View 534 N Kent Street Winchester, VA MLS# VAWI2009588
    1 of 1
    OPEN HOUSE: Saturday 12/20 1:00 PM - 3:00 PM
    $300,000
    3

    Beds

    1.1

    Baths

    1,152

    Sq.Ft.

    534 N Kent Street

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 133 Meade Drive Winchester, VA MLS# VAFV2038412
    • Recently Listed
    1 of 40
    $400,000
    3

    Beds

    3.0

    Baths

    2,550

    Sq.Ft.

    133 Meade Drive

    Winchester, VA

    Bright
    Courtesy of RE/MAX ROOTS
    View 518 Yorktowne Place Winchester, VA MLS# VAWI2009522
    $269,000
    2

    Beds

    1.1

    Baths

    1,116

    Sq.Ft.

    518 Yorktowne Place

    Winchester, VA

    Bright
    Courtesy of PIFER REALTY, LLC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 103 Castaway Place Winchester, VA MLS# VAFV2038396
    • Recently Listed
    1 of 29
    $374,990
    3

    Beds

    2.1

    Baths

    1,752

    Sq.Ft.

    103 Castaway Place

    Winchester, VA

    Bright
    Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
    View 20 W Clifford Street Winchester, VA MLS# VAWI2009586
    $385,000
    1,435

    Sq.Ft.

    20 W Clifford Street

    Winchester, VA

    Bright
    Courtesy of LEVI CLARKE, LLC
    View 199 Meeting House Drive Winchester, VA MLS# VAFV2038354
    • Recently Listed with Virtual Tour
    1 of 73
    $849,900
    5

    Beds

    4.1

    Baths

    3,767

    Sq.Ft.

    199 Meeting House Drive

    Winchester, VA

    Bright
    Courtesy of CENTURY 21 REDWOOD REALTY
    View 218 Flanagan Drive Winchester, VA MLS# VAFV2038366
    • Recently Listed
    1 of 50
    OPEN HOUSE: Saturday 12/20 12:00 PM - 3:00 PM
    $655,000
    4

    Beds

    4.1

    Baths

    4,354

    Sq.Ft.

    218 Flanagan Drive

    Winchester, VA

    Bright
    Courtesy of BURCH REAL ESTATE GROUP, LLC
    View 20 W Clifford Street Winchester, VA MLS# VAWI2009578
    $385,000
    3

    Beds

    1.1

    Baths

    1,435

    Sq.Ft.

    20 W Clifford Street

    Winchester, VA

    Bright
    Courtesy of LEVI CLARKE, LLC
    View 109 Glen Ridge Drive Winchester, VA MLS# VAFV2038356
    $439,900
    3

    Beds

    3.0

    Baths

    1,935

    Sq.Ft.

    109 Glen Ridge Drive

    Winchester, VA

    Bright
    Courtesy of CENTURY 21 NEW MILLENNIUM
    View Lot 57, 58, 59 Iroquois Trail Winchester, VA MLS# VAFV2038324
    $19,500
    Studio

    Beds

    0.0

    Baths

    Lot 57, 58, 59 Iroquois Trail

    Winchester, VA

    Bright
    Courtesy of MARKETPLACE REALTY
    View 229 Soldiers Rest Lane Winchester, VA MLS# VAFV2038328
    $925,000
    6

    Beds

    4.1

    Baths

    3,725

    Sq.Ft.

    229 Soldiers Rest Lane

    Winchester, VA

    Bright
    Courtesy of PRESLEE REAL ESTATE
    View Lot 12 Crow Drive Winchester, VA MLS# VAFV2038336
    • Recently Listed
    1 of 7
    $7,900
    Studio

    Beds

    0.0

    Baths

    Lot 12 Crow Drive

    Winchester, VA

    Bright
    Courtesy of MARKETPLACE REALTY
    View Lot 26 Crow Drive Winchester, VA MLS# VAFV2038338
    $7,900
    Studio

    Beds

    0.0

    Baths

    Lot 26 Crow Drive

    Winchester, VA

    Bright
    Courtesy of MARKETPLACE REALTY
    View Lot 13 Crow Drive Winchester, VA MLS# VAFV2038340
    • Recently Listed
    1 of 7
    $7,900
    Studio

    Beds

    0.0

    Baths

    Lot 13 Crow Drive

    Winchester, VA

    Bright
    Courtesy of MARKETPLACE REALTY
    View Lot 16 Crow Drive Winchester, VA MLS# VAFV2038342
    • Recently Listed
    1 of 7
    $7,900
    Studio

    Beds

    0.0

    Baths

    Lot 16 Crow Drive

    Winchester, VA

    Bright
    Courtesy of MARKETPLACE REALTY
    View Lot 8 Crow Drive Winchester, VA MLS# VAFV2038344
    • Recently Listed
    1 of 6
    $7,900
    Studio

    Beds

    0.0

    Baths

    Lot 8 Crow Drive

    Winchester, VA

    Bright
    Courtesy of MARKETPLACE REALTY
    View 92 Bobcat Trail Winchester, VA MLS# VAFV2038326
    • Recently Listed
    1 of 16
    $450,000
    Studio

    Beds

    0.0

    Baths

    92 Bobcat Trail

    Winchester, VA

    Bright
    Courtesy of RE/MAX REAL ESTATE CONNECTIONS
    View 225 Fox Drive Winchester, VA MLS# VAWI2009558
    • Virtual Tour
    1 of 54
    $395,000
    3

    Beds

    1.1

    Baths

    1,274

    Sq.Ft.

    225 Fox Drive

    Winchester, VA

    Bright
    Courtesy of ERA OAKCREST REALTY, INC.
    View 312 W Cecil Street Winchester, VA MLS# VAWI2009548
    $469,900
    3

    Beds

    1.1

    Baths

    1,698

    Sq.Ft.

    312 W Cecil Street

    Winchester, VA

    Bright
    Courtesy of COLONY REALTY
    View 108 Martin Drive Winchester, VA MLS# VAFV2038282
    • Recently Listed
    1 of 45
    $285,000
    2

    Beds

    1.0

    Baths

    997

    Sq.Ft.

    108 Martin Drive

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES

    About Winchester

    Listings in Winchester, VA

    490

    Estimated median home price

    $432,495
    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 - 100K57
    $100K - 200K18
    $200K - 300K45
    $300K - 400K103
    $400K - 500K73
    $500K - 600K54
    $600K - 700K47
    $700K - 800K11
    $800K - 900K12
    $900K - 1M12
    $1M - Max58

    Homes for Sale by Type in Winchester, VA

    Property TypeCount
    Single Family253
    Townhouse49
    Condo22
    Commercial42
    Rental155
    Lots and Land117
    Condo/Town/CoOp0
    CoOp0
    Multi Family7
    Mobile Home0
    Farms0

    (Data as of 12/17/2025)

    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 12/17/2025.

    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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