The concept of the city plays an important role in the biblical vision of community. However, both in Scripture, and throughout the Judeo-Christian tradition, there have been complex assessments of the spiritual value of cities. Ministry in urban contexts must be informed by the complex vision that emerges from biblical and theological traditions. St. Andrew’s Church is located in the heart of downtown Toronto. Through an exploration of theological, biblical, and sociological resources — with particular attention given to the work of Jacques Ellul, Harvey Cox, Jane Jacobs, Edward Glaeser and Timothy Keller — and informed by interviews with downtown residents, the paper explores a series of theological themes that are reflected in the dynamic tensions of urban life. These themes include issues of isolation and connection; diversity and encounter; the importance of intentionally finding ways for those who reside in constructed urban environments to re-connect with the natural world; and the importance of seeking a balance between the busyness of urban life and the need for spiritual contemplation.