Spontaneous calf hematoma is one of the bizarre clinical conditions that is commonly missed in the day-to-day clinical practice and there are very few cases reported on this vital but potentially lethal disorder. It is mostly because of its similar clinical presentation to deep vein thrombosis and therefore a low index of suspicion. In this context, initiation of anticoagulants for the deep vein thrombosis leads to further blood leakage in any otherwise friable blood vessel and, if untreated, can lead to persistent bleeding and devastation. The purpose of this case report is to emphasize on taking a proper history of any trivial injury in any unilateral calf swelling followed by urgent ultrasound and Magnetic Resonance Imaging to reach the immediate diagnosis and proper management.