View 116 Princeton Drive Winchester, VA MLS# VAFV2041934
$430,000
4

Beds

2.1

Baths

2,324

Sq.Ft.

116 Princeton Drive

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 2250 Roosevelt Boulevard Winchester, VA MLS# VAWI2010064
$429,000
6

Beds

3.0

Baths

1,552

Sq.Ft.

2250 Roosevelt Boulevard

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 623 Smithfield Avenue Winchester, VA MLS# VAWI2010296
$429,000
6

Beds

3.0

Baths

1,917

Sq.Ft.

623 Smithfield Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 118 1/2 E Cork Street Winchester, VA MLS# VAWI2010692
$429,000
2

Beds

2.0

Baths

1,031

Sq.Ft.

118 1/2 E Cork Street

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 000 Light Road Winchester, VA MLS# VAFV2040614
$425,000
Studio

Beds

0.0

Baths

000 Light Road

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View Easter Ridge Lane Winchester, VA MLS# VAFV2041158
$425,000
Studio

Beds

0.0

Baths

Easter Ridge Lane

Winchester, VA

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 823 Woodland Avenue Winchester, VA MLS# VAWI2010592
$425,000
4

Beds

1.1

Baths

1,800

Sq.Ft.

823 Woodland Avenue

Winchester, VA

Bright
Courtesy of COLDWELL BANKER REALTY
View 437 Beechcroft Road Winchester, VA MLS# VAWI2010738
$425,000
2

Beds

2.0

Baths

1,799

Sq.Ft.

437 Beechcroft Road

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 102 Cromwell Court Winchester, VA MLS# VAFV2041990
$425,000
3

Beds

2.1

Baths

1,806

Sq.Ft.

102 Cromwell Court

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 1709 Brandon Drive Winchester, VA MLS# VAWI2010678
$425,000
4

Beds

3.0

Baths

2,157

Sq.Ft.

1709 Brandon Drive

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 1105 Henry Drive Winchester, VA MLS# VAFV2038626
$424,999
4

Beds

2.1

Baths

2,850

Sq.Ft.

1105 Henry Drive

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 104 Swansong Place Winchester, VA MLS# VAFV2040528
  • New Construction
1 of 29
$424,990
4

Beds

3.1

Baths

2,094

Sq.Ft.

104 Swansong Place

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 743 Berryville Avenue Winchester, VA MLS# VAWI2010062
$424,000
4

Beds

2.0

Baths

1,400

Sq.Ft.

743 Berryville Avenue

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 422 S Loudoun Street Winchester, VA MLS# VAWI2010442
$421,000
3

Beds

2.1

Baths

2,277

Sq.Ft.

422 S Loudoun Street

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 17 E Leicester Street Winchester, VA MLS# VAWI2009350
$420,000
4

Beds

2.0

Baths

2,100

Sq.Ft.

17 E Leicester Street

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View 775 Pack Horse Road Winchester, VA MLS# VAFV2040458
$420,000
3

Beds

2.0

Baths

1,188

Sq.Ft.

775 Pack Horse Road

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 133 Woodrow Road Winchester, VA MLS# VAFV2041416
$420,000
3

Beds

3.0

Baths

1,806

Sq.Ft.

133 Woodrow Road

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 134 Country Club Circle Winchester, VA MLS# VAFV2040484
$420,000
3

Beds

1.2

Baths

2,232

Sq.Ft.

134 Country Club Circle

Winchester, VA

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 126 Swansong Place Winchester, VA MLS# VAFV2041550
  • New Construction
1 of 26
$419,990
4

Beds

3.1

Baths

2,094

Sq.Ft.

126 Swansong Place

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 104 Van Buren Place Winchester, VA MLS# VAFV2041530
$419,900
4

Beds

2.1

Baths

1,714

Sq.Ft.

104 Van Buren Place

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE

About Winchester

Listings in Winchester, VA

628

Estimated median home price

$447,000
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 - 100K62
$100K - 200K35
$200K - 300K47
$300K - 400K134
$400K - 500K81
$500K - 600K87
$600K - 700K67
$700K - 800K20
$800K - 900K17
$900K - 1M14
$1M - Max64

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family370
Townhouse57
Condo17
Commercial43
Rental164
Lots and Land134
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms2

(Data as of 6/7/2026)

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 6/7/2026.

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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