Drew Barrymore’s Harrison Estate Hits Market, Listed at $4.99 Million

Winfield Avenue house currently owned by actress and talk show host has history dating back to 1700s.
Aerial view of a large estate with a gray, multi-wing house, glass conservatory, and a curved blue pool surrounded by lounge chairs and trees.

At 19 Winfield Ave. in Harrison, a newly listed $4.99 million estate boasts a 12-acre sanctuary — and it’s currently owned by actress and talk show host Drew Barrymore.

The home offers a departure from the suburban norm; while its history stretches back to 1747, Barrymore has given it a modern design.

Set on one of the largest parcels in southern Westchester County, the estate has a long, private driveway that draws visitors away from the road and into a secluded landscape.

“You open up these gorgeous gates, and you go down this long driveway, and you enter into this magical world where you didn’t think it would be,” said Kori Sassower of Compass, who represents the listing. “It’s extremely unassuming from the street. You can’t see anything. Then you go in here, and here is all 12 acres of property.”

Buyers have responded quickly.

In its first week on the market, the property drew more than 20 showings. Some prospective buyers recognize the potential for a compound or a private retreat for high-profile individuals, while others recognize the opportunity of a five-lot subdivision.

Sassower noted that there isn’t another 12-acre tract in southern Westchester, and this one is close to town and Harrison High School. Describing the grounds, which feature walnut and apple trees alongside a vegetable garden and a small pond, she called the property “kind of like an agricultural dream.”

Inside the 7,274-square-foot home, Barrymore redesigned so that each room shifts in tone and character.

“Drew designed each room to kind of feel like a different moment,” Sassower said, creating a rose room and breakfast nook and an attic that is entirely a play space, fully wallpapered and with built-in sleeping nooks.

The ideal buyer, Sassower said, is someone for whom that distinct aesthetic resonates, someone who “loves what Drew did as much as she did.”

That buyer will appreciate an estate that has evolved over centuries, but ultimately is defined by the love Barrymore poured into making her house a home.