The article is devoted to an interdisciplinary analysis of the transformation of Roman law in the transitional period from the Republic to the Empire through the category of the megalopolis as a special legal-architectural and cultural phenomenon. It is shown that Roman law during this period acted not only as a conservative regulator ensuring the stability of the political-legal order, but also as a technology of institutional engineering creating conditions for the release of the creative potential of society. Based on the philosophical and legal heritage of the Roman Stoics (Seneca, Marcus Aurelius, Cicero), modern studies in the field of legal history, neurobiology and the theory of creativity, as well as on the example of Francis Ford Coppola’s feature film Megalopolis (2024), the image of the megalopolis is reconstructed as a model of a legal environment in which the law does not suppress, but structures and protects the creative activity of passionary individuals. The thesis is substantiated that the fluctuations of law in the era of the crisis of the Roman Republic became a condition for the creative bifurcation of the state system, opening the way to a new imperial configuration capable of integrating diverse cultural codes and architectural practices. Comparison of the Roman experience with examples of legal modernization in Singapore and the UAE makes it possible to conclude that an effective legal environment is a necessary condition for the formation of a megalopolis as a space of innovative development, where the protection of private property, contractual freedom and personal autonomy becomes a key resource of humanistic progress.