57 Indian Trail Road

"Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The circa-1755 Main House features a dramatic great room with stone fireplace, adjoining chef's kitchen, and formal dining room. Additional main-level spaces include both a sitting room and a library with back-to-back fireplaces, plus a guest suite with full bath and sitting room. Upstairs, the primary suite offers a lofted sitting area with fireplace, as well as private deck, while two guest bedrooms share a hall bath. The lower level includes a wine cellar with cobbled floor and a gym. Outside, multi-level terraces showcase exceptional stonework, a fire pit, grilling area, pool, and spa. Two ponds and the sparkling Merryall Brook enhance the 18 acres of open land. Extensive landscaping compliments the natural beauty of the forested hills. As with the Main House, every outbuilding and outdoor space has been meticulously maintained. Although it feels a world away, this remarkable property is only 15 minutes from Kent, New Preston, and Washington. With its historic character, modern updates and expansive private setting Hollow Farm offers a rare opportunity for refined country living Enter the Main House through a sunlit foyer and stair hall. Exposed beams throughout the main level reflect the home's early historic, while radiant heat provides modern comfort. The great room is anchored by a dramatic stone fireplace and accented by a dramatic chandelier. The chef's kitchen features a commercial range, oversized island, and two custom farmhouse sinks. In the formal dining room, views of the property are mirrored in a hand-painted mural. A sitting room and library, part of the original 18th-century structure, retain their back-to-back working fireplaces. A main-level guest suite includes a bedroom and an adjoining office, playroom, or additional bedroom. A pantry, wet bar, mudroom, laundry room, elegant powder room, and attached two-car garage complete the floor. Upstairs, the primary suite includes a lofted sitting room with a fireplace and built-in bookshelves. A window-seat gallery leads to two garret-style guest bedrooms and a small sitting room or office. On the lower level, the climate-controlled wine cellar features an antique iron tracery door, a 19th-century stone sink, and other period details. Beyond the Main House, a guest bungalow includes a wood-burning fireplace. The restored barn has been adapted for vehicle storage and collecting, with a lift, while offering flexibility for other hobbies or interests. The five-stall stable and surrounding pastures were designed for equestrian use and currently house llamas, goats, chickens, ducks, and a miniature horse. Merryall Brook flows through the property for hundreds of yards. Professional landscaping includes a fruit orchard, cutting gardens, perennial and shade gardens, and a fenced vegetable garden. The estate is commemorated on a custom barrel head in the wine cellar and has its own beer tap in the pool pavilion. A generator supports multiple buildings, and invisible dog fencing extends across acres of the property. Just 15 minutes from Kent, New Preston, and Washington, Hollow Farm offers exceptional privacy while remaining close to shopping and amenities. Ready for its next steward, this remarkable estate combines historic character, thoughtful updates, and extraordinary natural beauty.