This paper investigates a trajectory of forty years of evolving practices in grassroots community development in southwestern Ontario. We present it as a case study that yields fresh perspectives in socially transformative ways of knowing and discovering. In doing so, we aim to elucidate traditions in adult education and social transformation that have 'flown under the radar.' Our analysis is based on hermeneutic analysis of written sources. Taking a practice theory perspective, we explore the "practice architectures," i.e. the cultural-discursive arrangements, material-economic arrangements, as well as social-political arrangements that enable or constrain the learning of and participation in particular practices that contribute to social innovation. Our findings suggest that the application of a practice theory framework to the complex and often unarticulated work of community development aids in bringing to light the creative ways in which the associated practices emerge, get shaped and acquired. We will conclude by discussing implications for adult learning and community development.