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An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled conservatory, billiard room, sauna, gym and an Olympic-sized indoor pool with spa. There is also an outdoor pool with dedicated pool house. Vast, beautifully designed grounds showcase formal gardens, a private lake, woodland trails, a hedge maze and lighted tennis court. Four separate guest houses and a separate garage apartment on the property create a truly unparalleled private compound. This is a once in a generation offering for those seeking exceptional elegance and seclusion. Total Acreage 268+ acres: 173+ in Pound Ridge, New York, 95+ in Stamford, Connecticut
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Listing information last updated on March 10th, 2026 at 8:20am EDT.