This study investigates the impact of urbanization on groundwater sustainability in the megacity of Kolkata, India, amidst the global trend of increasing urban populations. Utilizing a site-specific approach and multidisciplinary framework, the research analyses three decades (1990-2020) of urban development, correlating the expansion of built-up areas with changes in groundwater levels. Remote sensing and Geographic Information System (GIS) techniques, specifically the Normalized Difference Built-up Index (NDBI), are employed to assess built-up area dynamics. Groundwater data from governmental sources, combined with spatial analysis using Geographically Weighted Regression (GWR), reveal a complex relationship. Descriptive analysis indicates a significant rise in average built-up areas over the decades, with a notable increase in 2020. Correlation coefficients shift from negative in 1990 to strongly positive in 2020, signifying a growing dependence of groundwater levels on built-up areas. Spatial autocorrelation showing a strong clustered pattern in case of groundwater scenario over the years. Geographical analysis highlights varying impacts across different wards, especially in the southern part of Kolkata. Time series analysis forecasts a continued increase in built-up areas, potentially leading to a decline in groundwater levels. The study emphasizes the urgent need for site-specific interventions to ensure the sustainability of groundwater resources in Kolkata, as urbanization continues