9960 ROUTE 22 , Hillsdale, NY 12529, Hillsdale, New York, United States. - Hero Image
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9960
ROUTE 22
Hillsdale | New York

The Elegance of

Country Living

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Annabel Taylor
Annabel Taylor
Presented At
$1,295,000
Bedrooms
4
Bathrooms
3
Living
3,282
SQFT
9960 ROUTE 22 , Hillsdale, NY 12529, Hillsdale, New York, United States. - Photo 1
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9960 ROUTE 22 , Hillsdale, NY 12529, Hillsdale, New York, United States. , Hillsdale , New York

Hillsdale House

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 growthHillsdale 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.

Gallery

3D Street View Tour

Map showing 9960 ROUTE 22 , Hillsdale, NY 12529, Hillsdale, New York, United States.

Property Location

9960 ROUTE 22 , Hillsdale, NY 12529, Hillsdale, New York, United States., Hillsdale New York

Local Weather & Climate

Hillsdale, New York

Current Conditions Updated recently
7 °F
Broken clouds
Feels Like 1°F
Humidity 70%
Wind 3 mph
Visibility 6.2 mi
Sunrise 12:09 PM
Sunset 10:05 PM
5-Day Forecast
Sat 31 Jan
Clouds
High 11°
Low -8°
Sun 1 Feb
Clouds
High 14°
Low -5°
Mon 2 Feb
Clouds
High 22°
Low 5°
Tue 3 Feb
Clouds
High 24°
Low 4°
Wed 4 Feb
Clouds
High 23°
Low 6°
Annual Climate Based on last 12 months
39° Avg Low
Jan
55° Avg High
Jul
166 Rainy Days
per year
Arid
Semi-Arid
Moderate
Wet
47.2" Annual Rainfall
Moderate climate
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67 Snow Days
per year
Monthly Temperatures
Jan
27°
13°
Feb
29°
13°
Mar
48°
28°
Apr
59°
39°
May
64°
47°
Jun
76°
58°
Jul
80°
62°
Aug
77°
61°
Sep
69°
54°
Oct
59°
44°
Nov
45°
31°
Dec
31°
16°
Data from OpenWeatherMap & Open-Meteo

Walkability & Transit Scores

How easy is it to get around Hillsdale?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

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Estimated Monthly Payment $3,160
Monthly Payment Breakdown
Principal & Interest $2,528
Loan Amount $400,000
Total Interest $337,621
Total Cost $737,621
Potential Tax Benefits (United States)
$0 Est. First Year Interest Deduction
$0 Est. Annual Tax Savings
*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

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  • Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Frequently Asked Questions

Common questions about this property

This house at 9960 ROUTE 22 , Hillsdale, NY 12529, Hillsdale, New York, United States features 4 bedrooms with 3,282 square feet of living space.
This property offers 3,282 square feet of living space.
This property is listed at $129,500,000, which equals $39458 per square foot.
Hillsdale features a pleasant climate. Average temperatures range from 39°F in winter to 55°F in summer. The area receives approximately 47.2 inches of precipitation annually. There are about 166 days with rain throughout the year. Expect around 67 days with snow. This climate information can help you plan for seasonal activities and energy costs.
Hillsdale tends to be warmest in Jul and coldest in Jan. The shoulder seasons of spring and fall often offer the most comfortable weather for moving and outdoor activities.
This is a house located in Hillsdale, New York. The property is situated in an established neighborhood with convenient access to local amenities and services.
Annabel Taylor

Annabel Taylor

Four Seasons Sotheby's International Realty

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Pamela Belfor

Pamela Belfor

Four Seasons Sotheby's International Realty

License #10301213313

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