Obtaining the cooperation of citizens to participate in separate waste collection is essential to create a recycling-oriented society. In this research, the degree of change in the citizen participation rate, which occurs when the contents of political measures such as the raising of awareness, provision of information, and the conditions of collection services were changed, was estimated together with the effect on the reduction in environmental load. A questionnaire survey was conducted, targeted at residents of Itabashi Ward, while logistic regression analyses were also conducted to create predictive models for recycling behavior, and sensitivity analyses of the models were carried out to estimate the increase in citizen participation rate achievable through the implementation of various political measures. It was found that the effect of “thorough perception of information” was the largest, followed by “minimization of evaluation of trouble” and “thorough perception of efficacy of measures.” The effect of the improvement in the citizen participation rate on the reduction in environmental load was also evaluated quantitatively by life cycle inventory analyses. It was indicated that “maximization of perception of information” had the greatest effect. However, the reduction effect with “paper packs” and “PET bottles” was relatively small compared with that of “bottles/cans.”