This meticulously updated home blends timeless character with modern comfort, offering flexibility as a two-family or multi-generational single-family residence. Prior owners embraced multi-generational living, appreciating the spacious layout and exquisite built-ins that grace both living and dining rooms with elegance and timeless appeal. A grand central staircase links all 3 levels, while sun-drenched living areas flow seamlessly onto expansive, covered front porches. The first floor features a gas fireplace, and the second is warmed by a wood-burning Yodel stove. Both kitchens are thoughtfully renovated with vintage flair and include butler’s pantries. Thoughtful upgrades to all major systems ensure preserved historic integrity without compromising convenience. Lush landscaping w mature fruit trees, a generous backyard, and a two-car garage enhance the property’s appeal. Just steps from Winchester Center and the commuter rail, this home offers refined living in a prime location.