Tons of Tony Bennett’s artwork is being auctioned off. Here are the hottest items
Collectors will soon have the chance to own a piece of jazz history. Julien’s Auctions, which specializes in celebrity and music memorabilia sales, is hosting Tony Bennett — The Art of Benedetto, a two-day auction of Tony Bennett’s artwork.
Bennett, now 88, has over 70 albums and 20 Grammy Awards. Besides working with Lady Gaga and interpreting the Great American Songbook, he’s also an accomplished artist. He’s sketched or painted nearly every day of his life, in fact.
The auction runs September 17–18, 2026, in Los Angeles, with both in-person and online bidding available. The sale brings together upwards of 180 original paintings and drawings created by Tony Bennett himself. Registration is currently open through Julien’s Auctions.
What’s up for auction
Some of the standout lots from Tony Bennett — The Art of Benedetto include:
- Double-Sided Still Life with Fruit (Watercolor Drawing) — Estimate: $2,000–$3,000
- Portrait of Dave Brubeck — Estimate: $1,500–$2,500
- Self Portrait with Lady Gaga — Estimate: $1,500–$2,500
- 2009 Holiday Christmas Card — Estimate: $1,500–$2,500
- City Skyline — Estimate: $1,500–$2,500
- Central Park — Estimate: $1,000–$2,000
Julien’s Auctions Sales Specialist Morgan Whoolsey said that Lot 3 Double-Sided Still Life with Fruit Watercolor Drawing is “a gem of this sale.”
“This piece is interesting because it illustrates Bennett’s working process,” Whoolsey said. “On the back side he depicts the fruit from various angles and also considers the placement of the tableware in relation to the fruit for the final drawing executed on the other side.”
Take a look at some of the collection below.
Double-Sided Still Life with Fruit (Watercolor Drawing)
This watercolor-and-pencil piece is worked on both sides of the paper: one side shows flowers, fruit, and a blue teapot arranged as a still life, while the reverse holds a series of tableware studies. Signed “Benedetto” in the lower right.
Estimate: $2,000–$3,000
2009 Holiday Christmas Card
A cheerful watercolor-and-pencil scene of wreaths hung on front doors, signed “Benedetto” in the lower right.
Estimate: $1,500–$2,500
Floral Still Life with Green Vase
A watercolor-and-pencil study of flowers arranged in a green vase, signed “Benedetto” in the lower right.
Estimate: $1,500–$2,500
Self Portrait with Lady Gaga
A tender watercolor-and-pencil drawing depicting Bennett beside Lady Gaga, signed “Benedetto” in the lower right.
Estimate: $1,500–$2,500
Portrait of Dave Brubeck
A charcoal portrait of Brubeck set against a backdrop of piano keys, signed “Benedetto” in the lower left.
Estimate: $1,500–$2,500
City Skyline
An evening cityscape rendered in a pointillist style using watercolor and pen, signed “Tony” in the lower right.
Estimate: $1,500–$2,500
Central Park
A watercolor-and-pencil depiction of the iconic park, signed “Benedetto” in the lower right.
Estimate: $1,000–$2,000
Bidding for both collections is open now through Julien’s Auctions, with the live sale taking place September 17–18 in Los Angeles.
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