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Tony Bennett Sold at Auction Prices

b. 1926 -

When you hear the name Tony Bennett, your mind will no doubt jump to his recording career. However, Bennett, who paints under his real name, Anthony Benedetto, is also an award-winning artist. He began drawing in Astoria, Queens as a child, and fit in lessons to perfect his skills during his long musical career. Tony Bennett paintings include one commissioned for the 2001 Kentucky Derby and two commissioned for the United Nations' 50th anniversary.

The subjects of Tony Bennett's artwork have a wide range, including views from tour hotel windows, homages to other painters like David Hockney, and attractions like New York's Central Park. The Smithsonian Collections house three of his artwork pieces. Tony Bennett's paintings and drawings are featured in many art publications, including ARTNews. Tony Bennett prints include both lithographs and giclee prints. You can discover many fine examples of both giclee works and lithographs for sale online at Invaluable.

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          • Bennett (Tony)
            Feb. 18, 2024

            Bennett (Tony)

            Est: £80 - £120

            Bennett (Tony) Bennett (Tony) Glossy black and white, head and shoulders promotional photograph of Tony Bennett, signed in blue felt tip near the lower left corner, one crease across top right corner, otherwise in very good condition, 10 x 8".

            Chiswick Auctions
          • Tony Bennett Portrait of Molly Oil Painting 1984
            Dec. 02, 2023

            Tony Bennett Portrait of Molly Oil Painting 1984

            Est: $3,500 - $5,000

            Bennett, Tony, aka Anthony Benedetto (American, 1926-2023), Portrait of Molly, 1984, oil on canvas board, signed Benedetto and dated lower right, 20 x 16 inches, in a gilt wood frame 27 x 23 inches. Provenance: consigned by the subject, Molly. Tony Bennett painted this portrait of Molly over three separate sessions in his West 57th St. studio/apartment, under the eye of his teacher Basil Baylin.

            Concept Art Gallery
          • Tony Bennett,  The Gold Coast, 1999;
            Nov. 29, 2023

            Tony Bennett,  The Gold Coast, 1999;

            Est: £1,500 - £2,000

            Tony Bennett,  American 1926-2023 -  The Gold Coast, 1999; ink on paper, in a notebook, signed, dated and dedicated in front of notebook 'Tony Benedetto, Jan. 21 1999', notebook L16 x W11.4 x D2.1 cm, full length 407cm

            Roseberys
          • TONY BENNETT | SIGNED "LOVE FOR SALE" LADY GAGA DUET ALBUM COVER-USED PAINTING (WITH CD)
            Nov. 17, 2023

            TONY BENNETT | SIGNED "LOVE FOR SALE" LADY GAGA DUET ALBUM COVER-USED PAINTING (WITH CD)

            Est: $3,000 - $5,000

            An original framed and matted watercolor on board floral painting, signed by Tony Bennett to the lower right, "Benedetto."  The artwork features a plaque on the bottom with an inscription that reads, "W1663 Still Life - Tony Bennett 1997." The watercolor was used as an image for the official goods and album covers for Tony Bennett's and Lady Gaga's 2021 collaboration Love For Sale.  Accompanied by a CD album of Love for Sale.

            Julien's Auctions
          • Bennett (Tony)
            Oct. 10, 2023

            Bennett (Tony)

            Est: £80 - £120

            Bennett (Tony) Glossy black and white, head and shoulders promotional photograph of Tony Bennett, signed in blue felt tip near the lower left corner, one crease across top right corner, otherwise in very good condition, 10 x 8".

            Chiswick Auctions
          • Tony Bennett, Lithograph of Watercolor
            Aug. 20, 2023

            Tony Bennett, Lithograph of Watercolor

            Est: $300 - $600

            Tony Bennett, lithograph of watercolor, 146/300, 13" x 18". Provenance: Middleton, Massachusetts collection.

            Kaminski Auctions
          • Tony Bennett signed "Wolftrap" Limited edition lithograph print.
            Aug. 06, 2023

            Tony Bennett signed "Wolftrap" Limited edition lithograph print.

            Est: $600 - $1,000

            Tony Bennett signed "Wolftrap" Limited edition lithograph print 24" X 28.5"

            Montgomery Auction
          • Tony Bennett Signed "Positano, Italia" limited edition giclee print.
            Aug. 06, 2023

            Tony Bennett Signed "Positano, Italia" limited edition giclee print.

            Est: $600 - $1,000

            Tony Bennett Signed "Positano, Italia" limited edition giclee print 16"x20"

            Montgomery Auction
          • Tony Bennett Signed "Gondola, Venice" Limited Edition giclee print
            Aug. 06, 2023

            Tony Bennett Signed "Gondola, Venice" Limited Edition giclee print

            Est: $600 - $1,000

            Tony Bennett Signed "Gondola, Venice" Limited Edition giclee print

            Montgomery Auction
          • Tony Bennett signed "Chianti" Limited Edition Giclee on paper.
            Aug. 06, 2023

            Tony Bennett signed "Chianti" Limited Edition Giclee on paper.

            Est: $600 - $1,000

            Tony Bennett signed "Chianti" Limited Edition Giclee on paper. Size 16"x20"

            Montgomery Auction
          • Tony Bennett (American, B.1926): New York Cityscape, late 1970s/early 1980s,
            May. 24, 2023

            Tony Bennett (American, B.1926): New York Cityscape, late 1970s/early 1980s,

            Est: £1,500 - £2,000

            Tony Bennett (American, B.1926): New York Cityscape, late 1970s/early 1980s, oil on canvas, signed by Tony Bennett to the lower right with his family name Benedetto, framed, 13 3/4in x 17 3/4in (35cm x 45cm) framed

            Bonhams
          • TONY BENNETT Signed Golden Pavilion Serigraph
            Apr. 19, 2023

            TONY BENNETT Signed Golden Pavilion Serigraph

            Est: $50 - $100

            Signed in lower right corner in graphite, 116/300 Subject depicts a distant view of the golden Pavillon, Kinkaku ji, the zen Buddhist temple in Japan and the reflective water. Famed in gold metal leafed wooden frame with white mat board. Approximately 37 x 32 inches window measures 26.5 x 21.5 inches Minor wearing to frame. Tony Bennett signed artwork, signed artwork, signed art, the golden pavilion, Buddhist temple, pastel print, pastel art, framed art, wall art, Asian decor, Asian art, home decor. 12 Art wall

            The Benefit Shop Foundation Inc.
          • Tony Bennett, Lithograph of Watercolor
            Nov. 26, 2022

            Tony Bennett, Lithograph of Watercolor

            Est: $400 - $800

            Tony Bennett, lithograph of watercolor, 146/300, 13" x 18". Provenance: Middleton, Massachusetts collection.

            Kaminski Auctions
          • Tony Bennett, "Wolftrap" signed limited edition lithograph
            Oct. 02, 2022

            Tony Bennett, "Wolftrap" signed limited edition lithograph

            Est: $1,600 - $1,800

            Tony Bennett, "Wolftrap" signed limited edition lithograph. Framed size 35" x 30"

            Montgomery Auction
          • Tony Bennett & Anthony Benedetto
            Aug. 14, 2022

            Tony Bennett & Anthony Benedetto

            Est: $100 - $300

            Floral Still Life with Vase 10" x 10", Limited Edition Lithograph, Signed Lower Right, 154/300

            Jacksons Auction & Real Estate Company
          • Tony Bennett & Anthony Benedetto
            Aug. 14, 2022

            Tony Bennett & Anthony Benedetto

            Est: $250 - $500

            Golden Pavilion 24" x 20", Limited Edition Lithograph, Signed Lower Right, 137/300

            Jacksons Auction & Real Estate Company
          • Tony Bennett's "1987 Flag Series" Limited Edition Print
            Jun. 26, 2022

            Tony Bennett's "1987 Flag Series" Limited Edition Print

            Est: $75 - $100

            Tony Bennett's "1987 Flag Series" limited edition print, signed lower right and numbered 42/500 lower left. This piece is of childrean walking around in a circle all holding the edge of a parachute, while a white dove suspends it in the air. This print is in excellent condition with minor colour stain at top, and is included with a certificate of authenticity from the World Federation of United Nations Associations.

            Oakwood Auctions
          • Tony BENNETT: "Chinese Vase" - Lithograph
            Dec. 04, 2021

            Tony BENNETT: "Chinese Vase" - Lithograph

            Est: $50 - $100

            "Chinese Vase" lithograph signed lower right with dedication; open edition. Provenance: From the Estate of NYC Art Dealer and Gallerist Eleanor Ettinger, owner of The Eleanor Ettinger Gallery. [Art: 8 3/4" H x 9 3/4" W; Frame: 18 1/4" H x 19 1/4" W].

            Roland Auctions NY
          • Tony Bennett Framed Poster
            Aug. 26, 2021

            Tony Bennett Framed Poster

            Est: $10 - $1,000

            Framed And Under Glass: 26.25" X 32.25".

            Berner's Auction Gallery
          • Tony Bennett "Lovers in Monet's Garden" signed limited edition lithograph
            Aug. 01, 2021

            Tony Bennett "Lovers in Monet's Garden" signed limited edition lithograph

            Est: $2,000 - $2,200

            Tony Bennett "Lovers in Monet's Garden" signed limited edition lithograph. about 40" x 33"- fr. Size

            Montgomery Auction
          • Tony Bennett Signed Lithograph 'South of France'
            Mar. 20, 2021

            Tony Bennett Signed Lithograph 'South of France'

            Est: $400 - $800

            Tony Bennett (American, 1926-) signed lithograph titled 'South of France' depicting a colorful, cliffside town in the south of france. Presented in wooden frame with double matte. Signed 'with love Tony Bennett, Benedetto' and 'to "Greg" in the bottom right corner in pen.

            Atlanta Auction Gallery, ltd
          • Tony Bennett Signed Lithograph 'South of France'
            Jan. 02, 2021

            Tony Bennett Signed Lithograph 'South of France'

            Est: $400 - $800

            Tony Bennett (American, 1926-) signed lithograph titled 'South of France' depicting a colorful, cliffside town in the south of france. Presented in wooden frame with double matte. Signed 'with love Tony Bennett, Benedetto' and 'to "Greg" in the bottom right corner in pen.

            Atlanta Auction Gallery, ltd
          • Tony Bennett, Little Cinderella - Disney Princess (Sarah), Oil Painting
            Jan. 01, 2021

            Tony Bennett, Little Cinderella - Disney Princess (Sarah), Oil Painting

            Est: $12,000 - $14,000

            Artist: Tony Bennett, American (1926 - ) Title: Little Cinderella - Disney Princess (Sarah) Year: 2005 Medium: Oil on Canvas, signed l.r. Image Size: Size: 30 x 24 in. (76.2 x 60.96 cm)

            RoGallery
          • Tony Bennett signed 11x8 colour magazine photo. Anthony Dominick Benedetto ,born August 3, 1926,
            Oct. 07, 2020

            Tony Bennett signed 11x8 colour magazine photo. Anthony Dominick Benedetto ,born August 3, 1926,

            Est: £10 - £14

            Tony Bennett signed 11x8 colour magazine photo. Anthony Dominick Benedetto ,born August 3, 1926, known professionally as Tony Bennett, is an American singer of traditional pop standards, big band, show tunes, and jazz. He is also a painter, having created works under his birth name that are on permanent public display in several institutions. He is the founder of the Frank Sinatra School of the Arts in Astoria, Queens, New York. Good Condition. All autographed items are genuine hand signed and come with a Certificate of Authenticity. We combine postage on multiple winning lots and can ship worldwide. UK postage from £4.99, EU from £6.99, Rest of World from £8.99.

            Chaucer Auctions
          • Tony Bennett cd set authentically autographed
            Sep. 05, 2020

            Tony Bennett cd set authentically autographed

            Est: -

            very good condition

            Lark Mountain Auction Company
          • Tony Bennett (American, b. 1926), "Wong Storefront"
            May. 01, 2020

            Tony Bennett (American, b. 1926), "Wong Storefront"

            Est: $300 - $500

            Tony Bennett (American, b. 1926) "Wong Storefront" felt tip marker on paper signed "Benedetto" lower left. Matted, glazed and framed. signed 11-1/2" x 8", framed 22" x 18-1/2"

            New Orleans Auction Galleries
          • DORIS DAY TONY BENNETT (NÉ ANTHONY DOMINICK BENEDETTO, AMERICAN, B. 1926)
            Apr. 04, 2020

            DORIS DAY TONY BENNETT (NÉ ANTHONY DOMINICK BENEDETTO, AMERICAN, B. 1926)

            Est: $1,000 - $2,000

            “Cityscape,” oil on artistboard, signed lower right “Benedetto;” included with a 2012 book titled A Letter to My Dog: Notes to Our Best Friends by Robin Layton that Bennett inscribed to Day in blue felt-tip ink on pages 14-15; interestingly, Bennett guest starred on Day’s 1968-1973 CBS Television series, The Doris Day Show, and then again on her CBN Television cable series, Doris Day’s Best Friends.

            Julien's Auctions
          • Tony Bennett / Benedetto, lithograph
            Jan. 09, 2020

            Tony Bennett / Benedetto, lithograph

            Est: $100 - $150

            Tony Bennett (American, b. 1926), "Wolftrap", lithograph on paper, signed "Bennett/Benedetto" lower right, numbered (156/300), 18"h x 23.5"w (sight), 29"h x 34"w (frame)

            Millea Bros Ltd
          • TONY BENNETT (b. 1926) COLOR LITHOGRAPH
            Dec. 14, 2019

            TONY BENNETT (b. 1926) COLOR LITHOGRAPH

            Est: $300 - $400

            Golden Shrine. Signed and numbered 116/200 in pencil lower margin. Lithograph on Arches. Sight-27 x 21.75 in. Framed behind glass. Good Condition. Overall Measures 37 x 31.75 in.

            Auction Gallery of the Palm Beaches
          • Tony Bennett, Little Cinderella - Disney Princess (Sarah), Oil Painting
            Aug. 16, 2019

            Tony Bennett, Little Cinderella - Disney Princess (Sarah), Oil Painting

            Est: $10,000 - $12,000

            Artist: Tony Bennett, American (1926 - ) Title: Little Cinderella - Disney Princess (Sarah) Year: 2005 Medium: Oil on Canvas, signed l.r. Size: 30 x 24 in. (76.2 x 60.96 cm)

            RoGallery
          • Tony Bennett, Little Cinderella - Disney Princess (Sarah), Oil Painting
            Jul. 10, 2019

            Tony Bennett, Little Cinderella - Disney Princess (Sarah), Oil Painting

            Est: $10,000 - $12,000

            Artist: Tony Bennett, American (1926 - ) Title: Little Cinderella - Disney Princess (Sarah) Year: 2005 Medium: Oil on Canvas, signed l.r. Size: 30 x 24 in. (76.2 x 60.96 cm)

            RoGallery
          • Tony Bennett, Clayton Cameron - Drummer, Watercolor Painting
            Feb. 27, 2019

            Tony Bennett, Clayton Cameron - Drummer, Watercolor Painting

            Est: $10,000 - $15,000

            Artist: Tony Bennett, American (1926 - ) Title: Clayton Cameron - Drummer Year: 2011 Medium: Watercolor on Paper, signed l.r. Size: 21 x 15 in. (53.34 x 38.1 cm)

            RoGallery
          • Tony Bennett, Couple at Malibu Beach, Oil Painting
            Jan. 31, 2019

            Tony Bennett, Couple at Malibu Beach, Oil Painting

            Est: $15,000 - $18,000

            Artist: Tony Bennett, American (1926 - ) Title: Couple at Malibu Beach Year: 1997 Medium: Oil on Canvas, signed Size: 24 x 40 in. (60.96 x 101.6 cm)

            RoGallery
          • Tony Bennett, Little Cinderella - Disney Princess (Sarah), Oil Painting
            Jan. 31, 2019

            Tony Bennett, Little Cinderella - Disney Princess (Sarah), Oil Painting

            Est: $12,000 - $14,000

            Artist: Tony Bennett, American (1926 - ) Title: Little Cinderella - Disney Princess (Sarah) Year: 2005 Medium: Oil on Canvas, signed l.r. Size: 30 x 24 in. (76.2 x 60.96 cm)

            RoGallery
          • Tony Bennett Autograph
            Nov. 17, 2018

            Tony Bennett Autograph

            Est: -

            Tony Bennett Autograph from Tony Bennett Fan Club

            Fidelity Estate Services
          • Tony Bennett Koss Stereophones Headphones
            Jul. 15, 2018

            Tony Bennett Koss Stereophones Headphones

            Est: -

            Good condition. Year/Century: 20th C. Approx Measurements: 9 in x 8.5 in x 2 in Approx. Ship Weight: 3lbs.Keywords: Electronics; Ref: SH60125

            J Levine Auction & Appraisal LLC
          • Tony Bennett 10x8 signed b/w photo. Anthony Dominick Benedetto born August 3, 1926, known
            Jun. 01, 2018

            Tony Bennett 10x8 signed b/w photo. Anthony Dominick Benedetto born August 3, 1926, known

            Est: £6 - £8

            Tony Bennett 10x8 signed b/w photo. Anthony Dominick Benedetto born August 3, 1926, known professionally as Tony Bennett, is an American singer of traditional pop standard s, big band, show tunes, and jazz. He is also a painter, having created works under the name Anthony Benedetto that are on permanent public display in several institutions. He is the founder of the Frank Sinatra School of the Arts in Astoria, Queens, New York. Born and raised in Astoria to an Italian American family, Bennett began singing at an early age. He fought in the final stages of World War II as a U. S. Army infantryman in the European Theatre. Afterward, he developed his singing technique, signed with Columbia Records and had his first number one popular song with Because of You in 1951. Several top hits such as Rags to Riches followed in the early 1950s. He then refined his approach to encompass jazz singing. He reached an artistic peak in the late 1950s with albums such as The Beat of My Heart and Basie Swings, Bennett Sings. In 1962, Bennett recorded his signature song, I Left My Heart in San Francisco. His career and his personal life experienced an extended downturn during the height of the rock music era. Bennett staged a comeback in the late 1980s and 1990s, putting out gold record albums again and expanding his reach to the MTV Generation while keeping his musical style intact. He remains a popular and critically praised recording artist and concert performer in the 2010s. He has won 19 Grammy Awards including a Lifetime Achievement Award, presented in 2001 and two Emmy Awards, and was named an NEA Jazz Master and a Kennedy Centre Honoree. Bennett has sold over 50 million records worldwide. Good Condition. All signed items come with our certificate of authenticity. We combine postage on multiple winning lots and can ship worldwide. UK postage from £3.95, EU from £4.99, Overseas from £7.95

            Chaucer Auctions
          • Tony Bennett Autographed Autobiography, The Good Life - JSA CoA
            Dec. 27, 2017

            Tony Bennett Autographed Autobiography, The Good Life - JSA CoA

            Est: -

            Tony Bennett hand signed autobiography, The Good Life authenticated by JSA and includes CoA.

            J Sugarman Auction
          • Wolf Trap, by Tony Bennett. Artist signed Limited
            Oct. 01, 2016

            Wolf Trap, by Tony Bennett. Artist signed Limited

            Est: $500 - $800

            Wolf Trap, by Tony Bennett. Artist signed Limited Edition Lithograph. Paper size: 20 in X 16 in. Numbered 25/300.

            Montgomery Auction
          • Chianti. By Tony Bennett. Artist signed Limited Edition
            Oct. 01, 2016

            Chianti. By Tony Bennett. Artist signed Limited Edition

            Est: $500 - $800

            Chianti. By Tony Bennett. Artist signed Limited Edition Giclee on Paper. Paper size: 20 in X 16 in. Numbered 213/300.

            Montgomery Auction
          • Positano, Italia. By Tony Bennett. Artist signed
            Oct. 01, 2016

            Positano, Italia. By Tony Bennett. Artist signed

            Est: $500 - $800

            Positano, Italia. By Tony Bennett. Artist signed Limited Edition Giclee on Paper. Paper size: 20 in X 16 in. numbered 222/300.

            Montgomery Auction
          • Gondola, Venice, by Tony Bennett. Artist signed Limited
            Oct. 01, 2016

            Gondola, Venice, by Tony Bennett. Artist signed Limited

            Est: $500 - $800

            Gondola, Venice, by Tony Bennett. Artist signed Limited Edition Giclee on Paper. Paper size: 16 in X 20 in. numbered 232/300.

            Montgomery Auction
          • Tony Bennett, Brotherhood, Lithograph
            Jun. 15, 2016

            Tony Bennett, Brotherhood, Lithograph

            Est: $500 - $700

            Artist: Tony Bennett, American (1926 - ) Title: Brotherhood Year: 1995 Medium: Lithograph, signed and numbered in pencil Edition: 750 Size: 8.5 x 11 in. (21.59 x 27.94 cm) Frame Size: 13.5 x 16 inches

            RoGallery
          • Tony Bennett, Peace - Flag Series, Lithograph #
            Jun. 15, 2016

            Tony Bennett, Peace - Flag Series, Lithograph #

            Est: $400 - $600

            Artist: Tony Bennett, American (1926 - ) Title: Peace - Flag Series Year: 1987 Medium: Lithograph on Pure Rag paper, signed and numbered in pencil Edition: 3/500 Size: 11 in. x 8.5 in. (27.94 cm x 21.59 cm)

            RoGallery
          • Tony Bennett, 1987 Flag Series Envelope, Autographed Envelope with 16 Collectible Stamps #
            Jun. 15, 2016

            Tony Bennett, 1987 Flag Series Envelope, Autographed Envelope with 16 Collectible Stamps #

            Est: $200 - $3,000

            Artist: Tony Bennett, American (1926 - ) Title: 1987 Flag Series Envelope Year: 1987 Medium: Autographed Envelope with 16 Collectible Stamps, signed and numbered in penci Size: 8 x 10 in. (20.32 x 25.4 cm)

            RoGallery
          • Tony Dominick (Benedetto) Bennett, (American, b. 1926), Landscape
            Jun. 14, 2016

            Tony Dominick (Benedetto) Bennett, (American, b. 1926), Landscape

            Est: $100 - $200

            Tony Dominick (Benedetto) Bennett (American, b. 1926) Landscape watercolor on paper signed Bendetto (lower right) 12 x 15 inches.

            Hindman
          • Tony Dominick (Benedetto) Bennett, (American, b. 1926), Still Life with Flower
            Jun. 14, 2016

            Tony Dominick (Benedetto) Bennett, (American, b. 1926), Still Life with Flower

            Est: $100 - $200

            Tony Dominick (Benedetto) Bennett (American, b. 1926) Still Life with Flower watercolor on paper signed Benedetto (lower right) 10 x 9 inches.

            Hindman
          • Anthony Dominick (Tony Bennett) Benedetto, (b.1926), Osaka Japan '86, original pen and ink drawing/sketch on paper, 8" x 5.5"
            Apr. 09, 2016

            Anthony Dominick (Tony Bennett) Benedetto, (b.1926), Osaka Japan '86, original pen and ink drawing/sketch on paper, 8" x 5.5"

            Est: $600 - $1,000

            Anthony Dominick (Tony Bennett) Benedetto (b.1926) Osaka Japan '86 original pen and ink drawing/sketch on paper pencil signed upper right. This piece is published p.57 "What My Heart Has Seen" by Tony Bennett. Provenance: Confirmed Catalog #S1290 Exhibited and sold in Indianapolis in 2000. 8" x 5.5"

            Ripley Auctions
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