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This oil portrait of Churchill was painted by Arthur Pan during the Second World War. It was used as the specimen to make prints of the portrait of which 1000 were sold in aid of Clementine Churchill’s Aid to Russia Fund. This original picture is offered for $125,000.

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A collection devoted to the life and work of Winston Churchill is among the standout items at The Winter Show in New York, which opens today.

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Corrected proof copies, typescripts, and other materials associated with Churchill’s war memoirs The Second World War (1948), $750,000.

Offered by London firm Peter Harrington Rare Books, the assemblage comprises items such as 25 books inscribed by Churchill to key members of his personal, political and military life, one of his paintings as well as his portrait by Arthur Pan painted during the Second World War.

Highlights are on offer at the fair which runs at the Park Avenue Armory until January 28.

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An oil study by Churchill from the winter of 1935-36, The Entrance to the Gorge at Todhra, Morocco, $395,000.

Pom Harrington, owner of Peter Harrington, said: “It is a real testament to what a private collector can achieve through combining multi-decade perseverance with the ability to grasp every opportunity to acquire exceptional material. We are thrilled to be able to bring it to the market during our inaugural participation at The Winter Show.”

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A presentation of copy of Machiavelli’s The Prince inscribed by Churchill to Lord Beaverbrook, $32,500.

Available as separate pieces. The collection was started in the 1980s by Steve Forbes, who became one of the leading buyers in this field.

At the heart of the collection is Churchill’s desk from his Hyde Park Gate home where he worked on The Second World War (also on offer are typescripts of his account of the War) and his History of the English-Speaking Peoples.

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A sequence of signed letters from Churchill while serving on the Western front in 1916 and on his return from the First World War, $75,000.

There is also an archive of mostly unpublished correspondence from 1916 while the politician served in the trenches, a presentation of Machiavelli’s The Prince to Lord Beaverbrook and a photograph of Winston and his wife Clementine released to mark their golden wedding anniversary in 1958.

Collectors of Churchill memorabilia might also be interested that the war-time prime minister's false teeth are coming to auction.