15+ Most Expensive Rolex Watches That Exhibit Gentleman Class 

Humans have been running late, arriving early, and arriving just in time since the beginning of time. However, there is only one way to be the last one to leave a party or the first one to arrive for supper, and that is to do so in style with a brilliant Rolex clock. Of course, the most expensive Rolex watches are the ideal watch. Nobody on the planet hasn’t heard of Rolex. Even folks who use their phones to tell the time or a sundial have heard of a Rolex watch. The global brand is associated with elegance, sophistication, and style.

Rolex produces high-end watches that attract the wealthiest movie stars, celebrities, and collectors. Indeed, Rolex has solidified its position in history, and its watches frequently fetch millions of dollars at auction. Some of the most costly Rolex watches on the market are made by this business. They have high-quality materials, remarkable parts, and a stunning design. Every great ensemble is missing the most costly Rolex.

The most costly Rolex, without a doubt, isn’t merely for telling time. When making a big entrance, it is to steal the show and capture everyone’s attention. So, if you have any uncertainties, go with Teeanime!

20. Cosmograph Daytona – $16,780

Rolex’s history is frequently linked to the world of racing. They did, in fact, release numerous watches for professional race car drivers. Enter the stunning Cosmograph Daytona. The show-stealing timepiece was first released by Rolex in 1963 to tremendous reviews. It was a huge hit with race car drivers, but it also captivated Hollywood stars and ordinary people.

The unique dial of Rolex watches became so famous that other brands replicated it. The Cosmograph Daytona is the ideal watch to wear or add to your collection. It costs a whopping $16,780.

19. Rolex Datejust – $17,000

For decades, Rolex has been the leading force in the world of exquisite watches. Few businesses can compete with them. The Rolex Datejust was introduced in 1945 to mark the brand’s 40th anniversary. The pricey Rolex watch was an instant success and is still popular today. The Datejust is available in 31 mm, 34 mm, 36 mm, and 41 mm versions and costs $17,000. The Lady-Datejust, which measures 28 mm, is also included of the collection.

The stunning clock is made of stainless steel and is available in yellow gold, white gold, and rose gold. It even has the option of putting stones on the dial. The sleek Datejust is ideal for business individuals who want to look casual or professional.

18. Rolex Day-Date – $34,500

The Rolex Day-Date is a classic timepiece from the brand. In fact, Rolex introduced the first Day-Date watch in the late 1950s. It was one of the first waterproof watches featuring a calendar, day, and date display at the time.

Rolex’s spectacular self-winding chronometer was also the first to have the President bracelet, commonly known as the jubilee bracelet. Famous celebrities, sports stars, and politicians have worn the pricey Rolex Day-Date throughout history. Rolex released an upgraded version in 2021 for $34,500.

17. Rolex Pearlmaster – $87,000

Rolex continues to produce the most amazing watches even now. The Rolex Pearlmaster, which costs $87,000, is one of the finest clocks on the market. It’s a customized Rolex Datejust watch available in rose gold, yellow gold, and white gold.

Rolex embellishes the gorgeous watch with sparkling diamonds and dazzling jewels. The waterproof Rolex is of the highest quality, using cutting-edge processes. It is, indeed, one of the most recent and expensive Rolex watches.

16. Rolex GMT Master II – $173,999

Rolex frequently pays homage to its rich history by updating famous collections from the past. The Rolex GMT Master II, for example, may be traced back to the original GMT Master II, which was introduced in the 1950s and 1960s. The magnificent watches were popular with movie stars, sports legends, pilots, and astronauts at the time.

Because of its tremendous popularity, Rolex keeps updating the Master GMT II. Rolex will sell a new range of GMT Master II watches in 2021 for $173,999. The stunning watch is housed in a rose gold casing made of oyster steel and 18-karat yellow gold. The GMT Master II is the most costly Rolex watch currently available.

15. Steve McQueen 1967 Rolex Submariner – $234,000

In the 1960s and 1970s, Steve McQueen was one of Hollywood’s biggest stars. His coolness, in fact, transcends time. Of course, he had excellent taste in Rolex watches. McQueen’s Rolex Submariner from 1967 was a simple Rolex with a date display, water resistance, and a stainless steel band.

McQueen used the stunning timepiece frequently about town and in various films, including the 1971 film Le Mans. The ancient watch sold for $234,000 at the Antiquorum auction in 2009. Its value has most certainly improved since then, and it may now fetch three times as much.

14. Rolex Platinum Diamond Pearlmaster – $277,850

Rolex is continuously looking for new methods to deliver revolutionary timepieces that are also sleek and attractive. Of course, they never let you down. The Rolex Platinum Diamond Pearlmaster, which retailed for $277,850 in 2011, received great reviews. The Pearlmaster is a limited edition piece from the Day-Date collection.

It has two huge diamonds at the six and nine o’clock positions, as well as a silver dial in a platinum case. The meteorite diamonds on the handmade bezel, however, are the focal point of the luxury timepiece. It does, in fact, have 42 sparkling diamonds, making it one of the most costly Rolex watches.

13. 1972 James Bond Rolex Submariner – $365,000

The most costly Rolex watch that can’t tell time is James Bond’s 1972 Rolex Submariner. The exquisite clock fetched an astonishing $365,000 at the 2015 Philips auction. In the 1973 film Live and Let Die, Roger Moore wore the watch as James Bond. The stainless steel Rolex Submariner has a black dial and “Roger Mooe 007” etched on the back.

However, the production team altered the Rolex so much that it is now just a costly prop. Nonetheless, the stunning watch stole the stage twice in the film. First, the bezel is transformed into a buzzsaw, which Bond uses to cut a rope in the film. At another moment, he uses the Rolex’s magnetic power to unzip Mrs. Caruso’s clothing.

12. Rolex Sea-Dweller – $414,000

Rolex frequently manufactured personalized timepieces for celebrities, athletes, and the world’s wealthiest watch collectors. The Sulton of Oman, in fact, liked watches and was an avid collector. The Golden Khanjar Sea-Dweller Rolex was created in 1977 for Sultan Qaboos bin Said al Said.

The dial of the one-of-a-kind watch features Oman’s national emblem, the Khanjar, inscribed at six o’clock. It corresponds to the white coronet at noon. The pricey Rolex sold for a whopping $414,000.

11. Rolex Oyster Perpetual – $440,000

The beautiful Oyster Perpetual Rolex is the first to use 18-karat gold rather than stainless steel. To complement the huge gold numbers, this dial features black, blue, and yellow colors. Dr. Rajendra Prasad, India’s first President, received the pricey Rolex as a gift on the country’s first republic day in 1950.

On the dial, Rolex carved the date as well as a map of India connecting Nepal and Afghanistan. The $440,00 Rolex, on the other hand, vanished from the Prasad family watch collection and reappeared at a Sotheby’s auction in 2011. Through a petition, the family was able to prevent the sale of the watch.

10. Rolex GMT Master II Ice – $485,350

Cristiano Ronaldo stole the show with his stunning Rolex GMT Master II Ice at the 14th Dubai International Sports Conference. It comes in an oyster box made of 18-karat white gold and set with 30 carats of brilliant diamonds. In addition, the dial has a striking gold and diamond pattern.

It also has a waterproof housing and a 24-hour time zone dial with GMT. The Rolex Master Ice is one of Rolex’s most expensive watches in recent years. The magnificent clock does, in fact, cost $485,350.

9. Rolex Stelline Gold – $895,000

Few watches can compete with the sleek and beautiful Rolex Gold watch. In 2015, the pricey Rolex sold for an eye-popping $895,000. The gorgeous Rolex debuted in 1950 and is available in stainless steel yellow gold with a water-resistant oyster case.

It was also the first automatic Rolex to display a triple calendar, moon phase, day, and date. The little star hour markings are the focal point of the vintage watch. Indeed, watch collectors dubbed it Stelline, which translates to little star.

8. Jack Nicklaus Rolex Day-Date – $1.2 Million

When Jack Nicklaus won 12 of the 18 PGA world championships, he wore his costly Rolex Day-Date watch. The fashionable watch has an 18-karat yellow gold case and a President bracelet. It is also the first watch with the date and day shown on the dial.

The dial is an unusual pie-pan hue with baton hour markers that resemble golf trees. Rolex presented the timepiece to Nicklaus in 1967, and he wore it for every competition for the next 50 years. In 2019, Nicklaus’ Rolex Day-Date sold for $1.2 million at the Philips auction house, with all proceeds benefiting the Nicklaus Children’s Health Care Foundation.

7. Eric Clapton’s Rolex Cosmography Daytona – $505,000

Eric Clapton, the great musician, formerly owned one of the most costly Rolex watches ever sold at auction. Clapton’s Rolex Cosmograph Daytona, often known as the Oyster Albino, is one of the most well-known Rolex watches.

The magnificent timepiece was auctioned off for $505,000 at a Sotheby’s auction in New York in 2002. In 2015, it sold for a record-breaking $1.5 million at the Phillips auction. Clapton’s Rolex is one of four watches with a single white dial. It has a stainless steel case and is powered by Caliber 727. Sixth, Marlon Brando’s

6. Apocalypse Now Rolex GMT-Master – $1.9 Million

Marlon Brando appeared in Francis Ford Coppola’s iconic film Apocalypse Now in 1979. Brando delivered an outstanding performance that critics continue to praise to this day. Observant viewers may spot Brando wearing a magnificent 1972 Rolex GMT-Master during the film.

It’s a simple black watch with illuminating hour markings and golden hands. It lacks the bezel because Coppola requested Brando to remove it during filming. Brando did, however, carve his initials on the back of the ancient wristwatch, making it one of the most expensive Rolex watches ever made. At the 2019 Phillips Game Changers auction, the incredible Rolex sold for an unbelievable $1.19 million.

5. Rolex Antimagnetique – $3.5 Million

Only 12 of the 1942 Rolex Antimagnetique watches are still in existence today. Rolex was highly involved in racing at the time, and the Antimagentique was given as a prize to winning teams. The gorgeous stainless steel clock has a big 44 m case with pink Arabic and baton hour markings. On the dial, there is also a blue telemeter and a black tachymeter scale.

Christie’s auction house sold the stunning vintage watch for $1.16 million in 2013. However, the watch’s worth climbed three years later and it sold for an astonishing $2.5 million at the Philips auction house in Switzerland.

4. Rolex Bao Dai – $5.1 Million

The stylish Bao Dai Rolex sold for a mind-blowing $5.1 million at Phillips auction house in 2017. This Rolex is known as “The Keeper of Greatness,” and it is one of three models made. This Bao Dai, on the other hand, is the only one with diamond markers around the black dial. The Rolex is presented in a gold oyster case with a complete calendar.

It also has an intriguing past that begins in the 1950s. The last monarch of Vietnam, Nguyn Phc Vnh Thy, was the first owner of the pricey Rolex Bao Dai. The timepiece was in the family for decades before being sold in 2002.

3. Paul Newman’s Big Red Rolex Daytona – $5.4 Million 

Many celebrities have worn Rolex watches during their careers. However, the Rolex name is connected with Hollywood legend Paul Newman. Indeed, numerous of his Rolex watches have sold for exorbitant sums.

Paul Newman’s Daytona or Big Red sold for $5.4 million at an Aurel Bacs auction in 2020. For 25 years, Newman proudly wore the Rolex. Joanna Woodward, his wife, gave him the vintage Rolex Daytona with the engraved “Drive Slowly, Joanna.” Clea Newman, Newman’s daughter, received the watch as a gift in 2008. Clea eventually agreed to let her father’s watch go up for auction.

2. Rolex Unicorn Oyster Cosmograph – $5.9 Million

The Rolex Oyster Cosmograph is known as the unicorn for a reason. It is one of the most valuable and expensive Rolex watches in the world. Rolex built the Daytona out of stainless steel at the time, with a few exceptions.

The only one with 18-karat white gold graphics, a black backdrop, and a black sigma dial is the 1970 Rolex Oyster Cosmograph. The stunning watch initially featured in John Goldberger’s collection in 2013. Later, in 2018, the clock sold for an astounding $5.9 million. The proceeds from the sale were donated to the Children Action Foundation by Goldberger.

1. Paul Newman’s Rolex Daytona – $17.8 Million 

At the Phillips auction house in 2017, iconic actor Paul Newman’s Daytona sold for a stunning $17.8 million. The pricey Rolex initially appeared on the market in the 1960s and contains a tachymeter linked to the bezel, a stainless steel bezel that spins at 300 units per hour, and three subdials with block markers. The sleek and unusual Rolex also boasts an 18,000-bph movement.

The watch, on the other hand, is iconic and pricey because of its unique backstory. Joanne Woodward, Newman’s wife, gave him the Rolex and personalized it with “Drive Carefully Me.” Paul Newman used the magnificent Rolex watch frequently while racing and in various films, most notably in the 1969 picture Winning. It is without a doubt the most expensive watch ever sold at an auction.