Since the early 2000s, the two largest cities in Colombia have been lauded as success stories of urban transformation. However, there is a tension between urban transformation narratives disseminated in international media and political discourse, and the realities of ongoing violence and insecurity. Drawing on ethnographic research following creative arts projects, this article offers empirical detail on how people negotiate this tension in marginalised urban neighbourhoods, which are often the most affected by overlapping forms of violence while being key sites of transformation policies. Through in-depth interviews and participant observation in Bogotá and Medellín, we show the complexities of how grassroots creative projects both mobilise transformation politics and negotiate violence in everyday life. By focusing on the local scale, we consider both the important gains that have been made since urban transformation became a key tenet of local government policy, particularly around challenging stigma, and the challenges that local populations continue to face. Ultimately, we argue that the experiences of the creative organisations we speak to reflect the need to negotiate ongoing structural violence and fluctuating support from the state. In contrast to depoliticised transformation narratives, this has implications for understanding the state’s role in the reproduction of violence in everyday life and appreciating the limitations of aesthetic transformation in marginalised urban communities.