View 138 Windstone Drive Winchester, VA MLS# VAFV2038094
$340,000
3

Beds

2.1

Baths

1,488

Sq.Ft.

138 Windstone Drive

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 3339 N Frederick Pike Winchester, VA MLS# VAFV2038076
$329,000
5

Beds

2.0

Baths

3,378

Sq.Ft.

3339 N Frederick Pike

Winchester, VA

Bright
Courtesy of Front Royal - Weichert, Realtors - Blue Ribbon
View 208 Shenandoah Avenue Winchester, VA MLS# VAWI2009462
$279,000
3

Beds

1.0

Baths

907

Sq.Ft.

208 Shenandoah Avenue

Winchester, VA

Bright
Courtesy of COLONY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 163 Denny Lane Winchester, VA MLS# VAFV2038058
$339,990
3

Beds

2.0

Baths

1,152

Sq.Ft.

163 Denny Lane

Winchester, VA

Bright
Courtesy of EXP REALTY, LLC
View 1006 S Cameron Street Winchester, VA MLS# VAWI2009448
$289,500
4

Beds

1.0

Baths

1,732

Sq.Ft.

1006 S Cameron Street

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 312 Shawnee Avenue Winchester, VA MLS# VAWI2009454
$295,000
3

Beds

1.0

Baths

1,325

Sq.Ft.

312 Shawnee Avenue

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 117 W Oates Avenue Winchester, VA MLS# VAWI2009446
$330,000
3

Beds

1.0

Baths

1,237

Sq.Ft.

117 W Oates Avenue

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 1080 Airport Road Winchester, VA MLS# VAFV2037956
$300,000
2

Beds

2.0

Baths

1,099

Sq.Ft.

1080 Airport Road

Winchester, VA

Bright
Courtesy of RE/MAX PERFORMANCE REALTY
View 1080 AIRPORT RD Winchester, VA MLS# 670873
  • Virtual Tour
1 of 25
$300,000
2

Beds

2.0

Baths

1,099

Sq.Ft.

1080 AIRPORT RD

Winchester, VA

View 205 Monteith Drive Winchester, VA MLS# VAWI2009432
  • New Construction
1 of 28
$369,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

205 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 627 Watson Avenue Winchester, VA MLS# VAWI2009434
    1 of 26
    OPEN HOUSE: Sunday 1/4 1:00 PM - 3:00 PM
    $299,990
    3

    Beds

    1.0

    Baths

    1,205

    Sq.Ft.

    627 Watson Avenue

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 1116 Opequon Avenue Winchester, VA MLS# VAWI2009388
    $285,000
    3

    Beds

    1.0

    Baths

    1,176

    Sq.Ft.

    1116 Opequon Avenue

    Winchester, VA

    Bright
    Courtesy of ERA OAKCREST REALTY, INC.
    View 127 Shirley Street Winchester, VA MLS# VAWI2009378
    $365,000
    4

    Beds

    2.0

    Baths

    1,780

    Sq.Ft.

    127 Shirley Street

    Winchester, VA

    Bright
    Courtesy of ERA OAKCREST REALTY, INC.
    View 177 Dicks Hollow Road Winchester, VA MLS# VAFV2037776
    $275,000
    2

    Beds

    1.0

    Baths

    572

    Sq.Ft.

    177 Dicks Hollow Road

    Winchester, VA

    Bright
    Courtesy of CAMBRIDGE PREMIER REALTY, LLC.
    View 119 Buffalo Trail Winchester, VA MLS# VAFV2037766
    $339,000
    5

    Beds

    3.1

    Baths

    2,440

    Sq.Ft.

    119 Buffalo Trail

    Winchester, VA

    Bright
    Courtesy of KELLER WILLIAMS REALTY
    View 239 Chestnut Street Winchester, VA MLS# VAFV2037798
    $290,000
    2

    Beds

    1.0

    Baths

    1,176

    Sq.Ft.

    239 Chestnut Street

    Winchester, VA

    Bright
    Courtesy of WILDHAWKS REALTY LLC
    View 107 Dale Ct Winchester, VA MLS# VAFV2037592
    • Virtual Tour
    1 of 43
    $349,900
    4

    Beds

    2.0

    Baths

    1,608

    Sq.Ft.

    107 Dale Ct

    Winchester, VA

    Bright
    Courtesy of COLONY REALTY
    View 240 Airport Road # 1 Winchester, VA MLS# VAFV2037626
    $340,000
    2,000

    Sq.Ft.

    240 Airport Road # 1

    Winchester, VA

    Bright
    Courtesy of COLDWELL BANKER PREMIER
    View 222 Crestwood Lane Winchester, VA MLS# VAFV2037554
    • Adult Community
    1 of 41
    $369,000
    2

    Beds

    2.0

    Baths

    1,260

    Sq.Ft.

    222 Crestwood Lane

    Winchester, VA

    Bright
    Courtesy of ERA OAKCREST REALTY, INC.
    View 425 Bluebird Trail Winchester, VA MLS# VAFV2037504
    • New Construction
    1 of 30
    $360,000
    3

    Beds

    2.0

    Baths

    1,276

    Sq.Ft.

    425 Bluebird Trail

    Winchester, VA

    Bright
    Courtesy of PRESLEE REAL ESTATE

    About Winchester

    Listings in Winchester, VA

    458

    Estimated median home price

    $434,990
    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 - 100K53
    $100K - 200K17
    $200K - 300K40
    $300K - 400K96
    $400K - 500K68
    $500K - 600K52
    $600K - 700K40
    $700K - 800K12
    $800K - 900K13
    $900K - 1M10
    $1M - Max57

    Homes for Sale by Type in Winchester, VA

    Property TypeCount
    Single Family233
    Townhouse45
    Condo22
    Commercial40
    Rental154
    Lots and Land110
    Condo/Town/CoOp0
    CoOp0
    Multi Family8
    Mobile Home0
    Farms0

    (Data as of 12/31/2025)

    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 1/1/2026.

    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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