Winberg began her modeling career at age sixteen, and year later was booking local gigs and appearing in promotional spots for regional companies. She soon caught the eye of several well-known agencies – including Women Model Management, Why Not Milan and Dominique Brussels – and she soon found herself working high-profile campaigns for designers such as Valentino, Versace and Armani.

She has also been in campaigns for D&G, Tommy Hilfiger, Adidas by Stella McCartney, Rolex, Chloé, and Neiman Marcus, and has graced the covers of several international editions of Vogue. She appeared in the Victoria's Secret Fashion Shows in 2005, 2006, 2007 and 2008.