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Winston Leonard Spencer (Lord) Churchill Sold at Auction Prices

Painter, b. 1874 - d. 1965

Best known as a politician, Sir Winston Churchill was a skilled painter and used his painting as a way to detach from his busy life of political obligations. Artist Winston Churchill painted approximately 500 paintings over the span of his painting career. Winston Churchill's paintings, which were invariably in oils, ranged in subject from soldiers at wartime to gardens and natural landscapes.

Since he was a writer and a politician, Winston Churchill's artwork was often exhibited or submitted under pseudonyms, as he felt it would ensure it was accepted on its own merit and not for his name alone. Artist Winston Churchill never did one-man exhibits or appeared at exhibitions in person as he didn’t paint for fame or money but for his own relaxation and pleasure. You can find work by other talented artists when you browse the remarkable paintings for sale online at Invaluable.

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  • Winston Spencer Churchill (English, 1874-1965) Attributed to, Churchill's Garden in Chartwell, England, Monogrammed lower right, Watercolor on paper, Sight-12 1/2" x 9 1/4", Sheet-16" x 12", Framed-19 1/2" x 15 1/2"
    Aug. 29, 2026

    Winston Spencer Churchill (English, 1874-1965) Attributed to, Churchill's Garden in Chartwell, England, Monogrammed lower right, Watercolor on paper, Sight-12 1/2" x 9 1/4", Sheet-16" x 12", Framed-19 1/2" x 15 1/2"

    Est: $2,000 - $3,000

    Winston Spencer Churchill (English, 1874-1965) Attributed to, Churchill's Garden in Chartwell, England, Monogrammed lower right, Watercolor on paper, Sight-12 1/2" x 9 1/4", Sheet-16" x 12", Framed-19 1/2" x 15 1/2"

    Auction Gallery of the Palm Beaches
  • Churchill (Sir Winston Spencer) Lord Randolph Churchill, 2 vol., first edition, 1906.
    Aug. 06, 2026

    Churchill (Sir Winston Spencer) Lord Randolph Churchill, 2 vol., first edition, 1906.

    Est: £150 - £200

    Churchill (Sir Winston Spencer) Lord Randolph Churchill, 2 vol., first edition, Kenneth Irwin Crossley's armorial bookplate on each front pastedown, scattered light spotting, light dust-soiling to endpapers, original cloth, gilt, slightly darkened, spines lightly sunned, extremities a little bumped and rubbed, overall excellent, [Woods A8(a)], 8vo, 1906. *** Sir Kenneth Irwin Crossley (1877-1957), industrialist.

    Forum Auctions - UK
  • Churchill (Sir Winston Leonard Spencer, Prime Minister, 1874-1965) Telegram to his bank manager A.L. Ball, printed form, very small tear in margin, 120 x 182mm., postmarked 1st December 1961, thanking him for his good wishes; and another, an ALs from
    Jul. 23, 2026

    Churchill (Sir Winston Leonard Spencer, Prime Minister, 1874-1965) Telegram to his bank manager A.L. Ball, printed form, very small tear in margin, 120 x 182mm., postmarked 1st December 1961, thanking him for his good wishes; and another, an ALs from

    Est: £100 - £150

    Churchill (Sir Winston Leonard Spencer, Prime Minister, 1874-1965) Telegram to his bank manager A.L. Ball, printed form, very small tear in margin, 120 x 182mm., postmarked 1st December 1961, thanking him for his good wishes; and another, an ALs from Lord Randolph Churchill, 1890, v.s., v.d. (2).

    Forum Auctions - UK
  • Churchill, Winston Leonard Spencer, Sir (1874-1965). A group of 3 first editions, comprising:
    Jul. 17, 2026

    Churchill, Winston Leonard Spencer, Sir (1874-1965). A group of 3 first editions, comprising:

    Est: $300 - $400

    Churchill, Winston Leonard Spencer, Sir (1874-1965). A group of 3 first editions, comprising: My Early Life: A Roving Commission. 1930. Second issue. -- Great Contemporaries. 1937. -- Step by Step, 1936-1939. 1939. -- Together, 3 works in 3 volumes, all 8vo, all published in London by Thornton Butterworth Ltd., all bound in modern full morocco with original covers bound-in at rear, condition generally fine. This lot is located in Chicago.

    Freeman’s
  • Churchill (Sir Winston Spencer) The Collected Essays, 4 vol., 'Centenary Edition', Library of Imperial History, 1976.
    Jul. 16, 2026

    Churchill (Sir Winston Spencer) The Collected Essays, 4 vol., 'Centenary Edition', Library of Imperial History, 1976.

    Est: £750 - £1,000

    Churchill (Sir Winston Spencer) The Collected Essays, 4 vol., 'Centenary Edition', limitation bookplates laid down to front free endpapers, original blue morocco-backed cloth, gilt, t.e.g., 8vo, Library of Imperial History, 1976.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1948-54.
    Jul. 16, 2026

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1948-54.

    Est: £700 - £1,000

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, half-titles, folding maps, modern black half morocco, spines gilt, 8vo, 1948-54.

    Forum Auctions - UK
  • David Shapiro Etching "Winter Walk"
    Jul. 10, 2026

    David Shapiro Etching "Winter Walk"

    Est: $50 - $150

    David Shapiro, American (1916 - 2005) Etching on Paper "Winter Walk" Unsigned. Label affixed to verso. Design contributed to benefit UNICEF. Sight measures 5" x 5-7/8". Frame measures 14-3/4" x 15-1/2". Condition: Toning to the paper otherwise good condition. Estimate 50 - 150 Domestic shipping Third party

    Orion Antiques
  • SIR WINSTON CHURCHILL, KG, OM, CH (1874-1965) A DARK BLUE AND RED GILT EMBO
    Jun. 30, 2026

    SIR WINSTON CHURCHILL, KG, OM, CH (1874-1965) A DARK BLUE AND RED GILT EMBO

    Est: £40,000 - £60,000

    SIR WINSTON CHURCHILL, KG, OM, CH (1874-1965) A DARK BLUE AND RED GILT EMBOSSED.... CIRCA 1915, BY JOHN PECK & SONS, LONDON. 6 ¼ in. (16 cm.) high; 18 in. (46 cm.) wide; 12 in. (30.5 cm.) deep.

    Christie's
  • SIR WINSTON CHURCHILL, KG, OM, CH (1874-1965) AN EDWARD VII/GEORGE V.... CI
    Jun. 30, 2026

    SIR WINSTON CHURCHILL, KG, OM, CH (1874-1965) AN EDWARD VII/GEORGE V.... CI

    Est: £10,000 - £15,000

    SIR WINSTON CHURCHILL, KG, OM, CH (1874-1965) AN EDWARD VII/GEORGE V.... CIRCA 1907-22. 12 ¼ in. (31 cm.) high; 15 ¾ in. (40 cm.) wide; 12 in. (30 cm.) deep.

    Christie's
  • SIR WINSTON CHURCHILL AND FRANKLIN D. ROOSEVELT A CUBAN AMBOYNA, FRUITWOOD
    Jun. 30, 2026

    SIR WINSTON CHURCHILL AND FRANKLIN D. ROOSEVELT A CUBAN AMBOYNA, FRUITWOOD

    Est: £25,000 - £40,000

    SIR WINSTON CHURCHILL AND FRANKLIN D. ROOSEVELT A CUBAN AMBOYNA, FRUITWOOD,.... CIRCA 1940-45. 5 in. (12.5 cm.) high; 13 ½ in. (34.3 cm.) wide; 14 ½ in. (47 cm.) deep.

    Christie's
  • SIR WINSTON CHURCHILL, KG, OM, CH (1874-1965) A GEORGE VI GILT EMBOSSED BLA
    Jun. 30, 2026

    SIR WINSTON CHURCHILL, KG, OM, CH (1874-1965) A GEORGE VI GILT EMBOSSED BLA

    Est: £70,000 - £100,000

    SIR WINSTON CHURCHILL, KG, OM, CH (1874-1965) A GEORGE VI GILT EMBOSSED BLACK.... CIRCA 1940. 5 ¼ in. (23.5 cm.) high; 16 ½ in. (42 cm.) wide; 7 ½ in. (18.5 cm.) deep.

    Christie's
  • Sir Winston Churchill limited edition commemorative medallions
    Jun. 19, 2026

    Sir Winston Churchill limited edition commemorative medallions

    Est: £4,000 - £6,000

    Sir Winston Churchill limited edition commemorative medallions, by John Taylor Silversmiths Ltd. Comprising one 22 ct gold medallions, one silver-gilt, one silver, and one bronze medallion. Edition 50/500. Contained in a fitted case Gold weight: Approx. 39 g.

    Sloane Street Auctions
  • Churchill, Sir Winston S. (1874-1965)
    Jun. 16, 2026

    Churchill, Sir Winston S. (1874-1965)

    Est: £1,500 - £2,000

    Churchill, Sir Winston S. (1874-1965) Marlborough His Life and Times. New Edition, Revised. London: George G. Harrap & Co. Ltd., 1939. Presentation copy, inscribed by Churchill ‘To Admiral Sir William James, from Winston S. Churchill, Feb. 1941’ on the front free endpaper of volume 1, 4 volumes, 8vo, original purple cloth, spines faded, pen-mark to spine of volume 1, volume 2 front joint split, volume 4 misbound (lacking quire 2P and intervening plate of Duke of Buckingham), all text and plates otherwise present (4) By direct descent from Admiral Sir William James. An outstanding association copy of Churchill's tribute to his illustrious martial forebear, inscribed to a key figure in the British war effort, who, in an echo of Churchill's own dual career as a writer and wartime leader, was also a naval historian and biographer of primary importance, many of whose books became the standard works on their subjects.In 1941 Sir William James was serving in the ‘important post of commander-in-chief, Portsmouth’ (ODNB), which he held between 1939 and 1942. He was subsequently chief of naval information from 1943 to 1944, his final naval post. Having been talent-spotted and appointed to the naval intelligence division during the First World War, he quickly ascended the ranks as a staff officer during the interwar period. As deputy chief of naval staff in the late 1930s he was heavily involved in Admiralty policy in the critical few years leading up to the declaration of war. The grandson of John Everett Millais and Effie Gray, Sir William James also achieved famed in a manner about which he might have harboured mixed feelings: as a child he had been the sitter for his grandfather's painting of a young boy watching a floating soap bubble, which was subsequently used by Pears soap company for their famous advert, the title of which, ‘Bubbles’, remained with James as his life-long nickname.

    Lyon & Turnbull
  • Churchill, Sir Winston S. (1874-1965)
    Jun. 16, 2026

    Churchill, Sir Winston S. (1874-1965)

    Est: £700 - £1,000

    Churchill, Sir Winston S. (1874-1965) Inscribed copy of Maurice Maeterlink's The Life of the White Ant London: George Allen & Unwin Ltd, 1929. Inscribed by Churchill ‘To Lady Cross, from Winston S. Churchill, 30th May 1941’ on the initial blank in black ink, 8vo, 213 pp., original green cloth, frontispiece The recipient is likely to have been Lady Louise Cross, wife of Sir Ronald Cross, Conservative politician, who had been sacked as minister for shipping in Churchill's coalition government on 1st May 1941, a few weeks before the date in the inscription. Churchill is reported to have cited The Life of the White Ant as an illustration of the evils of socialism.

    Lyon & Turnbull
  • Churchill, Sir Winston S. (1874-1965)
    Jun. 16, 2026

    Churchill, Sir Winston S. (1874-1965)

    Est: £1,000 - £1,500

    Churchill, Sir Winston S. (1874-1965) Catalogue of an Exhibition of Paintings by the Rt. Hon. Sir Winston Churchill Kansas City, MO: Hallmark Cards, 1958. First edition, with an autograph presentation inscription by Churchill, ‘Inscribed for H. Hulland by Winston S. Churchill’, to the title-page in black ink, large 8vo, 48 pp., original cream cloth, photographic reproductions of Churchill's paintings throughout (many in colour), cloth slightly marked

    Lyon & Turnbull
  • Churchill, Sir Winston S. (1874-1965)
    Jun. 16, 2026

    Churchill, Sir Winston S. (1874-1965)

    Est: £1,000 - £1,500

    Churchill, Sir Winston S. (1874-1965) Typed letter signed on Lord Nelson and Trafalgar London, 10 Downing Street, 3rd January 1945. Single sheet of Churchill's 10 Downing Street stationery, 24 x 18.8cm, with Churchill's embossed prime ministerial crest and address to upper left and right respectively, the letter reading ‘Sir, I accept with gratitude the two letters of Lord Nelson … I would even suggest that, when the next anniversary of Trafalgar is reached in October of this year, I should make them public, together with your kind letter and this reply’, addressed to Walter E. Tower, signed by Churchill in black ink, ‘yours faithfully, Winston S. Churchill’, old folds, punch-hole upper left, retaining original envelope. Together with related correspondence, comprising: draft letter from Walter Tower to the Lord Mayor of London, 1916, enclosing copies of two letters by Nelson and comparing the City of London's recent recognition of Admiral Jellicoe with the ‘want of commendation’ shown to Nelson after the Battle of Copenhagen; Tower's manuscript copy of one of the letters ('My Lord, I have seen in this days news papers that the Court of Common Council have voted their thanks …', 20th November 1801); a response from the office of the Lord Mayor; and a letter to Tower from Geoffrey Callender, director of the National Maritime Museum, 1941 (a group)

    Lyon & Turnbull
  • Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1948-54
    Jun. 04, 2026

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1948-54

    Est: £600 - £800

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, half-titles, folding maps and plates, modern half blue morocco, a handsome set, 8vo, 1948-54.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) The Collected Works, 34 vol., "Centenary Limited Edition", 1973-76.
    May. 28, 2026

    Churchill (Sir Winston Spencer) The Collected Works, 34 vol., "Centenary Limited Edition", 1973-76.

    Est: £800 - £1,200

    Churchill (Sir Winston Spencer) The Collected Works, 34 vol., "Centenary Limited Edition", plates and maps, original vellum, gilt, spines gilt, some natural variation in colour to vellum (a few with darker discolouration), some scattered spotting and marks to covers, g.e., slip-cases with gilt decoration, vol. 34 with large surface abrasion to one side, generally a little rubbed and bumped, a few with sticky residue to covers, 8vo, 1973-76. ⁂ Originally projected to comprise 3,000 sets, the company responsible collapsed before they could be completed, meaning around 1,750 to 2,000 sets likely exist.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) A History of the English Speaking Peoples, 4 vol., first edition, 1956-58
    May. 28, 2026

    Churchill (Sir Winston Spencer) A History of the English Speaking Peoples, 4 vol., first edition, 1956-58

    Est: £600 - £800

    Churchill (Sir Winston Spencer) A History of the English-Speaking Peoples, 4 vol., first edition, half-titles, fractional spotting at beginning and end vol. 1, modern half burgundy morocco, spines gilt with rampant lion motif, 8vo, 1956-58.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1949-54
    May. 28, 2026

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1949-54

    Est: £700 - £900

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, half-titles, plates and maps, many folding, modern burgundy half morocco, spines gilt with green morocco labels, 8vo, 1948-54.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) Marlborough: His Life and Times, 2 vol., 1947
    May. 28, 2026

    Churchill (Sir Winston Spencer) Marlborough: His Life and Times, 2 vol., 1947

    Est: £700 - £900

    Churchill (Sir Winston Spencer) Marlborough: His Life and Times, 2 vol., half-titles, frontispieces, plates and maps (some folding), spotting to fore-edges, modern half burgundy morocco over original cloth, spine gilt with black morocco labels, a handsome set, 8vo, 1947.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) [The World Crisis Series], 3 vol., 1941
    May. 28, 2026

    Churchill (Sir Winston Spencer) [The World Crisis Series], 3 vol., 1941

    Est: £700 - £900

    Churchill (Sir Winston Spencer) [The World Crisis Series], 3 vol., comprising The World Crisis 1911-1918, "Abridged and Revised Edition"; The Aftermath being a sequel to The World Crisis; The Unknown War: The Eastern Front 1914-1917, half-titles, folding maps and plates, the second and third with the odd faint marginal spot toward beginning, handsomely bound in modern burgundy half morocco, spines with gilt rampant lion motifs in compartments, teal morocco labels to spine, 8vo, 1941.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) Arms and the Covenant, first English edition, 1938.
    May. 28, 2026

    Churchill (Sir Winston Spencer) Arms and the Covenant, first English edition, 1938.

    Est: £400 - £600

    Churchill (Sir Winston Spencer) Arms and the Covenant, first English edition, half-title, frontispiece, original cloth, fractional bumping to corners and extremities, price-clipped dust-jacket, 2 tears to top edge, chipping and small loss to edges and folds, light spotting, [Woods A44(a)], 8vo, 1938.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) Lord Randolph Churchill, 2 vol., first English edition, signed and inscribed by author, 1906
    May. 28, 2026

    Churchill (Sir Winston Spencer) Lord Randolph Churchill, 2 vol., first English edition, signed and inscribed by author, 1906

    Est: £1,500 - £2,000

    Churchill (Sir Winston Spencer) Lord Randolph Churchill, 2 vol., first English edition, signed and inscribed by author dated May 1937, half-titles, frontispieces, scattered spotting, original cloth, slight bumping to corners and extremities, [Woods A8(a)], 8vo, 1906.   ⁂ Inscribed to Irving Benson, believed to be the Australian Methodist minister who greatly admired Churchill and made him the subject of many of his lectures.

    Forum Auctions - UK
  • Churchill (Winston Leonard Spencer, 1874-1965). Photograph Signed, 'Winston S. Churchill', 1948
    May. 20, 2026

    Churchill (Winston Leonard Spencer, 1874-1965). Photograph Signed, 'Winston S. Churchill', 1948

    Est: £1,000 - £1,500

    Churchill (Winston Leonard Spencer, 1874-1965). Photograph Signed, 'Winston S. Churchill', 1948 * Churchill (Winston Leonard Spencer, 1874-1965). Photograph Signed, 'Winston S. Churchill', 1948, gelatin silver print, showing Churchill riding at a meeting of the Old Surrey & Burstow Hunt at Chartwell Farm, 27 November 1948, signed in blue ink in lower part of image, some light creases, agency wetstamp to verso, 14 x 9.5 cm QTY: (1)

    Dominic Winter Auctions
  • Churchill (Winston Leonard Spencer, 1874-1965). Ink signature, ‘Winston S. Churchill’, c. 1925
    May. 20, 2026

    Churchill (Winston Leonard Spencer, 1874-1965). Ink signature, ‘Winston S. Churchill’, c. 1925

    Est: £500 - £800

    Churchill (Winston Leonard Spencer, 1874-1965). Ink signature, ‘Winston S. Churchill’, c. 1925 * Churchill (Winston Leonard Spencer, 1874-1965). Ink signature, ‘Winston S. Churchill’, c. 1925, signed in blue fountain pen ink the centre of a small pink autograph album page, the signature a little smudged, with the autograph of then prime minister Stanley Baldwin (1867-1927) above, and MP John Wheatley (1869-1930) below, (verso blank), the album containing over 30 other mostly political autographs of the 1920s, including: James Ramsay MacDonald (1866-1937) & Philip Snowden, Neville Chamberlain (1869-1940), signed in pencil and dated by him when prime minister, ‘June 22 1937’, with his wife Anne’s pencil signature to verso, Nancy Astor (1879-1964), James Sexton, Will Thorne & Jack Jones, Joseph Gibbins, Jack Mills, Alfred Barnes, Frank Lee, George Barker, J. Bromley, H. Snell, Morgan Jones, George Lansbury, Ernest Thurtle, Vernon Hartshorn, J.R. Clynes, Frederick O. Roberts & Sidney Webb (1859-1947), H.D Clapham, E.A. Wickes, Robert Richardson, Ethel Bingeman, Frances Evelyn Warwick, Jesse R. Kellems (pencil), Cosmo, Archbishop of Canterbury, etc., mostly signed on rectos and versos, a few leaves detached, with the name of the compiler Mrs. Adamson of Guildford, Surrey, at rear, contemporary cloth, oblong 16mo (5.5 x 11 cm) QTY: (1) NOTE: A rare pairing of the autographs of British prime ministers Winston Churchill and Stanley Baldwin on the same page. While they displayed deep political differences and often had a strained relationship, this was always tempered with mutual respect. These signatures, (and that of John Wheatley on the same page), must have been gathered some time following the general election of October 1924. Here Baldwin formed his second government, appointing Churchill as his Chancellor, a post he fulfilled until the general election of 1929, which Baldwin narrowly lost. The album bears the autographs of two other British prime ministers, James Ramsay Macdonald and Neville Chamberlain.

    Dominic Winter Auctions
  • [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965). War Speeches 1939-1945. Norwalk, CT: Easton Press, [2001].
    May. 14, 2026

    [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965). War Speeches 1939-1945. Norwalk, CT: Easton Press, [2001].

    Est: $200 - $400

    [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965). War Speeches 1939-1945. Norwalk, CT: Easton Press, [2001]. 8vos. 3 volumes. Publisher's full green leather, gilt, black gilt morocco lettering labels on spines, peach watered silk endleaves.

    Potter & Potter Auctions Inc.
  • [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965). The Second World War. Norwalk, CT: Easton Press, [1989].
    May. 14, 2026

    [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965). The Second World War. Norwalk, CT: Easton Press, [1989].

    Est: $300 - $500

    [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965). The Second World War. Norwalk, CT: Easton Press, [1989]. 8vos. 6 volumes. Publisher's full black leather, gilt, two red gilt morocco lettering labels, peach watered silk endleaves.

    Potter & Potter Auctions Inc.
  • [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965). The First World War. Norwalk, CT: Easton Press, [1991].
    May. 14, 2026

    [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965). The First World War. Norwalk, CT: Easton Press, [1991].

    Est: $400 - $600

    [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965). The First World War. Norwalk, CT: Easton Press, [1991]. 8vos. 6 volumes. Publisher's full red leather, gilt, two black gilt morocco lettering labels, peach watered silk endleaves.

    Potter & Potter Auctions Inc.
  • [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965) [and] ROOSEVELT, Franklin D. (1882-1945). Churchill and Roosevelt the Complete Correspondence. N
    May. 14, 2026

    [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965) [and] ROOSEVELT, Franklin D. (1882-1945). Churchill and Roosevelt the Complete Correspondence. N

    Est: $150 - $300

    [EASTON PRESS]. CHURCHILL, Sir Winston S. (1874-1965) [and] ROOSEVELT, Franklin D. (1882-1945). Churchill and Roosevelt the Complete Correspondence. Norwalk, CT: Easton Press, [1995]. 8vos. 3 volumes. Publisher's full brown leather, gilt, black gilt morocco lettering labels, peach watered silk endleaves.

    Potter & Potter Auctions Inc.
  • Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1948-54.
    May. 07, 2026

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1948-54.

    Est: £600 - £800

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, half-titles, folding maps and plates, vols. 1-4, dust-jacket front flap bound in, modern half blue morocco, a handsome set, 8vo, 1948-54.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) The Story of the Malakand Field Force, first edition, second issue, 1898.
    Apr. 23, 2026

    Churchill (Sir Winston Spencer) The Story of the Malakand Field Force, first edition, second issue, 1898.

    Est: £600 - £800

    Churchill (Sir Winston Spencer) The Story of the Malakand Field Force, first edition, second issue, (with errata slip after list of maps), frontispiece, maps, some folding, 32pp. publisher's catalogue at end, marginal chipping and tears to first few pp., light foxing, occasional marginal finger-soiling, original cloth, extremities lightly rubbed, very small nick to spine foot, light soiling overall an excellent copy, [Woods A1(a)], 8vo, 1898.

    Forum Auctions - UK
  • 'The Coast of Antibes', OIL ON CANVAS, a Signature WINSTON CHURCHILL
    Apr. 12, 2026

    'The Coast of Antibes', OIL ON CANVAS, a Signature WINSTON CHURCHILL

    Est: $2,000 - $3,000

    Dimensions: Image size: 19 11/16 x 25 63/64 in. All measured values are approximate. A luminous coastal view, the composition framed by a dark, wind-ruffled pine whose canopy sweeps across the upper edge and whose trunk rises at right, anchoring the scene in the foreground. Beyond a thicket of sun-flecked shrubs, a broad expanse of water shifts from pale, silvery tones near the shoreline to saturated turquoise and deep ultramarine toward the horizon, punctuated at left by a low headland of cliffs rendered in brisk, layered strokes. The surface is handled with an immediate, painterly touch—scumbled greens and ochres against clean passages of sky and sea—while a single small bird in flight lends a quiet sense of scale. The work bears a “W.S.C.” signature at the upper right.

    Topwells
  • Churchill (Sir Winston Spencer) The People's Rights, first edition, paperback issue, second state, Hodder and Stoughton, [1910].
    Apr. 09, 2026

    Churchill (Sir Winston Spencer) The People's Rights, first edition, paperback issue, second state, Hodder and Stoughton, [1910].

    Est: £150 - £200

    Churchill (Sir Winston Spencer) The People's Rights, first edition, paperback issue, second state with p.71 correctly numbered and second Appendix at rear, half-title detached, first and last c.15 leaves brittle and frayed at margins, loss to corners of last few ff. a couple times affecting pagination, browned throughout as usual, original printed wrappers, some ink scribbles to foot of upper wrapper, spine chipped, wrappers chipped at edges with small loss and detached, housed in a drop-back box, [Woods A16], 8vo, Hodder and Stoughton, [1910].   ⁂ First edition of this collection of campaign speeches printed after the Liberal success in the General Election of December 1909. Printed on cheap, acidic paper that deteriorated quickly, the work is often found in fragile condition.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) A History of the English Speaking People, 4 vol., first edition, 1956-58.
    Mar. 26, 2026

    Churchill (Sir Winston Spencer) A History of the English Speaking People, 4 vol., first edition, 1956-58.

    Est: £600 - £800

    Churchill (Sir Winston Spencer) A History of the English Speaking People, 4 vol., first edition, maps, modern navy half morocco, spines gilt with rampant lion motif, a handsome set, 8vo, 1956-58.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1948-54.
    Mar. 26, 2026

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1948-54.

    Est: £800 - £1,200

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, half-titles, plates and maps, many folding, modern burgundy half morocco, gilt spines with rampant lion motifs, an attractive set, 8vo, 1948-54.

    Forum Auctions - UK
  • SIR WINSTON SPENCER CHURCHILL, O.M., R.A. (1874-1965). Riviera Coast Scene.
    Mar. 18, 2026

    SIR WINSTON SPENCER CHURCHILL, O.M., R.A. (1874-1965). Riviera Coast Scene.

    Est: £300,000 - £500,000

    SIR WINSTON SPENCER CHURCHILL, O.M., R.A. (1874-1965). Riviera Coast Scene. oil on canvas25 x 30 in. (63.5 x 76.2 cm.).

    Christie's
  • 1965 Great Britain Winston Churchill Crown Coin
    Mar. 18, 2026

    1965 Great Britain Winston Churchill Crown Coin

    Est: $30 - $60

    1965 Great Britain Winston Churchill commemorative Crown Coin. Nickel copper alloy. Reverse feature bust of Winston Churchill, obverse features bust of Queen Elizabeth II. Measures approx 1.5 inches wide. Held in protective cover, not examined out of cover. Total weight including cover 29.9 grams. Marked BU on cover possibly indicating Brilliant Uncirculated condition. Coin, collectible coin, collectibles, commemorative coin, crown coin, Queen Elizabeth coin, Winston Churchill coin, 10 LC

    The Benefit Shop Foundation Inc.
  • WINSTON CHURCHILL (1874-1965), ATTRIBUTED TO, OIL ON CANVAS
    Mar. 17, 2026

    WINSTON CHURCHILL (1874-1965), ATTRIBUTED TO, OIL ON CANVAS

    Est: $110,000 - $130,000

    A luminous coastal view, the composition framed by a dark, wind-ruffled pine whose trunk rises at the left, anchoring the scene in the foreground. A broad expanse of water shifts from pale, silvery tones near the shoreline to saturated turquoise toward the horizon, punctuated at the right by a low headland of cliffs rendered in brisk, layered strokes. The lower left bears a signature reading 'W.S.C.'. Dimensions: Canvas: 19 11/16 x 25 63/64 inches. All measurements are approximate.

    China Arts Auction
  • A 9ct gold commemorative Sir Winston Churchill medallion key ring,
    Feb. 25, 2026

    A 9ct gold commemorative Sir Winston Churchill medallion key ring,

    Est: £350 - £550

    A 9ct gold commemorative Sir Winston Churchill medallion key ring, the medallion with the bust of Sir Winston Churchill and dated 1874 - 1965 to the front, with a Churchill speech inscription to the reverse, London 1965, to a 9ct gold fixed suspension loop and keyring fitting, Birmingham 1965 (Diameter 3.2cm; length 8.2cm; 17.7g) Condition Report: Keyring fitting secures. Marks and scratches to surfaces. Minor tarnish.

    Sworders
  • Churchill, Sir Winston S. (1874-1965)
    Feb. 25, 2026

    Churchill, Sir Winston S. (1874-1965)

    Est: £1,000 - £1,500

    Churchill, Sir Winston S. (1874-1965) Paintings by the Rt. Hon. Sir Winston S. Churchill exhibited at the Royal Academy of Arts, London 1959. Signed ‘Winston S. Churchill’ in black ink on the title-page, 4to, card covers with some fading and slight marking

    Lyon & Turnbull
  • Churchill (Sir Winston Spencer) The Collected Works, 38 vol., including Essays, "Centenary Limited Edition", 1973-6.
    Jan. 29, 2026

    Churchill (Sir Winston Spencer) The Collected Works, 38 vol., including Essays, "Centenary Limited Edition", 1973-6.

    Est: £1,000 - £1,500

    Churchill (Sir Winston Spencer) The Collected Works, 38 vol., including Essays, "Centenary Limited Edition", plates and maps, the odd volume with some surface abrasion to pastedown and a little browning to front endpapers, original vellum, gilt, spines gilt, some natural variation in colour to vellum, the odd surface mark, g.e., slip-cases with gilt decoration, a little rubbed and bumped, 8vo, 1973-6. ⁂ Originally projected to comprise 3,000 sets, the company responsible collapsed before they could be completed, meaning around 1,750 to 2,000 sets likely exist.    

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) A History of the English Speaking People, 4 vol., first edition, 1956-58.
    Jan. 29, 2026

    Churchill (Sir Winston Spencer) A History of the English Speaking People, 4 vol., first edition, 1956-58.

    Est: £600 - £800

    Churchill (Sir Winston Spencer) A History of the English Speaking People, 4 vol., first edition, maps, vol.1 foot of fore-edge with very light spotting, attractively bound in modern half navy morocco, spines gilt with rampant lion motifs in compartments, [Woods A138(a)], 8vo, 1956-58.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1948-54.
    Jan. 29, 2026

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, 1948-54.

    Est: £800 - £1,200

    Churchill (Sir Winston Spencer) The Second World War, 6 vol., first edition, half-titles, plates and maps, many folding, modern burgundy half morocco, spines gilt with double green morocco labels, 8vo, 1948-54.

    Forum Auctions - UK
  • Churchill (Sir Winston Spencer) The World Crisis, 6 vol., first edition, 1923-31.
    Jan. 29, 2026

    Churchill (Sir Winston Spencer) The World Crisis, 6 vol., first edition, 1923-31.

    Est: £1,200 - £1,800

    Churchill (Sir Winston Spencer) The World Crisis, 6 vol., first edition, half-titles, plates and maps, many folding, errata slips, occasional foxing, modern red half morocco, spines gilt with double black morocco labels, 8vo, 1923-31.

    Forum Auctions - UK
  • WINSTON S. CHURCHILL (1874-1965). Two autograph letters signed, 21 October
    Jan. 27, 2026

    WINSTON S. CHURCHILL (1874-1965). Two autograph letters signed, 21 October

    Est: $3,000 - $5,000

    WINSTON S. CHURCHILL (1874-1965). Two autograph letters signed, 21 October 1921, 30 July 1947.

    Christie's
  • 1965 Great Britain Winston Churchill Crown Coin
    Jan. 21, 2026

    1965 Great Britain Winston Churchill Crown Coin

    Est: $30 - $60

    1965 Great Britain Winston Churchill commemorative Crown Coin. Nickel copper alloy. Reverse feature bust of Winston Churchill, obverse features bust of Queen Elizabeth II. Measures approx 1.5 inches wide. Held in protective cover, not examined out of cover. Total weight including cover 29.9 grams. Marked BU on cover possibly indicating Brilliant Uncirculated condition. Coin, collectible coin, collectibles, commemorative coin, crown coin, Queen Elizabeth coin, Winston Churchill coin, 10 LC

    The Benefit Shop Foundation Inc.
  • 1974 Cook Islands Winston Churchill Gold Coin
    Dec. 10, 2025

    1974 Cook Islands Winston Churchill Gold Coin

    Est: $400 - $600

    1974 Cook Islands Winston Churchill Gold Coin commemorative $100 gold proof, 13.8 grams of .9 fine, in the original box with certificate of authenticity

    Abell Auction
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