Climate change and the degradation of permafrost prove to be severe challenges for humanity. At present, the northern communities and those living in rural areas are already facing the consequences. This article is based on field research conducted in the Yunkyur, Olyokminsky, and Amginsky Districts of Sakha Republic (Yakutia) during 2018–2020. These settlements have one of the richest agricultural traditions in the region; however, the inhabitants of these villages now face serious consequences of permafrost degradation. The authors rely on a mixed set of methods and approaches, including sociological surveys, expert and in-depth interviewing, and appropriate archival and museum materials. Methodology of remote sensing and landscape–geocryological research was integrated. The resulting studies made it possible to demonstrate increasingly widespread thermokarst processes in the key areas studied. The authors determined that the degradation of permafrost has led to problems with the safety and development of the housing stock, especially deformation of houses and outbuildings, and reduction of areas suitable for construction. Territories affected by thermokarst also drop out of agricultural use. Finally, the authors identify some adaptation mechanisms to mitigate the effects of changes in permafrost landscapes.