View 200 Crestwood Lane Winchester, VA MLS# VAFV2040942
  • Adult Community
1 of 3
$415,000
2

Beds

2.0

Baths

1,692

Sq.Ft.

200 Crestwood Lane

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 813 Chelsea Drive Winchester, VA MLS# VAWI2010414
  • Recently Listed
1 of 57
$695,000
5

Beds

3.0

Baths

2,182

Sq.Ft.

813 Chelsea Drive

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 707 E Cork Street Winchester, VA MLS# VAWI2010438
1 of 74
OPEN HOUSE: Friday 4/17 4:00 PM - 5:30 PM
$364,900
3

Beds

2.1

Baths

1,680

Sq.Ft.

707 E Cork Street

Winchester, VA

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 105 Boone Court Winchester, VA MLS# VAFV2040950
  • Recently Listed
1 of 22
$364,990
3

Beds

2.2

Baths

1,989

Sq.Ft.

105 Boone Court

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC
View 312 W Cecil Street Winchester, VA MLS# VAWI2010440
  • Virtual Tour
1 of 45
OPEN HOUSE: Sunday 4/19 12:00 PM - 3:00 PM
$489,000
3

Beds

1.1

Baths

1,698

Sq.Ft.

312 W Cecil Street

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 125 Skyjes Lane Winchester, VA MLS# VAFV2040600
  • Virtual Tour
1 of 47
OPEN HOUSE: Saturday 4/18 12:00 PM - 2:00 PM
$875,000
4

Beds

5.1

Baths

5,054

Sq.Ft.

125 Skyjes Lane

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 163 Dicks Hollow Road Winchester, VA MLS# VAFV2040874
  • Recently Listed with Virtual Tour
1 of 60
$365,000
3

Beds

1.0

Baths

1,796

Sq.Ft.

163 Dicks Hollow Road

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 228 Cavalry Drive Winchester, VA MLS# VAFV2040958
$459,000
4

Beds

2.1

Baths

2,092

Sq.Ft.

228 Cavalry Drive

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 624 Butler Avenue Winchester, VA MLS# VAWI2010386
$325,000
3

Beds

1.1

Baths

1,053

Sq.Ft.

624 Butler Avenue

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 315 National Avenue Winchester, VA MLS# VAWI2010446
1 of 1
OPEN HOUSE: Sunday 4/19 2:00 PM - 4:30 PM
$449,000
4

Beds

4.1

Baths

1,913

Sq.Ft.

315 National Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 433 Beechcroft Road Winchester, VA MLS# VAWI2010448
  • Recently Listed
1 of 41
$399,000
4

Beds

2.0

Baths

1,328

Sq.Ft.

433 Beechcroft Road

Winchester, VA

Bright
Courtesy of UNITED REAL ESTATE PREMIER
View 1300 Caroline Street Winchester, VA MLS# VAWI2010302
  • Recently Listed with Virtual Tour
1 of 52
$565,000
4

Beds

3.1

Baths

2,989

Sq.Ft.

1300 Caroline Street

Winchester, VA

Bright
Courtesy of HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
View 3042 Valley Avenue # 104 Winchester, VA MLS# VAWI2010434
$196,504
968

Sq.Ft.

3042 Valley Avenue # 104

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 121 Sweetbriar Lane Winchester, VA MLS# VAFV2040650
$619,000
4

Beds

3.0

Baths

3,442

Sq.Ft.

121 Sweetbriar Lane

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 980 Adams Road Winchester, VA MLS# VAFV2040896
  • Recently Listed
1 of 50
$450,000
2

Beds

1.0

Baths

768

Sq.Ft.

980 Adams Road

Winchester, VA

Bright
Courtesy of KW UNITED
View 105 Boone Court Winchester, VA MLS# VAFV2040926
  • Recently Listed
1 of 20
$369,990
3

Beds

2.2

Baths

2,000

Sq.Ft.

105 Boone Court

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC
View 230 Conifer Lane Winchester, VA MLS# VAFV2040928
  • Recently Listed with Virtual Tour
1 of 79
$899,900
4

Beds

3.0

Baths

3,943

Sq.Ft.

230 Conifer Lane

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 7 E Bond Street Winchester, VA MLS# VAWI2010422
$195,000
2

Beds

1.0

Baths

1,855

Sq.Ft.

7 E Bond Street

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP CAPITAL
View 121 Smith Drive Winchester, VA MLS# VAFV2040900
  • Recently Listed
1 of 14
$69,999
3

Beds

2.0

Baths

1,000

Sq.Ft.

121 Smith Drive

Winchester, VA

Bright
Courtesy of VAZE REALTY
View 1400 Valley Avenue Winchester, VA MLS# VAWI2010408
  • Recently Listed
1 of 57
$599,900
6

Beds

2.2

Baths

3,511

Sq.Ft.

1400 Valley Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES

About Winchester

Listings in Winchester, VA

567

Estimated median home price

$450,000
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

Price Count
$0 - 100K 51
$100K - 200K 27
$200K - 300K 49
$300K - 400K 114
$400K - 500K 78
$500K - 600K 76
$600K - 700K 53
$700K - 800K 21
$800K - 900K 14
$900K - 1M 14
$1M - Max 70

Homes for Sale by Type in Winchester, VA

Property Type Count
Single Family 310
Townhouse 68
Condo 17
Commercial 47
Rental 164
Lots and Land 118
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 2

(Data as of 4/16/2026)

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 4/16/2026.

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.

© 2026 BrightMLS. All Rights Reserved.