Study of wind flow around a building in an urban community is important for natural ventilation, pedestrian comfort, and air pollutant dispersion. A CFD study was conducted to explore the influence of surrounding buildings on the wind flow around the building with different geometrical models. The models differ on the geometrical details around the building. The results show that the surrounding buildings had a considerable impact on the wind flow around the building due to the sheltering and Venturi effect. Excluding the urban environment in the computational domain could lead to an overestimation of the wind speed and pressure difference with 85% and 200%, respectively. The predicted wind speed and pressure distributions improved with the increase of the details of building structures in the surroundings. To achieve acceptable results, a minimum of three times of the length scale (the length scale is the largest dimension of the building) within the radius of the buildings should have detailed building structures in the CFD simulation.