A Closer Look At The Top 5 Most Expensive Harry Winston Rings Sold At Auction
Harry Winston Diamond Rings

A Closer Look At The Top 5 Most Expensive Harry Winston Rings Sold At Auction

Learn more about the most extraordinary Harry Winston Rings.
Learn more about the most extraordinary Harry Winston Rings.

Brief History of Harry Winston

Harry Winston is known as the “Ultimate Jeweler”. Born in New York City, he got an early start in the industry working for his father’s jewelry company. Winston opened his first store, "The Premier Diamond Company," in 1920 on Fifth Avenue. Soon after, Winston quickly established himself as a gem connoisseur earning his name through recutting gems he found at estate sales. His specialty was finding outdated creations at a fraction of the price and recutting the stone to enhance the sparkle and give it a modern look. His signature designs caught the attention of many societies, Hollywood stars, and collectors at the time. In 1947, Harry Winston was crowned ‘King of Diamonds’ by Cosmopolitan magazine. Today Harry Winston rings are some of the most sought-after by collectors items in the high jewelry market. Harry Winston rings are also a celebrity favorite. Elizabeth Taylor, Marilyn Monroe, Nicole Kidman and Jennifer Lopez have all worn Harry Winston rings.

Harry Winston Diamond Engagement Rings

Top 5 Most Expensive Harry Winston Rings

Take a closer look at the most expensive Harry Winston rings sold at Sotheby's since 2017.

1. Harry Winston Fancy Light Pink Diamond Ring $14 million

Superb Fancy Light Pink Diamond Ring, Harry Winston Circa 1970

In 2017, this spectacular 33.36-carat fancy light pink diamond sold for 12.6M CHF, approximately $14M. At the time of this sale, it set a world record for the highest-priced fancy light pink diamond sold at auction. Fancy light pink diamonds are extremely rare. Additionally, the flawless cut and near-perfect clarity add to this spectacular ring's value. The one-of-a-kind gem was mounted by Harry Winston in 1970; the diamond is a step-cut in a fancy Light pink Color with VVS1 clarity. Very few pink diamonds of this size are emerald cut since step cut diamonds require very high clarity to result in a beautiful finished diamond.This ring represents both the craftsmanship and the superiority of Harry Winston's diamonds.

2. Harry Winston Pear Shaped Diamond Ring $3.7 million

Harry Winston Pear-Shaped Diamond Ring

This unique pear-shaped diamond ring sold at Sotheby’s auction for 3.3M CHF, approximately $3.7M in 2017. The pear-shaped diamond weighs 32.42 carats and is D colored with VVS1 clarity. This diamond is almost internally flawless which is extremely rare for a diamond this size. A 32.42-carat diamond is roughly the size of a cherry tomato. The center diamond is set between two tapered baguette diamond shoulders.

3. Harry Winston Kasmir Sapphire Ring $2.5 million

Cushion-Shaped Sapphire Ring

This Harry Winston sapphire ring sold at Sotheby's auction in Hong Kong for 19.8M HKD, approximately $2.5M in 2024. This ring features an exceptional 16.65 cushion-shaped sapphire. The sapphire is flanked by two triangular diamonds and set in 18-karat gold. In the SSEF report it states the sapphire is from Kashmir origin. Kashmir sapphires are highly desirable and are known for having the deepest royal blue color. This Harry Winston sapphire ring is no exception - the sapphire is a rich velvety blue. Additionally, this is a remarkable size and weight for a sapphire from this region of the world. High quality sapphires of notable size and deep color have been strong performers at auction, especially from top brands like Harry Winston.

Harry Winston Pear Shaped Diamond 43.24 Carats, D Color, VVS1 Clarity, Type IIa

4. Harry Winston Pear Shaped Diamond Ring $2.4 million

In 2021, Sotheby's sold a Harry Winton diamond ring for 2.1 CHF or $2.4 million. The Harry Winston engagement ring featured a pear shaped diamond 43.24 carats that was D color, VVS1 clarity and Type IIa classification. The ccompanied by Gübelin report no. 21010052 also stating that the diamond is D Color and Internally Flawless. The Harry Winston ring also features tapered baguette diamonds and is signed Jacques Timey.

5. Harry Winston Cushion Cut Diamond Ring $2.1 million

cushion modified brilliant-cut diamond ring

This Harry Winston cushion set ring features a modified brilliant-cut diamond sold at Sotheby's Magnificent and Noble Jewels auction for 1.8M CHF, approximately $2.1M in 2023. This simple setting and cut by the iconic jeweler exemplifies timeless beauty. The cushion cut diamond is 51.52 carats. It is enhanced by two shield-shaped diamonds on either side of the center diamond. The impressive size of this diamond makes it stand out, additionally, this diamond is F colored and internally flawless.

Harry Winston Diamond Rings

Advantages of Buying Harry Winston Rings on the Secondary Market

Sotheby's offers buyers a number of advantages when shopping for high quality natural diamond and gem stone rings from top brands like Harry Winston.

1. Access

Sotheby's is able to provide access to some of the most exceptional Harry Winston rings through its long established global network of sellers. Sotheby's is one of the few global luxury marketplaces that sells rare and impressive High Jewelry Harry Winston rings exceeding $100,000. Our Jewelry specialists are always sourcing the best luxury jewelry from top brands including Harry Winston. Sotheby's global presence also means we are sourcing a wider range of Harry Winston ring designs including timeless classics, special vintage finds and one of a kind custom creations. Sotheby's also regularly sells incredible private collections that can include custom designed Harry Winston rings that feature the most desirable diamonds and colored gem stones.

2. Flexibility

Since Sotheby's sells other top brands and high quality unbranded luxury jewelry, we can also provide greater flexibility when looking for a diamond or gem stone ring. Sotheby's jewelry experts can help you compare a Harry Winston ring with another brand and an unbranded ring depending on your priorities. Flexibility also includes multiple ways to purchase Harry Winston rings. While Sotheby's is most known for its global auctions, Sotheby's also sells Harry Winston online and also in salons in New York and Hong Kong. Sotheby's also offers concierge service if you need assistance sourcing a specific Harry Winston ring or want to purchase a Harry Winston engagement ring.

3. Value

As a leading global secondary market, Sotheby's often provides great value for Harry Winston rings and other top luxury jewelry brands. While Sotheby's regularly sells high jewelry Harry Winston rings over $100,000, many of these Harry Winston rings sell for below the original retail price. While the condition of the Harry Winston ring is often pristine, the price in the secondary market can be 20-30% below the original retail price. The discount varies depending on the ring design and quality and size of the diamond and gem stones and overall market conditions. Harry Winston rings can also sell at a premium to the original retail, especially for unique vintage rings, Harry Winston rings with provenance linked to celebrities and/or royalty and rings featuring exceptionally rare diamonds and colored gem stones. Many of the most classic Harry Winston engagement rings with center diamonds ranging from 3 to 10 carats are regularly available at Sotheby's at prices lower than the original retail.

Harry Winston Emerald Cut Sapphire Ring 32.05 Carats, Ceylon Origins, Unheated

Buying and Selling Harry Winston Rings at Sotheby's

While none of these spectacular Harry Winston rings are available, Sotheby's often has impressive Harry Winston rings at auction. Sotheby's also has a curated selection of Harry Winston jewelry available for immediate purchase. Prices for Harry Winston rings generally start at around $10,000 for a simple band with diamonds and gemstones but can easily exceed $100,000 for a Harry Winston diamond engagement ring or impressive colored gem stone rings. A salon specialist can also arrange a private viewing of a Harry Winston ring or other jewelry piece. Sotheby's is also able to source Harry Winston rings and other Harry Winston jewelry from our global supplier network.

Trust our worldwide network of leading jewelry specialists from a globally renowned auction house established in 1744.

Jewelry Buy Now The Luxury Sales

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