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MLS: #VAWI2010814, Listed By: Hannah Won, Samson Properties, Source:Bright MLS

519 Fairmont Avenue

WINCHESTER, VA 22601
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Bed 3

Bed

Bath 1

Bath

SqFt2,102

Sqft

Acres0.37

Acre(Lot)

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.

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Detail Ic Property Details

Property Type : Residential

Price : $349,990

AD Id : 79877399

MLS Id : VAWI2010814

Beds : 3

Lot Size : 0.37 Acre

Living Area Size : 2,102

Year Built : 1900

County : WINCHESTER CITY

Subdivision: Historic Downtown Winchester

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 1 Full Baths: 1

    Room Information

    Has Basement: Yes Basement: Exterior Entry, Interior Entry
  • Flooring Information

    Wood
  • Roofing Information

    Asphalt
  • Interior Features

    High Ceilings, Built-in Features, Crown Molding Roof: Asphalt Appliances: Electric Range, Electric Oven, Electric Water Heater, Dishwasher, Refrigerator Laundry Features: Washer Hookup
  • Heating & Cooling

    Has Heating: Yes Heating: Electric, Heat Pump Has Cooling: Yes Cooling: Heat Pump, Ceiling Fan(s), Electric

  • Building Information

    Year Built: 1900 Building Area Total: 2102 Construction Materials: Frame, Stone Patio And Porch Features: Patio Pool Features: None Private Pool: No

  • Lot Information

    Lot Size Acres: 0.37 Lot Size Source: Assessor Lot Size Square Feet: 16117

    Property Information

    Subdivision: HISTORIC DOWNTOWN WINCHESTER Source Property Type: Residential Postal Code Plus 4: 3930 Property SubType: Single Family Residence Levels: Three Or More Property Age: 126

  • Listing Price Information

    Listing Price: $349990

  • Tax Information

    Parcel Number: 153-01-A-6 Tax Lot: 6 Tax Year: 2025 Annual Tax: $2758

  • Parking Information

    Parking Total: 3 Gravel, Off Street, Driveway

  • School Information

    Elementary School: JOHN KERR
    Junior High School: DANIEL MORGAN
    Senior High School: JOHN HANDLEY
  • Location Information

    Direction: Take Route 37 bypass to exit to 522 south which turns into Fairmont Ave., 519 Fairmont on right WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
709 Ross St, Winchester, VA, 22601 $399,900 3 3 1,251 1,251 SqFt
1125 Conway Street, Winchester, VA, 22601 $259,900 2 1 870 870 SqFt
936 Allen Drive, Winchester, VA, 22601 $319,900 3 2 1,242 1,242 SqFt
608 Dunlap Street, Winchester, VA, 22601 $329,000 3 1 1,008 1,008 SqFt
719 National Avenue, Winchester, VA, 22601 $365,000 4 3 2,678 2,678 SqFt
605 Dunlap Street, Winchester, VA, 22601 $390,000 5 2 1,011 1,011 SqFt
517 Dunlap Street, Winchester, VA, 22601 $339,900 3 2 1,366 1,366 SqFt
528 Battle Avenue, Winchester, VA, 22601 $320,000 3 1 1,988 1,988 SqFt
687 Woodland Ave Ave, Winchester, VA, 22601 $569,000 4 4 2,489 2,489 SqFt
102 N Purcell Avenue, Winchester, VA, 22601 $289,900 2 1 1,458 1,458 SqFt

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which ByOwner participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

ByOwner last updated this listing 07/18/2026 @ 17:51

MLS: VAWI2010814 LISTED BY: Hannah Won, Samson Properties 703-378-8810 SOURCE: Bright MLS

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