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350 Tory Hill Farm Road
Hillsdale, New York
$3,995,000 Price
4 Bedrooms  
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Photo 1 of 350 Tory Hill Farm Road, Hillsdale, New York, $3,995,000, Web #: 20252299Previous PhotoNext Photo1 of 50

Peace and seclusion on a private road. Pass through a stone gate and travel a long, winding driveway to reach this exceptional property, quietly nestled into the mountainside. The setting is serene, with only the sounds of birds and the breeze in the air. From its elevated position, the...

Peace and seclusion on a private road. Pass through a stone gate and travel a long, winding driveway to reach this exceptional property, quietly nestled into the mountainside. The setting is serene, with only the sounds of birds and the breeze in the air. From its elevated position, the home offers uninterrupted, layered views of the Berkshire mountains stretching far beyond to distant peaks. At over 6,400 square feet, the main house is built from the hand-hewn beams of two large historic barns, relocated and reimagined to create expansive interior volumes that feel both grounded and light. The main level centers around a great room with open kitchen, dining, and living areas that connect to a more intimate library alcove, corner screened porch, and open-air deck. A grand primary suite with a spa-like bath—including a large steam shower and soaking tub for two—is connected by a glass gallery. Hovering above the main living space is a comfortably sized loft/den with a quiet reading nook oriented toward the eastern sunrise. The full-footprint lower level has tall ceilings and includes a generous recreation and media room, two bedrooms, two full bathrooms, a gym, climate controlled wine cellar, a generous laundry room, and a kitchenette/bar that services the outdoor pool terrace. Separate from the main house, a one-bedroom guest cottage sits elevated among the trees. It includes a sitting area, kitchenette, full bath, and a private deck with filtered mountain views. The two car garage has room for additional recreational vehicles and is fully heated and cooled. Outdoors, a 35-foot 'pebblecrete' pool with retractable cover, a sauna, and a summer shower sit on the edge of the hillside, surrounded by lush vegetable and cut flower gardens, an outdoor kitchen, and a substantial garden shed. Forged walking trails traverse the property, leading to peaceful spots and a hidden orchard. Located on private Tory Hill—home to several notable properties—this is a retreat with uncommon privacy, thoughtfully designed spaces, and a deep connection to the surrounding landscape. Set in the heart of the Roe Jan region, just moments from the Berkshires, this is a property where quiet comfort and natural beauty live in happiness.

Listing courtesy of Compass Hillsdale

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* All information furnished regarding property for sale, rental, financing or estimated mortgage rates is from sources deemed reliable but no warranty or representation is made as to the accuracy thereof. For further financing information, please contact a Brown Harris Stevens agent.

Listing Details

New Listing
Hillsdale, New York
Type: House
Price: $3,995,000
Re Tax: $35,737
Date Listed: 6/17/2025
Web ID: 20252299

Info & Amenities

Type: Single Family
Size: 19.4 acres
Rooms: 10.0
Bedrooms: 4
Bathrooms: 5.0
Woodburning fireplaces: 2
Built: 2008
Pool: Yes

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