With the development of ICT and the expansion of digitalisation, new social media and services are being created in various ways. People are becoming more connected globally and it has changed the city dweller’s way of life. In this paradigm shift, planners need to consider the diversity of urban life and to reflect this into the way new neighbourhoods are designed. In the traditional way of urban design and master planning, decision making is linked to old customs and planner’s intuition to arrive at the final plan. However, because of the complex characteristics of Smart Cities and the future of urban living, planners are now experiencing difficulties in anticipating the optimum result. Therefore, the design process needs to be more legible and analytically linked together to work out the embedded logic. Consequently, this study looks at the urban design strategies which are working as a performance-based design tool for Sejong Smart City. After planning purposes and multiple design targets are established, various architectural structures are generated. Finally, the best case is selected through a goal-oriented evaluation procedure.