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    Home / Hillsdale / 9960 Route 22
    9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 9960 Route 22 Hillsdale, NY 12529 View All Photos

    $1,250,000

    | Active

    9960 Route 22

    Hillsdale, NY 12529

    2,395
    Square Feet
    4
    Beds
    3
    Baths
    6.63
    Acres
    434
    Days on Market
    KEY882928
    MLS#
    House
    Structure
    Residential
    Zone
    Contact

    Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat. The grand living room, anchored by a wood-burning fireplace and lined with a wall of windows, frames views of the grounds and invites natural light throughout the day. The custom-designed kitchen marries modern function with period detail, while the sun-drenched dining room—with exposures on two sides—provides an elegant setting for intimate gatherings. A deep, screened porch spans the length of the north wing, overlooking the gardens and flowing lawns. On the main floor, a serene en suite bedroom and a private guest suite with sitting room and separate entrance offer flexible accommodations. Upstairs, two charming bedrooms share a beautifully appointed bath. A short stroll through lush gardens and across a second private drive leads to the stunning, two-story post-and-beam barn. Currently curated as an antique store, the structure offers an expansive lofted studio and is zoned for commercial or residential use—ideal for a gallery, guesthouse, or creative workspace. This rare, historic compound offers a peaceful, pastoral lifestyle just over two hours from Manhattan—a perfect fusion of old-world charm and modern-day potential. Tucked into the rolling foothills of the Berkshires, Hillsdale is one of the Hudson Valley’s most coveted enclaves—quietly elegant, unspoiled, and deeply rooted in charm. Just over two hours from Manhattan, it offers the ideal blend of refined rural living and easy access to the region’s most sophisticated cultural and culinary experiences. Here, sweeping vistas, winding country roads, and historic farmhouses coexist with curated farm-to-table restaurants, chic design shops, and proximity to world-class destinations like Hudson, Great Barrington, and Tanglewood. Hillsdale is home to Catamount Mountain Resort for year-round recreation, from skiing to ziplining, and just minutes from Copake Lake, private golf clubs, and nature preserves. Discreet, low-key, and deeply authentic, Hillsdale attracts those seeking serenity without sacrifice—an elevated escape that feels worlds away, yet entirely within reach. Hillsdale is fast becoming one of one of Columbia County’s most desirable investment destinations. Just over two hours from Manhattan, this historic town offers a rare combination of timeless charm and smart, long-term value. As boutique hospitality, curated design, and high-end food culture continue to expand nearby—in Hudson, Great Barrington, and Chatham—Hillsdale has quietly emerged as a prime location for luxury second homes and discreet development. With a strong track record of appreciation and zoning that allows for flexibility, it's an ideal market for those looking to balance lifestyle with strategic growth Hillsdale offers proximity to a refined network of private clubs, golf courses, and recreational resorts that define the elevated Hudson Valley lifestyle. You're just minutes from the exclusive Copake Country Club, private lakefront communities, and the slopes of Catamount Mountain, offering four-season access to skiing, hiking, and ziplining. Paired with nearby spas, organic farms, and award-winning restaurants, Hillsdale is a magnet for those who appreciate privacy, taste, and a quietly luxurious pace—without sacrificing access to world-class experiences.

    Property Details
    Interior
    First Floor Bedroom, First Floor Full Bath, Formal Dining
    Fireplaces
    1
    Cooling
    Wall/Window Unit(s)
    Heating
    Baseboard
    Cooling Features
    Wall/Window Unit(s)
    Bedrooms
    4
    Bathrooms
    3.0
    Full Baths
    3
    View
    Open,Park/Greenbelt
    Lot Features
    Garden, Landscaped
    Lot Description
    Garden, Landscaped
    Exterior Materials
    Fire Pit, Lighting
    Acres
    6.63
    Square Feet
    2395.0
    Parking Features
    Driveway, Off Street
    Parking Type
    Driveway
    Property Type
    Purchase
    Basement
    1
    Basement Description
    Full, Unfinished, Walk-Out Access
    Basement Finished
    1
    Year Built
    1880
    Foundation
    Stone
    Sewer Information
    Septic Tank
    Utility Source
    Well
    Utility Features
    Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
    Appliances
    Dishwasher, Dryer, Freezer, Gas Range, Refrigerator, Washer, Water Softener Owned
    School District
    Taconic Hills
    Elementary School
    Taconic Hills Elementary School
    Middle School
    Taconic Hills Junior/Senior High
    High School
    Taconic Hills Junior/Senior High
    County
    Columbia County
    Region
    Hillsdale
    Original List Price
    $1,295,000
    Days on Market (Cumulative)
    434
    Taxes Annual
    $5,575
    MLS #
    882928
    Location
    Legal

    IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

    Provided By
    Listed by Pamela G. King-Belfor (#KEY70675)
    Listing Office: Four Seasons Sothebys Intl (#KEYFORSEA03)

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