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Top 5 Best Luxury Watches for $5,000—or Less

Winter Jewelry trends

We're cheating a little. We admit it. Although every watch in our list of the top 5 best luxury watches for $5,000 or less is selling for $5,000 or less, all of them started out costing more. Some started out costing much, much more. 

Our strategy was take five of the top luxury watchmakers—Breitling, Cartier, Omega, Rolex, TAG Heuer—and look for the best pre-owned buys in each brand. Right off the bat, that meant saving between 24 and 58 percent off the regular retail price. (In one case, it meant being able to score a gorgeous, diamond-set $11,200 timepiece for less than half its regular retail price.) 

But we didn't stop there. Even in the pre-owned market, we were able to apply five additional cost-saving strategies: 

  1. Opting for sportier styles: We wanted wear-all-day watches that could be go to work or go through the weekend. Something you could put on in the morning and then forget. 
  2. Classic models: We also wanted models that would hold their value and not look out of fashion in a year or two. That's why you'll see Rolex Datejusts and TAG Heuer Carreras here—models that have stood the test of time. 
  3. Going easy on the gold: We concentrated on steel cases. So you'll see some white gold (mixed with steel in a Rolex) and some yellow gold (mixed with steel in an Omega) but steel remains the primary metal—because it's an easy way to make your money go further.
  4. Going easy on the bling too: Yes, two of these watches have diamond accents. But they're subtle. (Remember, we wanted wear-all-day watches.) The focus here is on luxury timepieces, not luxury jewelry.
  5. Steel bracelets or leather watchbands: You can get more watch for your money when you're not blowing your budget on the bracelet. 

Our top 5 best luxury watches for $5,000 or less:

1. BREITLING

Founded in 1884, Breitling built a reputation for accuracy so strong that its timepieces were used by the Swiss police (who relied on a Breitling when they issued that country's first-ever speeding ticket) and then adopted by the nascent aviation industry. Here, we went looking for watches that would communicate that brand heritage, and came up the Chronomat and Galactic, two models that marry sporty, super-functional designs with super-reliable mechanics. 

Breitling Chronomat AB011012/B967 Men's Watch in Stainless Steel

Breitling Chronomat AB011012/B967 Men's Watch in Stainless Steel

OUR PRICE $4,650 

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Breitling Galactic 36 A3733012/A716 Unisex Watch in Stainless Steel

Breitling Galactic 36 A3733012/A716 Unisex Watch in Stainless Steel

OUR PRICE $3,950 

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2. CARTIER

While the name Cartier conjures up with the kind of fabulous high jewelry and dripping-with-diamonds timepieces collected by kings and maharajahs, its steel wristwatches have a more understated chic. Today's young royals, who could afford to wear whatever they want, seem especially fond of low-key (ahem!) steel watches, with women trending toward Cartier: Meghan Markle wears a steel Tank Française and the Duchess of Cambridge is rarely seen without her steel Cartier Ballon Bleu. 

Cartier Cle de Cartier WSCL0006 Unisex Watch in Stainless Steel

Cartier Cle de Cartier WSCL0006 Unisex Watch in Stainless Steel

OUR PRICE $3,850 

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Cartier Tank Française W51008Q3 Women's Watch in Stainless Steel

Cartier Tank Française W51008Q3 Women's Watch in Stainless Steel

OUR PRICE $2,150 

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3. OMEGA

Although this Swiss watchmaker can trace its business back to 1848, the brand wasn't widely known in the U.S. until 1961, when President John F. Kennedy wore an Omega to his inauguration. Then, in 1962, a bunch of astronauts went into a store in Houston asking for a watch they could use for their day jobs on the Mercury mission, and walked out with Omega Speedmasters. The following year, after brutal testing against brands like Rolex and Longines-Wittnauer, NASA certified the Omega as "Flight Qualified for all Manned Space Missions.” Soon, Omega watches were racking up other firsts: the watch worn on the first surface expedition to the North Pole, the watch worn on the first lunar landing—and every moon mission after. 

Vintage Omega Speedmaster Mark II 145.0014 Men's Watch in Stainless Steel

Vintage Omega Speedmaster Mark II 145.0014 Men's Watch in Stainless Steel

OUR PRICE $3,450 

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Omega Constellation 123.25.27.20.55.003 Women's Watch in Stainless Steel/Yellow Gold

Omega Constellation 123.25.27.20.55.003 Women's Watch in Stainless Steel/Yellow Gold

OUR PRICE $5,000

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4. ROLEX

The Datejust made its debut in 1945, got the Cyclops lens that magnifies the date in 1953, then added the fluted bezel later in the 1950s—and its looks have remained more or less the same ever since. As the world's first self-winding, waterproof chronometer wristwatch, the Datejust has been the entry point for thousands of buyers who went on to become serious watch collectors—the most classic model from the most classic brand. That's why the discounts you see here—while still substantial—are some of the slimmest on the secondary market. The Rolex Datejust does everything well, including holding its value on the secondary market. 

Rolex Datejust 16014 Men's Watch in Stainless Steel

Rolex Datejust 16014 Men's Watch in Stainless Steel

OUR PRICE $4,4250 

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Rolex Datejust 179174 Ladies Watch in 18K White Gold & Stainless Steel

Rolex Datejust 179174 Ladies Watch in 18K White Gold & Stainless Steel

OUR PRICE $4,650 

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5. TAG HEUER

With its strong connections to sports timing—and especially car racing—we looked for a model that would represent TAG Heuer's "don't crack under pressure" heritage, and we came up with the Carrera, a model that debuted in 1964 (the same year that saw the debut of the Rolex Daytona).  Named for the Carrera Panamericana, a race across Mexico deemed so deadly to both drivers and spectators that it had already been discontinued by the time this model debuted, the Carrera has a distinctive case silhouette with big, bold beveled lugs that look like the chronographs TAG Heuer had been making for decades (even when those lugs are studded with diamonds, as they are here). 

Tag Heuer Carrera CAR2112.FC6267 Men's Watch in Stainless Steel

Tag Heuer Carrera CAR2112.FC6267 Men's Watch in Stainless Steel

OUR PRICE $2,950

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Tag Heuer Carrera WV2212.FC6302 Unisex Watch in Stainless Steel

Tag Heuer Carrera WV2212.FC6302 Unisex Watch in Stainless Steel

OUR PRICE $2,750

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