The tendon/ligament–bone (T/L-B) interface represents a critical junction where tendons and ligaments anchor to bone and is characterized by a complex, graded structure. Pathological conditions caused by aging, lifestyle factors, or trauma can severely impair this interface, leading to functional deficits and a significant decline in quality of life. However, replicating the intricate structural and biological features of the native T/L-B interface remains a major challenge when conventional fabrication methods are used. In this context, 3D bioprinting has emerged as a promising tool for tissue repair and regeneration. This review aims to summarize the application of 3D bioprinting technologies in the reconstruction of the T/L-B interface. This article begins with a brief introduction to the biology of tendon/ligament-bone interfaces. It then discusses innovations in 3D printing technology, biomaterials and gradient structure design that are being applied to the regeneration of these interfaces. Simultaneously, we discuss the performance optimization of 3D bioprinted scaffolds for T/L-B interface regeneration, particularly in terms of mechanical properties and bioactivity. Finally, we summarize the challenges and future development directions facing 3D bioprinting in the field of T/L-B interface regeneration. This review provides new insights into the clinical translation of 3D bioprinted T/L-B interface constructs and may inform the future development of next-generation orthopedic implants.