Nikki_SchoolHouse

21 SCHOOLHOUSE ROAD HILLSDALE, NY

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21 Schoolhouse Road Hillsdale, NY A PPROX . 135 AC R E S | 5 BE DS | 5.1 BAT H S

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.

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Designed around this landscape; dramatic walls of glass frame the Catskills, while soaring ceilings and expansive, open living spaces give the interiors a sense of volume without sacrificing warmth.

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Open sky, rolling land, distant mountains, and complete privacy in every direction

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A renovated en-suite bath completes the primary suite.

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A second full bathroom serves the additional bedrooms.

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A Chef’s Kitchen boasts soaring ceilings, state-of-the-art appliances and a centerpiece island, all with stunning views and access to outdoors.

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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.

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Stunning views from the infinity pool, over-looking a crystal-clear swimming pond.

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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.

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Nikki Carchedi LICENSED ASSOCIATE REAL ESTATE BROKER

NIKKI@STONEHOUSEPROPERTIES.COM M: 413.822.0200