This chapter explores the evolution, current landscape, and future potential of smart city initiatives in Ukraine within the broader framework of the global Sustainable Development Agenda. A smart city is conceptualized as a modern urban ecosystem that leverages innovative digital technologies to enhance citizens’ quality of life, optimize resource utilization, and improve infrastructure and urban governance. The study adopts a mixed-method approach, combining desk research, secondary data analysis, case studies of selected Ukrainian cities, and a review of international standards and policy frameworks. This enables the identification of key trends, achievements, and barriers in the development of smart urban systems. Particular attention is paid to transformative processes shaped by globalization, intensified economic interconnectivity, and the growing demand for sustainable organizational models. The chapter emphasizes the influence of strategic EU directives and regulatory frameworks in shaping Ukraine’s urban modernization pathway. It systematically outlines the core elements of the smart and sustainable city concept, with a focus on creating inclusive, resilient, and environmentally responsible urban environments. The analysis further investigates the systemic characteristics of smart infrastructure, evaluating both its functional advantages and structural challenges, especially in integrating advanced technologies into outdated urban systems. While Ukrainian cities exhibit significant innovation potential, large-scale implementation remains constrained by financial, institutional, technological, and social factors. Against the backdrop of the ongoing war, the study underscores the growing strategic importance of smart city initiatives for urban resilience, reconstruction, and long-term development. The findings provide practical recommendations for the development of a national smart city strategy and offer insights relevant to other countries undergoing crisis-driven or transitional urban transformation. The conclusions contribute to the global scholarly discourse on smart, sustainable, and future-oriented urbanism in regions affected by conflict or systemic change.