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Herman Leonard Photographs: Auction Prices

American · 1923–2010

ArtSell has recorded 17 auction results for Herman Leonard photographs between 2011 and 2026, of which 16 sold (94% sell-through). Prices realised range from $256 to $4,096, with a median of $2,368 across 16 priced sales (USD at the sale-date rate). A further 1 lot offered at auction whose result the house did not publish is listed but not counted. The highest recorded price is $4,096 for “'Billie Holiday N.Y.C.'” at Bonhams in 2025.

Record: 'Billie Holiday N.Y.C.' — $4,096Sign up free to see

17auction results2011–2026years recorded94%sold$2.4kSign up free to seemedian price$4.1kSign up free to seehighest

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All photographs results

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  1. Herman Leonard, Portrait of Billie Holiday, gelatin silver print
    Portrait of Billie Holiday
    Photograph
    17 h x 14 w in (43 x 36 cm)
    Los Angeles Modern Auctions (LAMA) · · Lot 297
    $2,304≈ £1,721≈ €2,008Price realizedSign up free to seeEst. $2,500–View at Los Angeles Modern Auctions (LAMA) ↗
  2. Herman Leonard, 'Tony Bennett', 1955, Gelatin silver print
    'Tony Bennett', 1955
    Photograph
    17 1/8 x 14 3/8 in. (43.5 x 34 cm.)
    Bonhams · · Lot 211
    $1,024≈ £765≈ €898Price realizedSign up free to seeEst. $1,000–1,500View at Bonhams ↗
  3. Herman Leonard, 'Billie Holiday, NYC', 1949, Gelatin silver print
    'Billie Holiday, NYC', 1949
    Photograph
    16 7/8 x 13 7/8 in. (42.9 x 35.2 cm.)
    Bonhams · · Lot 209
    $2,432≈ £1,817≈ €2,132Price realizedSign up free to seeEst. $2,000–3,000View at Bonhams ↗
  4. Herman Leonard, Duke Ellington, Paris, gelatin silver print
    Duke Ellington, Paris
    Photograph
    12¼ h x 10 w in (31 x 25 cm)
    Rago Auctions · · Lot 212
    $2,527≈ £1,867≈ €2,162Price realizedSign up free to seeEst. $1,500–View at Rago Auctions ↗
  5. Herman Leonard, 'Billie Holiday, NYC', 1949, Gelatin silver print
    'Billie Holiday, NYC', 1949
    Photograph
    16 7/8 x 13 7/8 in. (42.9 x 35.2 cm.)
    Bonhams · · Lot 112
    Unsold / did not meet reserveEst. $3,000–5,000View at Bonhams ↗
  6. Herman Leonard, 'Miles Davis - Montreux', 1991, Gelatin silver print
    'Miles Davis - Montreux', 1991
    Photograph · ed. 14/50
    16 7/8 x 13 3/4 in. (42.9 x 34.8 cm.)
    Bonhams · · Lot 303
    $538≈ £401≈ €459Price realizedSign up free to seeEst. $800–1,200View at Bonhams ↗
  7. Herman Leonard, 'Billie Holiday N.Y.C.', 1949, Gelatin silver print
    'Billie Holiday N.Y.C.', 1949
    Photograph · ed. 6/50
    17 x 14 in. (43.2 x 35.6 cm.)
    Bonhams · · Lot 178
    $4,096≈ £3,084≈ €3,541Price realizedSign up free to seeEst. $2,500–3,500View at Bonhams ↗
  8. Herman Leonard, Chet Baker, Newport Jazz Festival, gelatin silver print
    Chet Baker, Newport Jazz Festival
    Photograph
    13½ h x 18 w in (34 x 46 cm)
    Los Angeles Modern Auctions (LAMA) · · Lot 181
    $1,905≈ £1,494≈ €1,804Price realizedSign up free to seeEst. $800–View at Los Angeles Modern Auctions (LAMA) ↗
  9. Herman Leonard, Gerry Mulligan and Zoot Simms- NYC, photograph, 1955
    Gerry Mulligan and Zoot Simms- NYC
    Photograph
    20 x 16 in
    Rachel Davis Fine Arts · · Lot 15
    Result not publishedEst. $300–600View at Rachel Davis Fine Arts ↗
  10. Herman Leonard, Charlie Parker with the Metronome All Stars (Billy Bauer, Eddie Safranski, Lennie Tristano), 1949, Gelatin silver print
    Charlie Parker with the Metronome All Stars (Billy Bauer, Eddie Safranski, Lennie Tristano), 1949
    Photograph
    19 1/2 x 16 1/8 in. (49.5 x 41 cm.)
    Bonhams · · Lot 114
    $256≈ £205≈ €239Price realizedSign up free to seeEst. $800–1,200View at Bonhams ↗
  11. Herman Leonard, James Moody, gelatin silver print
    James Moody
    Photograph
    10 h x 8 w in (25 x 20 cm)
    Los Angeles Modern Auctions (LAMA) · · Lot 197
    $882≈ £698≈ €811Price realizedSign up free to seeEst. $1,000–View at Los Angeles Modern Auctions (LAMA) ↗
  12. Herman Leonard, Ella Fitzgerald with Duke Ellington, Benny Goodman and Richard Rogers, NYC, 1948, Gelatin silver print, printed later
    Ella Fitzgerald with Duke Ellington, Benny Goodman and Richard Rogers, NYC, 1948
    Photograph
    9 x 12 1/2 in. (22.9 x 31.8 cm)
    Phillips · · Lot 20
    $3,780≈ £2,873≈ €3,397Price realizedSign up free to seeEst. $3,000–5,000View at Phillips ↗
  13. Duke Ellington, Paris, 1958
    Photograph
    12 x 10 in.
    Brunk Auctions · · Lot 1051
    $750≈ £571≈ €676HammerSign up free to seeEst. $1,000–2,000View at Brunk Auctions ↗
  14. Herman Leonard, Ella Fitzgerald, Duke Ellington and Benny Goodman, NYC, 1948, Gelatin silver print, printed later
    Ella Fitzgerald, Duke Ellington and Benny Goodman, NYC, 1948
    Photograph
    9 x 12 3/8 in. (22.9 x 31.4 cm)
    Phillips · · Lot 34
    $3,750≈ £2,950≈ €3,327Price realizedSign up free to seeEst. $2,500–3,500View at Phillips ↗
  15. Herman Leonard, Billie Holiday, NYC, 1949, Gelatin silver print, printed later
    Billie Holiday, NYC, 1949
    Photograph
    11 7/8 x 9 1/2 in. (30.2 x 24.1 cm)
    Phillips · · Lot 33
    $2,500≈ £1,966≈ €2,218Price realizedSign up free to seeEst. $2,000–3,000View at Phillips ↗
  16. Herman Leonard, Duke Ellington, Paris, 1958, Gelatin silver print, printed later
    Duke Ellington, Paris, 1958
    Photograph
    12 1/4 x 9 3/4 in. (31.1 x 24.8 cm)
    Phillips · · Lot 108
    $4,000≈ £2,831≈ €3,251Price realizedSign up free to seeEst. $1,500–2,500View at Phillips ↗
  17. Herman Leonard, Duke Ellington, Paris, 1958, gelatin silver print
    Duke Ellington, Paris, 1958
    Photograph
    22½ h x 18½ w in (57 x 47 cm)
    Wright · · Lot 204
    $2,625≈ £1,661≈ €1,903Price realizedSign up free to seeEst. $1,000–View at Wright ↗
  18. Herman Leonard, Stanley Kenton's Shoes, New York, 1949, 1949, gelatin silver print, 1937
    Stanley Kenton's Shoes, New York, 1949, 1949
    Photograph
    385 x 285mm
    Art+Object · · Lot 24
    NZ$1,758≈ $1,453≈ £884≈ €994Price realizedSign up free to seeView at Art+Object ↗

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