The transportation sector faces increasing challenges related to energy consumption and local and global emissions profiles. Thus, alternative vehicle technologies and energy pathways are being considered in order to overturn this trend and electric mobility is considered one adequate possibility towards a more sustainable transportation sector.In this sense, this research work consisted on the development of a methodology to assess the economic feasibility of deploying EV charging stations (Park-EV) by quantifying the tradeoff between economic and energy/environmental impacts for EV parking spaces deployment. This methodology was applied to 4 different cities (Lisbon, Madrid, Minneapolis and Manhattan), by evaluating the influence of parking premium, infrastructure cost and occupancy rates on the investment Net Present Value (NPV). The main findings are that the maximization of the premium and the minimization of the equipment cost lead to higher NPV results. The NPV break-even for the cities considered is more “easily” reached for higher parking prices, namely in the case of Manhattan with the higher parking price profile. In terms of evaluating occupancy rates of the EV parking spaces, shifting from a low usage (LU) to a high usage (HU) scenario represented a reduction in the premium to obtain a NPV=0 of approximately 14% for a 2500€ equipment cost, and, in the case of a zero equipment cost (e.g. financed by the city), a NPV=0 was obtained with approximately a 2% reduction in the parking premium. Moreover, due to the use of electric mobility instead of the average conventional technologies, Well-to-Wheel (WTW) gains for Lisbon, Madrid, Minneapolis and Manhattan were estimated in 58%, 53%, 52% and 75% for energy consumption and 66%, 75%, 62% and 86% for CO2 emissions, respectively.This research confirms that the success of deploying an EV charging stations infrastructure will be highly dependent on the price the user will have to pay, on the cost of the infrastructure deployed and on the adhesion of the EV users to this kind of infrastructure. These variables are not independent and, consequently, the coordination of public policies and private interest must be promoted in order to reach an optimal solution that does not result in prohibitive costs for the users.