Urban forms and configurations are very influential in building up urban life; they affect street configuration, visual permeability, and spatial accessibility. However, the importance of this in impacting the performance and vibrancy of urban spaces has not been comprehended so far. Thus, the following paper takes a closer look at the key areas within downtown Baghdad, namely Alshorja and Bab AlSharqi, to analyze their urban characteristics. A comprehensive methodology was developed for this research that combined qualitative and quantitative methods, including field survey, GIS digitization, and space syntax analysis, which enabled an in-depth investigation into the street pattern, visual permeability, and spatial accessibility of the chosen case studies. The findings show sharp differences between the organic, random street pattern of AlShorja—which tries to make pedestrians move and socialize more easily—compared to Bab AlSharqi’s grid system, which tries to promote an extensive flow of vehicles and businesses. AlShorja, therefore, has higher local connectivity and street vitality in its condensed layout than Bab AlSharqi, which comes with higher visual permeability and spatial accessibility and presents the image of a CBD. The study concluded that the blending of historical context with contemporary needs should be considered to develop livable urban environments. Pedestrian-friendly features to integrate in AlShorja combined with the principles of accessibility and navigability in Bab AlSharqi will, in turn, enhance urban vitality and connectivity. More diversified methods in future research will enrich urban planning and design for cities like Baghdad, including wider metropolitan areas.
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