View 580 York Avenue Winchester, VA MLS# VAWI2009852
    1 of 1
    OPEN HOUSE: Sunday 2/15 12:00 PM - 2:00 PM
    $290,000
    2

    Beds

    1.0

    Baths

    817

    Sq.Ft.

    580 York Avenue

    Winchester, VA

    Bright
    Courtesy of THE VASQUEZ GROUP LLC
    View 107 Atoka Drive Winchester, VA MLS# VAFV2039312
    $479,000
    3

    Beds

    2.1

    Baths

    1,800

    Sq.Ft.

    107 Atoka Drive

    Winchester, VA

    Bright
    Courtesy of PEARSON SMITH REALTY, LLC
    View 177 Dicks Hollow Road Winchester, VA MLS# VAFV2039402
    $245,000
    2

    Beds

    1.0

    Baths

    572

    Sq.Ft.

    177 Dicks Hollow Road

    Winchester, VA

    Bright
    Courtesy of RE/MAX ROOTS
    The time to sell is now! THE TIME TO SELL IS NOW!
    View Lot 18 Pheasant Drive Winchester, VA MLS# VAFV2039430
    $18,800
    Studio

    Beds

    0.0

    Baths

    Lot 18 Pheasant Drive

    Winchester, VA

    Bright
    Courtesy of MARKETPLACE REALTY
    View 249 West Street Street Winchester, VA MLS# VAWI2009908
    $349,900
    3

    Beds

    1.0

    Baths

    1,196

    Sq.Ft.

    249 West Street Street

    Winchester, VA

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 114 Harrison Lane Winchester, VA MLS# VAFV2039356
    $335,000
    2

    Beds

    1.0

    Baths

    1,111

    Sq.Ft.

    114 Harrison Lane

    Winchester, VA

    Bright
    Courtesy of ERA OAKCREST REALTY, INC.
    View 415 Fortress Drive Winchester, VA MLS# VAFV2038786
    $425,000
    3

    Beds

    2.0

    Baths

    1,710

    Sq.Ft.

    415 Fortress Drive

    Winchester, VA

    Bright
    Courtesy of LPT REALTY, LLC
    View 105 Keller Court Winchester, VA MLS# VAFV2033426
    • Recently Listed
    1 of 61
    $410,000
    4

    Beds

    3.1

    Baths

    2,250

    Sq.Ft.

    105 Keller Court

    Winchester, VA

    Bright
    Courtesy of SKYLINE TEAM REAL ESTATE
    View Wagtail Lane # VALE 34-F2 Winchester, VA MLS# VAFV2039360
    • Recently Listed with Virtual Tour
    1 of 52
    $480,290
    3

    Beds

    2.1

    Baths

    2,257

    Sq.Ft.

    Wagtail Lane # VALE 34-F2

    Winchester, VA

    Bright
    Courtesy of PEARSON SMITH REALTY, LLC
    View 510 W Clifford Street Winchester, VA MLS# VAWI2009868
    $225,000
    2

    Beds

    1.0

    Baths

    1,042

    Sq.Ft.

    510 W Clifford Street

    Winchester, VA

    Bright
    Courtesy of COLDWELL BANKER PREMIER
    View 107 Smith Dr Winchester, VA MLS# VAFV2039342
    • Recently Listed
    1 of 22
    $79,900
    3

    Beds

    2.0

    Baths

    1,118

    Sq.Ft.

    107 Smith Dr

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 105 Seminole Drive Winchester, VA MLS# VAFV2039384
    • Recently Listed
    1 of 28
    $519,990
    4

    Beds

    3.1

    Baths

    2,216

    Sq.Ft.

    105 Seminole Drive

    Winchester, VA

    Bright
    Courtesy of D R HORTON REALTY OF VIRGINIA LLC
    View 103 Reign Way Winchester, VA MLS# VAFV2039386
    $275,000
    3

    Beds

    2.1

    Baths

    1,790

    Sq.Ft.

    103 Reign Way

    Winchester, VA

    Bright
    Courtesy of KELLER WILLIAMS REALTY
    View 4403 Back Mountain Road Winchester, VA MLS# VAFV2039282
    • Recently Listed with Virtual Tour
    1 of 64
    $415,000
    3

    Beds

    2.1

    Baths

    2,012

    Sq.Ft.

    4403 Back Mountain Road

    Winchester, VA

    Bright
    Courtesy of RE/MAX ROOTS
    View 137 Woodrow Road Winchester, VA MLS# VAFV2039288
    $405,990
    3

    Beds

    2.0

    Baths

    1,763

    Sq.Ft.

    137 Woodrow Road

    Winchester, VA

    Bright
    Courtesy of COLDWELL BANKER PREMIER
    View 101 Delaware Trail Winchester, VA MLS# VAFV2039152
    • Recently Listed
    1 of 79
    $499,000
    3

    Beds

    2.0

    Baths

    2,094

    Sq.Ft.

    101 Delaware Trail

    Winchester, VA

    Bright
    Courtesy of EXP REALTY, LLC
    View 139 Biscane Court Winchester, VA MLS# VAFV2039270
    • Recently Listed with Virtual Tour
    1 of 60
    $420,000
    3

    Beds

    3.1

    Baths

    2,250

    Sq.Ft.

    139 Biscane Court

    Winchester, VA

    Bright
    Courtesy of PEARSON SMITH REALTY, LLC
    View 520 Highland Avenue Winchester, VA MLS# VAWI2009882
    $80,000
    Studio

    Beds

    0.0

    Baths

    520 Highland Avenue

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 24 N Pleasant Valley Road Winchester, VA MLS# VAWI2009884
    $80,000
    Studio

    Beds

    0.0

    Baths

    24 N Pleasant Valley Road

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 611 Tudor Drive Winchester, VA MLS# VAFV2039200
    $285,000
    3

    Beds

    2.1

    Baths

    2,000

    Sq.Ft.

    611 Tudor Drive

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES

    About Winchester

    Listings in Winchester, VA

    467

    Estimated median home price

    $449,900
    Winchester VA Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Winchester, Virginia real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, VA.

    Homes for Sale by Price in Winchester, VA

    PriceCount
    $0 - 100K45
    $100K - 200K17
    $200K - 300K38
    $300K - 400K95
    $400K - 500K84
    $500K - 600K57
    $600K - 700K37
    $700K - 800K13
    $800K - 900K10
    $900K - 1M14
    $1M - Max57

    Homes for Sale by Type in Winchester, VA

    Property TypeCount
    Single Family245
    Townhouse54
    Condo24
    Commercial41
    Rental129
    Lots and Land98
    Condo/Town/CoOp0
    CoOp0
    Multi Family5
    Mobile Home0
    Farms0

    (Data as of 2/9/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Harrisonburg-Rockingham Association of REALTORS. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

    The information being provided is for consumers' personal, non-commercial use and may not be reproduced or redistribute. Its sole purpose is to be used for no other purpose than to identify prospective properties consumers may be interested in purchasing. p>

    Data is updated as of 2/9/2026.

    Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

    Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

    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 sold or are no longer being offered for sale.

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