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While political debates on climate change become increasingly heated, our houses and city infrastructure continue to suffer from an increasing trend of damages due to adverse atmospheric events, from heavier-than-usual rainfalls to heat waves, droughts, and floods. Adapting our homes and critical infrastructure to sustain the effects of climate dynamics requires novel data-driven interdisciplinary approaches for efficient risk mitigation. We develop a new systematic framework based on the machinery of statistical and machine learning tools to evaluate water-related home insurance risks and quantify uncertainty due to varying climate model projections. Furthermore, we introduce the concept of data depth to the analysis of weather and climate ensembles, which remains a novel territory for statistical depth methodology as well as the field of environmental risk and ensemble forecasting in general. We illustrate the new data-driven methodology for risk analysis in application to rainfall-related home insurance in the Canadian Prairies over 2002–2011. Supplementary materials accompanying this paper appear online. [ABSTRACT FROM AUTHOR]