106-acre Westchester estate tied to Sears dynasty lists for $6 million

A 106-acre Hudson River estate known as Rolling Stone Farm has been listed for $6 million, marking the first time the property has been offered publicly in more than two decades. The offering, held by Will Stuart of Berkshire Hathaway HomeServices, makes the sprawling Hudson Valley parcel the largest estate currently for sale in Westchester County.

The European-style property sits in Croton-on-Hudson, roughly an hour’s drive north of Manhattan, and was constructed in the early 1930s by Dr. David M. Levy and his first wife, Adele Rosenwald Levy. Levy was a noted child psychiatrist who helped introduce the Rorschach test to the United States; Adele Rosenwald Levy was the daughter of Julius Rosenwald, the longtime president and owner of Sears, Roebuck and Company, and was active in postwar philanthropic work.

The principal residence features a stone-and-wood-shingle exterior and richly detailed interiors, including wood-paneled walls, wide-plank floors and leaded glass windows. An original octagonal stone library that Dr. Levy used as his office remains on the grounds. Interior appointments noted in the listing include built-in bookcases, multiple sitting rooms and a formal dining area.

The main house is listed with three bedrooms, anchored by a primary suite with vaulted ceilings, a walk-in closet and a marble bathroom. A guest annex attached to a four-car garage adds two more bedrooms, and a separate guest cottage elsewhere on the property provides additional lodging. Recent and non-equine amenities on the grounds include a 45-foot swimming pool and a tennis court, and the estate’s professionally landscaped English garden and stand of mature trees frame views of the Hudson River.

Rolling Stone Farm retains substantial equestrian infrastructure. The property includes an 1800s two-story barn, a two-bedroom grooms’ apartment and an outdoor riding arena. The estate was previously operated as a busy equestrian facility that housed more than 20 horses, according to the listing materials.

Stuart described the property as a rare offering close to New York City. “It’s really a once-in-a-lifetime opportunity for someone to be this close to New York City on the Hudson River,” he said in marketing materials, adding that comparable listings for parcels of this size and character are virtually nonexistent in the county.

Property records show the estate last sold for $2.25 million in 2000; a 2004 transaction for $1.35 million was reported as a single-parcel buyout within the family. After roughly 25 years without a public listing, the owners have again placed the property on the market.

Croton-on-Hudson is known for scenic parks and the nearby New Croton Dam, which historically has supplied drinking water to New York City. The listing positions Rolling Stone Farm as a high-end country estate with historical associations, extensive grounds and a mix of residential, recreational and agricultural structures geared toward private use or equestrian operation.

The listing underscores both the historical provenance of the site and its proximity to metropolitan markets, factors likely to influence interest from buyers seeking large private acreage within commutable distance of New York City. Berkshire Hathaway HomeServices is handling inquiries through its regional office.