Against the backdrop of ongoing urban renewal, the dissemination of red culture, and the advancement of smart cultural heritage, the preservation objectives for Chongqing’s anti-Japanese War historical buildings are shifting from “preventing disappearance” to “utilization within preservation and dissemination through utilization.” This paper, starting from the needs of revitalization and utilization, constructs a five-dimensional evaluation framework encompassing “conservation of the original structure, digital fidelity, narrative dissemination, educational transformation, and operational governance.” Furthermore, it proposes a digital study tours product system that connects “heritage sites, online exhibition halls, curriculum resources, research tasks, and urban routes.” By examining two digital model samples from Nanquan, namely Tingquan Building and Kong Garden, this paper discusses the differentiated transformation paths for single-dwelling and compound architectural types in digital study tours. The study posits that the revitalization and utilization of Chongqing’s anti-Japanese War historical buildings should not be equated with general tourism development. Instead, it should be based on authentic preservation, supported by digital archiving and narrative design, and guaranteed by curricular transformation and platform-based governance, thereby facilitating the transformation of historical buildings from static relics into public learning spaces, urban memory nodes, and continuous communication media.