21 Schoolhouse Road, Hillsdale, NY 12529

Local realty services provided by:ERA Top Service Realty
21 Schoolhouse Road,Hillsdale, NY 12529
$21,000,000
  • 5 Beds
  • 7 Baths
  • 5,203 sq. ft.
  • Single family
  • Active
Listed by: jonathan r. stein
Office: douglas elliman real estate
MLS#:1040841
Source:OneKey MLS

Price summary

  • Price:$21,000,000
  • Price per sq. ft.:$4,036.13

About this home

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...

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Home facts

  • Year built:2020
  • Listing ID #:1040841
  • Added:3 day(s) ago
  • Updated:September 07, 2026 at 11:02 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:7
  • Full bathrooms:6
  • Half bathrooms:1
  • Rooms Total:20
  • Flooring:Hardwood
  • Kitchen Description:Dishwasher, Kitchen Island, Oven, Range, Refrigerator, Stainless Steel Appliance(s)
  • Bedroom Description:First Floor Bedroom, Master Downstairs
  • Basement:Yes
  • Basement Description:Unfinished
  • Living area:5,203 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Central air:Yes

Structure and exterior

  • Year built:2020
  • Building area:5,203 sq. ft.
  • Lot area:135 Acres
  • Architectural Style:Farmhouse, Modern
  • Construction Materials:Wood Siding
  • Levels:1 Story

Schools

  • High school:Taconic Hills Junior/Senior High
  • Middle school:Taconic Hills Junior/Senior High
  • Elementary school:Taconic Hills Elementary School

Utilities

  • Sewer:Septic Tank

Finances and disclosures

  • Price:$21,000,000
  • Price per sq. ft.:$4,036.13
  • Tax amount:$52,890 (2025)

Features and amenities

  • Appliances:Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry features:Dryer, Washer
  • Amenities:High Ceilings, Open Floorplan

Parking

  • Parking description:Driveway, Private
  • Garage:Yes
  • Garage spaces:3
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