Continuous inspections and observations are required to preserve the safety and condition of buildings. Although the number of deteriorated buildings has increased over the years, traditional inspection methods are still used. However, this approach is time-consuming, costly, and carries the risk of poor inspection owing to the subjective intervention of the inspector. To overcome these limitations, many recent studies have developed advanced inspection methods by integrating unmanned aerial vehicles (UAVs) and artificial intelligence (AI) methods during the visual inspection stage. However, the inspection approach using UAV and AI can vary in operation and data acquisition methods depending on the building structures. Notably, in the case of residential buildings, it is necessary to consider how to operate UAVs and how to apply AI due to privacy issues of residents and various exterior contour shapes. Thus, an empirical case study was adopted in this study to explore the integration of UAVs and artificial intelligence (AI) technology to inspect the condition of structures, focusing on residential buildings. As a result, this study proposed the field-adopted UAV operation method and AI-based defect detection model for adopting the residential buildings. Moreover, the lessons learned from holistic and descriptive analyses, which include drone application limitations, points of improvement of data collection, and items to be considered when AI and UAV based inspection for residential buildings, are summarized in this paper. The discussed problems and results derived from this study can contribute to future AI- and UAV-based building inspections.