This major research project investigates the co-creation of urban land stewardship pathways as a mechanism for fostering collective care and advancing equity within major metropolitan contexts, with a particular focus on Toronto. Employing a mixed-methods design, the study integrates semi-structured interviews with participants engaged in or interested in land stewardship initiatives—including subject-matter experts, volunteers, and members of the public—as well as a desire-based foresight workshop with stewardship volunteers. The study also integrates an autoethnographic component. The research examines the capacity of stewardship programs to cultivate inclusionary practices, strengthen mutual aid and relational networks, and challenge colonial land relations through incremental steps toward systemic transformation. Findings reveal persistent tensions between neoliberal policy frameworks and the egalitarian, social justice-oriented ethos underpinning many stewardship efforts. Drawing on findings emerging from the qualitative data, the study proposes a series of recommendations aimed at nurturing systemic change to build resilient and equitable communities that mitigate climate change, enhance collective well-being, and deepen place-based connections. Through the integration of foresight methodologies such as the Three Horizons and Causal Layer analysis, the research advances a vision of future stewardship grounded in relational accountability, reciprocity, and anti-racist praxis, while rejecting scarcity-based narratives.