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This paper provides an overview of the existing literature on the subject of the assessment and monitoring of tree roots and their interactions with the soil. An overview of tree root system architectures is given, and the main issues in terms of tree health and stability, as well as the impact of trees on the built environment, are discussed. An overview of the main destructive and non-destructive testing methods is presented, and a lack of available research-based outputs in the fields of tree root interconnectivity and soil interaction is highlighted. The effectiveness of non-destructive methods in these areas is demonstrated, in particular that of ground-penetrating radar. The paper references recent developments in estimating tree root mass density and health.