View 1125 Conway Street Winchester, VA MLS# VAWI2009200
$289,900
2

Beds

1.0

Baths

870

Sq.Ft.

1125 Conway Street

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 108 Comanche Trail Winchester, VA MLS# VAFV2037218
$169,900
3

Beds

1.0

Baths

1,024

Sq.Ft.

108 Comanche Trail

Winchester, VA

Bright
Courtesy of RE/MAX GALAXY
View 553 Highland Avenue Winchester, VA MLS# VAWI2009182
    1 of 20
    OPEN HOUSE: Saturday 1/3 12:00 PM - 2:00 PM
    $319,000
    3

    Beds

    2.0

    Baths

    1,362

    Sq.Ft.

    553 Highland Avenue

    Winchester, VA

    Bright
    Courtesy of CORCORAN MCENEARNEY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 707 E Cork Street Winchester, VA MLS# VAWI2009160
    $399,999
    3

    Beds

    2.1

    Baths

    1,680

    Sq.Ft.

    707 E Cork Street

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 0 Opossum Trail Winchester, VA MLS# VAFV2037122
    • New Construction
    1 of 2
    $295,000
    3

    Beds

    2.0

    Baths

    1,300

    Sq.Ft.

    0 Opossum Trail

    Winchester, VA

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 191 Chapman Lane Winchester, VA MLS# VAFV2037124
    $340,000
    3

    Beds

    2.0

    Baths

    1,674

    Sq.Ft.

    191 Chapman Lane

    Winchester, VA

    Bright
    Courtesy of RE/MAX ROOTS
    View 206 Eastside Lane Winchester, VA MLS# VAFV2036986
    $315,000
    3

    Beds

    3.1

    Baths

    1,886

    Sq.Ft.

    206 Eastside Lane

    Winchester, VA

    Bright
    Courtesy of PEARSON SMITH REALTY, LLC
    View 0 Winchester, VA MLS# VAFV2036674
    $8,500
    Studio

    Beds

    0.0

    Baths

    0

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 715 Berryville Avenue Winchester, VA MLS# VAWI2009104
    $349,900
    3

    Beds

    2.0

    Baths

    1,426

    Sq.Ft.

    715 Berryville Avenue

    Winchester, VA

    Bright
    Courtesy of RE/MAX ROOTS
    View 511 Grouse Drive Winchester, VA MLS# VAFV2036940
    • New Construction
    1 of 20
    $309,900
    3

    Beds

    2.0

    Baths

    1,333

    Sq.Ft.

    511 Grouse Drive

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 133 Erie Trail Winchester, VA MLS# VAFV2036946
    $370,000
    3

    Beds

    2.0

    Baths

    1,456

    Sq.Ft.

    133 Erie Trail

    Winchester, VA

    Bright
    Courtesy of COLDWELL BANKER PREMIER
    View 3634 Wardensville Grade Winchester, VA MLS# VAFV2036870
    $399,900
    3

    Beds

    1.0

    Baths

    2,050

    Sq.Ft.

    3634 Wardensville Grade

    Winchester, VA

    Bright
    Courtesy of REALTY ONE GROUP OLD TOWNE
    View Inca Trail LOT 252 Winchester, VA MLS# VAFV2036908
    $20,000
    Studio

    Beds

    0.0

    Baths

    Inca Trail LOT 252

    Winchester, VA

    Bright
    Courtesy of RE/MAX ROOTS
    View 508 Grouse Winchester, VA MLS# VAFV2036898
    • New Construction
    1 of 63
    $365,000
    3

    Beds

    2.1

    Baths

    2,520

    Sq.Ft.

    508 Grouse

    Winchester, VA

    Bright
    Courtesy of COLDWELL BANKER PREMIER
    View 506 Grouse Winchester, VA MLS# VAFV2036928
    • New Construction with Virtual Tour
    1 of 64
    $375,000
    3

    Beds

    2.1

    Baths

    2,520

    Sq.Ft.

    506 Grouse

    Winchester, VA

    Bright
    Courtesy of COLDWELL BANKER PREMIER
    View 222 Siler Lane Winchester, VA MLS# VAFV2036842
    $99,900
    Studio

    Beds

    0.0

    Baths

    222 Siler Lane

    Winchester, VA

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 118 Russellcroft Road Winchester, VA MLS# VAWI2009082
    $494,900
    5

    Beds

    3.1

    Baths

    3,330

    Sq.Ft.

    118 Russellcroft Road

    Winchester, VA

    Bright
    Courtesy of MAIN STREET REALTY
    View 421 Superior Ave Winchester, VA MLS# VAWI2009092
    $441,700
    3

    Beds

    2.0

    Baths

    1,800

    Sq.Ft.

    421 Superior Ave

    Winchester, VA

    Bright
    Courtesy of CENTURY 21 NEW MILLENNIUM
    View 129 Old Wagon Road Winchester, VA MLS# VAFV2036824
    $499,000
    4

    Beds

    2.1

    Baths

    1,959

    Sq.Ft.

    129 Old Wagon Road

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View Lot A Cather Lane Winchester, VA MLS# VAFV2036796
    $200,000
    Studio

    Beds

    0.0

    Baths

    Lot A Cather Lane

    Winchester, VA

    Bright
    Courtesy of RE/MAX ROOTS

    About Winchester

    Listings in Winchester, VA

    447

    Estimated median home price

    $435,000
    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 - 100K50
    $100K - 200K16
    $200K - 300K40
    $300K - 400K94
    $400K - 500K65
    $500K - 600K52
    $600K - 700K41
    $700K - 800K12
    $800K - 900K12
    $900K - 1M11
    $1M - Max54

    Homes for Sale by Type in Winchester, VA

    Property TypeCount
    Single Family233
    Townhouse45
    Condo19
    Commercial40
    Rental143
    Lots and Land103
    Condo/Town/CoOp0
    CoOp0
    Multi Family7
    Mobile Home0
    Farms0

    (Data as of 1/3/2026)

    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 1/3/2026.

    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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