9960 Route 22, Hillsdale, NY 12529 - CORE Real Estate Team

$1,295,000

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… Read More 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. Read Less

Courtesy of Pamela King-Belfor, Four Seasons Sotheby's Int. 917-734-7142.

Listing Snapshot

Days Online

274

Last Updated

Apr 3, 2026

Property Type

Single Family Residence

Beds

Full Baths

Year Built

1880

MLS Number

20252743

Additional Details

Property Access

Road frontage type: "State Road", Road surface type: "Asphalt", "Paved"

Appliances & Equipment

"Water Softener Owned", "Washer", "Refrigerator", "Gas Range", "Dryer", "Dishwasher"

Building

Built in 1880, Building area total: 3,282, 3 stories, Architectural style: "Farmhouse", Construction materials: "Frame", "Shake Siding"

Cooling

"Window Unit(s)"

Exterior Features

"Fire Pit", "Garden", "Lighting"

Fireplaces

"Living Room", "Wood Burning"

Floors

"Hardwood", "Plank"

Heating

"Baseboard", "Hot Water"

Laundry

"Laundry Room", "Upper Level"

Lot

6.63 acres, 288,803 square feet, Area: 7, "Garden", "Gentle Sloping", "Landscaped"

Parking

"Off Street", "Driveway", "Additional Parking"

Pool

"None"

Property

View: "Garden", "Covered", "Enclosed", "Patio", "Porch", "Rear Porch", "Stream"

Roof

"Asphalt"

Security Features

"Carbon Monoxide Detector(s)", "Smoke Detector(s)"

Sewer

"Septic Tank"

Taxes

Tax annual amount: $6,753

Utilities

Electric: "200+ Amp Service", "Circuit Breakers", "Generator", "Cable Connected", "Electricity Connected", "Phone Connected", "Sewer Connected", "Water Connected", "Propane"

Windows

"Storm Window(s)"

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