View 302 Wentworth Drive Winchester, VA MLS# VAWI2010990
$360,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

302 Wentworth Drive

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 405 Shenandoah Avenue Winchester, VA MLS# VAWI2010992
$295,000
3

Beds

1.0

Baths

913

Sq.Ft.

405 Shenandoah Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 936 Allen Drive Winchester, VA MLS# VAWI2010986
$319,900
3

Beds

1.1

Baths

1,026

Sq.Ft.

936 Allen Drive

Winchester, VA

Bright
Courtesy of DREAM REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 140 Graywolf Trail Winchester, VA MLS# VAFV2042594
$380,000
4

Beds

2.0

Baths

1,840

Sq.Ft.

140 Graywolf Trail

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 124 Worsham Terrace Winchester, VA MLS# VAFV2042644
$337,000
3

Beds

2.2

Baths

1,320

Sq.Ft.

124 Worsham Terrace

Winchester, VA

Bright
Courtesy of CORCORAN MCENEARNEY
View 300 Elk Trail Winchester, VA MLS# VAFV2042544
  • Recently Listed
1 of 45
$369,900
4

Beds

3.0

Baths

2,362

Sq.Ft.

300 Elk Trail

Winchester, VA

Bright
Courtesy of PRESLEE REAL ESTATE
View 2561 Apple Pie Ridge Road Winchester, VA MLS# VAFV2041032
$349,900
3

Beds

2.0

Baths

1,412

Sq.Ft.

2561 Apple Pie Ridge Road

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 1026 S Kent Street Winchester, VA MLS# VAWI2010950
$309,000
2

Beds

2.0

Baths

1,007

Sq.Ft.

1026 S Kent Street

Winchester, VA

Bright
Courtesy of CRUM REALTY, INC.
View 115 Castaway Winchester, VA MLS# VAFV2042530
  • Recently Listed
1 of 65
$374,990
3

Beds

2.1

Baths

1,752

Sq.Ft.

115 Castaway

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View HOMESITE 44 Shuoner Court Winchester, VA MLS# VAFV2042510
$369,990
4

Beds

3.1

Baths

2,000

Sq.Ft.

HOMESITE 44 Shuoner Court

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC
View 118 Shuoner Court Winchester, VA MLS# VAFV2042512
  • Recently Listed
1 of 22
$378,260
3

Beds

2.1

Baths

2,000

Sq.Ft.

118 Shuoner Court

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC
View 218 Stratford Drive Winchester, VA MLS# VAFV2042302
$298,900
3

Beds

1.1

Baths

1,214

Sq.Ft.

218 Stratford Drive

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 120 Pomo Lane Winchester, VA MLS# VAFV2042470
  • Recently Listed
1 of 33
$380,000
3

Beds

2.1

Baths

1,497

Sq.Ft.

120 Pomo Lane

Winchester, VA

Bright
Courtesy of COMPASS
View 614 Sherlock Trace Winchester, VA MLS# VAWI2010932
$369,000
3

Beds

2.1

Baths

1,737

Sq.Ft.

614 Sherlock Trace

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 112 Cornstalk Trail Winchester, VA MLS# VAFV2041960
  • Recently Listed with Virtual Tour
1 of 48
$380,000
3

Beds

3.0

Baths

1,276

Sq.Ft.

112 Cornstalk Trail

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 805 Pheasant Drive Winchester, VA MLS# VAFV2042426
  • Recently Listed with Virtual Tour
1 of 67
OPEN HOUSE: Saturday 6/20 1:00 PM - 5:00 PM
$365,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

805 Pheasant Drive

Winchester, VA

Bright
Courtesy of SPRING HILL REAL ESTATE, LLC.
View 1044 Orchard Avenue Winchester, VA MLS# VAWI2010904
$329,000
4

Beds

2.0

Baths

1,163

Sq.Ft.

1044 Orchard Avenue

Winchester, VA

Bright
Courtesy of COLDWELL BANKER REALTY
View 813 Crow Drive Winchester, VA MLS# VAFV2042374
  • New Construction
1 of 20
$365,000
3

Beds

2.1

Baths

1,512

Sq.Ft.

813 Crow Drive

Winchester, VA

Bright
Courtesy of PRESLEE REAL ESTATE
View 629 National Avenue Winchester, VA MLS# VAWI2010898
$325,000
4

Beds

2.0

Baths

1,273

Sq.Ft.

629 National Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 601 Gray Avenue Winchester, VA MLS# VAWI2010900
  • Recently Listed
1 of 27
$359,900
3

Beds

2.0

Baths

1,743

Sq.Ft.

601 Gray Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES

About Winchester

Listings in Winchester, VA

631

Estimated median home price

$440,000
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 - 100K63
$100K - 200K35
$200K - 300K45
$300K - 400K134
$400K - 500K83
$500K - 600K90
$600K - 700K65
$700K - 800K20
$800K - 900K16
$900K - 1M15
$1M - Max65

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family366
Townhouse61
Condo17
Commercial44
Rental158
Lots and Land136
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms2

(Data as of 6/16/2026)

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 6/17/2026.

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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