Current procedures for the assessment of buildings response to tunnelling take into account the effect of soil-structure interaction through the definition of the building stiffness relative to the soil stiffness. Limitations of these procedures are uncertainties in the evaluation of structural parameters and inconsistent results between different methods. In this paper, three existing formulations of the Relative Stiffness Method (RSM) have been critically evaluated by analysing the governing factors in the building stiffness calculation and their effect on the structural damage assessment. The results of a sensitivity study on building height, eccentricity, opening ratio, tunnel depth, soil and masonry stiffness, and trough width parameter quantified the effect of these factors on the considered RSMs. The application of different RSMs to a real masonry building adjacent to the Jubilee Line tunnel excavation underlined the significant effect of window openings, façade stiffness and neutral axis position on the building stiffness calculation and deformation prediction. These results highlight the need for a consistent and robust damage assessment procedure.