Water Views - Primary on Main
Address
21 Schoolhouse Road, Hillsdale, NY
Price
$ 21,000,000
Property Attributes
- MLS#1040841
- TypeSingle Family
- Listing Status Active
- CountyCOLUMBIA
- CityHillsdale
- Zip12529
- StyleFarmhouse,Modern
- Year Built2020
- Taxes$ 52890
- Price$ 21,000,000
- Bedrooms5
- Full Bathrooms6
- Half Bathrooms1
- Sqr Footage5203
- Lot Size135 Acres
Data Source:
Listings courtesy of OneKey® MLS as distributed by MLS GRID
Property Description
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.
| Elementary School | Middle School | High School |
|---|---|---|
| Taconic Hills Elementary School | Taconic Hills Junior/Senior High | Taconic Hills Junior/Senior High |
| Price History | |
|---|---|
| 9/4/2026 | Listed $21,000,000 |
General Features
| Sewer | Septic Tank |
|---|---|
| Heating | See Remarks |
| Cooling | Central Air |
| Utilities | See Remarks |
| Appliances | Dishwasher,Dryer,Gas Range,Oven,Range,Refrigerator,Stainless Steel Appliance(s),Washer |
| Garage Spaces | 3 |
| Architectural Style | Farmhouse,Modern,Other |
| Construction Materials | Wood Siding |
| Year Built | 2020 |
| View | Lake,Mountain(s),Panoramic |
| Property Subtype | Single Family Residence |
| Tax Year | 2025 |
| Parcel Number | 104200-105-000-0001-004-003-0000 |
| County | Columbia County |
| Property Type | Residential |
| HOA | No |
| Garage Y/N | Yes |
| Other Structures | Arena,Barn(s),Garage(s),Guest House |
| Total Rooms | 20 |
| Full Baths | 6 |
| High School | Taconic Hills Junior/Senior High |
| City | Hillsdale |
| Senior Community Y/N | No |
| High School District | Taconic Hills |
| Carport Y/N | No |
| Elementary School | Taconic Hills Elementary School |
| Property Attached Y/N | No |
| Tax Annual Amount | 52890 |
| Middle/Junior High School | Taconic Hills Junior/Senior High |
| Building Area Units | Square Feet |
| Standard Status | Active |
| Middle/Junior School District | Taconic Hills |
| Elementary School District | Taconic Hills |
| Tax Assessed Value | 2878700 |
| PostalCity | Hillsdale |
| AttributionContact | 914-232-3700 |
| Listing Appliances | Dishwasher, Dryer, Gas Range, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer |
Interior Features
| Interior Amenities | First Floor Bedroom,First Floor Full Bath,High Ceilings,Kitchen Island,Open Floorplan,Primary Bathroom,Master Downstairs |
|---|---|
| Basement | Unfinished |
| Flooring | Hardwood |
| Total Fireplaces | 2 |
| Basement Features | Unfinished |
| Basement (Y/N) | Yes |
| Fireplace Y/N | Yes |
| Half Baths | 1 |
| Total Bedrooms | 5 |
| Total Baths | 7 |
| General Features | First Floor Bedroom,First Floor Full Bath,High Ceilings,Kitchen Island,Open Floorplan,Primary Bathroom,Master Downstairs |
Exterior Features
| Parking Features | Driveway,Private |
|---|---|
| Water Source | Other |
| Parking Features | Driveway, Private |
| Waterfront Y/N | No |
| Horse Y/N | Yes |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 12529
Price
Taxes
Year Built
Visits
OneKey® MLS required Copyright, Source of Data and Disclaimer for IDX display
Information Copyright 2026, OneKey® MLS. All Rights Reserved.
The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers' personal, non-commercial use.
The data relating to real estate for sale on this website comes in part from the
