Social practices in Singapore have been highly reliant on state functions to develop, many orchestrated by national agencies through various social institutions. Covid-19 and evolving societal needs have revealed gaps in sustaining communities using institutional means, leading to fragile social bonds that fragment when unsupported. This thesis thus examines how we can sow new anti-fragile communities that are supported by heterogenous social infrastructure models. Through various modes of sharing and collaborative practices, community is envisioned as a living ecology, with social infrastructure as the thread to tie old and new communal bonds. Choa Chu Kang is selected as a test bed, for it is a place with established groups, yet presenting opportunities to sow new ones. Interventions to the HDB block and local site are inserted over the next 25 years, with the purpose that they may grow with the community, its social practices strengthened by architectural structures, and architectural structures reflecting the community.