The deteriorating state of infrastructure poses a threat to developed countries, emphasizing the need for the development of effective management and maintenance techniques. Among various concerns, the leakage of aged domestic sewer pipelines has become a significant issue. In this study, we measured hydrophobic organic pollutants such as PAHs, fragrance substances, and caffeine in standing water samples collected from storm drains in five different urban areas that have separate sewer systems. The pollution levels of PAHs did not differ significantly between the districts, while notable differences were observed in fragrance substances and caffeine. Their pollution levels tended to increase with the age of the sewer systems, with caffeine concentrations being over two orders of magnitude higher in districts with sewage systems aged over 40 years compared to those with systems just ten years old. Furthermore, from a comparison of different older storm discharge areas, different high-concentration patterns for between caffeine and musk fragrance substances, possibly reflecting different leakage situations.