407 Winter Hollow Road Middletown NY 12459 | MLS #R1702150

This Catskills woodland retreat is the perfect place where genuine contact with nature and modern, ready-to-use comfort come together seamlessly. Nestled in a serene setting, the property is conveniently located just 10 minutes from the charming town of Margaretville, where you’ll find local shops, restaurants, and everyday essentials. Popular hiking trails and the region’s top ski attractions are within easy reach so that you can enjoy both tranquility and convenience. In the summer afternoons, you can plunge into the private swim pond right from your specially built Tommy dock and rinse off in the outdoor shower afterward. When evening comes, the property becomes an entertainer’s ideal, with three custom-built stone patios, including a dedicated sun deck and a fire pit area especially suited for cool mountain evenings.
Inside, this 2-bedroom, 2-bathroom cabin pairs rustic appeal with thoughtful upgrades. The newly finished lower level is great for entertaining or working out. A classic fireplace anchors the upper level, and the space boasts beautiful new hardwood floors. The home is ready to host your next weekend gathering, outfitted with high-end LG appliances, a new microwave, and a 2024 dishwasher combined with the charm of the vintage stove.
What truly sets this home apart is the absolute peace of mind it offers so you can actually spend your weekends relaxing. From 2019 to 2025, the owners spared no expense outfitting the property for the long haul, meaning you get to skip the renovations and immediately enjoy the Catskills lifestyle. The critical infrastructure has been completely overhauled, boasting a 2022 septic system, a 2023 electrical panel, a new water pump, and highly advanced underground French drainage systems to protect the foundation and rebuilt driveway. With three high-efficiency heat pumps (mini-splits) installed for perfect year-round climate control, this is a rare opportunity to step right into a flawlessly maintained, deeply cared-for mountain sanctuary. Looking to offset some costs of homeownership? You can easily continue running this property as a short-term rental.