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$325,000

Welcome to 253 Rockland Road, a beautifully maintained and lovingly cared-for ranch home that offers the perfect blend of comfort, privacy, and convenience. With stunning mountain views from both the front and back yards, this property provides a peaceful setting while remaining close to local amenities and outdoor recreation. This spacious 3-bedroom, 2.5-bath home features large bedrooms, renovated bathrooms, fresh paint throughout, and new windows that fill the interior with natural light. The bright, inviting living spaces are designed for everyday comfort and effortless entertaining. Gather with family and friends around the beautiful bluestone fireplace, creating a warm and welcoming atmosphere year-round. The home is truly move-in ready and offers a low-maintenance lifestyle, making it ideal as a primary residence, weekend retreat, or investment property. An attached two-bay garage provides ample space for vehicles, storage, or hobbies, while the full basement offers extensive open space with endless possibilities. Step outside to enjoy a private backyard oasis featuring a fenced garden, several fruit trees and shrubs, two storage sheds, and plenty of room for grilling, entertaining, or simply relaxing with family. The property's exceptional privacy and scenic surroundings create a tranquil escape from the hustle and bustle of city life. Conveniently located within walking distance of a golf course, restaurants, and a local brewery, and just minutes from the charming town of Roscoe, this home offers the best of small-town living with easy access to amenities. Plus, New York City is only two hours away, making weekend getaways effortless.

3 Beds ⋅ 3 Baths ⋅ 1010176 MLS

253 Rockland Road, Roscoe

$899,000

Welcome to the River View Inn, a distinctive homestead b&b revival in the heart of Roscoe. Built by hand in 1880 on a sturdy bluestone foundation, this iconic heritage homestead has been lovingly maintained by the same owners for generations. As one of the earliest pre-war homesteads in the Catskills, the 15-bedroom manor remains one of the last true "trophy properties" that has not yet been restored. Perched upon nearly 15 gently sloping acres, this historic four-level boarding house features a circular driveway ideal for valet parking and a separate driveway for guest parking. The interior unfolds with practical hospitality in mind: the primary level includes a spacious three-bedroom suite with its own kitchen, a welcoming foyer, sitting room, and a mud room with direct access to the two-car garage. The original wooden staircase leads to eleven bedrooms on the second floor, equally suited for intimate guest quarters or group stays. The bones are strong, with mechanical and heating systems maintained year-round. The property is offered fully furnished. It could open for business tomorrow and begin generating income at modest nightly rates, yet it holds far greater promise with a more ambitious restoration that would allow premium pricing in this evolving market. Conveniently located near the Prohibition Distillery, Roscoe Mountain Country Club, and the beloved Roscoe Diner. The town of Roscoe has earned its reputation as one of the Catskills’ most desirable destinations. Located less than five minutes off Route 17, this estate sits at the ultimate crossroads for weekend travelers from New York City as well as the popular college towns of Binghamton, Oneonta, and New Paltz. No other hospitality property of this scale is positioned so conveniently to Roscoe and the main highway. The world renowned Beaverkill River, revered worldwide among fly fishermen, flows just beyond the grounds. A gentle five-minute walk leads to the legendary Junction Pool, celebrated for holding some of the river’s largest trout. Nearby, St. Nektarios Greek Orthodox Monastery welcomes pilgrims from across the Northeast, while Blue Cliff Monastery draws those seeking mindfulness and reflection. Summer camps in the area bring generations together each summer. In a region prized for its quiet character and intention, demand for exceptional venues for weddings, retreats, celebrations, and thoughtful escapes remains steady and underserved. In a world of uncertainty, few assets deliver the enduring security and versatility of a 15-acre, income-producing homestead along the Beaverkill. Here is a property that can produce revenue from day one, yet offers the grace and scale to become a distinguished private retreat or multigenerational legacy estate. A rare chance to shape the next chapter of this landmark Catskills treasure.

15 Beds ⋅ 5 Baths ⋅ 1001666 MLS

2182 County Road 17, Roscoe