1233 Rock Rimmon Road, Stamford, CT

Hillandale is a once-in-a-lifetime offering—an extraordinary opportunity to own one of the most iconic and expansive estates in the region. Encompassing approximately 268.2 sylvan acres, this landmark property gracefully spans the New York/Connecticut border, offering stunning views over formal gardens, a private lake, and rolling woodlands. Total privacy, historic pedigree, and timeless elegance define every aspect of this extraordinary estate.

At its heart stands a majestic European-style stone manor, originally constructed in 1900 and once owned by the Sulzberger family, publishers of The New York Times. The residence has since been expanded and masterfully restored by the current owners, now offering more than 15,000 square feet of refined living space. Exquisite materials—imported antique marble, limestone, onyx, mosaic tile, and stained glass—adorn the interiors, where craftsmanship of a bygone era meets the comforts of modern luxury.

The stately manor features eight bedrooms and ten full and four half bathrooms, anchored by grand formal living and dining rooms with intricately carved wood paneling and elegant fireplaces. A gracious library, conservatory, cloakroom, and breakfast room add to the home’s refined flow and character. At the center of the home’s leisure offerings is a spectacular indoor Olympic-sized pool, clad in Italian mosaics, complemented by a second outdoor pool and adjacent pool house—ideal for warm-weather entertaining.

The grounds are as captivating as the interiors, with private lakes, formal gardens, wooded trails, and a whimsical hedge maze designed for children. More than five miles of private roads wind through the estate, offering serene views and access to a variety of outdoor amenities, including a tennis court, greenhouse, two horse barns, and four additional guest or staff residences.

With its clay-tiled roof, enduring stone construction, and unparalleled sense of scale and privacy, Hillandale is more than an estate—it is a generational legacy. Whether envisioned as a private retreat, equestrian compound, or world-class residence for entertaining on a grand scale, Hillandale stands as a rare jewel in the heart of the tri-state countryside.

For Sale