View 2643 Middle Road Winchester, VA MLS# VAWI2009924
$500,000
4

Beds

3.1

Baths

2,524

Sq.Ft.

2643 Middle Road

Winchester, VA

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 3466 Middle Road Winchester, VA MLS# VAFV2038362
$499,999
3

Beds

3.0

Baths

2,483

Sq.Ft.

3466 Middle Road

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 411 N Loudoun Street Winchester, VA MLS# VAWI2009780
  • Recently Listed
1 of 45
$499,990
2

Beds

2.0

Baths

1,850

Sq.Ft.

411 N Loudoun Street

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
The time to sell is now! THE TIME TO SELL IS NOW!
View 115 Trellis View Lane Winchester, VA MLS# VAFV2039966
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Sunday 3/22 12:00 PM - 3:00 PM
$499,990
4

Beds

3.0

Baths

2,168

Sq.Ft.

115 Trellis View Lane

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 144 Morning Glory Winchester, VA MLS# VAFV2037596
$499,900
5

Beds

4.0

Baths

2,288

Sq.Ft.

144 Morning Glory

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY DULLES
View Lot 13 Tavistock Winchester, VA MLS# VAFV2019078
$499,000
Studio

Beds

0.0

Baths

Lot 13 Tavistock

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 1 N Braddock Street Winchester, VA MLS# VAWI2005956
$499,000
Studio

Beds

0.0

Baths

1 N Braddock Street

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 112 Grindstone Drive Winchester, VA MLS# VAFV2039600
$499,000
4

Beds

2.1

Baths

2,158

Sq.Ft.

112 Grindstone Drive

Winchester, VA

Bright
Courtesy of HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
View 2510 Windwood Drive Winchester, VA MLS# VAWI2010122
  • Recently Listed
1 of 42
$499,000
4

Beds

2.1

Baths

2,068

Sq.Ft.

2510 Windwood Drive

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View LOT 136 Senseny Road Winchester, VA MLS# VAFV2039792
$499,000
Studio

Beds

0.0

Baths

LOT 136 Senseny Road

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 110 Carter Place Winchester, VA MLS# VAFV2034472
$489,970
5

Beds

3.0

Baths

3,116

Sq.Ft.

110 Carter Place

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View Siler Road Winchester, VA MLS# VAFV2038970
$489,000
Studio

Beds

0.0

Baths

Siler Road

Winchester, VA

Bright
Courtesy of WHITETAIL PROPERTIES REAL ESTATE, LLC
View 703 S Loudoun Street Winchester, VA MLS# VAWI2009838
$484,900
3

Beds

2.1

Baths

1,992

Sq.Ft.

703 S Loudoun Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 108 Webster Court # HOMESITE 1048 Winchester, VA MLS# VAFV2039488
  • Adult Community with Virtual Tour
1 of 48
$480,724
3

Beds

2.1

Baths

2,263

Sq.Ft.

108 Webster Court # HOMESITE 1048

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 113 Trellis View Lane Winchester, VA MLS# VAFV2035396
  • Adult Community with Virtual Tour
1 of 45
$479,990
4

Beds

3.0

Baths

2,168

Sq.Ft.

113 Trellis View Lane

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 107 Atoka Drive Winchester, VA MLS# VAFV2039312
$479,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

107 Atoka Drive

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 117 Whipp Drive Winchester, VA MLS# VAFV2039662
$479,000
4

Beds

2.1

Baths

2,076

Sq.Ft.

117 Whipp Drive

Winchester, VA

Bright
Courtesy of CAMBRIDGE PREMIER REALTY, LLC.
View 411 Van Fossen Street Winchester, VA MLS# VAWI2010068
$475,000
5

Beds

2.1

Baths

2,890

Sq.Ft.

411 Van Fossen Street

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View 110 Carnation Way Winchester, VA MLS# VAFV2037536
  • Adult Community
1 of 27
$474,990
2

Beds

2.0

Baths

1,564

Sq.Ft.

110 Carnation Way

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 112 Trellis View Lane Winchester, VA MLS# VAFV2038998
  • Adult Community with Virtual Tour
1 of 45
$474,990
4

Beds

3.0

Baths

2,168

Sq.Ft.

112 Trellis View Lane

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC

About Winchester

Listings in Winchester, VA

518

Estimated median home price

$449,995
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 50
$100K - 200K 21
$200K - 300K 41
$300K - 400K 104
$400K - 500K 84
$500K - 600K 58
$600K - 700K 45
$700K - 800K 21
$800K - 900K 15
$900K - 1M 13
$1M - Max 66

Homes for Sale by Type in Winchester, VA

Property Type Count
Single Family 281
Townhouse 50
Condo 22
Commercial 47
Rental 160
Lots and Land 112
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 1

(Data as of 3/18/2026)

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 3/19/2026.

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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