This paper will first discuss Helen in antiquity, analyzing depictions of her character in ancient literature in order to understand the creation of her ambiguity. Then, turning to the revival of interest in Helen in western art, it will analyze how Helen’s ambiguity is explored visually. Lastly, it will discuss Helen in Victorian art, ending with a case study of turn-of-the-century artist Evelyn de Morgan’s Helen of Troy as a culmination of the aforementioned themes.