Nestled upon a private hilltop just above the town of Dorset, your sprawling country retreat awaits. Set on 28.61 acres with sweeping mountain views, this enchanting Vermont property offers an impressive combination of luxury, amenities, and beautifully maintained grounds. Perfect for multigenerational living, the entertainer or a growing family; the compound includes a five-bedroom main residence with an attached two car garage, a separate newly renovated guest house with an attached two car garage, an in-ground pool and pool house, a hot tub, a tennis court, an additional freestanding two car garage with storage, extensive stonework and patios, specimen plantings and raised garden beds . Architecturally this home seamlessly blends rustic reclaimed beams and floors with a contemporary, airy floor plan. The great room frames the sweeping mountain view through expansive windows, while a floor-to-ceiling stacked-stone fireplace creates a striking focal point. A wet bar and dual french doors to the stone patio make the space ideal for entertaining, with a generous dining room providing additional room for formal gatherings. The spacious cook’s kitchen features marble countertops and a large island, with an adjoining dining area overlooking the stone terrace and spectacular Taconic mountain views. The three-level home offers both first and second floor primary suites, each with a walk-in closet and custom built-ins, along with an office, billiard room and a lower-level media room with built-in bar and wood-burning fireplace. A converted wine cellar, exercise room, studio space and spacious sauna add flexibility for hobbies, recreation and relaxation. Five fireplaces throughout the home provide warmth and character. A rare combination of acreage, views, indoor and outdoor amenities, and exceptional and flowing living spaces. Just a stone's throw away from New England's finest skiing, golf, and fly fishing.