This paper presents a thermodynamic, economic, and environmental analysis of a renewable polygeneration system connected to a district heating and cooling network. The system, fed by geothermal energy, provides thermal energy for heating and cooling, and domestic hot water for a residential district located in the metropolitan city of Naples (South of Italy). The produced electricity is partly used for auxiliaries of the thermal district and partly sold to the power grid. A calibration control strategy was implemented by considering manufacturer data matching the appropriate operating temperature levels in each component. The cooling and thermal demands of the connected users were calculated using suitable building dynamic simulation models. An energy network dedicated to heating and cooling loads was designed and simulated by considering the variable ground temperature throughout the year, as well as the accurate heat transfer coefficients and pressure losses of the network pipes. The results were based on a 1-year dynamic simulation and were analyzed on a daily, monthly, and yearly basis. The performance was evaluated by means of the main economic and environmental aspects. Two parametric analyses were performed by varying geothermal well depth, to consider the uncertainty in the geofluid temperature as a function of the depth, and by varying the time of operation of the district heating and cooling network. Additionally, the economic analysis was performed by considering two different scenarios with and without feed-in tariffs. Based on the assumptions made, the system is economically feasible only if feed-in tariffs are considered: the minimum Simple Pay Back period is 7.00 years, corresponding to a Discounted Pay Back period of 8.84 years, and the maximum Net Present Value is 6.11 M€, corresponding to a Profit Index of 77.9% and a maximum Internal Rate of Return of 13.0%. The system allows avoiding exploitation of 27.2 GWh of primary energy yearly, corresponding to 5.49∙103 tons of CO2 avoided emissions. The increase of the time of the operation increases the economic profitability.