View 209 Cranberry Court Winchester, VA MLS# VAFV2039148
  • Adult Community
1 of 20
$410,000
2

Beds

2.0

Baths

1,658

Sq.Ft.

209 Cranberry Court

Winchester, VA

Bright
Courtesy of HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
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 LOT 1 - Handley Drive Winchester, VA MLS# VAFV2038132
  • Recently Listed
1 of 3
$275,000
Studio

Beds

0.0

Baths

LOT 1 - Handley Drive

Winchester, VA

Bright
Courtesy of MERRIFIELD REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View LOT 27A - Handley Drive Winchester, VA MLS# VAFV2039092
$275,000
Studio

Beds

0.0

Baths

LOT 27A - Handley Drive

Winchester, VA

Bright
Courtesy of MERRIFIELD REALTY, LLC
View LOT 23 - Greenfield Drive Winchester, VA MLS# VAFV2039094
$275,000
Studio

Beds

0.0

Baths

LOT 23 - Greenfield Drive

Winchester, VA

Bright
Courtesy of MERRIFIELD REALTY, LLC
View 110 Rugby Place Winchester, VA MLS# VAFV2038904
$350,000
3

Beds

2.1

Baths

1,625

Sq.Ft.

110 Rugby Place

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 00 Sweetbriar Lane Winchester, VA MLS# VAFV2039096
$53,900
Studio

Beds

0.0

Baths

00 Sweetbriar Lane

Winchester, VA

Bright
Courtesy of THE GREENE REALTY GROUP
View 225 Farmington Boulevard Winchester, VA MLS# VAFV2039100
$450,000
4

Beds

2.1

Baths

2,200

Sq.Ft.

225 Farmington Boulevard

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 117 Wagtail Lane Winchester, VA MLS# VAFV2039080
  • Recently Listed with Virtual Tour
1 of 40
$469,990
3

Beds

2.1

Baths

2,195

Sq.Ft.

117 Wagtail Lane

Winchester, VA

Bright
Courtesy of REAL BROKER, LLC
View Lot 33 Falcon Trail Winchester, VA MLS# VAFV2039074
  • Recently Listed
1 of 5
$329,900
2

Beds

2.1

Baths

1,152

Sq.Ft.

Lot 33 Falcon Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View Lot 2 Covey Lane Winchester, VA MLS# VAFV2039078
  • Recently Listed
1 of 3
$189,900
Studio

Beds

0.0

Baths

Lot 2 Covey Lane

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1610 S. Loudoun Street Winchester, VA MLS# VAWI2009664
  • Recently Listed
1 of 38
$320,000
4

Beds

2.0

Baths

1,344

Sq.Ft.

1610 S. Loudoun Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View TBD Gough Road Winchester, VA MLS# VAFV2038936
  • Recently Listed
1 of 20
$299,900
Studio

Beds

0.0

Baths

TBD Gough Road

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View Lot 2 Tonto Trail Winchester, VA MLS# VAFV2039058
  • Recently Listed
1 of 24
$399,900
3

Beds

2.1

Baths

1,660

Sq.Ft.

Lot 2 Tonto Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View Lot 7 Comanche Trail Winchester, VA MLS# VAFV2039060
  • Recently Listed
1 of 22
$399,900
3

Beds

2.0

Baths

1,500

Sq.Ft.

Lot 7 Comanche Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 217 Monteith Drive Winchester, VA MLS# VAWI2009792
  • New Construction with Virtual Tour
1 of 30
$379,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

217 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 226 Monteith Drive Winchester, VA MLS# VAWI2009794
  • New Construction with Virtual Tour
1 of 26
$374,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

226 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 803 Tomahawk Trail Winchester, VA MLS# VAFV2039034
  • Recently Listed
1 of 20
$260,000
3

Beds

1.1

Baths

960

Sq.Ft.

803 Tomahawk Trail

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 109 Boone Court Winchester, VA MLS# VAFV2038868
  • New Construction
1 of 22
$389,990
3

Beds

2.2

Baths

1,989

Sq.Ft.

109 Boone Court

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC
View 117 Boone Ct Winchester, VA MLS# VAFV2038870
  • New Construction
1 of 21
$389,990
3

Beds

2.2

Baths

1,989

Sq.Ft.

117 Boone Ct

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC

About Winchester

Listings in Winchester, VA

468

Estimated median home price

$449,450
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 45
$100K - 200K 18
$200K - 300K 37
$300K - 400K 96
$400K - 500K 84
$500K - 600K 57
$600K - 700K 37
$700K - 800K 13
$800K - 900K 10
$900K - 1M 14
$1M - Max 57

Homes for Sale by Type in Winchester, VA

Property Type Count
Single Family 246
Townhouse 54
Condo 24
Commercial 41
Rental 133
Lots and Land 98
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 0

(Data as of 2/7/2026)

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 2/8/2026.

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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