the capacity to compensate for the perceived absence of human or non-human objects with an internally felt presence or mental image of these objects, are involved. The subsequent two chapters draw on several principles of grounded theory to systematically analyze two theoretical subsamples derived from a larger data set of 615 in-depth interviews with individuals aged 65 and above. The first study indicates that the dynamic interplay of four evaluative dimensions guides older adults’ interpretations of specific properties of video calling and how they situate video-mediated interactions within the broader realm of their social interactions. Additional findings reveal that these evaluative dimensions, along with older adults’ concomitant interpretations, play a pivotal role in shaping their perceptions of distance or closeness, absence or presence. The second study suggests that older adults’ mental representations of past, present, and future spatial settings serve as stable anchoring points, enabling them to (re)construct temporal horizons and contextualize their current living environment. Depending on whether or not older adults are successful in making aspects of their living environments their own and filling the perceived gaps left by past experiences of loss and exclusion, as well as those anticipated in the future, they perceive either the absence or presence of a place called home, which, in turn, contributes to feelings of loneliness or belonging, respectively. The anchoring points and attributes identified in this dissertation provide researchers with multiple points of departure for further study of the topic, both empirically and theoretically, and allow practitioners and policymakers to seamlessly translate the findings presented into multi-layered loneliness prevention and intervention strategies, which are necessary given the multidimensional and multidisciplinary nature of the phenomenon.