Welcome to Hawkskill—a once-in-a-lifetime opportunity to own a truly exceptional country estate in the heart of New York’s Hudson Valley. Nestled on approximately 40 acres of open meadows, woodlands, and water, this historic property seamlessly blends heritage, beauty, privacy, and modern comfort. Accessed by a long, tree-lined private drive that leads far from the quiet country road, Hawkskill is a rare sanctuary where the past and present coexist in perfect harmony.
Set gently on a rise and surrounded by mature trees, the main residence overlooks a peaceful brook that winds through the front meadow before flowing toward the Roeliff Jansen Kill. Behind the home, an expansive flagstone terrace provides an elegant outdoor living space, complete with lush gardens, a charming millstone fountain, and a deep retractable electric awning—perfect for entertaining, relaxing, or simply taking in the enchanting view of your own private 8-acre lake. This romantic lake is a year-round playground for fishing, paddling, and ice skating, adding both charm and recreational value to the estate.
Steeped in history, Hawkskill was originally built in 1859 as one of four tenant houses gifted by the prominent Livingston family—whose holdings once formed the vast Livingston Manor, granted by the English Crown in 1684—to loyal tenant farmers. This home marks the shift from colonial feudal tenancy to independent rural living and stands today as a living tribute to the Hudson Valley’s colonial and agricultural legacy.
The main house retains its historic soul while embracing tasteful modern updates. Step inside to discover original wide-plank pine floors, a classic center-hall layout, a welcoming front porch, and beautifully restored paned windows that fill the home with natural light. The interior exudes warmth and timeless elegance across two levels. Upstairs, you’ll find three bright and spacious bedrooms along with two thoughtfully renovated bathrooms. Each space is filled with light and framed by pastoral views.
On the main floor, the cozy living room features a wood-burning fireplace and French doors that open directly to the rear terrace, creating a seamless transition from indoor comfort to outdoor splendor. The open-plan country kitchen flows beautifully into the dining room, making it a natural gathering place for family dinners or weekend guests. Every detail has been carefully chosen to preserve the home’s historic character while supporting a modern lifestyle.
A recent addition to the home offers even more living space and versatility. With soaring cathedral ceilings, custom built-ins, exposed beams, and walls of windows that offer sweeping views of the property, this sun-drenched space is currently used as a library and den but could easily be converted into a fourth bedroom, artist’s studio, or guest suite. Off the dining room, a hidden door leads to a full-height basement that houses updated mechanical systems and provides central air conditioning throughout the home.
Beyond the main house, the estate features a beautifully renovated historic barn that serves as a three-bay garage with automatic doors. The barn’s second floor offers significant storage potential or could be transformed into a guesthouse, studio, or retreat space. This structure, like the main house, balances rustic charm with modern functionality, offering endless options for future expansion or creative vision.
Outside, the 40± acres invite exploration, inspiration, and solitude. Manicured meadows give way to shaded woodland trails rich in biodiversity. Wildlife sightings are common—deer, wild turkey, herons, owls, turtles, and even the occasional fox make regular appearances, adding to the estate’s magical atmosphere. This land is more than just scenic—it is alive, vibrant, and bursting with potential.
Location is another major asset. Hawkskill sits just minutes from the beloved Hudson Valley towns of Red Hook, Germantown, and Tivoli, each offering farm-to-table dining, boutique shopping, art galleries, and community events. The estate is also conveniently located between the Amtrak train stations in Hudson and Rhinebeck, offering easy access to New York City while maintaining the peace and quiet of country life.
Whether you are searching for a full-time residence, a luxurious weekend retreat, or a long-term legacy estate to pass down through generations, Hawkskill offers the rare combination of historic significance, natural beauty, and refined comfort. Properties of this caliber, with such deep roots and modern updates, are few and far between in today’s market.
This is more than just a home—it’s a story waiting to be continued. A piece of Hudson Valley history wrapped in timeless charm, Hawkskill is a place where past meets present, and where every view, every breeze, and every sunrise is part of something extraordinary.
Private showings are available by appointment only. Come experience the magic of Hawkskill for yourself—and let your next chapter begin.
