View 1105 Henry Drive Winchester, VA MLS# VAFV2038626
$429,999
4

Beds

2.1

Baths

2,850

Sq.Ft.

1105 Henry Drive

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 570 Welltown Road Winchester, VA MLS# VAFV2039004
$429,000
Studio

Beds

0.0

Baths

1,783

Sq.Ft.

570 Welltown Road

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 1332 Ramseur Lane Winchester, VA MLS# VAWI2010104
$429,000
3

Beds

2.0

Baths

2,648

Sq.Ft.

1332 Ramseur Lane

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 103 Fenwick Court Winchester, VA MLS# VAFV2040028
$425,000
5

Beds

3.1

Baths

1,776

Sq.Ft.

103 Fenwick Court

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 111 Asbury Road Winchester, VA MLS# VAFV2040120
$425,000
4

Beds

2.1

Baths

2,353

Sq.Ft.

111 Asbury Road

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 164 Bethel Grange Road Winchester, VA MLS# VAFV2040240
$425,000
3

Beds

1.1

Baths

2,164

Sq.Ft.

164 Bethel Grange Road

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 104 Swansong Place Winchester, VA MLS# VAFV2040528
  • New Construction
1 of 25
$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 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 21 W Pall Mall Street Winchester, VA MLS# VAWI2010202
$424,500
4

Beds

2.1

Baths

1,805

Sq.Ft.

21 W Pall Mall Street

Winchester, VA

Bright
Courtesy of COMPASS
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 709 Dicks Hollow Road Winchester, VA MLS# VAFV2034758
$422,999
Studio

Beds

0.0

Baths

1,368

Sq.Ft.

709 Dicks Hollow Road

Winchester, VA

Bright
Courtesy of NBI 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 135 Lakota Street Winchester, VA MLS# VAFV2040282
  • New Construction with Virtual Tour
1 of 55
$419,990
4

Beds

3.1

Baths

1,889

Sq.Ft.

135 Lakota Street

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 209 Wood Avenue Winchester, VA MLS# VAWI2010178
$415,000
3

Beds

2.1

Baths

1,528

Sq.Ft.

209 Wood Avenue

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 200 Crestwood Lane Winchester, VA MLS# VAFV2040942
$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 204 Ridge Road Winchester, VA MLS# VAFV2037676
$414,999
3

Beds

2.0

Baths

2,131

Sq.Ft.

204 Ridge Road

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
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 1805 Harvest Drive Winchester, VA MLS# VAWI2009538
  • New Construction
1 of 42
$409,990
4

Beds

3.1

Baths

1,920

Sq.Ft.

1805 Harvest Drive

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC

About Winchester

Listings in Winchester, VA

580

Estimated median home price

$449,990
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 - 100K54
$100K - 200K30
$200K - 300K48
$300K - 400K122
$400K - 500K75
$500K - 600K74
$600K - 700K54
$700K - 800K21
$800K - 900K15
$900K - 1M14
$1M - Max73

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family320
Townhouse68
Condo17
Commercial47
Rental156
Lots and Land122
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms2

(Data as of 4/22/2026)

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 4/22/2026.

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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