A system evaluates residential satisfaction of residents living in a building, based on personal tendencies of the residents and sensing data collected through sensors in the building. The system may include a server that evaluates the residential satisfaction of the residents by analyzing a correlation between the sensing data and residential satisfaction information obtained from the survey conducted through a communication manner including the user terminals. The server may control an air conditioning system in the building of a control target by predicting a feature-based preferred section of the users through random forest model learning.