Updated Jun 12, 2026
Matthew Stafford Sells Three Hidden Hills Properties For $21.3 Million In Off-Market Deals
5840 Round Meadow Road, 5854 Round Meadow Road & 25045 Jim Bridger Road
$21,300,000
Building Size
—
Asset Type
Single Family
Closing
Jun 11, 2026
About this deal
AI
The sale involved three single-family properties located at 5840 Round Meadow Road, 5854 Round Meadow Road, and 25045 Jim Bridger Road in Hidden Hills, CA. The combined sale price for these properties was $21,300,000, which included two adjacent former homes owned by Drake sold for $11.6 million and another separate mansion for $9.7 million.
Summary of transation details:
- Property Type: Single Family
- Transaction Amount: $21,300,000
- Seller: Matthew Stafford
- Sale Date: 06/11/2026
- Market: Hidden Hills, CA
Matthew Stafford sought to exit the so-called “YOLO” compound he and his wife Kelly Stafford assembled after their move to Los Angeles. This transaction marked the culmination of a years-long effort, including one sale that generated a minor gain and another that led to a loss.
Players
Roseville Single Family Market Snapshot
Boundary boundary · Single Family · Sale transactions
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Purchase Price
Annual NOI
Loan Amount
Interest Rate (%)
Loan Term (yrs)
Down Payment (%)
Cap Rate
0.74%
Cash-on-Cash
-0.21%
Monthly Payment
$14,164
Annual Debt Svc
$169,964
Annual Cash Flow
$-11,334
DSCR
0.93