• 25 days on site
  • 19 views

Located in the heart of Winchester's Historic District, this remarkable property offers a rare opportunity to own a piece of the city's rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today's lifestyle. Inside the main residence, you'll find warm hardwood flooring, detailed millwork, built-in features, and inviting fireplaces that highlight the home's original craftsmanship. Spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The layout offers functional flow, with well-proportioned rooms and abundant natural light throughout. Upstairs, generously sized bedrooms provide comfortable retreats, including a primary suite with its own private bath. Additional bedrooms and a second full bath ensure convenience and flexibility for guests or family. On the main level, a versatile bonus space offers options for a home office, reading nook, or mudroom, along with practical features such as laundry and a powder room. Adding to the property's appeal is a separate secondary structure with its own address, offering valuable additional finished space ideal for guests, studio use, or potential income-producing opportunities. Behind it, multiple outbuildings provide exceptional storage, workshop potential, or future redevelopment possibilities. Outdoor amenities include off-street parking and a generous rear yard setting that enhances both privacy and usability. The property's zoning allows for a variety of residential and potential mixed-use opportunities, offering flexibility rarely found in a historic setting. With its unbeatable location, architectural charm, and multi-structure versatility, this unique offering presents endless possibilities for homeowners, investors, or those seeking a distinctive property in one of Winchester's most desirable historic neighborhoods.

Source: BRIGHT MLS, MLS#: VAWI2010922

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  • Property Type
    Residential
  • Lot
    0.08 acres

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Chris Prince

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  • Median Age
    37
  • Population Density
    2,964
  • College Educated
    41%
  • Estimated Median Income
    $61,018
  • Estimated Total Home Owners
    5,174
  • Estimated Total Renters
    6,011
  • Owner / Renter Divide
    46% / 54%
  • Estimated Average Household Size
    3
  • Total Population
    29,192
  • Community data courtesy of LiveBy, Inc.

Owning this Home

$
$ %
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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

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Life at 703 S LOUDOUN STREET


Schools


School data courtesy of LiveBy, Inc.
Ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating. The schools displayed on this website are for informational purposes only and may not represent a complete or up-to-date list. School assignments are subject to change and should be verified directly with the local school district. Please contact the appropriate school district to confirm school zoning and enrollment eligibility for this property.

History

Date Event Value Agent
6/5/2026Source: BRIGHT MLS Added to Database
June 05, 2026
6/5/2026Source: BRIGHT MLS Added to Database
June 05, 2026
6/5/2026Source: BRIGHT MLS Added to Database
June 05, 2026
6/5/2026Source: BRIGHT MLS Added to Database
June 05, 2026
Listing provided courtesy of Samson Properties- MLS# VAWI2010922MLS ProviderContact Information: [email protected] - 5403484911

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