Skip To Content

9960 Route 22

Hillsdale, NY 12529
  • $1,295,000
  • STATUS: Active
  • MLS #: 20252743
UPDATED: 9 min ago
$1,295,000
  • 4
    BEDS
  • 6.63
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 3,282
    SQFT
  • $395
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1880
County:
Area:

School Ratings & Info

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 roomwith exposures on two sidesprovides 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 useideal for a gallery, guesthouse, or creative workspace. This rare, historic compound offers a peaceful, pastoral lifestyle just over two hours from Manhattana 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 enclavesquietly 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 sacrificean 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 nearbyin Hudson, Great Barrington, and ChathamHillsdale 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 pacewithout sacrificing access to world-class experiences.

Monthly Payment Calculator

© 2025 by Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than This Old Hudson Team at Houlihan Lawrence are marked with IDX logo and the detailed information about them includes the name of the listing broker. All information provided is deemed reliable but is not guaranteed and should be independently verified. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated:2025-12-05T19:53:15.543
www.thisoldhudsonrealestate.com/homes/165551473
Print Image

9960 Route 22 Hillsdale, NY 12529

  • Price: $1,295,000
  • Status: Active
  • On Site: Days
  • Updated: 9 min ago
  • MLS #: 20252743
4
Beds
3
Baths
0
½ Baths
6.63
Acres
3,282
SQFT
$395
$/SQFT
1880
Built
Neighborhood:
None
County:
Columbia
Area:
Hillsdale
School District:
Taconic Hills Central Schools
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 roomwith exposures on two sidesprovides 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 useideal for a gallery, guesthouse, or creative workspace. This rare, historic compound offers a peaceful, pastoral lifestyle just over two hours from Manhattana 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 enclavesquietly 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 sacrificean 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 nearbyin Hudson, Great Barrington, and ChathamHillsdale 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 pacewithout sacrificing access to world-class experiences.
Exterior Features

Architectural Style Farmhouse Attached Garage YN No Exterior Features Fire PitGardenLighting Fencing [] Foundation Details Stone Garage YN No Lot Features GardenGentle SlopingLandscaped Parking Features Off StreetDrivewayAdditional Parking Patio And Porch Features CoveredEnclosedPatioPorchRear Porch Pool Features None Road Frontage Type State Road Road Surface Type AsphaltPaved Roof Asphalt Spa YN No View Garden Waterfront Features Stream Waterfront YN Yes Window Features Storm Window(s)

Interior Features

Appliances Water Softener OwnedWasherRefrigeratorGas RangeDryerDishwasher Basement UnfinishedWalk-Out Access Construction Materials FrameShake Siding Cooling Window Unit(s) Cooling YN Yes Den Yes Door Features [] Electric 200+ Amp ServiceCircuit BreakersGenerator Fireplace Features Living RoomWood Burning Fireplace YN Yes Fireplaces Total 1 Flooring HardwoodPlank Heating BaseboardHot Water Heating YN Yes Interior Features [] Laundry Features Laundry RoomUpper Level Levels Two Rooms Total 12 Wood Stove Yn Yes

Property Features

Accessibility Features Yn No Accessory Dwelling Unit Yn No Association Amenities [] Association Fee Includes [] Association YN No Community Features [] Flood Plain No General Tax 6753 Inclusions REFRIGERATOR RANGE DISHWASHER WASHER DRYER FREEZER (2) GENERATOR WATER TREATMENT Listing Terms CashConventional New Construction YN No Other Equipment Generator Other Structures Barn(s)Shed(s) Property Condition [] Property Sub Type Single Family Residence School Tax 4041 Security Features Carbon Monoxide Detector(s)Smoke Detector(s) Sewer Septic Tank Special Listing Conditions [] Structure Type House Tax Annual Amount 6753 Tax Assessed Value 444800 Tax Block 67 Tax Legal Description Single family residence Tax Lot 156 Township Hillsdale Utilities Cable ConnectedElectricity ConnectedPhone ConnectedSewer ConnectedWater ConnectedPropane Village Tax 0 Water Body Name Roeliffe Jansen Kill Water Source Well

[Hudson Valley Catskill Region MLS] logo© 2025 by Hudson Valley Catskill Region MLS.
Listing # 20252743 provided courtesy of Pamela King-Belfor of Four Seasons Sotheby's Int.: .
© 2025 by Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than This Old Hudson Team at Houlihan Lawrence are marked with IDX logo and the detailed information about them includes the name of the listing broker. All information provided is deemed reliable but is not guaranteed and should be independently verified. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated:2025-12-05T19:53:15.543
 
https://bt-photos.global.ssl.fastly.net/ulster/1280_boomver_1_20252743-2.jpg https://bt-photos.global.ssl.fastly.net/ulster/1280_boomver_1_20252743-2.jpg https://bt-photos.global.ssl.fastly.net/ulster/1280_boomver_1_20252743-2.jpg
Logo
This Old Hudson Team at Houlihan Lawrence
Hudson NY, 12534