Rural–urban interfaces worldwide are increasingly witnessing massive transformations in the structure, functions, and services of complex ecosystems of these zones. An attempt has been made to understand the transitions triggered by urbanisation in the peri-urban agricultural systems of Bengaluru. Using a combination of land-use change analysis and group interactions, the temporal and spatial patterns in the impacts of urban expansion on agroecology in Bengaluru’s peripheries have been traced. The varying nature of agroecological and sociocultural impacts corresponding to differences in the pattern of urban expansion along different directions from the city have also been unravelled. Further, agroecological repercussions of existing and proposed urban planning strategies for Bengaluru have been discussed.