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Frank Sinatra (American , 1915-1998) Untitled, 1991 Oil on canvas 9 x 12 inches (22.9 x 30.5 cm) Signed and dated l...

Frank Sinatra (American , 1915-1998) Untitled, 1991 Oil on canvas 9 x 12 inches (22.9 x 30.5 cm) Signed and dated l...

Auction amount: $7,812.50

Sold: Nov 12, 2020

Frank Sinatra (American , 1915-1998)

Explore Frank Sinatra Artwork for Sale and Auction Results

Collecting works by Frank Sinatra starts with one number: what committed buyers have actually paid. Before you decide to sell, consign, bid, or buy, study recent auction prices for pieces comparable in medium, size, date, and condition. Heritage's realized-price archive shows precisely what collectors were willing to spend on Frank Sinatra's work, providing the most reliable benchmark for current market value.

Heritage Auctions, the world's third largest auction house, brings decades of experience and connoisseurship to the fine art world. From Old Masters to contemporary works, our specialists help collectors understand and appreciate art and as the best place to sell fine art, we help sellers achieve the highest prices in the market.

Terry O'Neill (British, 1938)
Frank Sinatra and Body Guards, Fontainbleau, Miami Beach, 1968
Oversized gelatin silver, printed later
47 x 71 inches (119.4 x 180.3 cm)
Signed in ink on recto.

In this photograph Frank Sinatra is seen on the boardwalk of the Fontainebleau Hotel with his bodyguards and body double. Sinatra was filming Lady in Cement in which he starred as private investigator Tony Rome. Terry O'Neill recalls "I just didn't know how to go about photographing Sinatra at the hotel or what was the best way to approach him. He suddenly appeared around the corner of the boardwalk with his bodyguards and I just captured the moment."
Auction 5328 | Lot: 73244 | Oct 11, 2017

Sold For: $23,750.00
Frank Sinatra (American , 1915-1998)
Untitled, 1991
Oil on canvas
9 x 12 inches (22.9 x 30.5 cm)
Signed and dated lower left: Sinatra / 91
Signed, dated, and inscribed on the reverse: Frank Sinatra / Ranch Mirage / 1992

Auction 13161 | Lot: 27055 | Nov 12, 2020

Sold For: $7,812.50
LeRoy Neiman (American, 1921-2012)
Frank Sinatra, 1994
Serigraph in colors on wove paper
29 x 29 inches (73.7 x 73.7 cm) (image)
36 x 35 inches (91.4 x 88.9 cm) (sheet)
Ed. 399/450
Signed and numbered in pencil in lower margin

Auction 5375 | Lot: 63751 | Sep 23, 2018

Sold For: $3,500.00
Herman Leonard (American, 1923-2010)
Frank Sinatra, Monte Carlo, 1958
Gelatin silver print, printed later
15-7/8 x 12-1/8 inches (40.3 x 30.8 cm) (image)
19-7/8 x 16 inches (sheet)
Signed, titled, dated, and editioned 13/30, in ink, lower margin recto.

Auction 8220 | Lot: 73327 | Oct 3, 2025

Sold For: $2,750.00

Make Offer to Owner
$4,125 or more
A Wood and Bone Cane Owned and Screen-Used by Frank Sinatra in Pal Joey, circa 1957
35-1/2 inches (90.2 cm)

Auction 8066 | Lot: 61128 | Aug 10, 2021

Sold For: $2,750.00
LeRoy Neiman (American, 1921-2012)
Frank Sinatra, 1994
Silkscreen in colors on paper
29-1/8 x 29-1/8 inches (74 x 74 cm) (image)
Ed. 339/450
Signed and numbered in pencil in lower margin
Published by Knoedler Publishing
Printed by Brand-X Editions, Ltd.

PROVENANCE:
Merrill Chase Galleries, Chicago, Illinois;
Private collection, acquired from the above.

This lot is accompanied by certificate of authenticity and print document from the Merrill Chase Galleries.

Auction 5239 | Lot: 66461 | Feb 22, 2016

Sold For: $2,500.00
Terry O'Neill (British, b. 1938)
Frank Sinatra and Body Guards, Fontainebleau, Miami Beach, 1968
Gelatin silver, printed later
14-1/2 x 22 inches (36.8 x 55.9 cm)
Signed and editioned '10/50' in ink lower margin recto.

Auction 191850 | Lot: 14121 | Nov 28, 2018

Sold For: $2,500.00
A Wood, Silver, and Bone Cane Owned and Screen-Used by Frank Sinatra in Pal Joey, circa 1957
36 inches (91.4 cm)

Auction 8066 | Lot: 61129 | Aug 10, 2021

Sold For: $2,250.00

Make Offer to Owner
$3,375 or more
Herman Leonard (American, 1923-2010)
Frank Sinatra singing, New York City, 1956
Gelatin silver, printed later
9 x 12-1/2 inches (22.9 x 31.8 cm)
Signed, titled, and dated in ink margin recto.

Auction 5272 | Lot: 73266 | Oct 27, 2016

Sold For: $2,250.00
Al Hirschfeld (American, 1903-2003)
Frank Sinatra
Lithograph in colors on wove paper
23-1/2 x 18 inches (59.7 x 45.7 cm) (sheet)
A.P. XVII/XX
Signed and editioned in pencil to lower region

The Estate of Margo Feiden

Auction 15257 | Lot: 18092 | Nov 10, 2025

Sold For: $2,000.00

Make Offer to Owner
$3,000 or more
Russell Young (b. 1960)
Frank Sinatra
Screenprint in colors on canvas
37 x 28-3/4 inches (94.0 x 73.0 cm)
A.P. 2
Signed and numbered on reverse

Auction 16202 | Lot: 42257 | Jul 5, 2023

Sold For: $1,875.00
Herman Leonard (American, 1923-2010)
Frank Sinatra, Monte Carlo, 1958
Gelatin silver, printed later
12 x 8-3/4 inches (30.5 x 22.1 cm)
Signed, titled, and dated in ink margin recto.

Auction 5272 | Lot: 73267 | Oct 27, 2016

Sold For: $1,750.00
LeRoy Neiman (American, 1921-2012)
Frank Sinatra
Silkscreen in colors
27-1/2 x 22 inches (69.9 x 55.9 cm) (image)
Ed. 199/500
Signed and numbered in pencil in lower margin

Auction 5260 | Lot: 64964 | Jun 26, 2016

Sold For: $1,750.00
Herman Leonard (American, 1923-2010)
Frank Sinatra, New York City, 1956
Gelatin silver, printed later
9 x 12-1/2 inches (22.9 x 31.8 cm)
Signed, titled, and dated in ink in lower margin recto.

Auction 5376 | Lot: 73397 | Oct 12, 2018

Sold For: $1,750.00
HERMAN LEONARD (American, 1923-2010)
Frank Sinatra, Monte Carlo, 1958
Gelatin silver, printed later
12 x 8-5/8 inches (30.5 x 21.9 cm)
Recto: signed, titled, and dated in ink

Auction 5077 | Lot: 74093 | Nov 19, 2011

Sold For: $1,553.50
Al Hirschfeld (American, 1903-2003)
The Voice, Frank Sinatra
Lithograph on wove paper
20-1/2 x 17 inches (52.1 x 43.2 cm) (sheet)
Ed. 41/100
Signed and editioned in pencil to lower region

The Estate of Margo Feiden

Auction 15274 | Lot: 18064 | Apr 28, 2026

Sold For: $1,500.00

Make Offer to Owner
$2,250 or more
Russell Young (b. 1960)
Frank Sinatra, 2005
Screenprint in colors on canvas
37-1/4 x 29 inches (94.6 x 73.7 cm)
Ed. 4/5
Signed, editioned, and dated in pencil on reverse

Auction 18208 | Lot: 40096 | Jan 17, 2024

Sold For: $1,500.00

Make Offer to Owner
$2,250 or more
Art Shay (American, 1922)
Frank Sinatra, 'The Rat Pack', Las Vegas, 1961
Gelatin silver, printed later
15-1/2 x 23 inches (39.4 x 58.4 cm)
Signed in ink in margin on recto
Signed in ink with artist's stamp on verso

Auction 191729 | Lot: 11101 | Jul 19, 2017

Sold For: $1,375.00
Edwin A. Georgi (1896-1964) Original Magazine Story Illustration (1951).
Cosmopolitan December, 1951, for The Heel by Arnold B. Horwitt. Story caption: "Donny was the hottest vocalist in Hollywood and the cheapest skate in town. You'll like what happened to him." Illustration caption: "'Ever hear of Donny Daniels?' she asks. 'All the time,' I says. 'All he wants is the robin's call and the rain in his hair and he's happy.'"
Oil on board, matted (21 x 27), sight size approximately 14 x 20. Signed lower left.
Photos of the published version are included.

keywords: illustrator, painting, fashion, glamour, Frank Sinatra type, The Saturday Evening Post artist (Total: 3 items)
Auction 809 | Lot: 1127 | Feb 8, 2004

Sold For: $1,322.50
William Gottlieb (American, 1917-2006)
Frank Sinatra, 1947
Dye coupler, printed later
18-5/8 x 15-3/8 inches (47.3 x 39.1 cm)
Signed and titled in ink lower margin recto.

Auction 5376 | Lot: 73398 | Oct 12, 2018

Sold For: $1,312.50
Herman Leonard (American, 1923-2010)
Frank Sinatra, New York City, 1956
Gelatin silver print
13 x 18 inches (33.0 x 20.3 cm) (image)
16 x 20 inches (sheet)
Signed, titled, dated, and editioned A/P 2 in ink, lower margin recto.

Auction 8195 | Lot: 73402 | Apr 30, 2025

Sold For: $1,250.00

Make Offer to Owner
$1,875 or more
Herman Leonard (American, 1923-2010)
Frank Sinatra, Monte Carlo, 1958
Gelatin silver, printed later
12-1/8 x 9-3/4 inches (30.8 x 24.8 cm)
Signed, titled, and dated in ink lower margin recto.

Auction 5416 | Lot: 73167 | Oct 4, 2019

Sold For: $1,250.00

Make Offer to Owner
$1,875 or more
Jon Whitcomb (1906-1988) Original Magazine Story Illustration (c.1948).
The Ladies' Home Journal, a two page illustration for Torch Parade by Robert Carson. Story caption: "There was something about Ken that made a woman's heart go so fast it left reason behind." Illustration caption: "The Troubadour was on - and women all over America were off."
Oil on board, image size approximately 15 x 22. Signed lower right.
A single page showing the published version is included. Notably, this particular page is from Gil Elvgren's personal tear sheet reference library (Elvgren's name is stamped on the page).
There is a 1.75 x 1 inch chip to the bottom right corner of the board. It enters approximately 1/2 inch of the lower (blank) image area.

keywords: illustrator, painting, music, Frank Sinatra type, romance, glamour (Total: 5 items)
Auction 807 | Lot: 3462 | Jul 20, 2003

Sold For: $1,207.50
LEROY NEIMAN (American b. 1927)
Frank Sinatra -- The Voice, 2002
Serigraph
28 x 22 in.
Signed ...
Auction 7005 | Lot: 88120 | Mar 13, 2009

Sold For: $1,195.00
William Gottlieb (American, 1917-2006)
Frank Sinatra, 1947
Gelatin silver, 1979
13 x 10-1/2 inches (33 x 26.7 cm)
Signed and titled in ink margin recto; signed and titled in ink, with the photographer's copyright and print date stamp on verso.

Auction 5272 | Lot: 73588 | Oct 27, 2016

Sold For: $1,187.50
Herman Leonard (American, 1923-2010)
Frank Sinatra, New York City, 1956
Gelatin silver, printed later
9-1/4 x 12-3/4 inches (23.5 x 32.4 cm)
Signed, titled, and dated in ink lower margin recto.

Auction 191920 | Lot: 98048 | May 15, 2019

Sold For: $1,125.00
Milton Greene (American, 1922-1985)
Frank Sinatra, 1954
Digital pigment print, 1999
21 x 21 inches (53.3 x 53.3 cm)
Signed by the photographer's son and editioned '5/55' in ink in lower margin recto. Signed, dated, and annotated in pencil in photographer's stamp.

Auction 5376 | Lot: 73395 | Oct 12, 2018

Sold For: $1,000.00

Make Offer to Owner
$1,500 or more
WILLIAM GOTTLIEB (American, b. 1917)
Frank Sinatra #B, circa 1947
Gelatin silver, printed later
P...
Auction 5020 | Lot: 75284 | Apr 18, 2009

Sold For: $956.00

Make Offer to Owner
$1,434 or more
Terry O'Neill (British, b. 1938)
A Day in the Life of Frank Sinatra, 1970
Gelatin silver, printed later
27-1/4 x 37-7/8 inches (69.2 x 96.2 cm)
Signed and editioned '2/50' in silver ink lower margin recto.

Auction 14155 | Lot: 38074 | May 13, 2020

Sold For: $937.50

Make Offer to Owner
$1,406 or more
Roddy McDowall (British, 1928-1998)
Group of Five Portraits, 1964-1979
Gelatin silver, each
14 x 10 inches (35.6 x 25.4 cm) (image, approx. each)
Each signed and numbered in ink in lower margin

Includes:
Sophia Loren, London, 1966, Ed. 22/175; Birgit Nilsson, Ed. 4/75; Charles Chaplin, on the set of 'Countess from Hong Kong,' London, 1966, Ed. 5/25; Frank Sinatra, Las Vegas, Ed. 5/125; Paul Newman, Beverly Hills, 1965, Ed. 32/125.

(Total: 5 Items)
Auction 13157 | Lot: 27161 | Jul 16, 2020

Sold For: $812.50
Roddy McDowall (British, 1928-1998)
Group of Four Male Celebrities
Selenium-toned gelatin silver print on paper, 1990
13-1/2 x 10-1/2 inches (34.3 x 26.7 cm) (approx. each)
Each signed and numbered in ink in lower margin

Includes:
Paul Newman, Beverly Hills, 1965, Ed. 21/125; Sammy Davis, Jr., Ed. 18/175; Frank Sinatra, Las Vegas, 1966, Ed. 11/125; Buster Keaton, Ed. 15/175.

NOTE:
Each work is accompanied with a certificate of authenticity from Merrill Chase Galleries.
(Total: 4 Items)
Auction 5239 | Lot: 65553 | Feb 20, 2016

Sold For: $812.50

Make Offer to Owner
$1,219 or more
Peter Tunney (b. 1961)
Frank Sinatra, 2015
Hand-pulled silkscreen with hand coloring on museum board
32 x 40 inches (81.3 x 101.6 cm)
Signed and dated in silver ink lower right

Auction 18187 | Lot: 40149 | Jul 27, 2022

Sold For: $750.00
John Dominis (American, 1921-2013)
Frank Sinatra and Jackie Gleason, 1965
Gelatin silver, printed later
11-7/8 x 17-7/8 inches (30.2 x 45.4 cm)
Signed in ink lower margin recto.

THE COLLECTION OF ROBERT J. DODDS, III

Auction 14159 | Lot: 38040 | Sep 9, 2020

Sold For: $750.00
Phil Stern (American, 1919-2014)
Frank Sinatra, 1960
Gelatin silver, early 1990s
15-3/4 x 13 inches (40 x 33 cm)
Signed, titled, and dated in pencil, with the photographer's copyright stamp on verso.

Auction 5272 | Lot: 73703 | Oct 27, 2016

Sold For: $750.00

Make Offer to Owner
$1,125 or more
Frank Worth (American, 1923-2000)
Frank Sinatra in His T-Bird, 1955
Gelatin silver print, printed later
13 x 19 inches (33.0 x 48.3 cm) (image)
16 x 20 inches (sheet)
Editioned 6/195 in ink in the photographer's estate blindstamp, lower margin recto.

This lot is accompanied by a certificate of authenticity from the Frank Worth estate.

Auction 14174 | Lot: 38145 | Sep 8, 2021

Sold For: $656.25

Make Offer to Owner
$984 or more
William Gottlieb (American, 1917-2006)
Frank Sinatra, 1947
Gelatin silver, printed later
12-3/4 x 10-3/8 inches (32.4 x 26.4 cm)
Signed and titled in ink lower margin recto.

Auction 191916 | Lot: 97035 | Apr 17, 2019

Sold For: $625.00
Peter Tunney (b. 1961)
Frank Sinatra, 2015
Hand-pulled silkscreen with hand coloring on museum board
32-1/4 x 40 inches (81.9 x 101.6 cm)
Signed and dated in silver ink lower right

Auction 18168 | Lot: 40081 | Mar 17, 2021

Sold For: $625.00
PATRICK BRUCE OLIPHANT (American, b. 1935)
The Church Committee Calls Frank Sinatra, cartoon, 1976
Pen and ink on board
9 x 15 in.
Signed upper left

Auction 5052 | Lot: 78721 | Feb 12, 2011

Sold For: $567.63
ALBERT HIRSCHFELD (American 1903 - 2003)
Frank Sinatra in "Pal Joey"
Lithograph print
23.5 x 18 i...
Auction 7000 | Lot: 66168 | Jun 5, 2008

Sold For: $507.88
Frank Sinatra camera negative from Anchors Aweigh
Auction 997076 | Lot: 1027 | Mar 26, 2010

Sold For: $501.50
Philippe Halsman (American, 1906-1979)
Frank Sinatra, 1944
Gelatin silver print, printed 1978
13-1/4 x 10-1/8 inches (33.7 x 25.7 cm) (image)
13-3/4 x 10-7/8 inches (sheet)
Photographer's blindstamp, recto. Titled, dated, and editioned 17/500 in pencil, and with copyright stamp, verso.

Auction 14199 | Lot: 38081 | Apr 12, 2023

Sold For: $500.00
Phil Stern (American, 1919-2014)
Frank Sinatra, 1960
Gelatin silver print, printed later
13 x 10 inches (33 x 25.4 cm) (image)
13-3/4 x 10-7/8 inches (sheet)
Signed, titled, and dated in pencil with photographer's copyright stamp, verso.

Auction 14185 | Lot: 38152 | May 11, 2022

Sold For: $500.00
William Gottlieb (American, 1917-2006)
Frank Sinatra and Axel Stordahl, 1947
Gelatin silver, 1979
13 x 10-1/2 inches (33.0 x 26.7 cm)
Signed and titled in ink lower margin recto. Signed and titled with the photographer's copyright stamp verso.

Auction 191928 | Lot: 96028 | Jul 17, 2019

Sold For: $500.00
Frank Worth (American, 1923-2000)
Frank Sinatra in Front of the Sands Casino, circa 1955
Digital pigment print, printed later
9-7/8 x 11-1/8 inches (25.1 x 28.3 cm) (image)
11 x 14 inches (sheet)
Editioned 1/6 in ink, verso, with photographer's embossed estate stamp, lower margin recto.

Auction 14187 | Lot: 38109 | Jul 13, 2022

Sold For: $500.00
Frank Worth (American, 1923-2000)
Frank Sinatra with His Thunderbird in Front of His House, 1955
Gelatin silver print, printed later
8-1/2 x 10 inches (21.6 x 25.4 cm) (image)
14 x 11 inches (sheet)
Editioned 1/6 in ink, verso, with photographer's estate blindstamp, lower margin recto.

Auction 14190 | Lot: 39189 | Oct 12, 2022

Sold For: $500.00

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