Nowadays, the planning process of cities and the retrofitting of existing ones need to undergo a complete paradigm shift. This shift focuses on the urban metabolism of cities that should be transformed from their current inefficient and wasteful operating systems into regenerative resourceefficient ones. In this regard, cities should start harnessing new opportunities in financial, technological, political and business practices. This research aims to study, as an example, the transformation that Copenhagen went through so as to overcome the urban and environmental degraded situation at the end of the 20th century; ultimately becoming the model of regenerative cities. This work studies the strategies and initiatives that Copenhagen adopted and explores the city’s situation before adopting green and sustainable urban strategies: such strategies that examine the city’s resources and the effects on the city’s ecological footprint, as well as the implications on health problems and resource consumption in the long term. The concluding remarks, regarding strategies of regenerative urban development, are investigated with an analytical overview. The results, so far, show the relation with the goals, focusing on the efficient consumption of resources and thus, achieving a lower ecological footprint. These replicable results benefit from applying initiatives and strategies of regenerative cities and their related concepts, which deal with resilience, as well as environmental, economic and social aspects.