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The retrofit of existing residential buildings plays a critical role in reducing energy consumption and carbon emissions in the building sector. However, previous retrofit evaluations often fail to account for the age-related thermal and lighting requirements of residents in aging residential buildings, thereby overlooking the substantial behavioral heterogeneity that shapes retrofit effectiveness. This study evaluates the comprehensive performance of different building envelope retrofit strategies, considering occupants’ thermal and visual comfort, from the perspectives of energy efficiency, economic feasibility, and environmental sustainability. First, age-specific differences in occupancy patterns, thermal preferences, and lighting requirements between elderly and non-elderly comparison group occupants were systematically extracted from the literature. Then, a typical high-rise residential building was modeled in EnergyPlus to serve as the reference building, within which the differentiated occupant behavior models were implemented, and the pre-retrofit condition was defined as the baseline scenario. Next, six commonly applied exterior wall insulation materials and different glass configurations and window frames were parameterized and evaluated under varying insulation thicknesses and remaining building service life scenarios. Finally, the energy-saving performance, economic benefits, and carbon reduction potential of envelope retrofit measures were quantitatively assessed across three primary functional zones (bedroom, living room, and study), using area-normalized indicators. The results indicate that, in the retrofit of existing residential buildings, bedrooms and study rooms exhibit greater retrofit benefits than living rooms, primarily due to longer occupancy durations and higher heating demand. In terms of retrofit strategies, exterior wall insulation consistently outperforms window retrofitting in energy-saving potential, with energy-saving rates of approximately 3.2–4.3% depending on functional zone, material type, and insulation thickness. Among the evaluated materials, vitrified microbead insulation performs best overall in terms of energy, economic, and carbon benefits at 40–60 mm thickness. These findings support occupant-informed, low-carbon retrofit decision-making for existing residential buildings.