The Most Expensive Fashion Items Ever Sold at Auction

Petitepaulina – Fashion is not only about style and trends; it is also a powerful form of investment. In fact, some fashion items have reached record-breaking prices at global auctions. Surprisingly, these prices can even surpass those of luxury properties and renowned artworks.

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Patek Philippe Grandmaster Chime Reached $31 Million

Back in 2019, the Patek Philippe Grandmaster Chime shocked the world of watch collectors. The stainless steel model sold for a staggering $31 million at the Only Watch charity auction in Geneva. Notably, it includes 20 complications and two elegant dials, making it a horological masterpiece. As a result, it became the most expensive wristwatch ever sold.

Jane Birkin’s Hermès Bag Set a Handbag Record

In July 2025, Jane Birkin’s original Hermès bag made headlines. The iconic handbag sold at Sotheby’s Paris for €8.6 million, or over $9.3 million. Clearly, its historical significance and celebrity connection boosted its value. Moreover, this sale marked the highest auction price for a handbag in history.

Michael Jordan’s Sneakers Collection Brought in $8 Million

Earlier in 2025, Sotheby’s presented the “Dynasty Collection,” featuring eight sneakers worn by Michael Jordan. These were used in playoff games from different NBA seasons. Because of their rarity and legacy, the collection sold for $8 million. Consequently, it became the most expensive sneaker lot ever sold at auction.

Marilyn Monroe’s Crystal Dress Shined at $4.8 Million

Another iconic piece is Marilyn Monroe’s dress from 1962. This dress, adorned with over 2,500 crystals, was worn during her famous “Happy Birthday” performance for President John F. Kennedy. Eventually, it sold for $4.8 million at Julien’s Auctions in Los Angeles. Interestingly, it surpassed her earlier record from The Seven Year Itch white dress.

Michael Jackson’s Thriller Jacket Sold for $1.8 Million

Michael Jackson’s red-and-black leather jacket from the Thriller music video remains unforgettable. This jacket, signed by Jackson himself, fetched $1.8 million in Beverly Hills. Additionally, it was one of only two original versions used in the video. The buyer, a philanthropist from Texas, intends to use it for children’s charity events.

The Deeper Meaning Behind These Fashion Sales

Clearly, fashion can be more than just fabric and branding. These items carry cultural relevance, emotional connection, and historical context. Therefore, collectors are often willing to invest millions. Whether due to rare craftsmanship or celebrity ownership, each item tells a story that transcends time.