Human presence and activities have profoundly altered animals' habitats, exposing them to greater risks but also providing new opportunities and resources. The animals’ capacity to effectively navigate and strike a balance between risks and benefits is crucial for their survival in the Anthropocene era. Red foxes (Vulpes vulpes), adept urban dwellers, exhibit behavioral plasticity in human-altered environments. We investigated variations in detection frequency on trail cameras and the behavioral responses (explorative, bold and fearful) of wild red foxes living along an urbanization gradient when exposed to a metal bin initially presented clean and then filled with anthropogenic food. All fox populations displayed an increased interest and similar explorative behavioral responses towards the anthropogenic food source, irrespective of the urbanization gradient. Despite no impact on explorative behaviors, foxes in more urbanized areas initially showed heightened fear towards the empty bin, indicating increased apprehension toward novel objects. However, this fear diminished over time, and in the presence of food, urban foxes displayed slightly reduced fear compared to their less urban counterparts. Our results highlight foxes' potential for adaptability to human landscapes, additionally underscoring the nuanced interplay of fear and explorative behavioral response of populations living along the urbanization gradient.