Transit-Oriented Development (TOD) is advocated for achieving sustainable transportation through development around transit stations. TOD’s global implementation revealed varied outcomes, with many cities failing to achieve the intended objectives. TOD implementation in the Jakarta Metropolitan area still in its infancy. Through a geospatial information system and a survey of 400 commuters who live inside the 1 km radius of planned TOD, this longitudinal study aimed to examine an eight-year lapse between 2013 and 2020 of changes in two aspects, specifically land-use and spatial distribution as well as commuters’ travel behavior and preferences in TOD implementation and travel changes due to the COVID-19 pandemic. Key findings are as follows: increased diversity in the residential function around planned TOD areas in the Jakarta capital and a decrease in the suburbs, reflecting the commuters’ improved readiness to reside in planned TOD areas. Furthermore, kinship relations were the commuters’ main reason when selecting house locations, with no capacity to change their workplaces. A significant increase in public facilities at the expense of green open space (GOS) indicates that TOD implementation was conducted by the government with the sole authority to manage GOS, lacking private sector involvement. The cost factor was the most dominant reason for the commuter’s use of public transportation, instead of new transport modes such as MRT and LRT. Moreover, the commuter’s travel behavior in all studied transit stations, whilst it showed evidence of changes in time and frequency, was not greatly influenced by the COVID-19 related restrictions.