Skip to main content

Harry Winston Engagement Rings

Often heralded as the “Jeweler to the Stars,” as one of the first to recognize the branding power of lending glitzy pieces of fine jewelry for red-carpet events, Harry Winston is known for his eye for fine gemstones. It’s a reputation that extends to the celebrated engagement rings that have long emerged from his international salons.

At the end of the Great Depression, De Beers Consolidated Mines had been focusing their marketing efforts on generating consumer demand for diamonds. So they contracted the Philadelphia agency N.W. Ayer & Son to build an advertising campaign that emphasized a tangible connection between diamonds and romance.

At the time, diamonds were considered a luxury purchase and people were generally disinterested in them anyway, but with the support of N.W. Ayer’s laser-focused print and radio strategy — and later, its “A diamond is forever” tagline — young men across the United States soon became convinced that diamond engagement rings were critical to a successful courtship. For women meanwhile, the link between diamonds and the emotional bond of marriage had been solidified. Diamond sales skyrocketed, and De Beers was successful in ultimately rendering diamonds a must-have for Americans considering popping the question. 

Today, the appeal of vintage engagement rings especially endures with millennials looking for something unconventional to symbolize their love. (A range of buying guides can be found on 1stDibs for those in the market for antique engagement ringsvintage engagement rings or Art Deco engagement rings.) 

Harry Winston had already garnered acclaim for his talents by the time the diamond engagement ring had taken center stage thanks to De Beers’s changing social attitudes about the precious stone. He opened Harry Winston Inc. in 1932 and acquired the 726-carat uncut Jonker diamond in 1935. In 1944, he became the first jeweler to dress an Oscar nominee when he loaned diamond jewelry to Jennifer Jones for the Academy Awards ceremony.

Harry Winston is still favored by celebrities and influencers and is among the big names in jewelry that remain go-to sources for quality classic and contemporary engagement rings. Ben Affleck proposed to Jennifer Lopez with a 6.10-carat radiant-cut pink diamond engagement ring from the brand in 2002, spurring an interest in fancy-colored diamonds

Winston is said to have favored emerald-cut diamonds because of how the wide facets generously flatter the stone, prioritizing its clarity in a classic platinum ring setting. On 1stDibs, browse stunning Harry Winston engagement rings by stone, stone cut and more. 

4
to
19
4
5.25
6
6.5
6.75
2
2
1
135
493
376
190
168
3
1
4
4
1
2
1
1
to
1
1
Item Ships From: New York
Creator: Harry Winston
Vintage Harry Winston 2.02 Carat Diamond Engagement Ring GIA, circa 1980s
By Harry Winston
Located in Bellmore, NY
Elevate your love story with this extraordinary Vintage Harry Winston Diamond Engagement Ring, a true testament to the timeless allure of one of the world's most prestigious jewelers. Crafted in the 1980s, this piece features a stunning 2.02 carat round brilliant cut diamond of impeccable quality, exuding the enduring elegance and craftsmanship synonymous with the Harry Winston legacy. At the heart of this exquisite ring is a resplendent 2.02 carat round diamond, certified by the Gemological Institute of America (GIA) as an E color with a VS1 clarity. This exceptional diamond, with its brilliant white hue and remarkable clarity, is a testament to Harry Winston's commitment to sourcing only the most exceptional stones. Flanking the center diamond are six tapered baguette diamonds, 0.74 carats total diamond weight, each meticulously selected to complement and enhance the brilliance of the centerpiece. These side stones add a touch of sophistication and symmetry, creating a balanced and harmonious design. The classic round brilliant-cut center diamond, paired with the geometric precision of the baguette side stones, epitomizes the enduring elegance that defines Harry Winston's creations. The ring's design is a celebration of clean lines, symmetry, and a commitment to showcasing the inherent beauty of the diamonds. Lastly, the hallmark of a Harry Winston setting lies in its gracefully curved prongs. Crafted in the finest platinum, these prongs are meticulously fashioned to create an elegant embrace around the diamond. Instead of the more traditional single prong per side, this setting features two prongs on each corner of the center stone. This double prong design not only offers additional security for the diamond, but it also adds a distinctive touch of refinement to the overall aesthetic that is a signature element of Harry Winston rings. This vintage Harry Winston engagement...
Category

Late 20th Century Harry Winston Engagement Rings

Materials

Diamond, White Diamond, Platinum

Harry Winston GIA 6.20carat Asscher Diamond Solitaire
By Harry Winston
Located in New York, NY
Classic Harry Winston solitaire ring with a G.I.A. certified asscher cut center diamond weighs 6.20 carts Color: E, Clarity: VS1, GIA#6224444094, all set in platinum. This diamond...
Category

21st Century and Contemporary American Artist Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston GIA 6.20ct Asscher Cut Diamond Engagement Ring, E Color, Platinum
By Harry Winston
Located in New York, NY
Sophisticated Harry Winston engagement ring showcasing a GIA-certified, prong-set Asscher cut diamond weighing 6.20 carats (E color, VS1 clarity). The entire length of the shank is a...
Category

21st Century and Contemporary Unknown Art Deco Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston by Jacques Timey Pear Shape Diamond Three-Stone Engagement Ring
By Harry Winston
Located in New York, NY
A classic Harry Winston diamond engagement ring showcasing a GIA certified 12.00 carat pear shape diamond, flanked by tapered ba...
Category

1990s American Contemporary Harry Winston Engagement Rings

Materials

Diamond, Platinum

Related Items
GIA Certified 5 Carat Round Cut Diamond Solitaire Ring
By Antinori Fine Jewels
Located in Rome, IT
Adorn yourself with the timeless elegance of this GIA certified 5.02 carat round diamond solitaire ring, a breathtaking symbol of everlasting beauty and sophistication. The centerpie...
Category

2010s Unknown Contemporary Harry Winston Engagement Rings

Materials

Diamond, White Diamond, Platinum

Harry Winston GIA 2.01 Carat Heart Cut Diamond Platinum Ring
By Harry Winston
Located in Beverly Hills, CA
One Harry Winston GIA 2.01 Carat Heart Cut Diamond Platinum Ring. Featuring one GIA heart cut diamond of 2.01 carats, accompanied by GIA #1195780622 stating the diamond is D color, V...
Category

21st Century and Contemporary Harry Winston Engagement Rings

Materials

Diamond, White Diamond, Platinum

2.02 Carat GIA Jubilee Cut Diamond Platinum Engagement Ring
Located in New York, NY
Made of platinum, this ring features a sparkling GIA certified jubilee cut diamond that weighs 2.02ct. graded J color with SI1 clarity. The center ...
Category

Mid-20th Century Harry Winston Engagement Rings

Materials

Diamond, Platinum

GIA Certified 2.02 Carat Radiant Cut Yellow Diamond Three Stone Engagement Ring
By Roman Malakov
Located in New York, NY
This gorgeous three stone engagement ring features a GIA Certified 2.02 carat radiant cut fancy yellow diamond, I1 in Clarity, Set in a 18K yellow gold basket, Flanked by trillion di...
Category

21st Century and Contemporary American Contemporary Harry Winston Engagement Rings

Materials

Diamond, Yellow Diamond, 18k Gold, Platinum

GIA Certified 2.02 Carat Princess Cut Diamond Platinum Solitaire Engagement Ring
Located in Stamford, CT
Princess cut diamond solitaire engagement ring. Platinum simple solitaire settling with square prongs in each corner to keep the shape appearing square and showing as much of the dia...
Category

21st Century and Contemporary Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston GIA Certified Engagement Ring in Platinum with Diamond Box Papers
By Harry Winston
Located in Miami, FL
Engagement ring designed by Harry Winston. A contemporary elegant engagement ring, created in the city of New York by the jewelry house of Harry Winston. This modernist piece have been crafted in solid .950/.999 platinum with high polished finish. Diamonds: Mount in the center in a eight-prongs setting, with 1 round brilliant cut diamond of 0.56 carats, F color, VS-1 clarity. Weight: 3.8 Grams, (2.44 Dwt). Size: 5 and can be sized. Hallmarks: Stamped with the maker's mark, the platinum assay mark, the serial numbers and signed, "©HARRY WINSTON 235635 PT .950". Collateral: It is accompanied by the designer's dossier, the presentation jewelry box and the original sales receipt. Collateral: This ring is accompanied with a diamond report from the Gia gem...
Category

21st Century and Contemporary American Modern Harry Winston Engagement Rings

Materials

Diamond, White Diamond, Platinum

10.99 Carat Pear Shape Emerald Three Stone Engagement Ring
By Royaal Stones Ltd
Located in Bangkok, Thailand
One of a kind, 8.26 carat pear shape Emerald center stone, with 2 pieces 2.72 carat pear shape Emerald side stones - engagement ring. The natural ...
Category

21st Century and Contemporary Modern Harry Winston Engagement Rings

Materials

Emerald, Gold, 18k Gold, Yellow Gold

Harry Winston 0.71 Carat Round Diamond Solitaire Engagement Ring in Platinum
By Harry Winston
Located in Philadelphia, PA
Harry Winston platinum round diamond solitaire engagement ring. The center stone of this ring is a 0.71 carat round diamond with E color and VVS2 clarity accompanied by a GIA report...
Category

2010s Harry Winston Engagement Rings

Materials

Diamond, Platinum

GIA Certified 2.02 Carat Blue Diamond Cocktail Engagement Ring / Pendant
By Royaal Stones Ltd
Located in Bangkok, Thailand
An exquisite GIA certified 2.02 carat cushion shaped Blue Diamond center stone, SI2 clarity, faint blue color - with VS quality white diamonds surrounding i...
Category

21st Century and Contemporary Modern Harry Winston Engagement Rings

Materials

Blue Diamond, Gold, 18k Gold

Vintage Asscher Cut Diamond Platinum Engagement Ring 'GIA'
Located in NEW ORLEANS, LA
This classic yet contemporary antique platinum engagement ring highlights a spectacular Asscher diamond, also known as a square emeral...
Category

Early 20th Century Harry Winston Engagement Rings

Materials

Diamond, Platinum

Edwardian Diamond Three-Stone Engagement Ring, circa 1910
Located in London, GB
This delicate three stone ring dates back to 1910. It features a centre old cut diamond weighing 0.25 carat, and adjacent either side are two diamonds weighing 0.15 carat each. The d...
Category

1910s British Edwardian Vintage Harry Winston Engagement Rings

Materials

Diamond, 18k Gold, Platinum

Vintage Harry Winston GIA Certified D-Color Pear Cut Diamond Ring in Platinum
By Harry Winston
Located in London, GB
A beautiful GIA certified vintage Harry Winston pear cut diamond ring set in platinum. The piece is predominantly set with a GIA certified 0.74 carat pear cut diamond. The diamond i...
Category

Early 2000s Modern Harry Winston Engagement Rings

Materials

Diamond, Platinum

Previously Available Items
Harry Winston GRS Certified 38.56 Carat Burma Oval Sapphire and Diamond Ring
By Harry Winston
Located in New York, NY
This incredible piece from the J. Birnbach vault features a 38.56 carat oval sapphire of transparent, blue color and Burma (Myanmar) origin with no indications of heat treatment (a true rarity in the gemstone marketplace*). Set in a handmade, platinum ring with 68 round brilliant cut diamonds = 1.16 carat total weight, this important sapphire is perfect for those with a sophisticated taste in exceptional jewelry. Purchased from Harry Winston in 1990, the stone was originally set in a signed, Harry Winston pendant mounting (included with purchase) signed "1817." The platinum frame is set with 80 round brilliant cut diamonds = 10.37 carat total weight and six pear shape diamonds = 3.00 carat total weight. The center sapphire was re-set in 2022 to to be featured as a more wearable ring for today's modern client. Purchase includes original, platinum, Harry Winston pendant mounting, original Harry Winston paperwork, copy of GRS report, copy of GIA grading report, complimentary sizing, and ring box. *Unheated Sapphires Large sapphires of gem-quality are rarely found in nature. Not only is a delicate mineralogical balance essential for this blue variety of corundum to be formed deep within the earth, but specific geological conditions as well as adequate pressure and temperature must also be present. Furthermore, the sufficient supply of a rare combination of chemical elements, such as aluminum, iron and titanium, are yet another necessity required for the formation of sapphires. Over the past decades, various heating techniques, as well as the use of chemical additives, have become increasingly sophisticated to raise the supply of sapphires resembling the high-quality untreated specimens. The aim of these treatments was, and still is, to improve the visual appearance of gemstones. Prior to the advent of modern heating techniques, rough sapphires...
Category

21st Century and Contemporary Burmese Contemporary Harry Winston Engagement Rings

Materials

Diamond, Sapphire, Platinum

Harry Winston 5.02 Carat Cushion Cut Diamond Engagement Ring
By Harry Winston
Located in New York, NY
Magnificent Diamond Ring from the legendary house of Harry Winston. This beautifully cut gem is exceptional in its perfect facet pattern and amazing length to width ratio and is as f...
Category

2010s American Modern Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston Platinum Diamond Engagement Ring with Round 1.61 Ct FVS1
By Harry Winston
Located in New York, NY
Harry Winston Solitaire Diamond Engagement ring finely crafted in platinum with a fine GIA Certified round center diamond set in double claw prong...
Category

2010s American Modern Harry Winston Engagement Rings

Materials

Diamond, Platinum

1.60ct Fancy Yellow Cushion Cut Halo Set Diamond Engagement Ring
By Harry Winston
Located in New York, NY
This is a beautiful natural fancy yellow cushion cut diamond engagement ring crafted in platinum mounted in the original Harry Winston pave diamond ...
Category

20th Century American Modern Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston Platinum Pear Shape Diamond Engagement Ring with Baguettes Circa 1
By Harry Winston
Located in New York, NY
Harry Winston Platinum Pear Shape Diamond Engagement ring finely crafted in platinum with a fine GIA Certified pear shape center diamond weighing 3.27 cts. H color SI1 clarity flanke...
Category

1960s American Vintage Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston Platinum Solitaire 0.53 Carat Diamond Ring
By Harry Winston
Located in New York, NY
Authentic Harry Winston ring crafted in platinum and set with a single round brilliant cut diamond weighing 0.53 carats (E, VVS1). Signed HW, PT950, with serial number. The ring is p...
Category

21st Century and Contemporary Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston 1.11 Carat Emerald Cut Diamond Three-Stone Engagement Ring
By Harry Winston
Located in New York, NY
A classic and timeless engagement ring style from world-renowned jeweler, Harry Winston. Showcasing a 1.11 carat emerald cut diamond set in double eagle claws. Flanked by tapered baguette diamonds on either side weighing 0.40 carats total. Made in platinum. Accompanied by a GIA report certifying the center diamond as D color, VS2 clarity. Size 4 US. Comes with a matching plain platinum wedding band...
Category

20th Century American Contemporary Harry Winston Engagement Rings

Materials

Diamond, Platinum

GIA 2.23 Carat F VS1 Diamond Harry Winston Platinum Engagement Ring
By Harry Winston
Located in New York, NY
GIA certified 2.23ct F/VS1 diamond, set in Harry Winston platinum ring, with two side tapered baguettes. Ring size - 5.25. Marked: Platinum...
Category

20th Century American Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston Radiant Diamond Engagement Ring in Platinum GIA F VVS1 2.41 Carat
By Harry Winston
Located in New York, NY
Harry Winston Radiant Diamond Engagement Ring in Platinum GIA F VVS1 2.41 CTW PRIMARY DETAILS SKU: 107637 Listing Title: Harry Winston Radiant D...
Category

21st Century and Contemporary Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston GIA Certified 12.14 Ct D IF Emerald Cut Diamond Three-Stone Ring
By Harry Winston
Located in New York, NY
This exquisite ring from the house of Harry Winston features a 12.14 carat Emerald cut diamond of D color and Internally Flawless clarity as...
Category

21st Century and Contemporary American Contemporary Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston GIA Certified 5.01 Carat E VS1 Oval Brilliant Diamond Ring
By Harry Winston
Located in New York, NY
This breathtaking, three-stone ring from the house of Harry Winston features a GIA certified 5.01 carat oval brilliant diamond of E color and VS1 clarity. Beautifully outlined with no fluorescence, this stone is set with a pair of half moon side stones = 1.50 carat total weight. The important ring has bright-cut pavé details throughout the under-gallery and a sophisticated split shank that draws the eye to the center diamond. Exquisitely classic and charming beyond description... Purchase includes complimentary ring sizing, Harry Winston ring box...
Category

21st Century and Contemporary American Contemporary Harry Winston Engagement Rings

Materials

Diamond, Platinum

Harry Winston 4.01 Carat Emerald Cut Diamond Three-Stone Engagement Ring
By Harry Winston
Located in New York, NY
A classic Harry Winston engagement ring style showcasing a 4.01 carat emerald cut diamond certified by GIA as H color, VS1 clarit...
Category

1960s American Contemporary Vintage Harry Winston Engagement Rings

Materials

Diamond, Platinum

Shop Antique, New and Vintage Engagement Rings on 1stDibs

Shopping for the right antique, new or vintage engagement ring can prove daunting. Whether you’re looking for that perfect Art Deco engagement ring, an antique Edwardian period engagement ring or a fashionable contemporary alternative, it’s important to choose a style that speaks to you.

Rings have long been signifiers of marriage and committed relationships. The modern diamond engagement ring can be traced back to 1477, when Archduke Maximilian of Austria commissioned an expensive diamond ring for his betrothed. Diamond rings subsequently became extremely popular among the European aristocracy. Later, during the Victorian era, the popularity of diamond engagement rings had filtered down to the middle class, owing to the increasing accessibility — and affordability — of gold and diamonds.

Authentic antique Victorian-era engagement rings were frequently set in rose or yellow gold and they are highly collectible. Designs for Victorian engagement rings often featured repoussé work and chasing, in which patterns are hammered into the metal. Diamonds were likely to be small rose- or old-mine-cut (the ancestor of today’s cushion-cut) stones. The former are often associated with antique styles like Victorian or Georgian, as rose-cut diamonds are uncommon in modern jewelry. The diamonds were typically set in a group of five in a band or as a solitaire.

Victorian-era engagement rings also saw other gemstones accompanying diamonds. Small seed pearls and moonstones were popular. Other sentimental and romantic motifs such as hearts and stars took hold as well. When Prince Albert became engaged to Queen Victoria, he gave her a serpent ring with emerald eyes, her birthstone. This initiated a widespread craze for snake jewelry.

In 1886, esteemed American luxury firm Tiffany & Co. introduced its solitaire diamond design, which is still among the most popular styles of engagement rings. The Tiffany Setting raises the stone above the band on six prongs, allowing its facets to catch the light and reflect through the stone.

French jewelry house Cartier, which pioneered the use of platinum in fine jewelry and helped define Art Deco, ​​sought to render the diamonds in their engagement rings and other rings as brilliantly as possible. The brand’s timeless Solitaire 1895 engagement ring gave the impression of delicate lace.

Edwardian and, afterward, Art Deco engagement rings that followed in the wake of Queen Victoria’s death in 1901 would be characterized by complex geometric designs and platinum settings. Owing to the Art Nouveau movement, nature was a major theme for Edwardian jewelry, while the diamond ring designs of the Art Deco period were inspired by Cubism as well as ancient Egypt. Art Deco engagement rings are bold and colorful and feature gems cut in nontraditional ways.

Engagement rings designed during World War II were made from two-toned metals and smaller stones. Large stones were scarce, and platinum was reserved for the military. Postwar engagement rings were intended to be simpler and focused on the beauty of the diamond. In 1947, De Beers Consolidated Mines, with the support of Philadelphia ad agency N.W. Ayer & Son, introduced the slogan “A diamond is forever” in a marketing campaign that emphasized a connection between diamonds and romance. Diamond sales skyrocketed, and diamond engagement rings became intertwined with the post–World War II marriage boom, which coincided with the ascension of specific diamond cuts.

The round brilliant cut, which consists of an astounding 58 facets, continues to be the most popular cut to this day. Jewelers such as Harry Winston had already gained a reputation for his talents by the time the De Beers campaign debuted, and he is said to have favored emerald-cut diamonds.

For everything from understanding the 4Cs to choosing between antiquevintage, contemporary and custom styles, get expert tips to help you find just the right ring. Additionally, explore our buying guides for a close look at antique engagement ringsArt Deco engagement rings and vintage engagement rings

When you’re ready to mark your momentous occasion, find a vast collection of engagement rings on 1stDibs.

Questions About Harry Winston Engagement Rings
  • 1stDibs ExpertNovember 2, 2021
    A Harry Winston diamond refers to jewelry designed by celebrated fine jewelry house Harry Winston Inc. Its founder, Harry Winston (1896–1978), is regarded as the “King of Diamonds” and the “Jeweler to the Stars” as one of the first to recognize the branding power of lending glitzy earrings, necklaces and other fine jewelry for red-carpet events. Winston was renowned for his eye for the finest of gemstones and the ability to design pieces in order to best flaunt their natural dazzle. He regularly showed off his collection in touring exhibitions, such as the 1949 “Court of Jewels,” which featured the Hope diamond. Shop a collection of vintage and modern Harry Winston diamond rings from some of the world’s top jewelers on 1stDibs.
  • 1stDibs ExpertFebruary 22, 2021
    Some Harry Winston necklaces can be found for approximately $5,000, while more expensive necklaces can cost up to several hundred thousand dollars. A Harry Winston diamond necklace owned by Zsa Zsa Gabor sold for more than $1 million dollars in 2017. Find the right Harry Winston necklace for you today on 1stDibs.
  • 1stDibs ExpertApril 5, 2022
    Yes, Harry Winston does indeed do custom jewelry. You can visit a Harry Winston salon to bring your dream ring to life. You can also shop a collection of Harry Winston jewelry from some of the world’s top sellers on 1stDibs.
  • 1stDibs ExpertFebruary 17, 2023
    To identify Harry Winston jewelry, look for the maker's marks, which will usually appear on an interior surface on a ring or bracelet or on the back of a pendant or earrings. Authentic pieces typically bear either the initial HW inside of a large W or the name Winston. You should also see markings that represent the metal content. Stamps should be clear and easy to read. A certified appraiser or experienced jeweler can also assist with identifications. Shop a range of Harry Winston jewelry on 1stDibs.
  • 1stDibs ExpertMay 3, 2024
    Yes, Harry Winston is a luxury brand. In fact, the jewelry maker is regarded as the "King of Diamonds" and the "Jeweler to the Stars." Its founder, Harry Winston, was one of the first to recognize the branding power of lending glitzy earrings, necklaces and other fine jewelry for red carpet events. Today, the brand continues to build on its heritage of producing luxurious pieces that feature high-quality gems and precious metals thanks to the work of skilled artisans in its New York City workshops. On 1stDibs, shop a large collection of Harry Winston jewelry.
  • 1stDibs ExpertMarch 22, 2022
    No, Harry Winston does not make a standard line of men's jewelry. However, some of the brand's wedding bands are suitable for men. In addition, the jewelry maker sometimes joins forces with designers like Thom Browne to produce limited-edition men's collections. On 1stDibs, find a range of Harry Winston jewelry.

Recently Viewed

View All