Telangiectatic osteosarcoma is rare malignant tumor causing aggressive bone destruction, though the skull is very rarely involved. We report a case in which the condition affected the skull of a 17-year-old male, involving the parietal bone and with intracranial and extracranial extension. CT and MR images depict an osteolytic lesion of the right parietal bone and an enhancing solid mass in the intracranial and extracranial portions. Matrix calcifications, periosteral reaction, and multiple fluid-fluid levels are seen within the masses.