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$2,250 – Signed by Winston S. Churchill + many distinguished naval officers and admirals
Admiral Charles Eustace Anson’s visitors book with 1000+ signatures including many distinguished naval officers and admirals…
The entry on 8th April 1913 all written by WSC, as First Lord of the Admiralty includes:

The Rt Hon Winston S. Churchill MP
Admiral H.S.H. Prince Louis of Battenburg
Captain Greene
Rear Admiral de Chair
Mr A. F. Whyte MP
Mr J. E. Masterton Smith
Address for all: “HMS Enchantress”

A Note From Churchill Collector

After collecting Churchill for 50+ years there comes a time when you have to downsize.

For the last couple of years I have only offered specific items for sale; more recently I have been working on listing my private collection on this website. This is a slow process. The website is updated regularly, so check back often.

If you are looking for a particular item please let us know; there's a good chance we may have it but haven't gotten around to listing it yet.

Feel free to contact us, either with the Form beneath each listing or the Contact Us page. We welcome your questions regarding any of the items listed on this website.

Churchill with his miniature russet poodle Rufus III, Chartwell, Feb 1950 Photo Credit: Churchill The Life, An Authorized Pictorial Biography by Max Arthur

JUST ADDED

Gold Pocket Watch – Otto Von Bismarck

$30,000
This pocket watch is of a kind with the original leather case, extremely rare, in mint condition. Owned by Otto Von Bismarck, featuring his engraved portrait. 14K Gold. With a certificate of appraisal…

Sarah Churchill, WSC’s Daughter – 2 Signatures

$250 – Sarah Churchill’s Authentic Signatures
Signed Theatre Program for “Gramercy Ghost” at the Plymouth Theatre, Boston, 9-16 April 1951. Signed by most of the cast including Sarah Churchill, Robert Sterling, Robert Smith, Mabel Paige, Richard Waring, Ludie Claire, Harry Townes, John Marley & Charles Boaz, together with a signed photograph.

Typed Letter Signed Winston S. Churchill – to D. Kelly

2500 – Winston Churchill’s Authentic Signature
After a distinguished military career, Denis Kelly (1916-1990) worked as a literary assistant on Churchill’s war memoirs, “The Second World War” & “A History of the English Speaking Peoples”.

The Economic Consequences of Mr. Churchill

$250 – Redburn A10, Zoller A10
A 32-page pamphlet, by John Maynard Keynes which is highly critical of Churchill’s decision to go on the gold standard. Of particular interest to collectors of Churchill, Keynes, & the Hogarth Press (owned by Leonard and Virginia Woolf). Scarce, fragile, and important.

First Day Cover in Memoriam of WSC Signed by Clementine Churchill

$95 – Signed by Clementine Churchill
First Day Cover in Memoriam of Sir Winston Churchill with Churchill 5 Cents Stamp. A nice bold signature.

My Early Life – Proof Copy

$350
Proof copy of Volume I of The Collected Works of Sir Winston Churchill. 1973. Subscribers uncorrected proof copy, sent out to initial subscribers. This copy was sent to N.H.Buckley as a sample of the quality of the production, to be returned to The Library of Imperial History.

Churchill Signed Letter to John E. Harvey, M.P.

$2850 – Churchill’s Authentic Signature
Typed Letter Signed by Winston Churchill to John E. Harvey, M.P. dated 9 Jan 1956. On Chartwell letterhead paper relating to his Association Subscription for 1955 and 1956. Together with a copy of a 2-page letter from Winston Churchill to Harvey dated 6 April 1955…

Letter from Clementine Churchill

$175 – Signed by Clementine Churchill
A letter from Clementine Churchill referencing the receipt of a copy of a letter to Siegfried Sassoon (WW1 War Poet). Not sure who the recipient of the letter was other than Tommy, but must have been a close friend as she signs the letter “Clemmie”.

Audemars Chronograph Pocket Watch

$40,000 – Made for General Chiang Kai-Shek
Museum quality watch by Louis Audemars, Brassus & Geneva. Grand Complication L. Audemars Minute Repeater, Moon phase, Digital Calendar, 1-Minute Chronograph Pocket Watch. The watch was made for General Chiang Kai-Shek head of the Chinese Kuomintang Party.

Diana Churchill Inscribed Photograph – Winston Churchill’s Daughter

$140
“Darling Vicki it’s much too small but with much love from Diana” – Diana Churchill’s inscription on her photo. Photograph measures 6.5” x 5”. No date…

Signed Photograph & Theatre Program: Sarah Churchill

$150
2 Authentic Signatures: Sarah Churchill. Inscribed Photograph of Sarah Churchill to Marshall Breedon & a Theatre Program for the Montclair Summer Theatre production of “No Time For Comedy” with her autograph. Two very nice signatures.

Vivienne, Original Photograph – Winston Churchill

$175
Original photograph of Winston Churchill by Vivienne London. Image Size: 6″ x 6.5″. Photo Size: 8.5” X 6.5”

Signed Photographs: Sarah Churchill, Vic Oliver

$150
Both Winston and Clementine Churchill were horrified when, in 1936, Sarah (their 3rd child) eloped and married Vic Oliver von Samek, a divorced Viennese entertainer nearly twice her age. They married on Christmas Eve in 1936 in New York. They divorced in 1945.

Rickenbacher Signed Letter – Winston Churchill

SOLD
$300
Letter referencing Winston Churchill from E. Rickenbacker when head of Eastern Air Lines. “…Churchill to be the most outstanding person of the Twentieth Century”. Signed by Rickenbacker, the American fighter pilot in World War I, Medal of Honor recipient with 26 aerial victories.

Signed Letter: Clementine Churchill

SOLD
$300
An interesting wartime letter written and signed by Clementine Churchill. Dated July 3rd, 1942, on 10 Downing Street stationery. The letter is to Harry L. Hopkins, aide and advisor to President Roosevelt upon his approaching marriage…

In the Balance: W. Churchill, Cassell 1951

SOLD
$195 – Woods/ICS A130(a), Cohen A255.1
Author: Winston Churchill. Contains 58 speeches and broadcasts by Winston Churchill between 26th January 1949 and 14th December 1950. First edition rebound in full red Morocco, all edges gilt.

Palestine – Includes Winston Churchill Letter 1921

$200
64 page pamphlet, library bound: Page 64. No.5. reprints a letter from Winston Churchill, The Secretary of State for the Colonies to the High Commissioner for Palestine 21st September 1921.

Mr. Churchill and the Church

$140 – Zoller 22
This scarce pamphlet by Lloyd Cole, published in 1940, analyses various statements made by Churchill in light of religious teachings. Second Edition. Privately printed…

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RECENTLY SOLD

Press Photograph: Churchill’s Speech – US Senate 1941

SOLD
$50 – Original Press Photograph
Photo of Winston Churchill addressing the US Senate in 1941.

Rickenbacher Signed Letter – Winston Churchill

Signed Letter: Clementine Churchill

In the Balance: W. Churchill, Cassell 1951

Sir Winston Churchill’s Life Through His Paintings

SOLD
$450 – #706 of 1500 copies. Zoller 316
A magnificent, oversized book documenting more than 500 of Churchill’s painting. Each painting is accompanied with relevant text, providing a huge resource of background information per painting. The title says it all…

Battle of Britain Souvenir Booklet

SOLD
$120 – Foreword by Winston Churchill
BATTLE OF BRITAIN WEEK 1948 September 13th – September 19th. A 16-page souvenir booklet along with a 4-page detailed programme of the events for Battle of Britain Day. The Royal Air Force Association, Silloth Branch.

Churchill Playing Cards – Fulton, Missouri

SOLD
$125
Double Deck of Congress Playing Cards – Winston Churchill Westminster College Fulton MI

Sir Winston Churchill State Funeral: Menzies, Bader

SOLD
$1,000 – 2 books, both signed by Signed by Douglas Bader
2 Books: Sir Robert Menzies’ Eulogy delivered at Sir Winston Churchill’s Funeral & Douglas Bader’s book Fight For The Sky. These books are grouped together because they are both signed by Douglas Bader, the author of Fight For The Sky Authentic Signatures of Douglas Bader.

Churchill Speech: Churchill’s First Speech as Prime Minister

SOLD
$1,250 – Cohen A120
Delivered May 13th 1940, Churchill’s “Blood, Toil, Sweat & Tears” speech to the House of Commons: Churchill’s first speech as P.M. Protected in custom made chemise and solander case…

Portraits and Appreciations: Brendan Bracken

SOLD
$125 – Woods B57/2, Cohen B160
Brendan Bracken 1901-1958 – Portraits and Appreciations. Privately published after Bracken’s untimely death at the age of 57. With Winston Churchill’s Tribute to Brendan Bracken plus many others…