99 Knight Road

Set high on a private hilltop along a designated scenic road, this exceptional country estate commands sweeping views over open fields, ponds, and the rolling hills of the Hudson Valley. South-facing and surrounded by nature, the property offers a rare sense of privacy and seclusion, yet is just eight minutes from the village of Millbrook, approximately 12 minutes from Pine Plains and 17 minutes from Rhinebeck. The landscape reveals itself the moment you enter the main residence. From the front foyer, the eye is drawn directly through the house to broad expanses of glass framing the countryside beyond. Large glass doors open onto an expansive terrace, creating a natural connection between the interiors and the remarkable setting. Designed to take full advantage of its hilltop position and southern exposure, the house is filled with natural light throughout the day. The gracious single-level floor plan makes everyday living effortless, with rooms that flow easily while maintaining a sense of privacy. Nearly every space is oriented toward the landscape, allowing the changing seasons, distant hills and expansive skies to become part of the experience of the house. Outside, the broad terrace extends the living spaces into the landscape, with multiple areas for dining, entertaining and relaxing. From morning coffee in the sun to long summer dinners overlooking the countryside, it is a setting designed for an easy indoor-outdoor way of life. A large swimming pond with its own dock forms another focal point of the property, offering swimming, boating and fishing during the warmer months and ice skating in winter. Beyond the pond, the grounds unfold through a series of intimate destinations—fire pits, picnic areas and quiet places to sit and enjoy the surroundings. Walking trails wind through the woods, creating countless opportunities to explore the property on foot. Adding to the versatility of the estate are a separate guest house and caretaker’s cottage, providing accommodations for family and friends as well as space for property staff, a home office, studio or other uses. Together with the main residence, they create the feeling of a private country compound while allowing each building its own sense of space and independence. Equally suited to a full-time residence or a weekend retreat, this is a property centered around its extraordinary setting: light, privacy, expansive views and a genuine connection to the outdoors. Despite the feeling of being worlds away, the villages of Millbrook, Rhinebeck and Pine Plains are all within easy reach, as is New York City. A private hilltop estate where the architecture, landscape and views come together to offer an exceptional expression of Hudson Valley country living.