This paper is following the EU target of achieving net-zero greenhouse gas emissions by 2050. Near Zero Energy and Positive Energy communities are expected to play a significant part of the strategy that will be followed. Within this context, the authors aim to investigate the feasibility of a new-built positive energy neighborhood and the retrofit of an existing neighborhood to near zero energy performance in the city of Alexandroupolis, Greece. The study may act as a roadmap for the uptake and development of positive energy and near-zero energy communities in Greek Cities, similar to Alexandroupolis. Furthermore, it can be used as a decision support tool for policy makers, when assessing alternative options towards the path of decarbonization of EU economy by 2050.