The development of high-rise condominiums in response to population growth in large cities has noticeably contributed to traffic congestion, parking shortages, and, indirectly, greenhouse gas emissions. Among proposed solutions to tackle car dependency in today's societies, high-rise condominiums, and apartment buildings hold the latent potential to shape the behavior of residents toward using active modes or public transportation. This paper aims to understand the effect of Transportation Demand Management (TDM) policies implemented in high-rise condominiums in the Greater Toronto and Hamilton Area on residents' mode choice and mobility patterns. A web-based stated adaptation survey was designed and conducted in the study area, and the collected data were used to estimate a series of multinomial logit models, highlighting effective policies and factors influencing condo residents' modal shifts. The model results suggested that an innovative condo-specific parking policy, along with transit fare incentives, and the provision of e-bike share stations, and e-bike share membership discounts, could encourage residents to adopt sustainable modes and reduce private car use. The model findings were further utilized to develop an Excel-based forecasting tool that could support land developers in predicting the effectiveness of TDM policies in residential developments prior to their implementation.