294 Painter Hill Rd, Roxbury, CT 06783

Exclusively listed by Madonna & Phillips Group. Once part of the 222-acre O'Brien farmstead (c.1860's) and currently abutting the Calder estate, this impeccable rustic farmhouse offers full privacy and 270° views on the most picturesque ridge in Roxbury. Essentially rebuilt in 2016, the tasteful top-to-bottom renovation spared no expense with white oak flooring and ceiling beams throughout, Carrara marble counters throughout, all bedrooms en suite, designer appliances, new electrical, new HVAC, new plumbing, new mechanicals, heated 16×32 gunite pool, and a full house generator.Done to perfection with taste and style, the 3,300±-square-foot home was designed as plug-and-play living for the voguish couple looking for a weekend/summer retreat or an indulgent primary residence. Central to the house is an open and bright gourmet kitchen with farmer's sink, marble island with seating and storage, Subzero and Bosch appliances, instant hot water, and separate dining area. The kitchen is accented with reclaimed barnwood beams and opens to a window-lined living room which offers ample space for entertaining friends, taking in the glorious view of rolling hills, or relaxing with a book by the handmade herringbone-brick wood-burning fireplace nestled between built-in bookshelves. The main living space opens to the elevated deck for extended entertaining: grilling, enjoying morning coffee, or sunset cocktails with a colorful and fragrant backdrop that changes with each season. The rear deck also joins the first-floor guest wing with marble bath, soaking tub and glass stall shower.On this main level, off the entry foyer, you will also find a formal dining room that can accommodate seated dinners of twelve and can also be accessed from the kitchen side. Completing the main floor is a powder room and library/sitting/overflow bedroom.A generously sized master suite on the second level provides a washer dryer, walk-in closet, marble bath with dual sink, soaking tub and glass shower, and hillside views. Opposite is the second en suite guest bedroom with full bath.Lower level offers plenty of storage options and comprises a large room for possible use as a theater/media room. A second room with walkout to pool can serve as a pool/changing room or gym, with full bath and laundry hookup. A third room houses mechanicals.Set on nearly 5 acres of sloping lawn, the house is finished in clapboard with cedar shake roofing and is set back far from a little country road at the end of a long private driveway. There's a full house generator, detached 2 car garage and clean energy efficient propane heat and central air.Walking distance to the property are miles of picturesque riding trails, and the nearby Shepaug River plays host to a natural waterfall and an old fashion swimming hole permitted for Roxbury residents only. Minutes from the historic towns of Woodbury, Washington, the Mayflower Auberge Resort, and the historic shopping village of New Preston.