The evaluation of the effectiveness of countermeasures for a reduction of urban heat stress, such as façade greening, is challenging due to lacking transferability of results from one location to another. Furthermore, complex variables such as the mean radiant temperature(Tmrt)are necessary to assess outdoor human bioclimate. We observedTmrtin front of a building façade in Berlin, Germany, which is half-greened while the other part is bare.Tmrtwas reduced (mean 2 K) in front of the greened compared to the bare façade. To overcome observational shortcomings, we applied the microscale models ENVI-met, RayMan, and SOLWEIG. We evaluated these models based on observations. Our results show thatTmrt(MD = −1.93 K) and downward short-wave radiation (MD = 14.39 W/m2) were sufficiently simulated in contrast to upward short-wave and long-wave radiation. Finally, we compare the simulated reduction ofTmrtwith the observed one in front of the façade greening, showing that the models were not able to simulate the effects of façade greening with the applied settings. Our results reveal that façade greening contributes only slightly to a reduction of heat stress in front of building façades.