Well-being is related not only to physical health but also to many other factors about our living environments. Most of these factors change during our lifespan. Although most research about general well-being and age discuss that our level of well-being does not change significantly during our lifespan, we cannot neglect the changes in our physical and mental relation to space with ageing. This study aims to explore the relationship between subjective wellbeing, age, culture and living environments through case studies conducted in two different cultural contexts, Italy and Turkey.