Welcome to the first home built on Stewart Street back in 1920 (we believe)—and get ready to be wowed because this house is stunning. You'll also be delighted to hear it sits right on the Apple Blossom Festival parade route. The pristine bricked exterior has pleasing details, a pillared porch, and a brand-new roof, flanked by well-groomed landscape with irrigation. But the interior will really take your breath away: sophisticated paint coupled with handsome (and real) hardwood floors and details that speak to old-school carpentry craft. Off the entry is a spacious living room anchored by a fireplace offset by built-in, glass-front shelves. French doors lead you into a pretty sunroom with a painted wood ceiling, room for comfortable seating, and an inset bar. Across the hall is a formal dining room with generous space for seating and additional buffets or display cabinets. The kitchen is a ray of light with a generous amount of white cabinetry, stainless appliances, and a center island. Informal dining (easily seating six) tucks into a cozy space adjacent to the kitchen, and a rear entrance opens to a mudroom everyone can use. A half-bath rounds out this level. Upstairs, you'll find three striking bedrooms and two full baths. A small landing on the way to the upstairs loft provides a nook perfect for an office. The fourth bedroom gets to rule the cool space under the roof including that welcoming arched window you see from the exterior. But that's not all. The basement has been turned into an elegant gathering space with its painted walls, fireplace, wide plank floors, and a stylish full bath. And there's a backyard oasis too with a bricked patio, fenced yard, and pergola to offer some shade and hold your twinkle lights. A detached garage stows your car and more, and the downtown Winchester location means you can easily walk to stores and restaurants, or just meander along city neighborhoods renown for architecture and charm. This home has great bones, and with the remarkable love it's been shown between updates, renovations, and care, it lives on, ready for a new family to make memories.