Citizens in the U.S. are making organized efforts to demand a new approach to planning urban communities, one that results in more sustainable and livable communities. The profession of social work in the U.S. once had a primary role in organizing urban residents to advocate for healthier environments in their neighborhoods. Yet, recent research documents the diminishing emphasis on community organization as an intervention method in social work. This paper offers a descriptive case study of a successful community organizing effort to promote a more livable city in Portland, Maine (USA). Data was collected by the authors using in-depth personal interviews; archival records (census data, architect models); documents (e-mails, newspaper clippings) as well as direct observation of the impacted community and development site. Implications for social work practitioners and educators involved in community organization promoting healthy communities are presented.