#20 “Nude, Green Leaves and Bust” by Pablo Picasso (1932) ($106.5M)
When released initially, this painting, created in a single day in 1932, was considered to be one of Picasso’s most admired works. The painting depicts his then love and mistress Marie Walter with whom he first met in 1927. He was a married man in his late 40s whereas Walter was just 17 yrs. old.
Sold in the year 2010 for the second time for a huge sum of $106.5M, the first time that it got sold was in the year 1951 to Los Angeles based Sidney & Frances Brody. They had bought it for $19,800 then. After acquiring it in 1951, the only time they let it out in public was in 1961.