Zinner syndrome is a rarely seen congenital anomaly characterized with developmental defects of mesonephric (Wolffian) duct including obstruction of the ejaculatory duct, an ipsilateral seminal vesicle cyst, and an ipsilateral renal agenesis. Patients may present with genitourinary system complaints, or they may be completely asymptomatic and detected incidentally. Minimally invasive cyst aspiration and surgical treatment are mainly aimed for symptomatic relief. In this article, a rare case of Zinner Syndrome presenting with signs of urinary retention is presented.