$1,250,000
 $6,710 est/mo Sourced by Back At You

9960 Route 22,Hillsdale, NY 12529

Hillsdale, NY 12529

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Description

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.

Details

MLS #882928
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1880
Days On Site432
Listing Provided ByFour Seasons Sothebys Intl | Pamela G. King-Belfor

Features

Bed(s)4
Bath(s) 3 Total
SQ Feet2,395
BasementY
Story(s)2
Acreage6.63
Water FrontYes
Property ViewOpen, Park, Greenbelt

Interior

CoolingWall/Window Unit(s)
HeatingBaseboard
Interior FeaturesFirst Floor Bedroom, First Floor Full Bath, Formal Dining
Window FeaturesENERGY STAR Qualified Windows
AppliancesDishwasher, Dryer, Freezer, Gas Range, Refrigerator, Washer, Water Softener Owned

Exterior

Exterior FeaturesFire Pit, Lighting
Construction MaterialsFrame
Foundation DetailsStone
Lot FeaturesGarden, Landscaped

Parking

Garage Yes / NoNo
Parking FeaturesDriveway, Off Street

Utilities

UtilitiesCable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
SewerSeptic Tank

Taxes

Tax Year2026
Tax Assessed Value444800
Tax Annual Amount5575
Tax Lot4

Area Information

StateNY
CountyColumbia County
CityHillsdale
Zip Code12529
School DistrictTaconic Hills Junior/Senior High
Elementary SchoolTaconic Hills Elementary School
High SchoolTaconic Hills Junior/Senior High
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Learn More About This Property

StateNY
CountyColumbia County
CityHillsdale
Zip Code12529
School DistrictTaconic Hills Junior/Senior High
Elementary SchoolTaconic Hills Elementary School
High SchoolTaconic Hills Junior/Senior High
Sourced by Back At You
Listing Updated: September 6, 2026 at 12:43:12 AM PDT