The rapper’s three-home portfolio—featuring Los Angeles County’s largest private swimming pool—has officially found new owners, closing a major chapter in his real estate journey.
It was the kind of real estate collection that could only belong to a global superstar: a three-property fortress in the exclusive gated community of Hidden Hills, complete with a medieval-style castle, a mechanical bull, and a swimming pool so massive it holds the record for the largest privately owned residential pool in Los Angeles County.
Now, that portfolio—famously dubbed the “YOLO Estate”—has officially been sold. Drake, the Grammy-winning rapper, has parted ways with all three of his Hidden Hills homes in a series of transactions totaling approximately $23 million, closing a significant chapter in his Southern California real estate story.
A Three-Part Exit Strategy
The sales, which began in March 2022 and concluded in late June, saw the properties split between two distinct buyers. The crown jewel of the collection—the 12,500-square-foot Tudor-style mansion located at 5841 Round Meadow Rd—sold for $12 million. The main residence boasts 7 bedrooms and 9 bathrooms, along with a 2,000-square-foot primary suite accessible only through a hidden bookshelf door. While the initial asking price for this main residence was $14.8 million, the final sale price still represented a healthy return on the $7.7 million Drake paid for it back in 2012.
The two adjacent houses, meanwhile, were scooped up in a $11 million package deal. The buyer? None other than Los Angeles Rams quarterback Matthew Stafford, who outbid the competition by paying a staggering $3.6 million over the combined asking price of $7.4 million for the neighboring homes. Stafford now owns 5840 Round Meadow Rd (a 3,645 sq ft home, which Drake had purchased for $2.85 million in 2015 and listed at $4.5 million) and 5854 Round Meadow Rd (a 2,449 sq ft house, bought by Drake for $4.5 million in 2018 and listed at $2.9 million). Collectively, Drake had originally listed the entire trio for $22.2 million.
The sales were expertly handled by power-agent duo Branden and Rayni Williams of The Beverly Hills Estates. The main estate’s buyer remains unnamed, represented by Lisa Moriarty of Rodeo Realty.
Inside the ‘YOLO Estate’: More Than Just a Mansion
While the price tags are eye-watering, the real story lies within the gates of the YOLO Estate. Drake didn’t just buy a house; he built a sprawling entertainment home that redefined luxury living.
- The Pool That Defines L.A.: The estate boasts the largest private swimming pool in Los Angeles County. It is a water park in its own right, featuring an 80-foot rock water slide, a swim-up bar, an underwater viewing window, an underwater television (yes, a waterproof TV for watching movies while swimming!), and a spa grotto complete with cascading waterfalls.
- The Hidden Master Suite: The primary bedroom is a 2,000-square-foot sanctuary accessible only through a secret bookshelf door—a Hollywood-style hideaway fit for a rapper who values privacy.
- Amenities Galore: This property is packed with unexpected features, including a mechanical bull, a recording studio, a 25-seat movie theater, a tennis and basketball court, a beach volleyball court, a wine cellar and tasting room, and even equestrian facilities with stables and a riding ring.
A Dream Realized—Then Packaged Up
The sale of the YOLO Estate carries a particularly poignant backstory. Long before he achieved global fame, Drake had reportedly set a photo of the estate’s iconic pool as his computer desktop wallpaper. It was a vision board that became a reality.
In 2009, the property was listed for a staggering $27 million—far out of his financial reach at the time. But by 2012, the real estate market had shifted, and Drake seized the opportunity, purchasing it for roughly $7.7 million. It was a tangible symbol of his rise from a struggling actor in “Degrassi” to a hip-hop heavyweight.
However, his investment journey in Hidden Hills was not without its hiccups. While he profited handsomely on the main house and the 5840 property (bought for $2.85 million, sold as part of the Stafford package), he took a slight loss on the 5854 home, which he had purchased for $4.5 million and sold for just $2.9 million (though bundled into the overall $11 million deal with Stafford).
Moving On to Greener (and Pricier) Pastures
So why the massive sell-off? Drake is simply moving up. The rapper has already relocated to an even more opulent estate in the Beverly Crest neighborhood. He purchased a sprawling 20,000-square-foot mansion on 20 acres of land for a whopping $75 million from British singer Robbie Williams.
The Hidden Hills fire sale marks the end of the “YOLO” era. As Drake continues to dominate the charts, his real estate footprint is expanding globally—most notably in his hometown of Toronto. But for Angelenos, the legacy of that record-breaking pool, the underwater TV, and the secret bookshelf door will remain a legendary footnote in L.A.’s celebrity real estate history.
