Drew Barrymore’s amazing 12-acre Westchester estate asks $5M

Drew Barrymore’s amazing 12-acre Westchester estate asks $5M

March 27, 2026

All photos courtesy of Modern Angles

This 12-acre estate at 19 Winfield Avenue in Harrison is currently owned by Drew Barrymore, but her influence goes beyond just celebrity cachet. The actress, producer, director, and talk show host curated every detail of the three homes on the property as part of her Beautiful by Drew design brand. Asking $4,995,000, the estate’s living spaces have an unusual level of considered charm. The property contains five lots, any of which can be sold off for additional income. In addition to the historic main house, the estate includes a guest house and a pool house, surrounded by a combination of wooded land, lawns, and landscaped gardens.

Barrymore wanted both a more convenient home base for commuting to Manhattan for her talk show and more time with nature.

“I had desperately wanted a place outside the city because I had been working for years at this point inside of a studio with no windows,” she told Rue in an interview published earlier this month. “I’m from California, and I just had this urge to find nature.”

She paid $4.4 million for the property in 2024 and spent two years completing a renovation, which turned out to be a much bigger project than anticipated. By the time the renovation wrapped up, the actress realized her family’s needs had changed, and she decided to sell, as The Wall Street Journal first reported.

Behind a private gate, one of southern Westchester’s largest property collections radiates charm. The main house, built in 1747, has maintained its sense of history while being transformed into a showcase of modern design and comfort.

With an infinitely flexible floor plan, open spaces flow together and access the outdoors. A cozy foyer anchored by a limestone fireplace opens into the high drama of a great room with 30-foot ceilings, walls of windows, and floor-to-ceiling glass doors.

A warm, rustic kitchen moves effortlessly into a sun-filled dining room. For even more of an indoor/outdoor effect, a glass-wrapped conservatory allows you to gaze at the sky through a glass-domed ceiling. Additional entertaining spaces include a casual family room and an expansive living room, all blessed with fireplaces, skylights, and views of the surrounding greenery.

A dream of a primary suite gets a sitting room, a walk-in closet, two bathrooms and a Juliet balcony. A massive picture window frames the rolling lawn beyond. There are three more bedrooms–each with its own design theme–two baths, and a finished attic.

A compact guest cottage has a lofted space, a living room, a kitchen, and a full bath. As with the main house, windows and glass doors provide sunlight and outdoor vistas from every angle.

The pool house is sunny inside and out, with a clean, sophisticated design theme. This petite retreat contains a chic Parisian-style kitchen, a living room, a bedroom, a full bath, and laundry facilities.

The pool house opens onto a heated freeform gunite pool surrounded by wildflower gardens. The surrounding acreage is a mix of level lawns and wooded areas, all just 35 minutes from New York City.

[Listing details: 19 Winfield Avenue by Kori Sassower and Brian K. Lewis of Compass]

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All photos courtesy of Modern Angles

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