Chondrosarcomas are malignant mesenchymal tumors characterized by the differentiation of pure hyaline cartilage, and they are relatively uncommon in jawbones. Chondrosarcoma of the jaws usually presents as a painless mass or swelling associated with loosening of the associated teeth. This report describes an unusual case of chondrosarcoma that mimicked pulp disease on initial presentation in the maxilla of a 22-year-old man. The relevant literature is reviewed regarding clinicopathologic features and therapeutic management of chondrosarcomas.