In recent years, a variety of housing types has increased in Turkey. Since the 1990s, gated communities and residential condominiums have been the new typologies for high-income user groups. Today, in Istanbul, there are several residential towers (gated and five-star hotel-serviced buildings) that were designed by various architectural firms in different locations of the city. Architects have designed these buildings using their experiences and design ideas; but users may have different expectations than what the architects' thought of these buildings. While designing, architects may not have sufficient knowledge of the requirements and the changing behaviour of the user groups. This study aims to understand similarities and differences of users' and architects' approaches related to the use of space. A residential condominium building for a high income group was chosen for field study and a questionnaire was conducted with 164 users in order to understand the characteristics of the user group. Then, in-depth interviews with 3 users including the observations of their use of space were realised. Along with collecting the information about living experienced in the building from users, an in-depth interview was also made with the architect of the building to be able to learn the design decisions. The study focused on change of use and flexibility in dwelling places. With the comparison on users' experience and architect's design idea, a conclusion was made to show how architects and users imagine and experience the dwelling space differently.