21 Contentment Lane

Spend the summer surrounded by sweeping views of the Berkshires and Stissing Mountain at this custom-built retreat, privately set on three beautifully landscaped acres in Milan. Designed for relaxed indoor-outdoor living, the home’s spacious open floor plan features soaring double-height ceilings, a dramatic two-story stone fireplace, a beautiful kitchen, and multiple dining and gathering areas. Walls of windows frame the mountain views, while an expansive deck provides the perfect spot for morning coffee, outdoor meals, or long summer evenings. The main level includes a private primary suite with ensuite bath, along with a powder room and laundry room. Upstairs are two additional bedrooms and a full bath. The fully finished lower level offers wonderful flexibility for guests or extended stays, with high ceilings, radiant-heated concrete floors, two additional rooms, a full bath, efficiency kitchen, and family room opening directly onto a bluestone patio. Outside is where summer really shines: enjoy the heated in-ground pool, expansive lawns, mountain views, and plenty of room to relax and entertain. The sunsets are something else! An approximately 800-square-foot finished outbuilding offers even more space on two levels, including a recreation room, gym, and second-floor deck. A detached two-car garage completes the property. Tucked away on a private road yet within easy reach of Rhinebeck and the best of the Hudson Valley, this is an idyllic home base for a summer in the country.