The advancement of computational tools for cartometric analysis has opened new avenues for the identification and understanding of stemmatic relationships between historical maps through the analysis of their planimetric distortions. The 19th-century Western cartographic depiction of Jerusalem serves as an ideal case study in this context. The challenges of conducting comprehensive onsite surveys—due to limited time and local knowledge—combined with the fascination surrounding the area’s representation, resulted in a proliferation of maps marked by frequent errors, distortions, and extensive copying. How can planimetric similarities and differences between maps be measured, and what insights can be derived from these comparisons? This paper introduces a methodology aimed at detecting and segmenting regions of local planimetric similarity across maps, corresponding to the portions that were either copied between them or derived from a common source. To detect these areas, the ground control points from the georeferencing process are employed to deform a common lattice grid for each map. These grids, triangulated to maintain shape rigidity, can be partitioned under conditions of geometric similarity, allowing for the segmentation and clustering of locally similar regions that represent shared areas between the maps. By integrating this segmentation with a filter on the intensity of distortion, the areas of the grid that are almost non-deformed, and thus not relevant for the study, can be excluded. To showcase the support this methodology offers for close reading, it is applied to the maps in the dataset depicting the Russian Compound. The methodology serves as a tool to assist in constructing the genealogy of the area’s representation and uncovering new historical insights. A larger dataset of 50 maps from the 19th century is then used to identify all the local predecessors of a given map, showcasing another application of the methodology, particularly when working with extensive collections of maps. These findings highlight the potential of computational cartometry to uncover hidden layers of cartographic knowledge and to advance the digital genealogy of map collections.