Repointing is a prevalent maintenance practice in Northern Europe aimed at mitigating moisture-related damage in brick masonry buildings. Although commonly used, evidence of its effectiveness is limited. This study assesses repointing's role in reducing damage risks by conducting a probabilistic hygrothermal analysis of two wall types: timber frame walls and masonry cavity walls. Results indicate that repointing could reduce the mold index in timber frame walls and moisture content in the autoclaved aerated concrete (AAC) layer of masonry cavity walls, particularly in walls with visible defects. However, its impact is minimal on walls without significant deficiencies. Moreover, the study suggests that repointing, given its labor-intensive and costly nature, may not always be the most judicious maintenance strategy. It recommends a selective repointing approach, suiting the specific conditions and needs of the wall based on its location, orientation, and existing state, rather than a blanket application across all façade sections.