View 1044 Orchard Avenue Winchester, VA MLS# VAWI2010904
  • Recently Listed with Virtual Tour
1 of 24
$329,000
4

Beds

2.0

Baths

1,163

Sq.Ft.

1044 Orchard Avenue

Winchester, VA

Bright
Courtesy of COLDWELL BANKER REALTY
View 703 S Loudoun Street Winchester, VA MLS# VAWI2010922
  • Recently Listed
1 of 41
$450,000
3

Beds

2.1

Baths

1,992

Sq.Ft.

703 S Loudoun Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 105 Travis Court Winchester, VA MLS# VAFV2042124
  • Recently Listed
1 of 43
$559,900
4

Beds

2.1

Baths

2,302

Sq.Ft.

105 Travis Court

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 126 Wickham Terrace Winchester, VA MLS# VAFV2042126
  • Recently Listed with Virtual Tour
1 of 40
$625,000
4

Beds

3.1

Baths

3,360

Sq.Ft.

126 Wickham Terrace

Winchester, VA

Bright
Courtesy of HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
View Lot 37 Poplar Trl Winchester, VA MLS# VAFV2042376
  • Recently Listed
1 of 23
$49,000
Studio

Beds

0.0

Baths

Lot 37 Poplar Trl

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 230 Tranquil Wood Lane Winchester, VA MLS# VAFV2042378
  • Recently Listed
1 of 67
$765,000
3

Beds

2.1

Baths

3,476

Sq.Ft.

230 Tranquil Wood Lane

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY LLC
View 1184 N Frederick Winchester, VA MLS# VAFV2042408
  • Recently Listed
1 of 4
$94,999
Studio

Beds

0.0

Baths

1184 N Frederick

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 654 Treys Drive Winchester, VA MLS# VAWI2010802
  • Recently Listed
1 of 25
$479,900
3

Beds

2.0

Baths

2,025

Sq.Ft.

654 Treys Drive

Winchester, VA

Bright
Courtesy of VIRGINIA PROPERTY GROUP, INC.
View 629 National Avenue Winchester, VA MLS# VAWI2010898
  • Recently Listed
1 of 30
$325,000
4

Beds

2.0

Baths

1,273

Sq.Ft.

629 National Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 601 Gray Avenue Winchester, VA MLS# VAWI2010900
  • Recently Listed
1 of 27
$359,900
3

Beds

2.0

Baths

1,743

Sq.Ft.

601 Gray Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 621 Patterson Avenue Winchester, VA MLS# VAWI2010926
  • Recently Listed
1 of 34
$364,900
4

Beds

2.1

Baths

2,050

Sq.Ft.

621 Patterson Avenue

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 160 Shirley Court Winchester, VA MLS# VAFV2042368
  • Recently Listed with Virtual Tour
1 of 80
$639,900
3

Beds

3.1

Baths

3,246

Sq.Ft.

160 Shirley Court

Winchester, VA

Bright
Courtesy of CENTURY 21 REDWOOD REALTY
View 314 Greenfield Avenue Winchester, VA MLS# VAFV2041140
  • Recently Listed with Virtual Tour
1 of 64
$550,000
4

Beds

2.1

Baths

2,520

Sq.Ft.

314 Greenfield Avenue

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 527 Grouse Drive Winchester, VA MLS# VAFV2042220
  • Recently Listed
1 of 30
$399,000
3

Beds

2.1

Baths

1,909

Sq.Ft.

527 Grouse Drive

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 528 Battle Avenue Winchester, VA MLS# VAWI2010886
  • Recently Listed
1 of 39
$320,000
3

Beds

1.0

Baths

1,988

Sq.Ft.

528 Battle Avenue

Winchester, VA

Bright
Courtesy of CARTER BRAXTON PREFERRED PROPERTIES
View 1709 Brandon Drive Winchester, VA MLS# VAWI2010678
  • Recently Listed
1 of 3
$425,000
4

Beds

3.0

Baths

2,157

Sq.Ft.

1709 Brandon Drive

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 1317 Caroline Street Winchester, VA MLS# VAWI2010866
  • Recently Listed
1 of 67
$519,000
4

Beds

2.0

Baths

2,837

Sq.Ft.

1317 Caroline Street

Winchester, VA

Bright
Courtesy of Front Royal - Weichert, Realtors - Blue Ribbon
View 125 E Piccadilly Street Winchester, VA MLS# VAWI2010918
  • Recently Listed
1 of 40
$3,250,000
20,386

Sq.Ft.

125 E Piccadilly Street

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 2294 Welltown Road Winchester, VA MLS# VAFV2042382
  • Recently Listed
1 of 30
OPEN HOUSE: Sunday 6/14 12:00 PM - 2:00 PM
$370,000
3

Beds

1.1

Baths

1,408

Sq.Ft.

2294 Welltown Road

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View LOT 159-140 Hawk Trail Winchester, VA MLS# VAFV2041966
  • Recently Listed
1 of 18
$55,000
Studio

Beds

0.0

Baths

LOT 159-140 Hawk Trail

Winchester, VA

Bright
Courtesy of VAZE REALTY

About Winchester

Listings in Winchester, VA

629

Estimated median home price

$439,900
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 63
$100K - 200K 34
$200K - 300K 46
$300K - 400K 137
$400K - 500K 81
$500K - 600K 88
$600K - 700K 64
$700K - 800K 20
$800K - 900K 16
$900K - 1M 15
$1M - Max 65

Homes for Sale by Type in Winchester, VA

Property Type Count
Single Family 362
Townhouse 64
Condo 17
Commercial 44
Rental 156
Lots and Land 135
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 2

(Data as of 6/13/2026)

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 6/14/2026.

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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