This research investigates the determination of lease contract duration within the context of traditional legal frameworks alongside contemporary digital trends. It assesses the stance of the legislator concerning lease contract duration, emphasizing the relevant provisions and their legal ramifications. The significance of this study is rooted in a comprehensive understanding of the legal structure governing lease contract duration under traditional legislation; alongside an analysis of pertinent regulations and provisions, as well as an exploration of modern digital trends that influence the renewal and administration of lease contracts. Additionally, this study contrasts traditional methods with emerging digital mechanisms that are reshaping lease contract practices, including digital platforms for automatic renewal and contract management. The central issue addressed herein pertains to the legal and practical challenges related to lease contract renewal, particularly the ambiguity surrounding a minimum lease term and the inconsistency between Article (12) of the Real Property Law and Article (671/1) of the Civil Code. This inconsistency is highlighted by Article (12), which stipulates that the duration of a lease contract for a property should not exceed ninety-nine years. The research culminated in various findings and recommendations, notably the necessity to incorporate more explicit provisions regarding tacit renewal, termination, and modification, aligning with contemporary digital trends that streamline lease contract management. Furthermore, the study advocates for a more precise framework for digital renewal systems to improve clarity and efficiency.