Background: Knowledge about the prevalence and distribution of pathologies in a particular location is important when a differential diagnosis is being formulated. The aim of this study was to describe the prevalence and the clinicopathological features of odontogenic cysts and tumors affecting the maxilla and to discuss the unusual presentation of those lesions within maxillary sinus. Materials and Methods: A multicenter retrospective analysis was performed on pathology archives of patients who were diagnosed with maxillary odontogenic cysts and tumors from 2010 to 2020. Data were collected with respect to age, gender and location. Result: A total of 384 cases was identified, 320 (83.3%) cases were diagnosed as odontogenic cysts and 64 (16.6%) as odontogenic tumors. The mean age was 30.5 years with a standard deviation of 16.2 years. Male patients were more commonly affected (n=220, 57.3%). Radicular cyst was the most common cyst (n=205, 64.1%), while the most common tumor was odontoma (n=14, 21.9%) and dentigerous cyst was the most common lesion to present within the maxillary sinus. Conclusion: This study indicates that there are some geographic similarities and differences in regard to distribution of odontogenic cysts and tumors in maxilla and it raises awareness of their presentation within maxillary sinus especially if there is an association with an ectopic or adjacent impacted tooth.