The ISABELLA project, developed under the Horizon2020 Pharaon Second Open Call, aimed to enhance the autonomy and well-being of older adults through digital monitoring solutions. Building on the IoT-per-il-Sociale platform, a low-intrusion system for remote monitoring of environmental and behavioral data, the project scaled its capabilities across diverse care settings and integrated additional technologies to address the challenges of aging and the digital divide. The project focused on three main actions: (1) Pilots, testing sheltered apartments with on-site caregivers and private homes monitored remotely via eCare services; (2) Integration of Pharaon Technologies, incorporating uGrid for energy monitoring, SenTab for social engagement, and RRD eHealth/PACO for health tracking; and (3) Digital Training Groups (DTGs), designed to empower older adults with digital skills and confidence. Results demonstrated high usability and acceptance of the system both in the pilots and in the post integration of new technologies. Participants highlighted features like real-time alerts and user-friendly interfaces, supporting improved caregiving practices. DTGs effectively bridged the digital divide, fostering confidence and willingness to adopt technology. ISABELLA provides valuable insights into the role of digital solutions in supporting active aging and caregiving efficiency, showcasing the potential for broader application in diverse care contexts. The abstract should summarize the contents of the paper in short terms, i.e. 150–250 words.