1680 Gulf Road, Callicoon Center

Overbrook House is a design-forward Catskills retreat on nearly an acre that lives much larger thanks to multiple eye-popping indoor/outdoor spaces including a dreamy separate Guest Studio (not included in square footage). The meticulously styled main house features a den paneled with reclaimed barnwood, while the more formal living room's gas fireplace is great for ease of use and tidiness. A bright enclosed porch welcomes you inside, and the cheerful country kitchen with open shelving flows into a spacious dining room. French doors open to a covered outdoor patio with wood ceiling, perfect for dining and lounging. Three bedrooms (one on the main floor) and two full baths offer flexibility, and all rooms reflect a cohesive design aesthetic. The detached Guest Studio upstairs in the barn feels like a designer treehouse, with a full kitchen, bath, queen bed and lounge area surrounded by windows. The heated pool with cedar deck and auto-cover is a showstopper, complemented by a restored 1957 Airstream, custom fire pit, and multiple areas for al fresco dining. Tucked behind the barn is ''the grotto'' — a hidden nook with hot/cold plunge and a spot to dine or unwind. Cross a private footbridge over Buck Brook to reach Callicoon Hills for a meal or live music at the summertime band stand. Offered furnished (with exclusions); adjacent buildable half-acre lot also available.