Organizational strategic feasibility studies are critical in mitigating uncertainty in the business environment and enhancing growth and performance. This study sought to ascertain the role of feasibility studies in the sustainability of supermarkets in Nairobi County, Kenya. The study's specific objectives were to determine the impact of technical feasibility, economic feasibility, operational feasibility, and legal feasibility on the sustainability of supermarkets in Nairobi County, Kenya. A descriptive research design was used for the study. The study's target population was seven major supermarkets: Naivas, QuickMart, Cleanshelf, The Game Store, Chandarana, Eastmatt, and Carrefour. A questionnaire was used to collect primary data. Findings indicated that technical feasibility is positively and significantly related to the business sustainability of supermarkets in Nairobi County. The findings also revealed that economic feasibility is positively and significantly related to the business sustainability of supermarkets in Nairobi County. The findings revealed a positive and significant relationship between operational feasibility and business sustainability of supermarkets in Nairobi County. Finally, the findings revealed that the legal feasibility and business sustainability of Nairobi County supermarkets are positively and significantly related. The study concluded that technical feasibility, economic feasibility, operational feasibility, and legal feasibility all have a positive impact on supermarket business sustainability. The study recommends that supermarkets should become acquainted with the technical technology that is available on the market and evaluate those that are appropriate for their needs. Managers of Nairobi County supermarkets increase the level of internal and external benchmarking in their supermarkets for economic benefit assessments. Keywords: Technical Feasibility, Economic Feasibility, Operational Feasibility, Legal Feasibility, Sustainability & Supermarkets.