350 Tory Hill Farm Road

Hillsdale, NY 12529

$3,995,000 PRICE
4 Beds
5 Baths
6,442 Sqft
19.4 Acres
2008 Built

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 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.

Additional Information

ADDITIONAL INFORMATION

BASEMENT DESCRIPTION: Concrete, Finished, Full, Walk-Out Access
ELECTRICAL FEATURES: 200+ Amp Service, Generator
HIGH SCHOOL DISTRICT: Taconic Hills Central Schools
LIVING AREA SQFT: 6442
ON MARKET DATE: 2025-06-17
ROAD TYPE: Unimproved
SEWER: Septic Tank
STYLE: Other
TAX AMOUNT: $35,737
TYPE: Residential
UTILITIES: Cable Available, Phone Connected, Propane, Underground Utilities
VIEW: Mountain(s), Panoramic
YEAR BUILT: 2008
ZONING: Residential and Farming

INTERIOR/EXTERIOR FEATURES

APPLIANCES INCLUDED: Wine Refrigerator, Washer, Range Hood, Free-Standing Refrigerator, Free-Standing Gas Range, Dryer, Dishwasher, Built-In Refrigerator
BEDS: 4
CONSTRUCTION MATERIALS: Board & Batten Siding, Frame
COOLING: Central Air
EXTERIOR FEATURES: Garden, Lighting, Outdoor Kitchen, Outdoor Shower, Rear Porch, Screened, Pool (Gunite, Heated, In Ground, Outdoor Pool, Pool Cover)
FLOORING: Hardwood, Tile
FOUNDATION: Concrete Perimeter
FULL BATHS: 5
HEAT: Forced Air, Propane
INTERIOR FEATURES: Sauna
ROOF: Metal
ROOMS: 10

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Community

Hillsdale

Columbia County, New York

Hillsdale is known for its gorgeous landscapes, rolling hills, open farmland and strong community spirit. The Hillsdale Hamlet District with 82 historic structures has been placed on the National Register...

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Julia B. Fee Sotheby's International Realty

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The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Listing information provided by IDX information is provided exclusively for consumers' personal, non-commercial user, and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS. Listing Courtesy of John Barbato of Compass, Hillsdale (914.327.2777).