89 Chestnut Hill Road Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring its extraordinary heritage while embracing the finest comforts of modern living. Rich in character and timeless elegance, the home showcases magnificent stone fireplaces, high ceilings, hand-hewn beams, wide-plank chestnut floors, beautifully preserved millwork, designer lighting, Farrow & Ball finishes, exquisitely renovated baths, and countless bespoke details that reflect an uncompromising commitment to craftsmanship. Bathed in natural light, the spectacular living spaces are both spacious and welcoming, with walls of windows framing picturesque views in every season. The exquisite eat-in chef's kitchen and butler's pantry, with high-end appliances, light fixtures and Carrara marble, is magazine worthy! The luxurious primary suite offers a private retreat, while five additional generously scaled and beautifully designed bedrooms, charming balconies, multiple perfect office spaces and a spectacular versatile historic barn create exceptional flexibility and enduring appeal. Equally extraordinary are the grounds. An inviting covered porch extends seamlessly from the living room, while an expansive stone terrace wraps the rear of the home, creating unforgettable spaces for entertaining or quiet evenings overlooking sweeping, level lawns and meticulously curated landscaping. Perfectly positioned just moments from the heart of Wilton and minutes to Westport and New Canaan, this is far more than a beautifully renovated timeless residence. It is one of Wilton's most iconic properties-a rare offering where history, architectural beauty, and timeless design come together in spectacular fashion. An exceptional opportunity for its lucky next steward. Truly a one-of-a-kind estate.