Nuremberg's Weidler auction house says the painting is one some 2,000 painted by Adolf Hitler and is thought to be from about 1914, when he was struggling to make a living as an artist, almost two decades before rising to power as the Nazi dictator.
It has drawn interest from around the world, with most viewing it as a curiosity or as an investment, said auction house director Kathrin Weidler.
Though Hitler's paintings surface fairly regularly, Weidler said this 28x22 cm scene, unimaginatively called "The Old City Hall," also includes the original bill of sale and a signed letter from Hitler's adjutant, Albert Bormann, brother of Hitler's private secretary Martin Bormann.
From the text of the undated Bormann letter, it appears the Nazi-era owner sent a photo of the painting to Hitler's office asking about its provenance.
Bormann wrote back that it appears to be "one of the works of the Fuehrer."
The starting price is 4,500 euros, and Weidler, whose auction house has sold several Hitlers over the past decade, said she expects it will go for 50,000 but wouldn't be surprised if sold for double that.
"It's perfectly well done, but I'd rate its artistic value as fairly minimal.
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