This study, titled Legacy and Continuity: Assessing the State of Local Sites from the American and Japanese Periods to the Present, examines the preservation and transformation of historical sites in Eastern Visayas, Philippines. These sites, remnants of the American and Japanese occupations, are critical to understanding the regions cultural heritage and collective memory. Grounded in Cultural Heritage Theory, Sustainable Development Theory, and Social Constructivism, the study investigates the current state of these sites, the preservation efforts implemented, and the shifting perceptions within local communities. Utilizing a phenomenological approach, data was collected from community members, historians, and local officials through interviews and thematic analysis. Findings reveal that while some historical sites are actively preserved, others face neglect due to modernization and limited community engagement. The research highlights the need for inclusive preservation strategies, emphasizing the role of education, youth involvement, and sustainable practices. By fostering greater public awareness and collaboration among stakeholders, the study underscores the importance of integrating heritage conservation with contemporary urban development. This work contributes to the discourse on cultural sustainability and proposes actionable recommendations to safeguard Eastern Visayas historical legacy.