Urbanization of the countryside affects rural areas, especially in the immediate surroundings of large cities. Normally, this occurs as an unpromoted process, but in Chile, it is driven by the legal framework. This research focuses on rural residential plots (RRPs) around the capital city, Santiago. The analysis seeks to understand the significance and consequences of RRPs during the last four decades and the role of a favorable legal framework in affecting their development. By examining data and official cartography on rural residential plots, the analysis shows a large phenomenon of rapid RRP development in the Metropolitan Region of Santiago de Chile (MR). The study confirms the existence of an ongoing process that is still partially latent and potentially both uncontrolled and evolving. This work demonstrates the negative effect that land liberalization policies can have by promoting territorial transformations that policymakers cannot subsequently control. The conclusions provide a critical perspective on the counter-urbanization process in the context of fragility and scarce resources.