9960 Route 22 Hillsdale, NY 12529
4 Beds
3 Baths
2,395 SqFt
UPDATED:
Key Details
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Active
Purchase Type For Sale
Square Footage 2,395 sqft
Price per Sqft $540
MLS Listing ID 882928
Style Farmhouse
Bedrooms 4
Full Baths 3
HOA Y/N No
Rental Info No
Year Built 1880
Annual Tax Amount $5,575
Lot Size 6.630 Acres
Acres 6.63
Property Sub-Type Single Family Residence
Source onekey2
Property Description
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.
Location
State NY
County Columbia County
Rooms
Basement Full, Unfinished, Walk-Out Access
Interior
Interior Features First Floor Bedroom, First Floor Full Bath, Formal Dining
Heating Baseboard
Cooling Wall/Window Unit(s)
Flooring Hardwood
Fireplaces Type Living Room
Fireplace No
Appliance Dishwasher, Dryer, Freezer, Gas Range, Refrigerator, Washer, Water Softener Owned
Exterior
Exterior Feature Fire Pit, Lighting
Parking Features Driveway, Off Street
Utilities Available Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
Waterfront Description Stream
View Open, Park/Greenbelt
Garage false
Private Pool No
Building
Lot Description Garden, Landscaped
Foundation Stone
Sewer Septic Tank
Water Well
Level or Stories Two
Structure Type Frame
Schools
Elementary Schools Taconic Hills Elementary School
Middle Schools Taconic Hills Junior/Senior High
High Schools Taconic Hills Junior/Senior High
Others
Senior Community No
Special Listing Condition None