282 Hillys Lane, Middletown, NY

About 282 Hillys Lane

Tucked away at the end of a private road in the bucolic Thompson Hollow, this private two-bedroom, one-bath chalet on 14.6 acres is a true Catskills retreat. Backing directly onto 390 acres of NYC DEP forever-wild land, and surrounded by hundreds more acres of protected land, this property offers unmatched peace and seclusion in scenic New Kingston, NY. A 0.16-acre spring-fed pond with a small waterfall and water wheel creates a tranquil focal point, perfect for relaxing or enjoying nature. A short walk from the front door brings you to the stream that winds through Thompson Hollow—an ideal spot to unwind and connect with the landscape. The chalet features two well-sized bedrooms and an open kitchen/living area anchored by a striking fieldstone wood-burning fireplace. Soaring ceilings and a wall of windows fill the space with natural light, and a cozy loft above the main room offers additional sleeping or lounging space. A newly built deck stretches across the front of the home, providing elevated views of the surrounding greenery. Downstairs, the full unfinished basement offers ample storage and workshop potential. Step outside to an impressive covered outdoor dining area complete with a built-in stone BBQ, ceiling fan, and room to host guests. A charming small barn on the property lends itself to multiple uses—studio, storage, or hobby space. Located just 15 minutes from the villages of Margaretville, Roxbury, and Andes, you’ll enjoy easy access to shopping, dining, and local markets. Skiing at Belleayre and Plattekill Mountains is within easy reach, as are hiking, fishing, and all-season outdoor adventure. This one-of-a-kind Catskills property blends rustic comfort, natural beauty, and total privacy—making it a perfect full-time home or weekend getaway.

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