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
View 204 Ridge Road Winchester, VA MLS# VAFV2037676
$414,999
3

Beds

2.0

Baths

2,131

Sq.Ft.

204 Ridge Road

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View Lot 132 Tomahawk Trail Winchester, VA MLS# VAFV2037696
$23,900
Studio

Beds

0.0

Baths

Lot 132 Tomahawk Trail

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View Lot 133 Tomahawk Trail Winchester, VA MLS# VAFV2037698
$23,900
Studio

Beds

0.0

Baths

Lot 133 Tomahawk Trail

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
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 309 Raccoon Drive Winchester, VA MLS# VAFV2037620
$252,900
3

Beds

2.0

Baths

931

Sq.Ft.

309 Raccoon Drive

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
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 0 Winchester, VA MLS# VAFV2036672
$60,000
Studio

Beds

0.0

Baths

0

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
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
View 298 Bufflick Road Winchester, VA MLS# VAFV2037372
$335,000
4

Beds

1.1

Baths

1,411

Sq.Ft.

298 Bufflick Road

Winchester, VA

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 129 Indiana Winchester, VA MLS# VAFV2037470
  • New Construction
1 of 26
$379,900
3

Beds

2.1

Baths

1,660

Sq.Ft.

129 Indiana

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 220 Chestnut Grove Road Winchester, VA MLS# VAFV2037446
$425,000
2

Beds

1.0

Baths

864

Sq.Ft.

220 Chestnut Grove Road

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View Fox Trail LOT 5A Winchester, VA MLS# VAFV2037484
$25,000
Studio

Beds

0.0

Baths

Fox Trail LOT 5A

Winchester, VA

Bright
Courtesy of CORCORAN MCENEARNEY
View 210 Monteith Drive Winchester, VA MLS# VAWI2009246
  • New Construction with Virtual Tour
1 of 28
$389,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

210 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 206 Monteith Drive Winchester, VA MLS# VAWI2009244
  • New Construction with Virtual Tour
1 of 28
$389,990
4

Beds

3.1

Baths

1,658

Sq.Ft.

206 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 125 Cheshire Court Winchester, VA MLS# VAFV2037132
$410,000
4

Beds

3.1

Baths

2,261

Sq.Ft.

125 Cheshire Court

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 1814 Blythe Way Winchester, VA MLS# VAWI2009220
  • New Construction with Virtual Tour
1 of 50
$399,990
4

Beds

3.1

Baths

1,889

Sq.Ft.

1814 Blythe Way

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 534 Grouse Drive Winchester, VA MLS# VAFV2037262
$325,000
3

Beds

3.0

Baths

1,966

Sq.Ft.

534 Grouse Drive

Winchester, VA

Bright
Courtesy of NEXTHOME REALTY SELECT
View 440 Iris Lane Winchester, VA MLS# VAFV2037264
$77,699
Studio

Beds

0.0

Baths

440 Iris Lane

Winchester, VA

Bright
Courtesy of LISTWITHFREEDOM.COM

About Winchester

Listings in Winchester, VA

459

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 - 100K50
$100K - 200K16
$200K - 300K40
$300K - 400K92
$400K - 500K77
$500K - 600K49
$600K - 700K41
$700K - 800K12
$800K - 900K12
$900K - 1M13
$1M - Max57

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family244
Townhouse49
Condo20
Commercial40
Rental144
Lots and Land101
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 1/16/2026)

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 1/20/2026.

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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