The SADJ is licensed under Creative Commons Licence CC-BY-NC-4.0. Dens Invaginatus is a rare dental anomaly. The case presentation illustrates a combined endodontic and surgical approach of a maxillary lateral incisor that presented with a Type III Dens Invaginatus. The complex root canal system was prepared during phase 1 after proper disinfection; the canals were obturated with a combination of techniques. An appointment was scheduled for four weeks later for the surgical phase. During this visit, a full muco-periostal flap was raised, the failed retrograde restoration was removed and MTA was placed. The patient was seen for follow-up visits after the procedure and satisfactory healing was observed. The case report illustrates a novel approach to treating a unique case of dens in dente. Dens Invaginatus (DI) is a rare dental anomaly in which invagination of the enamel organ into the dental papilla occurs before tooth calcification. The invagination may originate in the crown region of the affected tooth, often extending into the root before calcification of tooth structure occurs. 1 Various other terms can be found for this phenomenon: "dens in dente", "dilated composite odontome", "gestant odontoma", "dentinoid in dente" or "telescopic tooth". 2 Teeth affected by this anomaly may show a great variety of sizes, shapes and forms. 3 Salter gave a very accurate description of this anomaly in a very early statement in 1855, in which it was named "a tooth within a tooth", 4 and was also the first to describe DI in a human tooth. 3 Once the diagnosis of a DI is confirmed, treatment can pose a formidable challenge to the treating clinician and modern clinical techniques and equipment may be required for successful management. Radical approaches in treatment, including endodontics, are needed, and often the affected tooth has to be extracted. 3,4,5 These teeth may pose challenges concerning aesthetics and occlusion, a higher risk of caries, pulp necrosis and finally tooth impaction. 5 The following case presentation demonstrates an endodontic and surgical approach to treating a challenging case of DI.