This study examines the impact of Saudi Arabia's urban development regulations on investment decisions within the framework of Vision 2030. As the nation embarks on significant urban expansion and megaprojects, understanding how regulatory frameworks influence investor confidence becomes crucial. Using thematic analysis, the research identifies common perspectives among various stakeholders on the regulatory constraints impacting urban development. The findings suggest that complex and ever-evolving regulations undermine investor confidence and hinder long-term planning. To maximize investment returns and promote sustainable urban growth, consistent legal frameworks and simplified property acquisition processes are needed. The study emphasizes the importance of aligning policy objectives with market demands and fostering greater interaction between policymakers and investors to ensure regulations remain responsive and stable. Legislative reforms aimed at enhancing procedural clarity and regulatory stability are essential for meeting the urban development goals set forth in Vision 2030. The study's reliance on qualitative stakeholder perspectives and its focus on Saudi Arabia represent limitations; future research could integrate quantitative data and broader viewpoints to deepen understanding of regulatory implications.