Hawkskill is a truly exceptional offering—an extraordinary Hudson Valley country estate set on approximately 40 acres of meadows, woodlands, and waterways, rich in history and natural beauty. Secluded well off a quiet country road and accessed via a long, tree-lined private driveway, this peaceful retreat perfectly combines historic charm with modern comforts.
Perched gently atop a rise and framed by mature trees, the home overlooks a bubbling brook that winds through the front meadow and flows toward the Roeliff Jansen Kill. At the rear, a flagstone terrace adorned with lush gardens, a millstone fountain, and a deep retractable electric awning creates an elegant outdoor living space. From here, you can enjoy breathtaking views of your own eight-acre private lake, a picturesque year-round playground ideal for fishing, paddling, and ice skating.
A Storied History
Originally built in 1859 as a Livingston Tenant House, Hawkskill is one of four homes gifted to loyal tenant farmers by the prominent Livingston family, whose vast landholdings formed Livingston Manor—a grant bestowed by the English Crown in 1684. This residence embodies the transition from feudal tenancy to independent rural living and remains a tangible link to the region’s colonial and agricultural heritage.
The Main House
Hawkskill’s historic character is beautifully preserved in the original structure, featuring wide-plank pine floors, a center-hall layout, a welcoming front porch, and meticulously restored paned windows that bathe the interiors in natural light.
The home offers:
Three sun-drenched bedrooms and two elegantly renovated bathrooms upstairs
A cozy living room with a wood-burning fireplace and French doors opening to the terrace
An open-plan country kitchen that flows seamlessly into the dining room—perfect for entertaining
A ground-floor addition boasting soaring cathedral ceilings, custom built-ins, exposed beams, a third full bathroom, and walls of windows overlooking the grounds—currently serving as a library/den, but easily convertible into a fourth bedroom
A discreet door off the dining room leads to a spacious full-height basement, housing updated mechanical systems, including central air conditioning throughout the home
Additional Features
A renovated historic barn with a three-bay garage, automatic doors, and a second story ideal for storage or potential guesthouse conversion
Expansive meadows, wooded trails, and a rich wildlife habitat, with frequent sightings of deer, turkey, heron, owls, turtles, and the occasional fox
Exceptional privacy, stunning natural features, and preserved historic integrity
Location
Nestled in the heart of the Hudson Valley, Hawkskill is just minutes from the charming towns of Red Hook, Germantown, and Tivoli. It offers convenient access to the train stations in Hudson and Rhinebeck, providing easy commuting options to and from New York City.
Hawkskill presents an unparalleled opportunity to own a piece of Hudson Valley history, surrounded by breathtaking natural beauty and modern luxury. Whether you seek a full-time residence, a weekend retreat, or a legacy estate, this timeless property offers tranquility, privacy, and purpose.
Private showings by appointment only.















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