As the urban environment faces increasing pressure to decarbonize its heating sector, the integration of renewable energy into natural gas infrastructure has become a crucial challenge. This research explores the feasibility of green heating solutions within the scope of the city of Philadelphia, with key stakeholders as case studies, including Philadelphia Gas Works (PGW) and Vicinity Energy. By examining the potential of technologies such as eSteam, renewable natural gas (RNG), and district energy systems, this paper assesses the practical and regulatory challenges of transitioning away from natural gas while maintaining energy reliability and affordability. Additionally, this study evaluates the financial and infrastructural barriers to large-scale electrification, considering grid capacity constraints and economic viability under existing policy frameworks. Through a regulatory and economic lens, this research provides insights into how Philadelphia can navigate the energy transition while ensuring equitable and cost-effective heating solutions for all residents.