2080 Upper Meeker Hollow Road, Roxbury, NY

About 2080 Upper Meeker Hollow Road

Founded in 1803 in Roxbury, NY, this remarkable property carries a rich heritage of hospitality — the stone house once served as an Inn for travelers crossing the mountain from Bovina in the 1800s. Today, the estate spans over 200 acres and blends history with breathtaking natural beauty, offering a rare opportunity to own a piece of the Catskills' past. Beautiful views of the mountains, endless stone walls, open meadows, a tranquil pond, and state land out your back door create a setting that feels like your own private park. At its heart stands an authentic 19th-century stone house, full of character and charm, with multiple living rooms, a cozy stone fireplace, and a country kitchen with dining area and sitting room. Each wing of the home has its own second floor, creating a perfect setup for guests: two separate suites, four additional bedrooms, and two full baths — six bedrooms in total. A detached studio suite with a full bath and two-person sauna adds to the retreat-like feel. The property features an extraordinary rustic barn venue — a large open room with a bar, dance floor, and multiple-stall restrooms, plus wide doors that open to a sprawling deck with panoramic mountain views. Nearby, a pavilion overlooking the pond is perfect for picnics, barbecues, and celebrations of all kinds. At the end of a picturesque gravel road, a charming 3-bedroom cabin with fireplace overlooks a private pond and awe-inspiring mountain vistas — ideal as a guest house or potential lodging for event guests. A rustic caretaker's cabin and a working barn with horse stables and fenced pastures complete the setting, offering everything needed for a working farm or animal lovers' haven. Just minutes to Plattekill Ski Center and close to charming towns and hamlets, farm-to-table dining, fly fishing, and endless outdoor adventures, this exceptional property can be enjoyed as a private full-time residence, a gathering place for family and friends, an events destination, an income-producing compound, or an upstate escape. With endless possibilities, this is truly a rare opportunity to own a piece of the Hudson Valley dream.

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