View 240 Airport Road # 2 Winchester, VA MLS# VAFV2037628
$380,000
2,000

Sq.Ft.

240 Airport Road # 2

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 1619 Tomahawk Trail Winchester, VA MLS# VAFV2038460
  • New Construction
1 of 19
$379,900
3

Beds

3.0

Baths

1,914

Sq.Ft.

1619 Tomahawk Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 707 E Cork Street Winchester, VA MLS# VAWI2009160
$375,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

707 E Cork Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 139 Bryarly Road Winchester, VA MLS# VAFV2038700
$375,000
3

Beds

2.0

Baths

1,585

Sq.Ft.

139 Bryarly Road

Winchester, VA

Bright
Courtesy of REAL BROKER, LLC
View 122 Hardy Way Winchester, VA MLS# VAFV2038724
  • Adult Community
1 of 29
$375,000
3

Beds

2.1

Baths

1,630

Sq.Ft.

122 Hardy Way

Winchester, VA

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 364 Bethel Grange Road Winchester, VA MLS# VAFV2038802
$375,000
Studio

Beds

0.0

Baths

2,448

Sq.Ft.

364 Bethel Grange Road

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 105 Castaway Winchester, VA MLS# VAFV2039606
  • Recently Listed
1 of 27
$374,990
3

Beds

2.1

Baths

1,784

Sq.Ft.

105 Castaway

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 203 Crestwood Lane Winchester, VA MLS# VAFV2038228
  • Adult Community
1 of 32
$374,000
2

Beds

2.0

Baths

1,590

Sq.Ft.

203 Crestwood Lane

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View 210 Monteith Drive Winchester, VA MLS# VAWI2009246
  • New Construction with Virtual Tour
1 of 28
$371,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

210 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 2431 Cedar Creek Grade Winchester, VA MLS# VAFV2033452
$370,000
3

Beds

1.1

Baths

1,036

Sq.Ft.

2431 Cedar Creek Grade

Winchester, VA

Bright
Courtesy of CEDAR CREEK REAL ESTATE
View 126 N Euclid Avenue Winchester, VA MLS# VAWI2009594
$370,000
4

Beds

3.0

Baths

1,868

Sq.Ft.

126 N Euclid Avenue

Winchester, VA

Bright
Courtesy of REAL BROKER, LLC
View 344 Frog Hollow Road Winchester, VA MLS# VAFV2039198
$370,000
3

Beds

2.0

Baths

907

Sq.Ft.

344 Frog Hollow Road

Winchester, VA

Bright
Courtesy of COMPASS WEST REALTY, LLC
View 206 Monteith Drive Winchester, VA MLS# VAWI2009244
  • New Construction with Virtual Tour
1 of 28
$369,990
4

Beds

3.1

Baths

1,784

Sq.Ft.

206 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 222 Monteith Drive Winchester, VA MLS# VAWI2009526
  • New Construction with Virtual Tour
1 of 27
$369,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

222 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View Lot 1 Tavistock Drive Winchester, VA MLS# VAFV2019074
$369,900
Studio

Beds

0.0

Baths

Lot 1 Tavistock Drive

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 166 Graywolf Trail Winchester, VA MLS# VAFV2038002
$369,900
4

Beds

3.0

Baths

1,840

Sq.Ft.

166 Graywolf Trail

Winchester, VA

Bright
Courtesy of EXP REALTY, LLC
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 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 701 Hickory Trail Winchester, VA MLS# VAFV2038814
$365,000
3

Beds

2.1

Baths

1,660

Sq.Ft.

701 Hickory Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP CAPITAL

About Winchester

Listings in Winchester, VA

481

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 - 500K82
$500K - 600K57
$600K - 700K39
$700K - 800K16
$800K - 900K11
$900K - 1M13
$1M - Max61

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family248
Townhouse50
Condo25
Commercial46
Rental141
Lots and Land106
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 3/2/2026)

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 3/3/2026.

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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