2999 Route 23, Hillsdale

Classic Country Home with Pond, Pool & Barns

Located just minutes from Catamount Ski Area, Hudson, NY, and Great Barrington, MA.

Steeped in history and charm, this distinctive residence—believed to date back to the late 1800s—offers timeless character with thoughtful updates and plenty of space to enjoy country living.
This 4 BR, 2.5 BA, 2,225± sq. ft. home is sited on 12+ acres. The rocking chair porch welcomes you. Featured are original hardwood and parquet flooring with a traditional layout. The main level offers an eat-in kitchen, formal dining room, office, and great room. The great room includes a fireplace, large picture window overlooking the pond, wet bar, built-in cabinetry, and a half bath—a warm and inviting gathering space.
Upstairs, the primary suite offers a private bath, accompanied by three additional bedrooms and a hallway full bath, providing comfortable accommodations for family or guests.

Outdoor living is equally impressive. A 16' x 32' in-ground pool is perfect for summer enjoyment. The picturesque pond, about ⅓ acre in size, is fed by a nearby stream, adding a tranquil view from the home and yard. There are walking trails throughout the property, ideal for exploring the natural beauty of the surroundings.

Outbuildings include a large red barn with hand-hewn beams, as well as a red barn/shed behind the house that is used as a woodshed. The remains of what was likely a foundation for an old corn crib and a horse barn in need of total rehabilitation remain as echoes of the property's rich agricultural past.
From antiquing, hiking, skiing, zip line, music, theater, farm-to-table restaurants, bicycling, and more—there's something for everyone! All this approximately 2 hours from NYC and 2.5 hours from Boston. A truly central meeting place for family and friends.

With its scenic setting, historic details, and modern mechanicals, this property offers an ideal blend of vintage charm and rural functionality—ready for its next chapter.

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