Frequent revisions of complex regulatory documents in large organizations often introduce inconsistencies and contradictions that are difficult for lawyers and auditors to detect manually. Existing tools rely on character-level diffs and therefore miss paraphrases and semantic shifts. We introduce LegDiff, a novel benchmark for evaluating span-aware semantic comparison of legal texts, and use it to investigate the ability of large language models to detect semantic changes beyond token- and character-level matching. LegDiff comprises manually annotated pairs of legal paragraphs drawn from different documents. In addition, we present a pipeline to generate synthetic training data that aligns with the manual annotations and mirrors the structure and label distribution of the manually curated benchmark, and a visualization tool for clearly displaying detected differences and inconsistencies. The dataset, code, and a visualization tool are publicly available to facilitate reproducibility and further research (https://github.com/s-nlp/SLeDoC).