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.
For sale
$21,000,000
21 Schoolhouse Rd, Hillsdale, NY 12529
5beds
5,203sqft
Single Family Residence
Built in 2020
135 Acres Lot
$-- Zestimate®
$4,036/sqft
$-- HOA
What's special
Expansive open living spacesSoaring ceilingsLarge crystal-clear swimming pond
- 12 days
- 1,958
- 189
Zillow last checked:
Listing updated:
Listed by:
STONE HOUSE PROPERTIES, LLC 413-232-4253,
Nikki Carchedi 413-822-0200
Source: BCMLS,MLS#: 250741
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Level: First
Primary bedroom
- Level: First
Bedroom 1
- Level: First
Bedroom 2
- Level: First
Bedroom 3
- Level: First
Bedroom 4
- Level: First
Primary bathroom
- Level: First
Primary bathroom
- Level: First
Full bathroom
- Description: EnSuite
- Level: First
Full bathroom
- Description: EnSuite
- Level: First
Full bathroom
- Description: EnSuite
- Level: First
Half bathroom
- Level: First
Full bathroom
- Description: Guest House
- Level: First
Dining room
- Description: Open Concept
- Level: First
Kitchen
- Level: First
Kitchen
- Description: Guest House
- Level: First
Laundry
- Level: First
Library
- Description: Wood Burning Fireplace
- Level: First
Living room
- Description: Wood Burning Fireplace
- Level: First
Living room
- Description: Guest House
- Level: First
Heating
- Propane, Forced Air, Fireplace(s)
Appliances
- Included: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
Features
- Cathedral Ceiling(s)
- Flooring: Ceramic Tile, Wood
- Basement: Unfinished
- Has fireplace: Yes
Interior area
- Total structure area: 5,203
- Total interior livable area: 5,203 sqft
Property
Parking
- Parking features: Garage
- Has garage: Yes
- Details: Garaged
Features
- Has spa: Yes
- Spa features: Indoor Hot Tub
- Has view: Yes
- View description: Water, Scenic, Pond, Pasture, Hill/Mountain, Distant
- Has water view: Yes
- Water view: Water,Pond
Lot
- Size: 135 Acres
Details
- Parcel number: 43
- Zoning description: Residential, Agricultural
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Roof: Standing Seam Metal
Condition
- Year built: 2020
Utilities & green energy
- Electric: 200 Amp
- Sewer: Private Sewer
- Water: Well
Community & HOA
Community
- Security: Alarm System
Location
- Region: Hillsdale
Financial & listing details
- Price per square foot: $4,036/sqft
- Annual tax amount: $52,890
- Date on market: 9/4/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/3/2026 | Listed for sale | $21,000,000$4,036/sqft |
Source: | ||
Public tax history
Tax history is unavailable.



