519 FAIRMONT AVENUE

Listing details

Expect a long love affair with this home. Some homes feel like they were built with patience, pride, and a sense of permanence—and this historic Winchester beauty has that feeling the moment you step inside. Set near Old Town Winchester and positioned right next to the approved Cider Hill Neighborhood Design District, it offers something rare: preserved historic character today, with a front-row seat to one of Winchester’s most exciting visions for tomorrow. Inside, tall ceilings give the rooms an airy, gracious presence, while the preserved woodwork around the door frames and staircases brings in the kind of craftsmanship that is nearly impossible to recreate. Every doorway feels intentional. Every turn of the staircase reminds you this home has a story. Even better, the home features two staircases, plus an additional staircase leading to the attic—an uncommon old-house detail that adds character, convenience, and intriguing future flexibility. The attic offers potential for a finished loft or creative bonus space later, subject to buyer due diligence, permits, and approvals. With 3 bedrooms and 1 full bath, the home feels warm, grounded, and refreshingly authentic—never cookie-cutter, never stripped of its soul. The kitchen has been refreshed with new drywall and pendant lighting in 2026, adding a clean, current touch while still letting the home’s original personality shine. The bathroom was recently remodeled in 2026, electrical has been updated, new plumbing pipes were run in 2024, and the windows have been replaced within the last three years. The roof was replaced in 2021, the upstairs HVAC was replaced in 2019, and a new hot water heater was installed in 2026. These are the improvements that matter: the ones that help you enjoy the tall ceilings, old-house texture, and beautiful woodwork with added confidence. The back of the home is just as inviting. Dual rear porches create two easy places to start the morning, wind down in the evening, or enjoy the backyard from a shaded perch. Beyond them, a generous 20 by 20 patio gives you room for outdoor dining, container gardens, a firepit setup, or a relaxed weekend gathering space. The flat lot keeps the yard practical and flexible, with open space that feels simple to use and easy to enjoy. The location is where this home becomes especially compelling. Old Town Winchester is known for its local dining, shopping, events, museums, and attractions, giving the surrounding area a lively historic-downtown feel. First Fridays bring local artists, live music, sip-and-stroll energy, and special events to the heart of Old Town. Jim Barnett Park adds more than 170 acres of green space and amenities, while the Museum of the Shenandoah Valley offers galleries, gardens, and daily trail access. Then add Cider Hill. The City of Winchester describes the Cider Hill Neighborhood Design District as an approved future vision focused on revitalizing a historically industrial area into a vibrant mixed-use community through adaptive reuse, enhanced connectivity, and a balance of residential, commercial, and public spaces. In plain language, that means this home is positioned beside an area planned to become more active, more connected, and more useful over time—placing it in the middle of several attractive Winchester destinations as the district evolves. That combination is hard to duplicate: historic architecture, meaningful updates, outdoor living, a flat backyard, proximity to Old Town, adjacency to a planned mixed-use district, two staircases, and attic access with future upside. This is not a house trying to look historic. It is the real thing, with height, texture, craftsmanship, porches, and practical improvements already in place. For anyone hoping to find a home with genuine old-house warmth near Winchester’s historic core—and near a city-backed district with a bold future vision—this one is easy to love and hard to forget. Owner is an inactive Virginia realtor.

Location