India is experiencing rapid population ageing, with the elderly population projected to reach 138 million by 2031 (MoSPI, 2021). Despite widespread digital connectivity, many older adults experience emotional isolation. This study examines the intersection of technology, social change, and ageing among elderly residents of Bhubaneswar, Odisha. Objectives: This study explores (i) how elderly Indians engage with digital technologies and how digitisation reshapes traditional family bonds, and (ii) how gender, class, and family structures influence the “Hyper-connectivity Paradox” of being digitally connected yet emotionally isolated. Methods: A qualitative study was conducted in Bhubaneswar, Odisha, involving 30 participants and 5 purposively selected case studies. Data collection included in-depth interviews, participant observation, and key case studies, which were thematically analysed using Social Capital Theory and Critical Gerontology. Findings: Smartphones and social media provide access to communication, but often create a “veneer of connection” that cannot replace tactile interpersonal bonds. Emotional isolation was most pronounced among elderly women and those with limited “techno-capital.” Case studies reveal how digital communication can create an “illusion of presence” while widening intergenerational gaps. Implications: The study highlights the need for age-friendly digital literacy programmes and intergenerational community initiatives. Integrating technology with supportive community networks can transform ageing in India’s digital era from a paradox of isolation into opportunities for meaningful engagement and dignity.