This study explores the walking visual experience in Egypt’s historic commercial streets by integrating advanced computational methods, including artificial intelligence (AI) and computer vision, with traditional urban analysis techniques. Focusing on Wekalet El-Balah in Cairo and Zanqit Alsitat in Alexandria as examples of commercial streets, the research aims to quantify and visualize the relationship between spatial configuration and visual complexity. Drawing on Peter Bosselmann’s work on urban perception and space syntax analysis, we develop a framework that bridges qualitative and quantitative insights into how urban form influences movement and visual perception. The findings contribute to urban design and cultural heritage preservation by offering a replicable, data-driven methodology for analyzing and enhancing the livability and walkability of historic commercial streets. This framework supports urban planners and field surveyors in capturing visual experience.