A true Greenwich classic nestled on 4.14 private, level acres, this stunning center-hall Georgian colonial with a delightful guest house embodies elegance and comfort. Setback for ultimate privacy, this meticulously updated and maintained home strikes the perfect balance between classic architecture and contemporary upgrades. Step into the grand front-to-back foyer that flows seamlessly into the formal dining room, living room, private den/office, and inviting family room. French doors open to a serene rear bluestone patio. The gourmet kitchen features a Wolf gas range, a Sub-Zero refrigerator, two additional frig/freezer drawers, two dishwashers, a center island, a breakfast counter, and a sunlit dining area with direct access to the family room and steps leading outdoors A main-floor ensuite bedroom offers versatility as a guest suite, additional office, or playroom. Upstairs, the primary suite boasts a tray ceiling, double walk-in closets, a luxurious bath, and a private sitting room. Three additional ensuite bedrooms feature built-ins and walk-in closets, while a spacious bonus room with an adjacent bedroom creates the perfect guest suite. Convenient back stairs provide easy access to the kitchen and mudroom. The lower level includes a playroom with a custom mahogany wet bar, a half bath, and a gym, adding approximately 1,400 additional square feet. A fabulous one-bedroom guest house with a covered porch and an oversized two-car garage offers endless possibilities. The expansive backyard provides limitless potential, with the seven-bedroom septic system located in the front. Recent updates include conversion to natural gas, a new roof, spray foam insulation, and energy-efficient windows. Ideally located near public and private schools, downtown Greenwich, and with easy access to the Merritt Parkway, this turnkey property is the perfect blend of luxury, comfort, and timeless sophistication. Welcome home! Field card sf does not include 1400sf in basement. Field card sf does not include 2033sf garages