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Home / Hillsdale / 21 Schoolhouse Road
21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 21 Schoolhouse Road Hillsdale, NY 12529 View All Photos

$21,000,000

| Active

21 Schoolhouse Road

Hillsdale, NY 12529

5,203
Square Feet
5
Beds
6.5
Baths
135.00
Acres
9
Days on Market
KEY1040841
MLS#
House
Structure
Residential
Zone
Contact

There are beautiful homes in the Hudson Valley, and then there are properties that seem to occupy a world entirely their own. Set at one of the most extraordinary vantage points in the region, this exceptional contemporary estate presides over 135 private acres with sweeping, unobstructed views across the Hudson Valley to the Catskill Mountains. The sense of scale is remarkable: open sky, rolling land, distant mountains, and complete privacy in every direction—yet Hudson and Great Barrington are each only 25 minutes away. The residence was designed around this landscape; dramatic walls of glass frame the Catskills throughout the house, while soaring ceilings and expansive, open living spaces give the interiors a sense of volume without sacrificing warmth. Living, dining, and kitchen spaces unfold effortlessly toward the terrace and infinity pool, where the water appears to disappear into the mountains beyond. The entire home lives on a single level, an increasingly rare luxury at this scale. Two primary suites and three additional ensuite bedrooms create five beautifully private bedroom suites, equally suited to intimate everyday living or a house full of family and friends. Throughout, the architecture is sophisticated but restrained, allowing the extraordinary setting to remain the focus. And the house is only the beginning. The estate encompasses 135 acres of lawns, fields, woods, and private trails, creating a property that can be experienced as much as admired. A large, crystal-clear swimming pond offers an idyllic counterpoint to the infinity pool. Miles of trails wind through the acreage for riding, hiking, and exploring, while a barn and riding arena establish the property as a true equestrian retreat. A separate two-bedroom cottage provides charming guest accommodations, while a carriage house with its own apartment creates additional flexibility for guests, staff, an office, or studio. What ultimately distinguishes this property, however, is something photographs and specifications can only begin to convey: the feeling of being here. Morning light moving across 135 private acres. Long afternoons by the pond. Horses on the trails. Dinner overlooking the mountains. And, each evening, the sun setting behind the Catskills from an infinity pool seemingly suspended above the Hudson Valley. It is extraordinarily private without being isolated, grand without being ostentatious, and remarkably complete without feeling overdone. Properties of this caliber are exceedingly difficult to create—and even harder to find. Just 25 minutes from the restaurants, galleries, shops, and cultural life, this is not simply a country house. It is one of those rare places that makes leaving the city feel like arriving somewhere else entirely.

Property Details
Interior
First Floor Bedroom, First Floor Full Bath, High Ceilings, Kitchen Island, Open Floorplan, Primary Bathroom, Master Downstairs
Fireplaces
2
Cooling
Central Air
Heating
See Remarks
Cooling Features
Central Air
Bedrooms
5
Bathrooms
6.5
Full Baths
6
Half Baths
1
View
Lake,Mountain(s),Panoramic
Pool
1
Acres
135.0
Square Feet
5203.0
Parking Features
Driveway, Private
Parking
1
Parking Type
Driveway
Parking Garage
1
Parking Garage Spaces
3.0
Property Type
Purchase
Basement
1
Basement Description
Unfinished
Basement Finished
1
Year Built
2020
Sewer Information
Septic Tank
Utility Source
Other
Utility Features
See Remarks
Appliances
Dishwasher, Dryer, Gas Range, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
School District
Taconic Hills
Elementary School
Taconic Hills Elementary School
Middle School
Taconic Hills Junior/Senior High
High School
Taconic Hills Junior/Senior High
County
Columbia County
Region
Hillsdale
Original List Price
$21,000,000
Days on Market (Cumulative)
9
Taxes Annual
$52,890
MLS #
1040841
Location
Legal

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Provided By
Listed by Jonathan R. Stein (#KEY346117)
Listing Office: Douglas Elliman Real Estate (#KEYDOUGEL03)

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