This research examines the multifaceted challenges posed by urbanization in the Netherlands, specifically focusing on the intricate relationships between modes of mobility and societal well-being. Central to this exploration is studying the modal split and understanding how shifts in this split can have profound implications for urban areas. The Dutch Ministry of Infrastructure and Water Management’s (Min IenW) Well-being Monitor is the foundation for this study, aiming to chart the interplay of living environment, safety, health, and accessibility. It illuminates the potential consequences of changing transportation choices (modal split) on broader environmental concerns such as the Urban Heat Island effect, noise disturbance, air quality, and climate resilience. While cars due to their ubiquity, cars play a central role in the research. However, the importance of Non-Motorized Transport (NMT) and Public Transport (PT) is also highlighted, given their significant roles in urban mobility and their potential to redefine the modal split. Using Rotterdam as a case study, the research delves into the spatial constraints of one of the Netherlands’ largest cities, emphasizing the need for effective urban planning that prioritizes sustainable transportation solutions and envisions future shifts in transportation preferences. The goal is to offer valuable insights that can influence urban strategies, ensuring sustainable and livable cities.