305 Olmstead Hill Road, Wilton, (Cannondale), CT, 06897

This iconic mid-century modern home offers a rare blend of architectural character and natural beauty, situated on two private acres along Olmstead Hill-one of Wilton's designated scenic roads. Designed in 1958 by architect Robert Van Summern (whose work has been featured in The New York Times) as his first family residence, the home thoughtfully integrates timeless design with its serene, wooded surroundings to create a distinctive treehouse-like feel. Original architectural elements remain beautifully intact, including a striking floor-to-ceiling stone fireplace and a dramatic wall of glass that fills the home with natural light throughout the day. The main level features an open layout that seamlessly connects the dining and living areas to a remodeled kitchen featuring custom cabinetry with seeded glass accents, a 9-foot quartz center island, and a dedicated prep sink. A brand-new powder room and freshly painted interiors add a crisp, updated feel, while the vaulted three-season porch and multiple sliding glass doors extend the living space onto the wraparound deck and wooded grounds. Upstairs, the primary suite offers cathedral ceilings, a private balcony overlooking the wooded grounds, and an oversized walk-in closet and dressing area. The en-suite bath showcases striking artisan glass vessel sinks that complement the home's mid-century modern aesthetic. The upper landing features floor-to-ceiling built-in bookcases and a cascading glass chandelier. The finished lower level adds flexible space ideal for play, exercise, or additional workspace. Outside, the home is surrounded by mature plantings and landscaping, offering a true connection to nature. A natural stone fire pit offers a great place for friends and family to gather. A two-car attached garage adds everyday convenience. A tranquil setting just minutes from Wilton town center, with easy access to Route 7, Metro-North, and Wilton's top-rated public schools. An exceptional home and property in one of Wilton's most picturesque settings.