36 Chestnut Hill Road, Wilton, CT 06897

Step back in time with this quintessential 1940s Connecticut estate, where classic elegance meets modern luxury. Set on 3.3 acres of professionally landscaped, park-like grounds with specimen trees & gardens, this one-of-a-kind home showcases extraordinary architectural craftsmanship and intricate millwork throughout. A grand front-to-back foyer sets the tone for the timeless sophistication found in every room. Designed for effortless entertaining, the spacious, well-appointed living areas flow seamlessly to multiple terraces adorned with vibrant perennial gardens. The renovated gourmet kitchen, breakfast room, and family room serve as the heart of the home-a perfect gathering spot for friends and family. Host memorable dinners in the Thanksgiving-sized dining room, which opens to lush gardens and patios, or unwind in the expansive living room that leads to a private conservatory-solarium. The 2nd floor offers a luxurious primary suite featuring six rooms, including dual baths, custom walk-in closets, a sitting area, and office space. Additional bedrooms are generously sized &ensuite, providing comfort and privacy for everyone. Fitness enthusiasts will appreciate the state-of-the-art gym w/ a full bath and sauna, while wine connoisseurs will love the 1,500-bottle wine cellar & tasting room. Newly installed windows bathe the home in natural light, highlighting serene garden views. Outdoors, no detail was overlooked in the construction of the pool & pool/guest house. The property includes a one-bedroom pool house, featuring a full indoor kitchen, laundry, bathroom plus outdoor Viking kitchen & dining area-creating the ultimate summer oasis for gatherings & relaxation (adding an additional 750+ square feet). With mature trees, ambient night lighting, and professionally landscaped grounds, this property represents a rare opportunity to own a peaceful, gracious retreat in Fairfield County, combining timeless design with modern comfort.