
21 Schoolhouse RD Hillsdale, NY 12529
5 Beds
7 Baths
5,203 SqFt
UPDATED:
Key Details
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Active
Purchase Type For Sale
Square Footage 5,203 sqft
Price per Sqft $4,036
MLS Listing ID 1040841
Style Farmhouse,Modern,Other
Bedrooms 5
Full Baths 6
Half Baths 1
HOA Y/N No
Rental Info No
Year Built 2020
Annual Tax Amount $52,890
Lot Size 135.000 Acres
Acres 135.0
Property Sub-Type Single Family Residence
Source onekey2
Property Description
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.
Location
State NY
County Columbia County
Rooms
Basement Unfinished
Interior
Interior Features First Floor Bedroom, First Floor Full Bath, High Ceilings, Kitchen Island, Open Floorplan, Primary Bathroom, Master Downstairs
Heating See Remarks
Cooling Central Air
Flooring Hardwood
Fireplaces Number 2
Fireplace Yes
Appliance Dishwasher, Dryer, Gas Range, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
Exterior
Parking Features Driveway, Private
Garage Spaces 3.0
Utilities Available See Remarks
View Lake, Mountain(s), Panoramic
Garage true
Private Pool Yes
Building
Sewer Septic Tank
Water Other
Level or Stories One
Structure Type Wood Siding
Schools
Elementary Schools Taconic Hills Elementary School
Middle Schools Taconic Hills Junior/Senior High
High Schools Taconic Hills
School District Taconic Hills
Others
Senior Community No
Special Listing Condition None







