The benefits of ecosystem services to cities are well documented; for example, water-sensitive urban design to mitigate stormwater flows and purify run-off, the cooling benefits provided by tree shade, and psychological benefits of urban greening. Cities tend to displace nature, and in urban environments where nature exists it tends to be as highly altered ecosystems. This paper sets out how it is possible to regenerate nature in cities. We outline the principles of how to do this through a study on a new regenerative urban development in Perth, Australia, where urban planning is intended to support the regeneration of a bioregional habitat within the city. The authors, drawn from sustainability, property development and ecological backgrounds, describe how urban regeneration can potentially facilitate the regeneration of endemic habitat within the city. This builds on the original ecosystem functionality to provide an urban ecosystem that enables biodiversity to regenerate. Perth lies on the Swan Coastal Plain, a biodiversity hotspot; it is home to 2.1 million people and numerous endemic species such as the endangered Black Cockatoo. Low reproduction rates and habitat loss through agricultural clearing, fire and urban expansion have greatly reduced the Black Cockatoo’s range and this continuing trend threatens extinction. However, the charismatic Black Cockatoos enjoy passionate support from Perth’s citizens. This paper describes a range of strategies whereby new urban development could potentially harness the popularity of the iconic Black Cockatoo to build momentum for urban habitat regeneration (for the cockatoos and other species) on the Swan Coastal Plain. The strategies, if systematically operationalised through urban planning, could allow city-scale ecological gain. The authors suggest a framework for nature-positive design and development that offers multiple benefits for human and non-human urban dwellers across scales, from individual gardens, to city/regional scale habitat corridors. Collectively, these strategies can increase the capacity of the city to support endemic species, simultaneously enhancing a bioregional “sense of place”, and numerous associated ecosystem services to increase urban resilience in the face of climate change.