9960 Route 22, Hillsdale, NY 12529
Local realty services provided by:ERA Caputo Realty
9960 Route 22,Hillsdale, NY 12529
$1,250,000
- 4 Beds
- 3 Baths
- 2,395 sq. ft.
- Single family
- Active
Listed by: pamela g. king-belfor
Office: four seasons sothebys intl
MLS#:882928
Source:OneKey MLS
Price summary
- Price:$1,250,000
- Price per sq. ft.:$521.92
About this home
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....
Contact an agent
Home facts
- Year built:1880
- Listing ID #:882928
- Added:459 day(s) ago
- Updated:October 06, 2026 at 11:28 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:3
- Rooms Total:12
- Flooring:Hardwood
- Dining Description:Formal Dining
- Kitchen Description:Dishwasher, Freezer, Refrigerator
- Bedroom Description:First Floor Bedroom
- Basement:Yes
- Basement Description:Full, Unfinished, Walk-Out Access
- Living area:2,395 sq. ft.
Heating and cooling
- Heating:Baseboard
Structure and exterior
- Year built:1880
- Building area:2,395 sq. ft.
- Lot area:6.63 Acres
- Lot Features:Garden
- Architectural Style:Farmhouse
- Construction Materials:Frame
- Levels:2 Story
Schools
- High school:Taconic Hills Junior/Senior High
- Middle school:Taconic Hills Junior/Senior High
- Elementary school:Taconic Hills Elementary School
Utilities
- Water:Well
- Sewer:Septic Tank
Finances and disclosures
- Price:$1,250,000
- Price per sq. ft.:$521.92
- Tax amount:$5,575 (2026)
Features and amenities
- Appliances:Dishwasher, Dryer, Freezer, Refrigerator, Washer
- Laundry features:Dryer, Washer
Parking
- Parking description:Driveway, Off Street
New listings near 9960 Route 22
$255,000Active2 beds 2 baths2,304 sq. ft.9249 State Route 22, Hillsdale, NY 12529
MLS# 1055103Listed by: BARNS AND FARMS REALTY LLC- Open Mon, 11am to 1:30pm
$1,398,000Active3 beds 3 baths2,366 sq. ft.63 Knapp Hollow Lane, Hillsdale, NY 12529
MLS# 1053625Listed by: THE KINDERHOOK GROUP, INC.
$650,000Active3 beds 3 baths2,688 sq. ft.30 Ridge Lane, Hillsdale, NY 12529
MLS# 1052067Listed by: COMPASS GREATER NY, LLC
$1,250,000Active3 beds 3 baths2,350 sq. ft.501 Birch Street, Craryville, NY 12521
MLS# 1051645Listed by: COMPASS GREATER NY, LLC
$879,000Active3 beds 3 baths2,204 sq. ft.310 Pine Ridge Lane, Hillsdale, NY 12529
MLS# 1048206Listed by: CORCORAN COUNTRY LIVING
$299,000Pending1 beds 1 baths850 sq. ft.2779 State Route 23, Hillsdale, NY 12529
MLS# 1048427Listed by: COMPASS GREATER NY, LLC
$21,000,000Active5 beds 7 baths5,203 sq. ft.21 Schoolhouse Road, Hillsdale, NY 12529
MLS# 1040841Listed by: DOUGLAS ELLIMAN REAL ESTATE
$729,900Active3 beds 3 baths1,834 sq. ft.417 Overlook Drive, Hillsdale, NY 12529
MLS# 202625294Listed by: RED APPLE REALTY INC
$392,500Pending2 beds 2 baths1,494 sq. ft.155 Pumpkin Hollow Road N, Hillsdale, NY 12529
MLS# 1030579Listed by: ELYSE HARNEY REAL ESTATE
$698,000Active3 beds 2 baths2,040 sq. ft.695 Wolf Hill Road, Hillsdale, NY 12529
MLS# 1005033Listed by: BHHS HUDSON VALLEY PROPERTIES