To investigate the air temperature difference between windward and leeward side at high-rise building area, the air temperature and relative humidity data were observed for 10 minute interval from July 9, 2011 to November 30, 2011. The observed data were compared, analyzed and examined to illustrate air temperature between windward side (H Apartment) and Leeward side (W Apartment). The diurnal and seasonal variation of air temperature difference between windward and leeward site were also investigated. After the analysis, the overheat of windward side by $0.4^{circ}C$ irrespective short distance of two observation positions. It was also lower than those of surrounding air temperature observing stations. It is mainly due to the air temperature decreasing effects of leeward side of high rise buildings.