Hawkskill – Historic Hudson Valley Estate on 40± Acres with Private Lake, Brook, Barn & Renovated Country Home

Hawkskill – Historic Hudson Valley Estate on 40± Acres with Private Lake, Brook, Barn & Renovated Country Home

Hawkskill is a truly rare offering—an extraordinary Hudson Valley country estate set on 40± acres of meadows, woodlands, and water, steeped in history and natural beauty. Tucked well back from a quiet country road and accessed by a long, tree-lined private driveway, this serene retreat blends rich heritage with timeless charm and modern updates.

Perched gently on 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 with lush gardens, a millstone fountain, and a deep retractable electric awning offers an elegant outdoor living space. From here, you’ll enjoy sweeping, magical views of your own 8-acre private lake, a romantic, year-round playground for fishing, paddling, and ice skating.

A Storied Past

Built in 1859 as a Livingston Tenant House, Hawkskill is one of four homes gifted to loyal tenant farmers by the storied Livingston family, whose vast land holdings formed Livingston Manor, granted by the English Crown in 1684. This home reflects the transition from feudal tenancy to independent rural living, and today stands as a tangible connection to the region’s colonial and agrarian past.

The Main House

Hawkskill’s historic character is carefully preserved in the original structure, with wide-plank pine floors, a center-hall layout, a welcoming front porch, and beautifully restored paned windows that flood the home with natural light.

The home includes:

• Three sun-filled bedrooms and two tastefully renovated bathrooms upstairs

• A cozy living room with wood-burning fireplace and French doors opening to the terrace

• An open-plan country kitchen flowing into the dining room—ideal for entertaining

• A ground-floor addition featuring soaring cathedral ceilings, custom built-ins, exposed beams, a third full bathroom, and walls of windows overlooking the property—currently used as a library/den, but easily convertible to a fourth bedroom

A secret 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 three-bay garage, automatic doors, and a second story ready for storage or a potential guesthouse conversion

• Expansive meadows, wooded trails, and rich wildlife habitat, with frequent sightings of deer, turkey, heron, owls, turtles, and the occasional fox

• High aesthetic value with exceptional privacy, romantic natural features, and historic integrity

Location

Located in the heart of the Hudson Valley, Hawkskill is just minutes from the charming towns of Red Hook, Germantown, and Tivoli, and conveniently equidistant from the train stations in Hudson and Rhinebeck, providing easy access to and from New York City.

Hawkskill offers an unmatched opportunity to own a piece of Hudson Valley history, surrounded by stunning natural beauty and modern comfort. Whether you’re seeking a full-time residence, weekend retreat, or legacy estate, this timeless property delivers peace, privacy, and purpose.

Private showings by appointment only.

From Zillow