An interesting line of tension happens when wildness is physically juxtaposed with order. This tension is an emblematic feature of the urban wildscape. This research/design thesis explores ways to inject qualities of wildness into the urban environment where order, functionality, and safety are a necessary part of the landscape. The exploration is primarily focused on aesthetics; the full engagement of the senses in the perception of the environment. Nevertheless, the sustainability of urban wildscapes has important implications for its survivability. With appropriate research and design, a degraded urban landscape can be transformed into a minimal maintenance wildscape. The goal of this project is to identify design parameters and apply them to a specific place: Baltimore's "Highway to Nowhere" with designed acts of intervention and a restrained approach to maintenance. The intent of these interventions is to encourage a predictable succession of urban wildlife habitats with varying levels of human presence.