Green roofs have been recognized as an effective sustainable design tool to mitigate urban heat island (UHI) effects. Previous studies have identified green-roof benefits in cooling and energy-conservation at the building scale, with limited exploration of the wider influence on neighborhood microclimate and human thermal comfort (HTC). This paper investigated the impacts of community-scale green-roof installation on air temperature and HTC in five typical residential neighborhoods of subtropical Hong Kong. The microclimate models ENVI-met and RayMan permitted studies of two main green-roof scenarios, namely extensive (EGR) and intensive (IGR). Microclimatic monitoring data from a local experimental green-roof site validated the modeling methods. The results verified that green-roof cooling effects were not restricted to rooftops, but extended to the ground to improve neighborhood microclimate. EGR reduced pedestrian-level air temperature by 0.4-0.7 °C, and IGR by 0.5-1.7 °C, with maximum effect in open-set low rise sites. Coverage by building footprints and building height dampened lateral and vertical advection of cool air generated by green roofs. Roof greening also improved notably the rooftop-podium level HTC. Diurnal duration of high heat stress was reduced by 6-9 h for EGR scenarios, and 9-11 h for IGR. The findings indicated that large-scale green-roof installation could bring neighborhood-wide cooling, mitigate urban heat island effect, and furnish more comfortable thermal environment for urban residents.