Giant soft tissue chondromas (STCs) of the wrist are seldom encountered in clinical practice. Precise diagnosis of benign STC may pose diagnostic difficulties on clinical and radiological findings alone. We encountered a slowly growing soft tissue neoplasm in the radial aspect of the wrist joint of the right hand in a 52-year-old male, masquerading as a calcified hematoma, as suggested by magnetic resonance imaging. On cytohistopathological examination, it turned out to be a rare giant STC. The variable cellularity, in conjunction with cellular immaturity and atypia, could mislead one to a malignant pathological interpretation. Diagnosis is based on both radiological and cytohistological evaluation, which is indispensable for determining the tumor type. The detailed clinical, radiological, cytomorphological, and immune-histopathological study was carried out, which has prompted us to report this case along with a review of the literature.