The present paper discusses the case of the Madrid Nuevo Norte Project (MNNP) in order to examine the relation of this mega-project with the city’s sustainable development. For this reason, the study used a qualitative approach using semi-structural interviews with experts (Madrid’s town hall, Madrid State, and the program management office and other external) that relayed strongly with MNNP. The expert panel requirements are split in six expertise areas: sustainability, urban development, urban planning, government or public affairs, project management or Madrid Nuevo Norte (MNN) key stakeholders. The study highlighted the vital importance of MNNP as a flagship sustainable project for the rest of Europe, that meets sustainability criteria for contributing substantially in the improvement of the quality of life of final users and for the community in general. For instance, it contributes to the regeneration of the city’s degraded area, to the interconnection of an isolated part of the city and public transportation connection, improving the external image of Madrid. Despite of it, there are some challenges that should be carefully managed such as applying sustainable solutions from other cities not properly tailored to Madrid, housing pricing accessibility increase due to the lack of terrain in Madrid and the politization of the project as discussion topic between local parties. In this context, local authorities should give particular emphasis in complying with the principles of sustainability for improving the overall performance of MNNP, ensuring social justice and prosperity for the people of Madrid.