Urban redevelopment influences urban forests, with consequences for ecosystem service provision. Better understanding the effect of redevelopment on trees in cities can improve management and inform policy, thus having positive effects on ecosystem service provision and human wellbeing. This study quantified the effect of residential property redevelopment on canopy cover change in Christchurch, New Zealand. By applying an object-based image analysis (OBIA) technique to aerial imagery and LiDAR data, this study delineated tree canopy cover city-wide in 2011 and again in 2015 and then spatially quantified changes in city-wide canopy cover between 2011 and 2015. Changes in tree canopy cover were also determined at a finer scale, that of the meshblock, a geographic boundary used for census purposes. The results show a small absolute magnitude of city-wide tree canopy cover decline, from 10.84% to 10.28% between 2011 and 2015, but a statistically significant decrease in meshblock-scale mean tree canopy cover. Tree canopy cover losses were more likely to occur in meshblocks containing properties that underwent redevelopment, but the loss was insensitive to the density of redeveloped properties within meshblocks. These findings show that property redevelopment is an important influencer of urban forest dynamics.