This paper builds on a workshop presented at the Canadian Housing and Renewal Association’s (CHRA) 2015 Congress on Housing and Homelessness. The workshop, titled Innovative Affordable Homeownership Initiatives, highlights the work of three organizations developing affordable homeownership strategies for low and middle-income residents in cities across Canada. Owning a home is associated with a variety of benefits, such as economic stability, personal security, and a sense of community and wellbeing. However, homeownership is becoming increasingly difficult to obtain for many low and middle-income households.