Drake’s Rolex From the Take Care Era Sells for $500,000

In an age when pop-cultural relics sell as quickly as sneaker drops, a watch tied to Drake’s Take Care era crossed that same kind of collector fervor this week. A gold and diamond-encrusted Rolex GMT Master II, the piece photographed on Drake in 2011’s promotional cycle for Take Care, has been purchased from Palm Beach dealer Wind Vintage at its $500,000 asking price.

The listing, handled by Eric Wind’s Wind Vintage, named the watch as the same model seen in photos from the Take Care campaign. But the provenance is a little more complicated than fan lore would suggest: Wind Vintage’s senior watch specialist Charlie Dunne says the timepiece wasn’t Drake’s personal watch but rather belonged to a colleague who lent it for the shoot and related promotions.

“It wasn’t Drizzy’s everyday piece,” Dunne told XXL. “What makes it collectible is the photographic association with a landmark album moment. People buy stories as much as hardware, and this one came with its own narrative: the watch on the record that helped define Drake’s aesthetic in 2011.”

The sale itself moved fast. Wind Vintage confirmed the watch went for the advertised price, and the listing noted the Rolex comes with full links, light wear on the clasp, some minor scratches on the caseback, its original box, and official paperwork. The lot also included a small assortment of OVO-branded items — a Swiss army knife, an OVO owl statue, exclusive apparel, and a backstage VIP pass — artifacts that tie the object even more tightly to that era of Drake’s career.

“Personally, I have never seen the collectible watch market hotter than it is today,” Eric Wind told WatchPro. “The velocity with which we are selling the watches, frequently selling the watches within minutes of listing the watch on our site, is mind-blowing, but there is a broad diversity of highly educated buyers who are collecting them, so it is not isolated to a specific and narrow group of buyers that would mean the market is fragile and risky.”

Elsewhere, this sale underscores a pattern seen across music memorabilia markets: objects that once served as stage dressing or photo props often gain outsized value because of their visual currency. Drake’s Take Care campaign—studio shots, music videos, and OVO cross-marketing—helped place certain accessories into the public imagination, especially items that paired luxury markers like gold and diamonds with the album’s melancholy, late-night aesthetics.

Speaking to the wider context, collectors are increasingly paying premiums for pieces with verifiable links to cultural moments rather than anonymous examples of craftsmanship. In that light, the Rolex’s six-figure price is less about the mechanics and more about the provenance and the feeling of owning a physical piece of a chapter in Drake’s career.

XXL has reached out to Drake’s representatives for comment. High-resolution images of the watch and the accompanying OVO items are available on Wind Vintage’s listing.