In 2015, Bennett told The New York Times that he moved to Central Park South simply to have access to the stunning, leafy vistas. The park has been the subject of hundreds of Bennett's artworks, though the simply-titled "Central Park" may well be his masterpiece. The painting is displayed in the Luce Foundation Center's 20th Century Paintings section, nestled among such bright and thought-provoking paintings as Elbridge Ayer Burbank's "Geronimo," and "Summer" by Kate Clifton Osgood Holmes.
Bennett's lifelong passion for singing and painting is reflected in all of his work — with one drawing from the other. In 2019, Untapped New York reports, "The Art of Tony Bennett/Anthony Benedetto" opened at Central Park South's Art Students League — an exhibition of self-portraits, landscapes, and everything in between. It ended in January of 2020, but highlights included stunning landscapes of places where Bennett has performed and portraits of famous artists he has sung with – Lady Gaga being one of them. Untapped New York further explains that he often appears at the Art Students League, with no fanfare, merely to study and better his art with the rest.
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