Waterfront
Address
9960 Route 22, Hillsdale, NY
Price
$ 1,250,000
Property Attributes
  • MLS#20252743
  • TypeSingle Family
  • Listing Status Active
  • CountyColumbia
  • CityHillsdale
  • AreaHillsdale
  • NeighborhoodNone
  • Zip12529
  • StyleFarmhouse
  • Year Built1880
  • Taxes$ 6753
  • Price$ 1,250,000
  • Bedrooms4
  • Full Bathrooms3
  • Half Bathrooms0
  • Sqr Footage2395
  • Lot Size6.63 Acres
Data Source:
Ulster County MLS
Property 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.

Elementary School
Taconic Hills Elem Elementary School
Price History
1/13/2026 Listed $1,295,000
5/6/2026 2$1,275,000
7/2/2026 2$1,250,000

General Features

Sewer Septic Tank
Heating Baseboard,Hot Water,Propane
Cooling Window Unit(s)
Utilities Cable Connected,Electricity Connected,Phone Connected,Sewer Connected,Water Connected,Propane
Possession Close Of Escrow
Roof Asphalt
Appliances Water Softener Owned,Washer,Refrigerator,Gas Range,Dryer,Dishwasher
Zoning RU-C
Patio/Porch Features Covered,Enclosed,Patio,Porch,Rear Porch,Screened
Architectural Style Farmhouse
Pool Features None
Security Features Carbon Monoxide Detector(s),Smoke Detector(s)
Construction Materials Cedar,Frame,Shake Siding
Year Built 1880
Electric 200+ Amp Service,Circuit Breakers,Generator
View Garden
Stories Count 3
Township Hillsdale
Levels Two
Property Subtype Single Family Residence
Waterfront Features Stream
County Columbia
New Construction false
Property Type Residential
HOA false
Attached Garage false
Subdivision Name None
Garage Y/N false
Other Structures Barn(s),Shed(s)
Total Rooms 12
Full Baths 3
Status Active
City Hillsdale
Body of Water Roeliffe Jansen Kill
Senior Community Y/N false
High School District Taconic Hills Central Schools
Zoning Description Low density residential, agricultural, commercial
MLS Area Hillsdale
Lot Size Units Acres
Lot Size Square Feet 288802.8
Elementary School Taconic Hills Elem
Tax Annual Amount 6753
MLS Area Minor Hillsdale
Structure Type House
Standard Status Active
Tax Assessed Value 444800
Tax Lot 156
Legal Description Single family residence
Senior Community false
New Construction false

Interior Features

Basement Unfinished,Walk-Out Access
Flooring Hardwood,Plank
Total Fireplaces 1
Fireplace Features Living Room,Wood Burning
Basement (Y/N) true
Air Conditioning Y/N true
Heating Y/N true
Window Features Storm Window(s)
Fireplace Y/N true
Above Grade Finished Area 2395
Laundry Features Laundry Room,Main Level
Total Bedrooms 4
Total Baths 3

Exterior Features

Exterior Amenities Fire Pit,Garden,Lighting
Fencing None
Parking Features Off Street,Driveway,Additional Parking
Lot Features Garden,Gentle Sloping,Landscaped
Water Source Well
Inclusions REFRIGERATOR RANGE DISHWASHER WASHER DRYER FREEZER (2) GENERATOR WATER TREATMENT
Lot Size Area 6.63
Foundation Details Stone
Spa false
Building Area Total 2395
Lot Size Acres 6.63
Road Surface Type Asphalt,Paved
Waterfront Y/N true
Road Frontage Type State Road
Other Equipment Generator

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 12529

Price
AVG $2.66M
$1.25M
Taxes
AVG $11,394
$6,753
Year Built
AVG 1955
1880
Fair Housing Icon NY Fair Housing Notice