View 106 Heirloom Way Winchester, VA MLS# VAFV2038026
  • Adult Community
1 of 17
$379,990
3

Beds

2.1

Baths

1,752

Sq.Ft.

106 Heirloom Way

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 1619 Tomahawk Trail Winchester, VA MLS# VAFV2038460
  • New Construction
1 of 19
$379,900
3

Beds

3.0

Baths

1,914

Sq.Ft.

1619 Tomahawk Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 105 Cranberry Court Winchester, VA MLS# VAFV2039934
$379,900
2

Beds

2.0

Baths

1,698

Sq.Ft.

105 Cranberry Court

Winchester, VA

Bright
Courtesy of COLONY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 506 Grouse Winchester, VA MLS# VAFV2036928
  • New Construction with Virtual Tour
1 of 64
$375,000
3

Beds

2.1

Baths

2,520

Sq.Ft.

506 Grouse

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 707 E Cork Street Winchester, VA MLS# VAWI2009160
$375,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

707 E Cork Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 139 Bryarly Road Winchester, VA MLS# VAFV2038700
$375,000
3

Beds

2.0

Baths

1,585

Sq.Ft.

139 Bryarly Road

Winchester, VA

Bright
Courtesy of REAL BROKER, LLC
View 364 Bethel Grange Road Winchester, VA MLS# VAFV2038802
$375,000
Studio

Beds

0.0

Baths

2,448

Sq.Ft.

364 Bethel Grange Road

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 145 Graywolf Trail Winchester, VA MLS# VAFV2039898
$375,000
3

Beds

2.1

Baths

1,660

Sq.Ft.

145 Graywolf Trail

Winchester, VA

Bright
Courtesy of NEXTHOME REALTY SELECT
View 119 Heirloom Way Winchester, VA MLS# VAFV2038064
  • Adult Community
1 of 26
$374,990
3

Beds

2.1

Baths

1,752

Sq.Ft.

119 Heirloom Way

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 119 Castaway Place Winchester, VA MLS# VAFV2039040
  • Adult Community
1 of 16
$374,990
3

Beds

2.1

Baths

1,752

Sq.Ft.

119 Castaway Place

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 109 Boone Court Winchester, VA MLS# VAFV2039494
  • New Construction
1 of 22
$374,990
3

Beds

2.2

Baths

1,989

Sq.Ft.

109 Boone Court

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC
View 105 Castaway Winchester, VA MLS# VAFV2039606
  • Adult Community
1 of 27
$374,990
3

Beds

2.1

Baths

1,784

Sq.Ft.

105 Castaway

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 203 Crestwood Lane Winchester, VA MLS# VAFV2038228
  • Adult Community
1 of 32
OPEN HOUSE: Sunday 3/22 2:00 PM - 4:00 PM
$374,000
2

Beds

2.0

Baths

1,590

Sq.Ft.

203 Crestwood Lane

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View 210 Monteith Drive Winchester, VA MLS# VAWI2009246
  • New Construction with Virtual Tour
1 of 28
$371,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

210 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 2431 Cedar Creek Grade Winchester, VA MLS# VAFV2033452
$370,000
3

Beds

1.1

Baths

1,036

Sq.Ft.

2431 Cedar Creek Grade

Winchester, VA

Bright
Courtesy of CEDAR CREEK REAL ESTATE
View 344 Frog Hollow Road Winchester, VA MLS# VAFV2039198
$370,000
3

Beds

2.0

Baths

907

Sq.Ft.

344 Frog Hollow Road

Winchester, VA

Bright
Courtesy of COMPASS WEST REALTY, LLC
View 616 Cardinal Drive Winchester, VA MLS# VAFV2040274
  • Recently Listed
1 of 30
$370,000
3

Beds

2.0

Baths

1,510

Sq.Ft.

616 Cardinal Drive

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 206 Monteith Drive Winchester, VA MLS# VAWI2009244
  • New Construction with Virtual Tour
1 of 28
$369,990
4

Beds

3.1

Baths

1,784

Sq.Ft.

206 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 11111 Shouner Court Winchester, VA MLS# VAFV2039960
$369,990
3

Beds

2.2

Baths

1,989

Sq.Ft.

11111 Shouner Court

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC
View Lot 1 Tavistock Drive Winchester, VA MLS# VAFV2019074
$369,900
Studio

Beds

0.0

Baths

Lot 1 Tavistock Drive

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER

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

PriceCount
$0 - 100K50
$100K - 200K21
$200K - 300K41
$300K - 400K104
$400K - 500K84
$500K - 600K58
$600K - 700K45
$700K - 800K21
$800K - 900K15
$900K - 1M13
$1M - Max66

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family281
Townhouse50
Condo22
Commercial47
Rental160
Lots and Land112
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms1

(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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