9960 Route 22

Hillsdale, NY
$ 1,250,000 Beds 4 Baths 3 Sq 2,395
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 1,250,000
  • City
  • Hillsdale
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • Columbia
  • Half Bathrooms
  • 0
  • Area
  • Hillsdale
  • Lot Size
  • 6.63 Acres
  • Zip
  • 12529
  • Sqr Footage
  • 2,395
  • Year Built
  • 1880
  • Taxes
  • $ 6753
  • Style
  • Farmhouse
  • MLS#
  • 20252743
Listed By: Pamela King-Belfor with Four Seasons Sotheby's Int..
Data Source: Ulster County MLS

Features

General

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

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Delmar, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Taconic Hills Elem Elementary School
Middle School
High School Unknown High School

Price History

1/13/2026 Listed $1,295,000
5/6/2026 2% - $1,275,000
7/2/2026 2% - $1,250,000

Property vs Zip Code Average in 12529

Price
AVG $2.85M
$1.25M
Taxes
AVG $11,737
$6,753
Year Built
AVG 1954
1880

In The Neighborhood

Areas That We Cover

9960 Route 22 Hillsdale, NY is a Single Family Home for sale at $1250000 with 2395 sqft and a lot size of 6.63 Acres Acre(s). 9960 Route 22 Hillsdale has 4 bedrooms, 3 baths and was built in 1880. The property's zip code is 12529 which is in Hillsdale, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided 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.

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