In recent years, the development of walkable spaces has been promoted in a uniform manner in Japan. Under such circumstances, there are attempts to incorporate qualitative perspectives such as pedestrians' walkability and impressions of streets into actual city planning, and we believe that quantitative evaluation of the walkability of streets by focusing on individual attitudes and ideas can contribute to the creation of walking spaces that consider various needs. In this study, we clarified the relationship between walking preferences, consciousness toward residential roads, and perceptions of walkability. Furthermore, we quantitatively showed the effects of street elements such as barriers, width of walkable space, and differentiation of pavements on walkability by the perceptions of walkability.