View 1025 S Loudoun Street Winchester, VA MLS# VAWI2009836
$454,900
3

Beds

2.1

Baths

2,100

Sq.Ft.

1025 S Loudoun Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
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
View 115 Alpine Meadow Road Winchester, VA MLS# VAFV2038222
$450,000
3

Beds

3.1

Baths

2,486

Sq.Ft.

115 Alpine Meadow Road

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 92 Bobcat Trail Winchester, VA MLS# VAFV2038326
$450,000
Studio

Beds

0.0

Baths

92 Bobcat Trail

Winchester, VA

Bright
Courtesy of RE/MAX REAL ESTATE CONNECTIONS
View 129 Doonbeg Court Winchester, VA MLS# VAFV2038410
  • Adult Community with Virtual Tour
1 of 51
$450,000
4

Beds

2.1

Baths

2,072

Sq.Ft.

129 Doonbeg Court

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 225 Farmington Boulevard Winchester, VA MLS# VAFV2039100
$450,000
4

Beds

2.1

Baths

2,200

Sq.Ft.

225 Farmington Boulevard

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 229 Garber Lane Winchester, VA MLS# VAFV2039766
  • Recently Listed with Virtual Tour
1 of 67
$450,000
3

Beds

1.2

Baths

2,530

Sq.Ft.

229 Garber Lane

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 229 Garber Lane Winchester, VA MLS# VAFV2039820
  • Recently Listed with Virtual Tour
1 of 67
$450,000
2,530

Sq.Ft.

229 Garber Lane

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 100 Winns Circle Winchester, VA MLS# VAFV2039826
  • Recently Listed
1 of 45
$450,000
4

Beds

2.1

Baths

2,636

Sq.Ft.

100 Winns Circle

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 110 Elaine Drive Winchester, VA MLS# VAFV2039216
$449,990
3

Beds

2.0

Baths

2,080

Sq.Ft.

110 Elaine Drive

Winchester, VA

Bright
Courtesy of CENTURY 21 REDWOOD REALTY
View 124 Trellis View Lane Winchester, VA MLS# VAFV2039756
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Sunday 3/1 1:00 PM - 3:00 PM
$449,990
3

Beds

2.0

Baths

1,492

Sq.Ft.

124 Trellis View Lane

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 570 Welltown Road Winchester, VA MLS# VAFV2039004
$449,000
4

Beds

3.0

Baths

1,783

Sq.Ft.

570 Welltown Road

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 25 W Southwerk Street Winchester, VA MLS# VAWI2009902
$449,000
3

Beds

2.1

Baths

1,904

Sq.Ft.

25 W Southwerk Street

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 1105 Henry Drive Winchester, VA MLS# VAFV2038626
$444,900
4

Beds

2.1

Baths

2,850

Sq.Ft.

1105 Henry Drive

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 109 Glen Ridge Road Winchester, VA MLS# VAFV2038356
  • New Construction
1 of 20
$439,900
3

Beds

3.0

Baths

1,935

Sq.Ft.

109 Glen Ridge Road

Winchester, VA

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 743 Berryville Avenue Winchester, VA MLS# VAWI2010062
$439,000
4

Beds

2.0

Baths

1,400

Sq.Ft.

743 Berryville Avenue

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 122 Cherry Hill Circle Winchester, VA MLS# VAFV2036714
$435,000
5

Beds

4.0

Baths

2,014

Sq.Ft.

122 Cherry Hill Circle

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 519 Whitacre Street Winchester, VA MLS# VAWI2009672
    1 of 47
    OPEN HOUSE: Sunday 3/1 3:00 PM - 5:00 PM
    $435,000
    4

    Beds

    2.0

    Baths

    2,408

    Sq.Ft.

    519 Whitacre Street

    Winchester, VA

    Bright
    Courtesy of SAMSON PROPERTIES
    View 221 Cobble Stone Drive Winchester, VA MLS# VAFV2039498
    $435,000
    4

    Beds

    3.1

    Baths

    2,413

    Sq.Ft.

    221 Cobble Stone Drive

    Winchester, VA

    Bright
    Courtesy of REALTY ONE GROUP OLD TOWNE
    View 17 E Leicester Street Winchester, VA MLS# VAWI2009350
    $430,000
    4

    Beds

    2.0

    Baths

    2,100

    Sq.Ft.

    17 E Leicester Street

    Winchester, VA

    Bright
    Courtesy of MARKETPLACE REALTY

    About Winchester

    Listings in Winchester, VA

    480

    Estimated median home price

    $449,000
    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 - 100K44
    $100K - 200K20
    $200K - 300K46
    $300K - 400K92
    $400K - 500K81
    $500K - 600K56
    $600K - 700K39
    $700K - 800K16
    $800K - 900K12
    $900K - 1M13
    $1M - Max61

    Homes for Sale by Type in Winchester, VA

    Property TypeCount
    Single Family248
    Townhouse50
    Condo24
    Commercial46
    Rental143
    Lots and Land106
    Condo/Town/CoOp0
    CoOp0
    Multi Family6
    Mobile Home0
    Farms0

    (Data as of 3/1/2026)

    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 3/2/2026.

    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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