Tucked behind mature landscaping on a beautifully private 1 acre setting, this extraordinary Southport residence is a home that reveals itself slowly, filled with warmth, character, and timeless craftsmanship. Designed for both everyday living and effortless entertaining, the nearly 6,000 SF home offers 6 bedrooms, 5.5 baths, soaring beamed ceilings, reclaimed wood, antique doors, wide-plank floors, and an exceptional collection of gathering spaces. The heart of the home is an inviting chef's kitchen that opens seamlessly to the family room, while the dramatic great room, lined with floor-to-ceiling bookcases and a library ladder, creates a space unlike anything else on the market. A private 1st floor guest suite, elegant library, and luxurious primary suite with fireplace complete the home's thoughtful design. Outside, the property feels more like a private resort than a backyard. Stone terraces surround a spectacular Gunite pool and spa with 3 cascading fountains, complemented by a beautifully appointed pool house, covered outdoor dining beneath a bamboo canopy, built-in grilling area, fire pit, and integrated sound system, creating an unforgettable setting for summer gatherings or quiet evenings at home. Located just minutes from Southport Village, beaches, Metro-North, restaurants, shopping, and top-rated public and private schools, 1061 Cedar Road offers the rare combination of architectural distinction, exceptional privacy, and an effortless Connecticut lifestyle.