Macaulay Culkin and Brenda Song are settling into a new chapter. The longtime couple just dropped $10.3 million on a sprawling mansion in Sherman Oaks, California, weeks after selling their Toluca Lake estate for a massive profit. The real estate move marks another strategic play for the private pair, who have spent years carefully building a life away from the Hollywood spotlight.
The six-bedroom, nine-bathroom residence spans approximately 10,200 square feet and sits behind gates in the Longridge Estates neighborhood. Built in 1989, the property offers everything a family of four could want: a game room, full gym, sports court, and an outdoor entertaining terrace complete with a fireplace lounge, full kitchen, BBQ, bar, and wood-fired pizza oven.
Inside, the home features a sweeping double staircase leading into a light-filled foyer, a state-of-the-art chef’s kitchen, and a massive floor-to-ceiling brick fireplace. Each bedroom comes with its own en-suite bathroom and walk-in closet. There’s also a private theater with a library nook and snack bar, basically the ultimate family compound.
The listing, held by Kristofer Everett-Einarsson and James Harris of Carolwood Estates, initially asked $12.75 million back in January. Culkin and Song snagged it for more than $2 million less, closing the deal March 6. Craig Knizek of The Agency represented the buyers.
The purchase comes just weeks after the couple sold their Toluca Lake home for $14.25 million in an off-market deal that closed February 13, one day before Valentine’s Day. They had purchased the four-bedroom, five-bathroom property from fellow actor Kiefer Sutherland in 2022 for $8 million, walking away with a $6.25 million profit in just four years.
That 4,879-square-foot dwelling, built in 1935 and sitting on 0.58 acres, was never publicly listed, so no interior photos ever surfaced. The sale continued a pattern of quiet, strategic real estate moves for Culkin, who also sold his longtime New York loft in January for $7.75 million, another off-market deal that netted him a multimillion-dollar profit after more than two decades of ownership.
For Culkin, 45, and Song, 37, the new home represents more than square footage and amenities. It’s where their two sons, Dakota, 3, and Carson, 2, will grow up. The couple, who met in 2014 and got engaged in 2022, have intentionally built their lives behind closed doors, away from the chaos that defined Culkin’s childhood fame.
“These days, Mack seems totally happy being the homebody dad hanging with his kids,” a Cosmopolitan writer noted after interviewing the pair in January 2025. “He’s proud of the fact that their house is the site of every playdate, that he butts heads with his toddler, that he stalks the halls as ‘Papa T-rex'”.
The couple raises their children without a nanny, relying instead on Song’s parents for help when needed. Culkin has fully embraced his role holding down the fort so Song can pursue her acting career, a dynamic that works because both value privacy above almost everything else.
“That the public is like, ‘Wait, they’re together and they have kids?’ Good. That means we did our job,” Culkin told Cosmopolitan.
Song recently revealed what happened when their sons watched Home Alone for the first time. “They love all the hijinks and the traps and stuff,” she told E! News. “They have no real concept [of the danger]. My oldest gets it more than my younger son”.
She used the film as a teaching moment about safety. “I said, ‘They’re a stranger if you don’t know their name.’ I was like, ‘It doesn’t matter if they’re someone’s parents. If you don’t know their name, or you’ve never seen them before at our house, they are a stranger'”.
As for the actual Home Alone house in Winnetka, Illinois? Culkin once considered buying it “just for giggles” but ultimately passed. “I got kids. I’m busy, man,” he explained.
The Sherman Oaks purchase completes a remarkable real estate trilogy: Culkin sold his New York loft, flipped the Toluca Lake house for a massive gain, and landed the family in a permanent-feeling compound designed for the life he actually wants. Game room for the boys. Sports court for family afternoons. Privacy gates for everyone.
The Home Alone kid grew up, found love, made smart investments, and built a home. Now he gets to stay in it.
