Winchester Virginia Homes for Sale

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View Lot 7 Graywolf Trail Winchester, VA MLS# VAFV2039722
$389,900
3

Beds

3.0

Baths

1,850

Sq.Ft.

Lot 7 Graywolf Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 2967 Sorrell Court Winchester, VA MLS# VAWI2010008
$245,000
2

Beds

2.1

Baths

1,280

Sq.Ft.

2967 Sorrell Court

Winchester, VA

Bright
Courtesy of TRECK REALTY LLC
View 423 Shenandoah Place Winchester, VA MLS# VAWI2010016
    1 of 51
    OPEN HOUSE: Saturday 2/28 1:00 PM - 4:00 PM
    $310,000
    3

    Beds

    1.0

    Baths

    1,118

    Sq.Ft.

    423 Shenandoah Place

    Winchester, VA

    Bright
    Courtesy of KELLER WILLIAMS REALTY/LEE BEAVER & ASSOC.
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 105 Amberfield Court Winchester, VA MLS# VAFV2039578
    $529,900
    2

    Beds

    2.0

    Baths

    1,800

    Sq.Ft.

    105 Amberfield Court

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 111 Genesee Trail Winchester, VA MLS# VAFV2039668
    • Recently Listed
    1 of 25
    $279,900
    2

    Beds

    1.0

    Baths

    924

    Sq.Ft.

    111 Genesee Trail

    Winchester, VA

    Bright
    Courtesy of MARKETPLACE REALTY
    View 128 Poe Drive Winchester, VA MLS# VAFV2039576
    $649,900
    4

    Beds

    3.1

    Baths

    3,490

    Sq.Ft.

    128 Poe Drive

    Winchester, VA

    Bright
    Courtesy of SERHANT
    View 620 Crystal Court Winchester, VA MLS# VAWI2010000
    • Recently Listed
    1 of 129
    $489,900
    Studio

    Beds

    0.0

    Baths

    2,100

    Sq.Ft.

    620 Crystal Court

    Winchester, VA

    Bright
    Courtesy of REALTY FC
    View 1208 Rockwood Trl Winchester, VA MLS# VAFV2039648
    $255,000
    1

    Beds

    1.0

    Baths

    660

    Sq.Ft.

    1208 Rockwood Trl

    Winchester, VA

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 106 W Southwerk Street Winchester, VA MLS# VAWI2009996
    • Recently Listed with Virtual Tour
    1 of 47
    $279,000
    3

    Beds

    1.1

    Baths

    1,144

    Sq.Ft.

    106 W Southwerk Street

    Winchester, VA

    Bright
    Courtesy of ERA OAKCREST REALTY, INC.
    View 777 Mcdonald Road Winchester, VA MLS# VAFV2039672
    • Recently Listed
    1 of 4
    $179,000
    2

    Beds

    1.0

    Baths

    777 Mcdonald Road

    Winchester, VA

    Bright
    Courtesy of REALTY ONE GROUP OLD TOWNE
    View 424 Highland Avenue Winchester, VA MLS# VAWI2010002
    $279,000
    2

    Beds

    1.0

    Baths

    759

    Sq.Ft.

    424 Highland Avenue

    Winchester, VA

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 720 Panther Drive Winchester, VA MLS# VAFV2039676
    • New Construction
    1 of 6
    $350,000
    3

    Beds

    2.0

    Baths

    1,344

    Sq.Ft.

    720 Panther Drive

    Winchester, VA

    Bright
    Courtesy of PRESLEE REAL ESTATE
    View 115 Dogwood Trail Winchester, VA MLS# VAFV2039682
    $359,017
    3

    Beds

    2.1

    Baths

    1,660

    Sq.Ft.

    115 Dogwood Trail

    Winchester, VA

    Bright
    Courtesy of Bowie - Weichert, Realtors - Blue Ribbon
    View 234 Monteith Drive Winchester, VA MLS# VAWI2009986
    • Recently Listed with Virtual Tour
    1 of 25
    $399,990
    3

    Beds

    3.1

    Baths

    1,784

    Sq.Ft.

    234 Monteith Drive

    Winchester, VA

    Bright
    Courtesy of DRB GROUP REALTY, LLC
    View 240 Glendobbin Road Winchester, VA MLS# VAFV2039472
    $999,000
    6

    Beds

    3.1

    Baths

    3,848

    Sq.Ft.

    240 Glendobbin Road

    Winchester, VA

    Bright
    Courtesy of KELLER WILLIAMS REALTY
    View 433-435 Bryarly Road Winchester, VA MLS# VAFV2039646
    $325,000
    4

    Beds

    0.0

    Baths

    433-435 Bryarly Road

    Winchester, VA

    Bright
    Courtesy of MINT REALTY
    View Homesite 25 Williamson Road Winchester, VA MLS# VAFV2039652
    • Recently Listed with Virtual Tour
    1 of 22
    OPEN HOUSE: Monday 2/23 12:00 PM - 3:00 PM
    $552,990
    3

    Beds

    2.0

    Baths

    2,476

    Sq.Ft.

    Homesite 25 Williamson Road

    Winchester, VA

    Bright
    Courtesy of NEW HOME STAR VIRGINIA, LLC
    View 2817 Papermill Road Winchester, VA MLS# VAWI2009982
    $339,900
    3

    Beds

    1.1

    Baths

    1,248

    Sq.Ft.

    2817 Papermill Road

    Winchester, VA

    Bright
    Courtesy of CENTURY 21 REDWOOD REALTY
    View 117 Whipp Drive Winchester, VA MLS# VAFV2039662
    • Recently Listed
    1 of 41
    $489,000
    4

    Beds

    2.1

    Baths

    2,076

    Sq.Ft.

    117 Whipp Drive

    Winchester, VA

    Bright
    Courtesy of CAMBRIDGE PREMIER REALTY, LLC.
    View 104 Keystone # HOMESITE 1092 Winchester, VA MLS# VAFV2039664
    • Recently Listed with Virtual Tour
    1 of 49
    $452,719
    3

    Beds

    2.1

    Baths

    2,191

    Sq.Ft.

    104 Keystone # HOMESITE 1092

    Winchester, VA

    Bright
    Courtesy of PEARSON SMITH REALTY, LLC

    About Winchester

    Listings in Winchester, VA

    484

    Estimated median home price

    $442,445
    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 - 100K44
    $100K - 200K19
    $200K - 300K43
    $300K - 400K98
    $400K - 500K87
    $500K - 600K57
    $600K - 700K37
    $700K - 800K15
    $800K - 900K11
    $900K - 1M14
    $1M - Max59

    Homes for Sale by Type in Winchester, VA

    Property TypeCount
    Single Family250
    Townhouse53
    Condo27
    Commercial44
    Rental138
    Lots and Land103
    Condo/Town/CoOp0
    CoOp0
    Multi Family7
    Mobile Home0
    Farms0

    (Data as of 2/23/2026)

    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 2/23/2026.

    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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