This study offers deep insights into the link between climatic stress and building heating performance. Two representative Italian residential buildings – existing and newly-built, respectively – are investigated by predicting heating demand for 63 locations, covering all typical national climates. Two simulation software are used – i.e., TERMUS® and EnergyPlus –, to compare a standard semi steady-state approach with a more accurate dynamic one. The comparison enables to understand the influence of the climatic stress on different levels of building modeling/simulation. Notably, the semi steady approach can provide reliable outcomes (close to the dynamic one) for existing buildings in cold climates. Then, a sensitivity analysis is conducted...