Some nonhuman primate species, whose original habitats have been reclaimed by artificial activities, have acquired boldness toward humans which is evident based on the diminished frequency of escape behaviors. Eventually, such species have become regular users of human settlements, and are referred to as "urban primates." Considering this, we developed a noninvasive technique based on bioacoustics to provide a transparent assessment of troop addiction levels in anthropogenic environments, which are determined by the dependence on agricultural crops and human living sphere for their diets and daily ranging, respectively. We attempted to quantify the addiction levels based on the boldness of troops when raiding settlements, characterized by a "landscape of fear" because of the presence of humans as predators. We hypothesized that the boldness of troops could be measured using two indices: the frequency of raiding events on settlements and the amount of time spent there. For hypothesis testing, we devised an efficient method to measure these two indices using sound cues (i.e., spontaneous calls) for tracing troop movements that are obtainable throughout the day from most primate species (e.g., contact calls). We conducted a feasibility study of this assessment procedure, targeting troops of Japanese macaques (Macaca fuscata). For this study, we collected 346 recording weeks of data using autonomous recorders from 24 troops with different addiction levels during the nonsnowy seasons. The results demonstrated that troops that reached the threshold level, at which radical interventions including mass culling of troop members is officially permitted, could be readily identified based on the following behavioral characteristics: troop members raiding settlements two or three times per week and mean time spent in settlements per raiding event exceeding 0.4 h. Thus, bioacoustic monitoring could become a valid option to ensure the objectivity of policy judgment in urban primate management.