9960 Route 22 • Hillsdale, NY 12529

$1,295,000 Beds: 4 • Baths: 3 full • Sq. Feet: 3282 • MLS ID: 882928 • Subdivision:School Dist: Taconic Hills
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 View this listing at: http://www.laffey.com/lid=179514291

Property Features

  • Taxes: $5,575
  • Basement: Yes
  • Formal Dining: Yes
  • Exterior: Frame
  • Special View Info: Open,Park/Greenbelt
  • Lot Size: 6.63 Acres
  • Heating: Baseboard
  • Cooling: Wall/Window Unit(s)
  • Year Built: 1880
  • Water: Well
  • Sewer: Septic Tank
  • On Market Date: 2025-07-04
  • Appliances: Dishwasher,Dryer,Freezer,Gas Range,Refrigerator,Washer,Water Softener Owned
  • Basement: Full,Unfinished,Walk-Out Access
  • Building Area Total: 3282
  • Exterior Features: Fire Pit,Lighting
  • Fireplace Features: Living Room
  • Flooring: Hardwood
  • Interior Features: First Floor Bedroom,First Floor Full Bath,Formal Dining
  • Lot Features: Garden,Landscaped
  • Attic: Crawl,Unfinished
  • Number Of Kitchens: 1
  • Heating Zones: 8
  • Other Structures: Barn(s),Shed(s)
  • Parcel Number: 136.-1-4
  • Parking Features: Driveway,Off Street
  • Patio And Porch: Patio,Porch,Screened
  • Rental Term: Monthly
  • Road Responsibility: Public Maintained Road
  • Rooms Total: 12
  • Utilities: Cable Connected,Electricity Connected,Phone Connected,Sewer Connected,Trash Collection Public,Water Connected
  • Waterfront Features: Stream
  • Window Features: ENERGY STAR Qualified Windows

School Information

  • High School: Taconic Hills Junior/Senior High
  • Middle School: Taconic Hills Junior/Senior High
  • Elementary School: Taconic Hills Elementary School
  • School District: Taconic Hills
Printed March 21, 2026


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