The problem of energy-efficient reconstruction of the housing stock is particularly relevant in the context of damaged urban infrastructure. This study aims to establish a quantitative relationship between experimentally measured aerodynamic pressure coefficients and numerically simulated static pressure on façades of residential buildings with different orientations to the airflow. This provides a basis for constructing spatial–angular wind load maps, which are necessary for predicting heat losses and implementing adaptive façade heating. The novelty of the research lies in the integrated methodology that combines field experiments with numerical simulations to analyze the relationship between aerodynamic coefficients and static pressure. Verification of the CFD model against experimental data significantly improved its reliability and allowed the transition from conventional averaged normative values to detailed façade-specific wind load mapping. The practical significance of the work consists in the development of a methodology for generating spatial–angular wind load maps, enabling precise identification of infiltration heat-loss zones and determination of the most vulnerable façade areas. This creates a foundation for targeted modernization and the design of adaptive heating systems, ultimately increasing the energy efficiency of residential buildings.