De Lesseps works as an artist, and her work has been featured on Bravo TV's reality television series The Real Housewives of New York.[8][9] She also made frequent appearances on the show, although not a member of the cast.[10][11] She has also collaborated with her brother, Noel de Lesseps, who is also an artist.[8] While enrolled at the Pratt Institute, she worked as an intern for the painter David Salle.[6] A painter and multimedia visual artist, she produces collages, photography, fashion design illustrations, silkscreens and paintings.[12][1] Her work has also been exhibited at the DKNY Gallery Show in 2014, the Milk and Night Gallery Show in 2016, and at Anderson Contemporary and Solomon Arts Contemporary in 2017.[6] Her artwork was exhibited at Art Basel's 2015 show and 2019 show in Miami.[9][13][6] In 2016 her work was shown as part of The Untitled Space's exhibit In the Raw: The Female Gaze on the Nude.[14][15][1]
De Lesseps, along with her father and brother, filed a lawsuit against her mother in 2018 which claimed that she had sold the family's Bridgehampton, New York home and used the proceeds to purchase a new home in Sag Harbor.[22][23] The Bridgehampton home, valued at $8 million, was to be sold and the money put into a trust fund for De Lesseps and her brother, per the terms of their parents' divorce.[24][25] In 2019 the lawsuit was dropped and the family reconciled.[26][27]
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