Uterine inversion is characterised by the collapse of the fundus into the uterine cavity. Nonpuerperal uterine inversion is an extremely rare entity, with less than 200 reported cases thus far. In light of the non-specific presentation, its diagnosis is challenging. Furthermore, in case of malignancy suspicion associated with its presentation, the management should be guided by the recommendations of a central multidisciplinary team. Here, we present the case of a 47year-old, para 1 woman presented in the emergency department with hypovolaemic shock secondary to menorrhagia as well as urinary retention. MRI scan revealed uterine enlargement and a heterogeneous mass protruding into the vagina. The findings were in keeping with a large prolapsed leiomyoma causing uterine inversion and acute bilateral hydronephrosis; yet, the possibility of uterine leiomyosarcoma could not be excluded. The patient underwent urgent total abdominal hysterectomy, bilateral salpingo-oophorectomy and omental biopsy to alleviate pressure. A 20-cm pelvic mass filling the vagina was found, which was reported to be a pedunculated uterine leiomyoma with no evidence of malignancy. Surgical management led to a positive outcome with no post-surgical complications.