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Classic Hollywood's Leading Ladies

From Joan Crawford's beaded chiffon to Katharine Hepburn's bold signature, this season's Classic Hollywood auction offers something beyond memorabilia — it presents a seat at the table with the women who changed everything.

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Lot #142  Bette Davis Necklace by Joseff with Photo

Lot #142. Bette Davis | Necklace by Joseff with Photo

There is a particular kind of power in objects that belonged to extraordinary women. Not the power of possession — of owning a thing — but the power of proximity to lives that bent the world toward something new. The cream silk chiffon adorned with glass beads. The silver-plated pendant with its simulated amethysts. The silk cocktail dress from a Roman atelier. A short, emphatic note in an unmistakable hand. These are not relics. They are evidence.

The 2026 Hollywood Legends: Classic Hollywood auction presents a collection anchored by the women who didn't merely appear on screen — they defined what the screen could mean. They were complicated, determined, occasionally difficult, frequently brilliant, and always unforgettable. And the lots offered here reflect exactly that.

Joan Crawford | Late 1920s Beaded Flapper Dress

Lot #140  Joan Crawford Late 1920s Beaded Flapper Dress 2
Lot #140  Joan Crawford Late 1920s Beaded Flapper Dress

1. Lot #140. Joan Crawford | Late 1920s Beaded Flapper Dress,

F. Scott Fitzgerald — who knew a thing or two about the Jazz Age — called Joan Crawford "doubtless the best example of the flapper," and he wasn't merely flattering her. In Our Dancing Daughters (MGM, 1928), Crawford didn't play the era; she embodied it with a ferocity that launched one of Hollywood's most durable careers. The cream silk chiffon dress offered here — decorated with glass beads and finished by hand — was worn during that very period. It is a garment that saw the beginning of a legend.

What gives this lot its particular gravity is its provenance. Crawford bequeathed the dress to Dorothy Barrett, a woman whose own résumé is astonishing in its range: a featured dancer in Gone with the Wind, The Wizard of Oz, and Mildred Pierce — the last alongside Crawford herself, in a role so specific (Dorothy, the waitress reprimanded over potatoes) that it has lodged itself permanently in film lore. Barrett was among the very few people Crawford left a financial inheritance to. She was, by every account, someone Joan trusted completely. When Faye Dunaway set out to portray Crawford in the film adaptation of Mommie Dearest, she came to Barrett to understand the real woman — the complexity, the warmth, the contradictions.

Accompanied by Barrett's handwritten tag — "Joan's Beaded Dresses" — and one of Crawford's personalized bookplates, the dress eventually passed to one of Barrett's beloved students, who became a colleague and close relation after a lifetime spent at the Academy of Performing Arts's Children's Workshop, where Barrett served as director from 1965 until her death. The chain of custody here is as remarkable as the object itself: from a screen legend, to a loyal and gifted friend, to a student who carried her memory forward.

Bette Davis | Joseff Hollywood Necklace with Photograph

Lot #142  Bette Davis Necklace by Joseff with Photo
Lot #142  Bette Davis Necklace by Joseff with Photo
Lot #142  Bette Davis Necklace by Joseff with Photo
Lot #142  Bette Davis Necklace by Joseff with Photo
Lot #142  Bette Davis Necklace by Joseff with Photo
Lot #142  Bette Davis Necklace by Joseff with Photo

1. Lot #142. Bette Davis | Necklace by Joseff with Photo,

Joseff of Hollywood supplied jewelry to nearly every major studio during the Golden Age, and the house's pieces show up in film after film from the 1930s and 40s — which is exactly the point. Their designs were built for the camera: bold enough to read, refined enough to serve the character. This silver-plated pendant — an oval simulated amethyst surrounded by brilliant simulated diamonds, suspended from a fancy link chain signed "Joseff Hollywood" — was worn by Bette Davis in a 1940s glamour publicity photograph, seemingly the very image that accompanies this lot.

Davis, of course, needed no jewel to command attention. But there is something gratifying about a piece this theatrically beautiful having lived around the neck of one of Hollywood's most precisely intelligent performers. The necklace also appeared on Ann Dvorak in Abilene Town (United Artists, 1946), a reminder that these pieces worked — that they moved through the industry, accumulating history with each loan. Sourced directly from the Joseff of Hollywood vault sale at Julien's Auctions in 2017, this is a lot with impeccable lineage and genuine spectacle.

Elizabeth Taylor | Valentino Boutique Dress

Lot #143  Elizabeth Taylor Valentino Dress
Lot #143  Elizabeth Taylor Valentino Dress

1. Lot #143. Elizabeth Taylor | Valentino Dress,

Elizabeth Taylor understood clothes the way she understood almost everything — as a form of serious pleasure, a thing worth doing right. This black silk crepe cocktail dress from Valentino's boutique line is exactly the kind of piece she gravitated toward: impeccably crafted, emphatically feminine, and built with the kind of artisanal detail that rewards close attention. The polka dot chiffon at the yoke and sheer bishop sleeves, the bound buttonholes, the knife-pleated skirt — it is a dress that makes an entrance without having to announce itself.

Made in Italy from one hundred percent silk and bearing the "Boutique Valentino New York/Rome" label, it comes from the estate of a former Taylor employee, which puts its origins inside the orbit of the most mythologized private life in Hollywood history. To have worked for Taylor was, by all accounts, to occupy a world unlike any other. This dress lived in that world.

Katharine Hepburn | Signed Note to Lawrence Grobel, 1994

Lot #155  Katharine Hepburn Signed Note to Lawrence Grobel
Lot #155  Katharine Hepburn Signed Note to Lawrence Grobel
Lot #155  Katharine Hepburn Signed Note to Lawrence Grobel

1. Lot #155. Katharine Hepburn | Signed Note to Lawrence Grobel,

In 1987, journalist Lawrence Grobel sat down with Katharine Hepburn in her New York apartment and asked her whether she had ever watched any of her own films. She told him she had not — not a single one. When Grobel relayed this to John Huston, Huston said: "If Katy said so, then I believe her." That exchange says nearly everything about the particular brand of integrity Hepburn carried through a career that spanned six decades.

Five years after Grobel's Huston biography was published, he tried to visit Hepburn again. She was out of town. She sent him this note instead — typed on her custom letterhead, dated November 3, 1994, and signed in a large, emphatic ink signature that Grobel himself describes as "by far, her best." It is the third note she sent him over the years, and it is a small artifact of a friendship between a journalist and a woman who had nothing left to prove and no one left to impress. That, if anything, is what makes it extraordinary.

Amanda Blake as Miss Kitty | Gunsmoke — Leather Saddle, CBS 1955–1975

Lot #212  Gunsmoke Miss Kitty (Amanda Blake) Leather Saddle
Lot #212  Gunsmoke Miss Kitty (Amanda Blake) Leather Saddle
Lot #212  Gunsmoke Miss Kitty (Amanda Blake) Leather Saddle
Lot #212  Gunsmoke Miss Kitty (Amanda Blake) Leather Saddle
Lot #212  Gunsmoke Miss Kitty (Amanda Blake) Leather Saddle

1. Lot #212. Gunsmoke | Miss Kitty (Amanda Blake) Leather Saddle,

Miss Kitty Russell ran the Long Branch Saloon on Gunsmoke for twenty years, and Amanda Blake played her with a combination of warmth, humor, and iron practicality that made the character one of television's most enduring women. She was nobody's sidekick. She was the center of her own story, in a town full of men who knew better than to test her.

The decoratively tooled leather saddle offered here — rigged with silver and gold tone hardware, long leather conchos, and a hand-stitched cinch — is a working object, an all-purpose symmetrical saddle made for riding astride rather than the elegant sidesaddle Miss Kitty favored on screen. It is the behind-the-scenes counterpart to the polished image: practical, beautiful, built to last. Like the woman who owned it.

From Joan Crawford's 1920s beaded flapper dress to a handwritten note signed by Katharine Hepburn, our 2026 Hollywood Legends: Classic Hollywood auction brings the most iconic leading ladies of the Golden Age within reach.

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