As artificial intelligence, platform infrastructures, and smart-city paradigms reshape how communities know, deliberate, and act, they jeopardize the vital civic and ecological conditions of shared learning that sustainability transitions demand. In response, the paper proposes adaptive civic-ecological intelligence as a commonsgoverned capacity cultivated through living neighborhoods. The paper develops a Transition Design scaffold composed of three linked contributions: the living neighborhood as an operative scale of everyday flourishing; civic relational diagnosticsas a method for translating situated experience into civic objects and resources; and Neighboring With, a speculative platform and neighborhood data trust for stewarding civic memory, proposal formation, and collective action. Together, these mechanisms offer a practical pathway for enacting cosmopolitan localism by enabling civic federated learning among locally governed neighborhoods oriented toward regenerative urban futures and wise cities.