The swift growth of urban areas worldwide, particularly in Asia and notably in India, presents concerning challenges. Among Indian cities, Gurugram stands out as a prime example of rapid urban expansion, surpassing even larger metros like Delhi and Mumbai. Over the past two decades, Gurugram has experienced a staggering 200% growth, attracting around three lakh commuters daily for various purposes. This growth, largely reliant on private vehicle transportation, has strained the city's infrastructure, leading to issues such as air pollution, traffic congestion, and rising crime rates, as recognized by the UN, which has labeled Gurugram as one of the most polluted and unsafe cities globally Recognizing that well-planned and accessible streets are vital components of urban infrastructure, this paper aims to pinpoint specific street segments in Gurugram for in-depth analysis. By comparing these areas against the principles of comprehensive street planning and design, the study seeks to uncover existing shortcomings and challenges. Ultimately, the paper advocates for a structured approach to assess and address these issues, with the goal of creating safer and more accessible streets for all residents.