The shear transfer strength of post-tensioned grouted keyed connections was studied by conducting direct shear tests on shear couplets (push-off tests). The variables studied include different levels of prestressing and distribution of shear keys along the height of the connection. The shear strength of each connection was evaluated using both the ACI and PCI shear-friction approaches and compared with experimental results. Based on the experimental investigations, an empirical equation that depends on the grout strength and prestress force across the connection is proposed for evaluating the shear strength of post-tensioned grouted keyed connections.