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Downtown Winchester Homes for Sale with View

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    $252,372

    • 3 Beds
    • 1.5 Baths
    • 1,341 Sq Ft

    372 Gray Ave, Winchester, VA 22601

    Enjoy the charm of this all-brick traditional home with lovely hardwood floors throughout. Nice size primary bedroom, all bedrooms have closets, and several recent updates in 2024 make this home absolutely move-in ready! You can decide if you prefer relaxing on your front or back porch or enjoying coffee on your rear balcony. There is also a back patio area if you want to grill your favorite

    Pamela Foltz Realty ONE Group Old Towne

    372 Gray Ave, Winchester, VA 22601
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    $839,900

    • 5 Beds
    • 4 Baths
    • 4,242 Sq Ft

    501 Princess Ct, Winchester, VA 22601

    It's all about spectacular mountain views! Built on one of the highest lots in Winchester by the area's premiere builder, Rhodes Brothers. Wake every morning to the fantastic views from the primary bedroom or enjoy your coffee while gazing at Great North Mountain. But this classic colonial home has a lot more to offer, including remodeled baths and kitchen, comfortable sunroom, five bedrooms, and

    John Schroth Colony Realty

    501 Princess Ct, Winchester, VA 22601
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    $970,800

    • 3 Beds
    • 3.5 Baths
    • 3,793 Sq Ft

    1321 Vanceright Cir, Winchester, VA 22601

    Rare and unique opportunity! Be just the second owner of this modern, custom, architect designed, home unlike any other! This one-of a kind contemporary home sits on the slope of one of the highest points in Winchester. It was designed by renowned local architects, Reader and Swartz, and built in 2006 by Ritter Construction. The Handley Heights location, next to an old Winchester neighborhood,

    John Scully Colony Realty

    1321 Vanceright Cir, Winchester, VA 22601
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    $539,900

    • 4 Beds
    • 4 Baths
    • 1,627 Sq Ft

    201 Parkway St, Winchester, VA 22601

    Cherish Green Coldwell Banker Elite

    201 Parkway St, Winchester, VA 22601
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    $249,000

    • 2 Beds
    • 1 Bath
    • 1,542 Sq Ft

    413 S Braddock St, Winchester, VA 22601

    Roger Walker Crum Realty, Inc.

    413 S Braddock St, Winchester, VA 22601
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    $399,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,052 Sq Ft

    220 E Piccadilly St, Winchester, VA 22601

    Welcome to Piccadilly Circle, a newly built luxury home community located in the heart of Old Town Winchester, VA. A great location within walking distance of over 30 restaurants, 60 shops, and numerous historical sites and museums. Circle residents can also take advantage of nearby community playgrounds and parks. This home is move-in ready!On the main entry level, find Luxury Vinyl

    Jason Aikens RE/MAX Roots

    220 E Piccadilly St, Winchester, VA 22601
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    $1,199,997 Coming Soon

    • 5 Beds
    • 6 Baths
    • 6,517 Sq Ft

    331 N Braddock St, Winchester, VA 22601

    This circa 1863 Italianate home is located in the heart of Winchester's historic district within a short walk to Handley Library and downtown. The home has been elegantly restored, blending timeless charm with modern comforts. The interior is restored to its original grandeur with high ceilings, hardwood floors, decorative moldings, and fireplaces in every room. Fully updated gourmet kitchen with

    John Schroth Colony Realty

    331 N Braddock St, Winchester, VA 22601

Home Trends in Downtown Winchester, VA

Home Trends

Median Price (12 Mo)
$380,000
Median Single Family Price
$388,500
Median Townhouse Price
$248,450
Median 2 Bedroom Price
$425,000
Median 1 Bedroom Price
$225,000
Average Price Per Sq Ft
$207
Number of Homes for Sale
24
Last 12 months Home Sales
137
Months of Supply
2.10
Median List Price
$386,350
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
8%
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