3. Le Rêve – $155 Million
“Le Rêve” by Pablo Picasso was owned in 2006 by Steve Wynn, and he was planning to sell it to Steven Cohen for $139 million. But a day after the agreement, while he was showing the painting, Wynn accidentally damaged the canvas by putting his elbow through it. Finally, after thousands of dollars spent on repairs and battles with his insurance, he did sell the painting to Cohen in 2013, for $155 million.