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
The time to sell is now! THE TIME TO SELL IS NOW!
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
View 1822 Blythe Way Winchester, VA MLS# VAWI2009206
  • New Construction with Virtual Tour
1 of 44
$429,990
4

Beds

3.1

Baths

1,889

Sq.Ft.

1822 Blythe Way

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 0 Inca Lot 209 Trail Winchester, VA MLS# VAFV2037256
$28,000
Studio

Beds

0.0

Baths

0 Inca Lot 209 Trail

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1125 Conway Street Winchester, VA MLS# VAWI2009200
$279,900
2

Beds

1.0

Baths

870

Sq.Ft.

1125 Conway Street

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 108 Comanche Trail Winchester, VA MLS# VAFV2037218
$169,900
3

Beds

1.0

Baths

1,024

Sq.Ft.

108 Comanche Trail

Winchester, VA

Bright
Courtesy of RE/MAX GALAXY
View 553 Highland Avenue Winchester, VA MLS# VAWI2009182
$319,000
3

Beds

2.0

Baths

1,362

Sq.Ft.

553 Highland Avenue

Winchester, VA

Bright
Courtesy of CORCORAN MCENEARNEY
View 707 E Cork Street Winchester, VA MLS# VAWI2009160
$399,999
3

Beds

2.1

Baths

1,680

Sq.Ft.

707 E Cork Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 603 Opossum Trail Winchester, VA MLS# VAFV2037122
  • New Construction
1 of 2
$295,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

603 Opossum Trail

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 191 Chapman Lane Winchester, VA MLS# VAFV2037124
$340,000
3

Beds

2.0

Baths

1,674

Sq.Ft.

191 Chapman Lane

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 0 Winchester, VA MLS# VAFV2036674
$8,500
Studio

Beds

0.0

Baths

0

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 511 Grouse Drive Winchester, VA MLS# VAFV2036940
  • New Construction
1 of 20
$309,900
3

Beds

2.0

Baths

1,333

Sq.Ft.

511 Grouse Drive

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 3634 Wardensville Grade Winchester, VA MLS# VAFV2036870
$399,900
3

Beds

1.0

Baths

2,050

Sq.Ft.

3634 Wardensville Grade

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View Inca Trail LOT 252 Winchester, VA MLS# VAFV2036908
$20,000
Studio

Beds

0.0

Baths

Inca Trail LOT 252

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
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 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
View 222 Siler Lane Winchester, VA MLS# VAFV2036842
$99,900
Studio

Beds

0.0

Baths

222 Siler Lane

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View Lot A Cather Lane Winchester, VA MLS# VAFV2036796
$200,000
Studio

Beds

0.0

Baths

Lot A Cather Lane

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES

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 1/21/2026.

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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