Perfectly situated on Winchester’s sought-after Westside, this beautifully updated Colonial offers 5 bedrooms, 2.5 baths, and exceptional indoor-outdoor living. A recent renovation transformed and expanded the first floor, featuring an updated kitchen with oversized mahogany topped center island, family room, dining room, mudroom, and half bath. The kitchen opens seamlessly to a spacious family room w/ fire place and a large deck overlooking the expansive backyard with private fire pit — ideal for entertaining. Flexible first-floor bedroom or home office. Upstairs includes a primary suite with walk-in closet and en-suite bath, plus three additional bedrooms and updated full bath. The walk-out finished lower level with fireplace offers space for a playroom, gym, media room, or office. 2-car attached garage. Abuts conservation land and the Winchester Swim & Tennis Club, close to Vinson-Owen Elementary, Whipple Hill trails, vibrant downtown Winchester, and major commuting routes.