The purpose of this study is to create a landscape image that considers the selection of techniques that can enhance landscape reproduction in streetscape evaluation using 3 dimensional simulations and to evaluate ways to verify similarities and the psychological changes on the part of users by season. In the comparison of technique, the Low(apply normal map) technique was selected for the natural representation of trees in a near and middle view and the Plane technique was selected for the distant view. As the result of the verification, all indicators of physical similarity were evaluated over 4.50 points and most indicators of psychological similarity were found to have no difference except for indicators of `disordered orderly` and `dirty - clean`. According to the results of analyzing the landscape simulation by season, images of `bright`, `beautiful`, and `static`, etc., were evaluated high for the spring streetscape. The images of `open`, `refresh`, and `animate` appeared high in summer and images of `warm` and `dark` were found to be high in fall. On the other hand, all images were evaluated as low except for the `orderly` image. In the preference of streetscape by season, summer and spring were highly preferred at 5.01 and 4.98 with winter as the lowest at 3.48. As the results of the analysis of preference factor, the spring streetscape was found to be a major influence in preference by 0.540 in `aesthetics`. In the case of summer, `order` was found to be high at 0.417 while influences in preference included `variety` and `aesthetics` in fall and `variety`, `aesthetics`, and `order` in winter. A determination of suitable spatial planning using a comparative analysis of various city streets will be enabled through the methods of this study.