When non-surgical and surgical endodontic retreatments are impractical, intentional replantation (IR) might be employed as an accepted endodontic treatment procedure. This report describes an IR and root amputation of a tooth with several endodontic complications. A 28-year-old woman was referred for management of tooth #37. The tooth had a history of root canal therapy by a general dentist. Clinically the tooth was sensitive to palpation/percussion. Radiographic evaluation showed concurrent root/furcal perforations associated with radiolucent lesions, an inadequate root canal treatment and massive gutta-percha overextensions via perforation sites. The tooth was atraumatically extracted. After mesial root amputation and root-end/furcal preparations, the cavities were filled with calcium-enriched mixture cement. The tooth was then quickly replanted. During one-year clinical follow-ups, the tooth was functional and free of signs/symptoms; radiographic evaluation revealed complete bone healing. This case highlights that IR in hopeless teeth with several endodontic complications might be a successful approach.