| Rank | Painting | Title | Artist | Price | | Year Sold | |
|---|
| 1 |
| No. 5, 1948 | Jackson Pollock | $149,700,000 | | 2006 | |
| 2 |
| Woman III | Willem de Kooning | $147,000,000 | | 2006 | |
| 3 |
| Portrait of Adele Bloch-Bauer I | Gustav Klimt | $144,400,000 | | 2006 | |
| 4 |
| Portrait of Dr. Gachet | Vincent van Gogh | $136,100,000 | | 1990 | |
| 5 |
| Bal au moulin de la Galette, Montmartre | Pierre-Auguste Renoir | $128,800,000 | | 1990 | |
| 6 |
| Garçon à la pipe | Pablo Picasso | $118,900,000 | | 2004 | |
| 7 |
| Irises | Vincent van Gogh | $102,300,000 | | 1987 | |
| 8 |
| Dora Maar au Chat | Pablo Picasso | $101,800,000 | | 2006 | |
| 9 |
| Portrait de l'artiste sans barbe | Vincent van Gogh | $94,600,000 | | 1998 | |
| 10 |
| Portrait of Adele Bloch-Bauer II | Gustav Klimt | $94,000,000 | | 2006 | |
| 11 |
| Massacre of the Innocents | Peter Paul Rubens | $91,900,000 | | 2002 | |
| 12 |
| Triptych | Francis Bacon | $86,300,000 | | 2008 | |
| 13 |
| Les Noces de Pierrette | Pablo Picasso | $85,700,000 | | 1989 | |
| 14 |
| False Start | Jasper Johns | $85,600,000 | | 2006 | |
| 15 |
| A Wheatfield with Cypresses | Vincent van Gogh | $85,100,000 | | 1993 | |
| 16 |
| Yo, Picasso | Pablo Picasso | $83,200,000 | | 1989 | |
| 17 |
| Le Bassin aux Nymphéas | Claude Monet | $80,400,000 | | 2008 | |
| 18 |
| Rideau, Cruchon et Compotier | Paul Cézanne | $78,300,000 | | 1999 | |
| 19 |
| White Center | Mark Rothko | $75,700,000 | | 2007 | |
| 20 |
| Vase with Fifteen Sunflowers | Vincent van Gogh | $75,400,000 | | 1987 | |
| 21 |
| Green Car Crash (Green Burning Car I) | Andy Warhol | $74,600,000 | | 2007 | |
| 22 |
| Au Lapin Agile,Pablo Picasso | Pablo Picasso | $70,800,000 | | 1989 | |
| 23 |
| Acrobate et jeune Arlequin | Pablo Picasso | $70,200,000 | | 1988 | |
| 24 |
| Femme aux Bras Crois00e9s | Pablo Picasso | $68,900,000 | | 2000 | |
| 25 |
| Police Gazette | Willem de Kooning | $67,900,000 | | 2006 | |
| 26 |
| Le Rêve | Pablo Picasso | $65,000,000 | | 1997 | |
| 27 |
| Femme assise dans un jardin | Pablo Picasso | $64,200,000 | | 1999 | |
| 28 |
| Peasant Woman Against a Background of Wheat | Vincent van Gogh | $63,800,000 | | 1997 | |
| 29 |
| Portrait of a Halberdier,Pontormo | Pontormo | $61,200,000 | | 1989 | |