Welcome to 317 Gray Ave in Winchester, Virginia. This charming Colonial blends historic character with extensive modern updates, creating the perfect balance of vintage appeal and contemporary comfort. The home features 4 bedrooms, 2 full bathrooms, and 1 half bathroom, along with a recently finished attic that offers flexible additional living space. The primary suite includes a beautifully renovated private bathroom, while another bedroom features direct attic access, ideal for a home office, creative space, or extra storage. One of the bedrooms also offers balcony access overlooking the spacious backyard, adding unique charm to the home. While the property maintains its original hardwood floors and classic character, it has undergone significant improvements, including: o Fully renovated kitchen with quartz countertops, new cabinetry, stainless steel appliances, and backsplash o Upgraded bathrooms, including a new half bath and renovated primary bathroom o Fresh paint throughout o New roof 2025 o Two HVAC systems, One Brand New 2026 and the second HVAC (2023) with zoned heating and cooling. The exterior offers a large fenced backyard with new wire fencing, providing privacy, functionality, and additional convenience. 0.17-acre lot (7,423 sq ft) Long 190-ft deep lot with ALLEY ACCESS. Located just minutes from downtown Winchester, this home offers easy access to shopping, dining, parks, and commuter routes. This property is truly move-in ready and presents a rare opportunity to own a historic home thoughtfully updated with today's essential upgrades.