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The Express Gazette
Wednesday, October 14, 2026

Three Grand Estates Outside NYC Hit the Market

Properties ranging from a historic Westchester estate to a modern architectural marvel and a Gilded Age mansion offer luxury living.

US Politics • an hour ago
Three Grand Estates Outside NYC Hit the Market

Several opulent estates located outside of New York City have recently been listed for sale, offering potential buyers a taste of grand country living. Among them is Arrow Hill, a historic property in Westchester County, listed at $28.5 million. Built in 1927 on over 40 acres, this neoclassical mansion spans more than 14,000 square feet and features eight bedrooms and nine bathrooms. The estate also includes two guest residences, a pool house, and extensive formal gardens.

Another significant offering is located in Pound Ridge, approximately 18 miles northeast of White Plains. This modern, award-winning home at 51 Old Stone Hill Road is built into 19.5 acres of wooded and boulder-strewn terrain. Designed by KieranTimberlake, the 4,485-square-foot residence features a unique jigsaw facade of mirror, glass, steel, and zinc-coated copper. It includes four bedrooms, four bathrooms, a 2,400-bottle wine cellar, an outdoor kitchen, and a media room. This property is listed for $15 million.

Inside 51 Old Stone Hill’s iconoclastic jigsaw facade, you’ll find stairways to heaven.

Further north, crossing into Massachusetts, the Wheatleigh estate at 11 Hawthorne Road in Stockbridge presents a Gilded Age opportunity. Designed in 1893 by Peabody & Stearns in the style of a 16th-century Florentine palazzo, the estate encompasses 21 acres with grounds designed by Frederick Law Olmsted. After operating as a five-star hotel for five decades, the property was listed in July for $14.5 million. It offers 19 bedrooms, 25 bathrooms, nearly 20,000 square feet of living space, and amenities including a pool, tennis court, and gym.

Exterior view of 11 Hawthorne Rd, Stockbridge, featuring a large tan brick estate with a tiered fountain in the circular gravel driveway.

Bright bedroom with sage green walls, a king-sized bed with a quilted coverlet, and two large windows with pleated drapes at 11 Hawthorne Rd in Stockbridge.


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