This paper aims at three dimensional simulation and quantitative analysis fer city height planning using digital photogrammetry and GIS. Land view has been neglected while the cities in Korea have been developed rapidly and quantitatively It is, however recognized that Land viewscape is an important factor to achieve a high quality of life. Land viewing is shape and subjective, which makes quantitative and objective analysis of urban viewscape not easy. In this study, a spatial database was constructed by aerial color photographing and digital photogrammetry. The analysis of photographic image were performed using 3-D simulation. Numerical and quantitative analysis for the height planning of building was carried out by producing the vertical profiles of existing buildings and terrain at sight lines. As the result of this study, it was found that the hight planning in a city could be made quantitatively and objectively using 3-D viewscape analysis.