This study experimentally investigated the effects of fracture surface roughness, normal stiffness, and initial normal stress on the shear-flow behavior of rough-walled rock fractures. A series of shear-flow tests were performed on two rough fractures, under various constant normal stiffness (CNS) boundary conditions. The results showed that the CNS boundary conditions have a significant influence on the mechanical and hydraulic behaviors of fractures, during shearing. The peak shear stress shows an increasing trend with the increases in the initial normal stress and fracture roughness. The residual shear stress increases with increasing the surface roughness, normal stiffness, and initial normal stress. The dilation of fracture is restrained more significantly under high normal stiffness and initial normal stress conditions. The hydraulic tests show that the evolutions of transmissivity and hydraulic aperture exhibit a three-stage behavior, during the shear process—a slight decrease stage due to the shear contraction, a fast growth stage due to shear dilation, and a slow growth stage due to the reduction rate of the mechanical aperture increment. The transmissivity and hydraulic aperture decreased, gradually, as the normal stiffness and initial normal stress increase.