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Angiosarcomas of the female reproductive tract are rare, most commonly occurring in the uterine body, and especially rare in the ovaries. Furthermore, the concomitance of angiosarcomas and mature cystic teratomas of the same ovary is even more sparse. We report a case of a 34-year-old G2P2 female with angiosarcoma of the left ovary, approximately 12 years after an initial diagnosis of mature cystic teratoma of bilateral ovaries with molecular and next-generation sequencing (NGS) studies supporting the diagnoses of two distinct primaries. Our case is unique as comparative NGS and copy-number mutation studies established that the two lesions are not genetically related, favoring distinct tumors that may be helpful in guiding therapeutic management.