View 177 Dicks Hollow Road Winchester, VA MLS# VAFV2039402
$245,000
2

Beds

1.0

Baths

650

Sq.Ft.

177 Dicks Hollow Road

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 232 Myrtle Avenue Winchester, VA MLS# VAWI2009914
$389,900
4

Beds

2.0

Baths

1,949

Sq.Ft.

232 Myrtle Avenue

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View Lot 18 Pheasant Drive Winchester, VA MLS# VAFV2039430
$18,800
Studio

Beds

0.0

Baths

Lot 18 Pheasant Drive

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 249 West Street Street Winchester, VA MLS# VAWI2009908
$349,900
3

Beds

1.0

Baths

1,196

Sq.Ft.

249 West Street Street

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 114 Harrison Lane Winchester, VA MLS# VAFV2039356
$335,000
2

Beds

1.0

Baths

1,111

Sq.Ft.

114 Harrison Lane

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 415 Fortress Drive Winchester, VA MLS# VAFV2038786
$430,000
3

Beds

2.0

Baths

1,710

Sq.Ft.

415 Fortress Drive

Winchester, VA

Bright
Courtesy of LPT REALTY, LLC
View 105 Keller Court Winchester, VA MLS# VAFV2033426
$410,000
4

Beds

3.1

Baths

2,250

Sq.Ft.

105 Keller Court

Winchester, VA

Bright
Courtesy of SKYLINE TEAM REAL ESTATE
View Wagtail Lane # VALE 34-F2 Winchester, VA MLS# VAFV2039360
  • Adult Community with Virtual Tour
1 of 52
$480,290
3

Beds

2.1

Baths

2,257

Sq.Ft.

Wagtail Lane # VALE 34-F2

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 107 Smith Dr Winchester, VA MLS# VAFV2039342
$79,900
3

Beds

2.0

Baths

1,118

Sq.Ft.

107 Smith Dr

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 105 Seminole Drive Winchester, VA MLS# VAFV2039384
  • New Construction
1 of 28
$519,990
4

Beds

3.1

Baths

2,216

Sq.Ft.

105 Seminole Drive

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 4403 Back Mountain Road Winchester, VA MLS# VAFV2039282
$415,000
3

Beds

2.1

Baths

2,012

Sq.Ft.

4403 Back Mountain Road

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 137 Woodrow Road Winchester, VA MLS# VAFV2039288
$405,990
3

Beds

2.0

Baths

1,763

Sq.Ft.

137 Woodrow Road

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 101 Delaware Trail Winchester, VA MLS# VAFV2039152
$475,000
3

Beds

2.0

Baths

2,094

Sq.Ft.

101 Delaware Trail

Winchester, VA

Bright
Courtesy of EXP REALTY, LLC
View 308 Lehigh Drive Winchester, VA MLS# VAFV2039278
  • Virtual Tour
1 of 62
OPEN HOUSE: Sunday 3/1 12:00 PM - 2:00 PM
$559,990
4

Beds

3.1

Baths

3,132

Sq.Ft.

308 Lehigh Drive

Winchester, VA

Bright
Courtesy of REAL BROKER, LLC
View 124 Lenore Winchester, VA MLS# VAFV2039294
$550,000
4

Beds

2.1

Baths

2,439

Sq.Ft.

124 Lenore

Winchester, VA

Bright
Courtesy of EXP REALTY, LLC
View 139 Biscane Court Winchester, VA MLS# VAFV2039270
  • Virtual Tour
1 of 60
OPEN HOUSE: Sunday 3/1 1:00 PM - 4:00 PM
$414,900
3

Beds

3.1

Baths

2,250

Sq.Ft.

139 Biscane Court

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 520 Highland Avenue Winchester, VA MLS# VAWI2009882
$80,000
Studio

Beds

0.0

Baths

520 Highland Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 24 N Pleasant Valley Road Winchester, VA MLS# VAWI2009884
$80,000
Studio

Beds

0.0

Baths

24 N Pleasant Valley Road

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 611 Tudor Drive Winchester, VA MLS# VAFV2039200
$285,000
3

Beds

2.1

Baths

2,000

Sq.Ft.

611 Tudor Drive

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 1806 Blythe Way Winchester, VA MLS# VAWI2009856
  • New Construction with Virtual Tour
1 of 40
$409,990
4

Beds

3.1

Baths

1,889

Sq.Ft.

1806 Blythe Way

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC

About Winchester

Listings in Winchester, VA

486

Estimated median home price

$442,400
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 - 100K45
$100K - 200K21
$200K - 300K46
$300K - 400K92
$400K - 500K85
$500K - 600K57
$600K - 700K41
$700K - 800K14
$800K - 900K12
$900K - 1M14
$1M - Max59

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family250
Townhouse52
Condo24
Commercial46
Rental151
Lots and Land107
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home0
Farms0

(Data as of 2/27/2026)

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 2/28/2026.

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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