The Cité-Jardin du Tricentenaire, a residential enclave located near the Olympic Stadium in East End Montreal, has been undergoing a population and real estate market transformation. For the past 25 years, there has been a substantial increase in the market value of residential properties, that is also associated with socio-demographic, economic and architectural changes. In 2009, an urban planning tool was adopted to control changes that the residents wish to apply to their properties. However, the implementation of these architectural regulations has led to the emergence of different visions between the long-established residents and the newer ones. In order to better understand the dynamics at work, we conducted a survey with all the residents of the Cité-Jardin in 2019. This article provides the context in which the bylaws were implemented, and the results of our study.