Tower of the Koutoubia Mosque. March 2, 2021 Angelina Jolie Sells Winston Churchill Painting for Staggering $11.5 Million Sum Winston Churchill’s work as an amateur painter of hundreds of works is well documented. But during World War II, the British prime minister competed only one painting—a canvas he notably gifted to U.S. President Franklin D. Roosevelt. Now, that same work, has sold for a staggering sum of $11.5 million at Christie’s. And as twists and turns of fate would have it, the seller is none other than Angelina Jolie.