The global energy landscape has endured reflective transformations the recent years, considering urgent concerns which have arisen. Climate change, which is intricately linked to fossil fueling overdependence or even energy security crisis, are among the challenges which drive the profound evolution in the energy industry. Dynamically, the European Union has been engaged in this transition through motivated legislation and ambitious strategies such as the European Green Deal. Collective efforts aim to facilitate decarbonization and simultaneously shape undisrupted and correlated energy systems. The evolution of Energy Communities has been considered a structural new era innovation which combines social cohesion and sustainability. Focusing on Greece, which has been historically dependent to external energy suppliers and for years have placed lignite production as a principal energy strategy, the forthcoming European shift on energy related issues, bears complicated integration challenges. Although facing internal financial and social uncertainty, Greece demonstrates valuable endeavors to associate with European energy guidelines. After 2018, with the establishment of Energy Community legislation and proving support of energy democracy, Greece oversees both internal and external pressure to properly adjust to a carbonneutral environment while facing energy poverty due to the financial vulnerable Greek economy and the complex geographical characteristics.