In this paper, the case of the Hellinikon – Agios Kosmas metropolitan pole is analyzed. In more detail, the urban history of this area is presented, and the historical decisions that led to the current consolidation of the regeneration vision are mentioned. Also, reference is made to the investor company Lamda Development SA. Subsequently, the company’s vision regarding the future state of the area is analyzed, and its strategic goals regarding the reshaping of the area over a 25-year period are identified one by one. In fact, a more general picture is given of the resulting profitability as well as the implementation phases through which it will be achieved. The criticism is also mentioned in light of the legislative framework and other factors. The Maximum Difference (MaxDiff) Scaling method was applied in a MaxDiff questionnaire survey with 112 participants to prioritize the preferences of the public for the announced interventions. It was found that the most preferred intervention was the “Complex of sports facilities,” and the less preferred one was the “Yacht Club.” The respondents focused more on the uses that the interventions could have for the public instead of the general benefits for the economy.