181 Grassy Ridge Road, Olivebridge, NY

About 181 Grassy Ridge Road

Tucked away on nearly seven private, park-like acres in Olivebridge, this warm and inviting Catskills retreat offers far more space than its two bedrooms might suggest, with nearly 2,000 square feet of living space plus an extraordinary amount of outdoor living area. Mature trees, established landscaping, open lawn and old stone walls create a setting so serene it feels like having your own little state park. This is a home made for gathering, entertaining and enjoying the landscape that surrounds it. At the heart of the home is a dramatic great room with soaring vaulted wood ceilings, hardwood floors, abundant natural light and multiple sitting areas. Generously scaled yet comfortable, it's equally suited to quiet weekends at home or a house full of friends. Large windows and multiple glass doors bring the outdoors in and connect the living spaces directly to the surrounding woods and expansive deck. The spacious dining room continues the home's warm Catskills character with exposed wood beams, hardwood floors and plenty of room for large dinners and celebrations. An updated kitchen features white cabinetry, granite countertops, stainless steel appliances and abundant storage, while a charming breakfast nook offers another casual spot for dining or morning coffee. One of the home's most distinctive spaces is an all-seasons sunroom overlooking the woods. Surrounded by windows and with direct access to the deck, it's an incredibly flexible space that can serve as a home office, den, playroom, fitness space or simply a quiet place to relax among the trees. A separate screened porch creates yet another indoor-outdoor spot for enjoying the property throughout the warmer months. And then there's the deck. Built in 2023, the enormous wraparound deck dramatically expands the home's living space and functions as a true outdoor living room, with multiple areas for dining, lounging, grilling and entertaining, plus a newer hot tub for unwinding. A backyard fire pit offers one more gathering place for evenings under the stars. The home offers two comfortable bedrooms and one full bath, along with a large basement that provides substantial storage and plenty of possibilities. In addition to the deck, extensive improvements and thoughtful upgrades include new windows and exterior doors in 2024, newer mechanicals and water systems, a 2025 hot tub and a generator hookup and panel. High-speed internet makes working remotely easy. Located near the Ashokan Reservoir and the Ashokan Rail Trail, the property is minutes from Stone Ridge and High Falls and a short drive to Accord, Woodstock and Kingston, with favorites like Inness, Westwind Orchard and Arrowood Farms nearby. The best of the region's hiking, cycling, dining and culture is all within easy reach, offering true upstate living without feeling isolated.

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