Policymakers worldwide currently face challenges in planning, regulating, and managing the housing market. One of the primary solutions is the provision of affordable social housing fostering economic development, culture integration, technology empowerment, and social stability. Singapore is recognized as a successful model of well-balanced centralized legislation and market-augmented governance. However, current studies have mainly focused on urban planning and real estate finance fields. A holistic approach should be conducted to understand the effectiveness of the whole framework and policy conduit including affordability, inclusiveness, and connectivity. This study emphasizes the importance of the Housing and Development Board (HDB) governance and analyzes what policies make social housing schemes robust and sustainable by combining the Singapore case with the New Institutionalism Economics (NIE) approach. HDB decreases transaction costs by centralized planning and establishes a transparent system to increase housing affordability and ownership. Inclusiveness is achieved by inter-departmental joint force so that social capital can be maximized for diverse community cohesion. Socio-technical change and institutional evolution have mutual effects on each other for efficiency and connectivity. Digital innovations make sustainable communities and smart cities. As a result, this study proposes a practical framework for learning from Singapore's implications for national governance, institutional development, and policy formulation that holds universal reference value.