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The world of luxury watches is a realm of exquisite craftsmanship, historical significance, and breathtaking price tags. Within this exclusive sphere, Rolex reigns supreme, consistently commanding top dollar for its iconic timepieces. But which Rolex holds the coveted title of "the most expensive Rolex in the world"? While the title might shift slightly depending on private sales and auction fluctuations, a clear contender consistently emerges: the Rolex Daytona "Paul Newman" Reference 6239.

On October 26th, 2017, a pivotal moment in horological history occurred. At a Phillips auction in New York City, a 1968 Rolex Daytona Reference 6239, affectionately known as a "Paul Newman" Daytona, sold for an astounding $17,752,500. This staggering sum solidified its place as, at the time, the most expensive Rolex ever sold at auction, and it remains a strong contender for the overall title. This sale underscores the incredible value and desirability of certain Rolex models, particularly those imbued with history, rarity, and celebrity association.

The Paul Newman Daytona's appeal stems from a confluence of factors. First, its inherent rarity. The Reference 6239 was produced for a relatively short period, and examples in pristine condition, particularly those boasting the unique "exotic" dial variations favored by Paul Newman himself, are exceptionally scarce. Second, the legendary connection to the actor Paul Newman elevates the watch beyond mere horological excellence. Newman’s personal Daytona became an iconic symbol, influencing generations of watch enthusiasts and collectors. The combination of rarity and celebrity endorsement created a perfect storm of desirability, driving prices to unprecedented heights.

However, the quest to identify the single most expensive Rolex ever sold is a complex one. Numerous lists and rankings attempt to compile the top Rolex watches based on auction results and private sales. These lists, often categorized as "Top 30 des Rolex les plus chères de tous les temps," "LES 7 MONTRES ROLEX LES PLUS CHÈRES," "Classement des 25 montres les plus chères du monde," "Quelles sont les montres Rolex les plus chères au," "Top 10 Rolex les plus chères," "Top 15 les montres Rolex les plus chères au monde," "Les 30 Montres Rolex les Plus Chères de Tous les Temps," and similar titles, offer varying perspectives. The inherent challenges in compiling such a list include:

* Private Sales: Many high-value Rolex transactions occur privately, away from the public eye. These sales are not documented in auction records, making it difficult to ascertain the true value of the most expensive pieces.

* Condition: The condition of a watch heavily influences its value. A pristine, untouched example will command a significantly higher price than one showing signs of wear and tear.

* Rarity: The rarity of a specific model or variation plays a crucial role in determining its worth. Limited-edition pieces or those with unique features will always be more valuable.

* Historical Significance: A watch's history and provenance can dramatically impact its value. Association with a famous person or a significant historical event can exponentially increase its desirability.

Despite these challenges, several Rolex models consistently appear near the top of these various "most expensive" lists. Besides the Paul Newman Daytona, other contenders frequently mentioned include:

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