There is a consensus toward quantitative environmental design in the information age, but the content and specific practices of its quantification have yet to be systematically studied. To enhance residents’ subjective well-being through environmental design, this study includes 847 valid questionnaires across four types of communities and identifies different types of resident groups using correspondence analysis. Then, this study compares the differences in the built environment and subjective well-being using one-way ANOVA and analyzes their impact via regression analysis. The results indicate that residents in old communities have the highest subjective well-being (3.93/5) and built environment assessments, and residents in policy housing communities have the lowest subjective well-being (3.37/5) and built environment assessments. A resident’s subjective well-being is more influenced by two types of built environment factors: architecture and landscape and the human–land relationship. Age, education level, public place usage, and the community’s overall evaluation also significantly affect residents’ subjective well-being. In the information age, quantitative design is the inevitable direction of future design. Through quantitative research, targeted design strategies can be proposed to serve community residents better in their communities and provide references for communities in other developing countries.