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The 20 Most Expensive Artworks Hitting the Auction Block This Season

The May 2026 New York auctions at Christie’s, Sotheby’s, and Phillips will feature 20 high-value lots priced at $30 million or more, including works by Andy Warhol, Jasper Johns, Pablo Picasso, Piet Mondrian, Jackson Pollock, Willem de Kooning, Cy Twombly, Gerhard Richter, and others. The sales are staggered around the Venice Biennale and Frieze New York, with Sotheby’s holding its contemporary evening auction on May 14 and Christie’s its 20th-century sale on May 18. Notable consignments come from the estates of S.I. Newhouse, former MoMA board president Agnes Gund, and dealer Marian Goodman.

This month’s blockbuster auctions in New York could bring upwards of $2.5bn

This month's May auctions in New York are projected to generate between $1.8 billion and $2.6 billion across Christie’s, Sotheby’s, Phillips, and Bonhams. Major highlights include the estates of legendary dealers Marian Goodman and Robert Mnuchin, with top lots such as Gerhard Richter's *Kerze (Candle)* (est. $35m–$50m) at Christie's and Mark Rothko's *Brown and Blacks in Reds* (est. $70m–$100m) at Sotheby's. Additional offerings include works from the late S.I. Newhouse collection, featuring Jackson Pollock's *Number 7A* and Constantin Brâncuși's *Danaïde*, each estimated at $100m, as well as pieces from the collections of Agnes Gund and Marilyn Arison.

Sotheby’s May Auctions: Rothko’s $100M Masterpiece Headlines

Sotheby's is holding its most ambitious May auction series in New York, headlined by Mark Rothko's monumental painting *Brown and Blacks in Reds* (1957), estimated at $70–100 million. The sales include a dedicated auction for the collection of legendary dealer and collector Robert Mnuchin, valued at over $130 million, featuring works by Rothko, Franz Kline, and Jeff Koons. Other highlights include Jean-Michel Basquiat's *Museum Security (Broadway Meltdown)* (1983), estimated at over $45 million, and Willem de Kooning's *Untitled III* (1975), making its auction debut with a $25–35 million estimate. The series spans Modern and Contemporary art, with additional works by Pablo Picasso and Vincent van Gogh.

Sotheby’s Tries Again to Sell $40 M. Picasso Painting That Didn’t Make It to Auction in 2008

Sotheby’s has announced the sale of Pablo Picasso’s 1909 Cubist masterpiece, Arlequin (Buste), which is expected to fetch approximately $40 million during the New York marquee auctions this May. The painting is the crown jewel of a collection belonging to the late Surrealist artist Enrico Donati and his wife Adele. This marks the second time Sotheby’s has attempted to sell the work; it was famously withdrawn from a 2008 auction just a week before the sale due to undisclosed private reasons.

The Personal Collection of ‘Last Surrealist’ Enrico Donati Heads to Auction

Sotheby’s has announced the sale of the personal art collection of Enrico Donati, often referred to as the 'last Surrealist.' The 45-lot collection, titled "A Night in May," features works amassed by Donati and his wife Adele, including a rare 1909 Cubist portrait by Pablo Picasso, 'Arlequin (Buste),' estimated at $40 million. The auction marks the first time these intimate pieces—many acquired through direct exchanges with friends like Marcel Duchamp and Yves Tanguy—have been offered since the artist's death in 2008 and his wife's passing last year.