Nestled in Westover's coveted Hycliff Association, this four-bedroom, two-and-a-half-bath Colonial exudes timeless curb appeal while offering an expansive, highly versatile multi-level layout. Move in ready and full of historic soul, a warm entry foyer opens to a gracious living room anchored by a gas fireplace, classic built-ins, and a cozy sunroom. Entertaining flows seamlessly into the formal dining room with bay window and an updated kitchen complete with a Viking six-burner gas range, breakfast bar, and casual dining area. Through the sliders, access a private backyard retreat featuring a large slate patio, retaining walls, and stairs leading to a level upper yard. An expansive family room with custom built-ins, an updated powder room, and entry to the attached garage complete the main level. Upstairs, explore a vast primary suite with an expansive bedroom, an oversized walk-in closet, and a double-vanity bath, with the unique potential to incorporate the adjacent bedroom and sitting room into a grand private wing. Two additional generous bedrooms, a walk-up attic, and a hallway bath offer endless utility. The lower level includes an unfinished basement for abundant storage. Enjoy unmatched community perks with access to the Hycliff Association pool, tennis courts, basketball court, and playground. Ideally located minutes from downtown Stamford, Harbor Point, golf courses, and commuting options.