Winchester City Virginia Homes for Sale

129 total properties
View 434 Fairmont Avenue Winchester, VA MLS# VAWI2010390
$699,900
6

Beds

0.0

Baths

434 Fairmont Avenue

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1025 S Loudoun Street Winchester, VA MLS# VAWI2010388
$424,900
3

Beds

2.1

Baths

2,100

Sq.Ft.

1025 S Loudoun Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 13 E Leicester Street Winchester, VA MLS# VAWI2010308
$399,000
3

Beds

2.0

Baths

1,601

Sq.Ft.

13 E Leicester Street

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 720 S Kent Street Winchester, VA MLS# VAWI2010052
  • Recently Listed with Virtual Tour
1 of 114
$539,900
4

Beds

2.1

Baths

1,798

Sq.Ft.

720 S Kent Street

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 301 Shawnee Avenue Winchester, VA MLS# VAWI2010306
$279,000
4

Beds

1.1

Baths

1,449

Sq.Ft.

301 Shawnee Avenue

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 513 Van Fossen Street Winchester, VA MLS# VAWI2010278
$355,000
4

Beds

2.1

Baths

2,804

Sq.Ft.

513 Van Fossen Street

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 623 Smithfield Avenue Winchester, VA MLS# VAWI2010296
$445,000
6

Beds

3.0

Baths

1,917

Sq.Ft.

623 Smithfield Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 510 N Pleasant Valley Road Winchester, VA MLS# VAWI2010298
  • Recently Listed with Virtual Tour
1 of 58
$320,000
2

Beds

2.0

Baths

1,227

Sq.Ft.

510 N Pleasant Valley Road

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 31 E Germain Street Winchester, VA MLS# VAWI2010272
  • Recently Listed with Virtual Tour
1 of 38
$344,500
2

Beds

2.0

Baths

1,382

Sq.Ft.

31 E Germain Street

Winchester, VA

Bright
Courtesy of COMPASS
View 413 George Street Winchester, VA MLS# VAWI2010236
  • Recently Listed
1 of 54
$445,000
3

Beds

2.1

Baths

1,938

Sq.Ft.

413 George Street

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 112 W Germain Street Winchester, VA MLS# VAWI2010276
$675,000
3

Beds

2.1

Baths

1,650

Sq.Ft.

112 W Germain Street

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 419 Stone Meadow Court Winchester, VA MLS# VAWI2010244
  • Recently Listed with Virtual Tour
1 of 28
$329,000
2

Beds

1.0

Baths

1,132

Sq.Ft.

419 Stone Meadow Court

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 605 Dunlap Street Winchester, VA MLS# VAWI2010260
$400,000
5

Beds

2.0

Baths

1,011

Sq.Ft.

605 Dunlap Street

Winchester, VA

Bright
Courtesy of SPRING HILL REAL ESTATE, LLC.
View 2912 2Nd Street Winchester, VA MLS# VAWI2010242
$320,000
3

Beds

1.0

Baths

1,008

Sq.Ft.

2912 2Nd Street

Winchester, VA

Bright
Courtesy of PRESLEE REAL ESTATE
View 329 Wood Avenue Winchester, VA MLS# VAWI2010268
  • Virtual Tour
1 of 107
$619,900
4

Beds

3.0

Baths

3,336

Sq.Ft.

329 Wood Avenue

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View 3042 Valley # 102 Winchester, VA MLS# VAWI2010258
$189,000
963

Sq.Ft.

3042 Valley # 102

Winchester, VA

Bright
Courtesy of MERRIFIELD REALTY, LLC
View 308 Ridge Avenue Winchester, VA MLS# VAWI2010158
$585,000
3

Beds

2.1

Baths

3,000

Sq.Ft.

308 Ridge Avenue

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 113 Christopher Drive Winchester, VA MLS# VAWI2010188
$349,900
3

Beds

1.1

Baths

1,890

Sq.Ft.

113 Christopher Drive

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 523 Monticello Street Winchester, VA MLS# VAWI2010120
$220,000
2

Beds

1.1

Baths

1,064

Sq.Ft.

523 Monticello Street

Winchester, VA

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 514 Cather Avenue Winchester, VA MLS# VAWI2010238
$250,000
3

Beds

2.0

Baths

1,008

Sq.Ft.

514 Cather Avenue

Winchester, VA

Bright
Courtesy of EXP REALTY, LLC

Information deemed reliable but not guaranteed.

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.

© 2026 BrightMLS. All Rights Reserved.