Many western societies are confronted with issues in planning and adapting their health policies due to an ageing population living alone. The “NOt Alone at Home—NOAH” project aimed to involve older people in the Agile co-creation of services for a collaborative monitoring and awareness notification for remote caregivers. Our research aim was to create a scalable and modern information system that permitted a non-invasive monitorization of the users for keeping their caregivers up to date. This was done via a cloud IoT (Internet of Things), which collects and processes data from its domotic sensors. The notifications generated by the system, via the three applications we developed (NOAH/NOAH Care/Admin Centre), offer caregivers an easy way of detecting changes in the day-to-day behaviour and activities of their patients, giving them time to intervene in case of abnormal activity. Such an approach would lead to a longer and more independent life for the older people. We evaluated our system by conducting a year-long pilot-study, offering caregivers constant information from the end-users while still living independently. For creating our pilot groups, we used the ABAS (Adaptive Behaviour Assessment System) II, which we then matched with the pre-profiled Behavioral Analysis Models of older people familiar with modern communication devices. Our results showed a low association between daily skills and the sensors we used, in contrast with the results from previous studies done in this field. Another result was efficiently capturing the behaviour changes that took place due to the COVID-19 Lockdown measures.