View 121 Cherry Hill Circle Winchester, VA MLS# VAFV2040008
$400,000
4

Beds

2.0

Baths

1,835

Sq.Ft.

121 Cherry Hill Circle

Winchester, VA

Bright
Courtesy of SPRING HILL REAL ESTATE, LLC.
View 135 Gregory Place Winchester, VA MLS# VAFV2040136
  • Recently Listed
1 of 45
$110,000
3

Beds

2.0

Baths

1,495

Sq.Ft.

135 Gregory Place

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 104 Inca Trail Winchester, VA MLS# VAFV2039390
$155,000
2

Beds

1.0

Baths

900

Sq.Ft.

104 Inca Trail

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 142 Sequoia Drive Winchester, VA MLS# VAFV2040156
  • Recently Listed with Virtual Tour
1 of 54
$449,990
3

Beds

3.1

Baths

2,239

Sq.Ft.

142 Sequoia Drive

Winchester, VA

Bright
Courtesy of REAL BROKER, LLC
View Lot 115 Rockwood Trail Winchester, VA MLS# VAFV2040164
$165,000
Studio

Beds

0.0

Baths

Lot 115 Rockwood Trail

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 123 Castaway Place Winchester, VA MLS# VAFV2040172
  • Recently Listed
1 of 14
$349,990
3

Beds

2.1

Baths

1,752

Sq.Ft.

123 Castaway Place

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 320 Opequon Avenue Winchester, VA MLS# VAWI2010088
  • Recently Listed
1 of 26
$280,000
3

Beds

2.0

Baths

1,020

Sq.Ft.

320 Opequon Avenue

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 221 Broad Avenue Winchester, VA MLS# VAFV2040030
$325,000
3

Beds

3.0

Baths

800

Sq.Ft.

221 Broad Avenue

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 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 LOT 40 Huntersridge Road Winchester, VA MLS# VAFV2039794
$219,000
Studio

Beds

0.0

Baths

LOT 40 Huntersridge Road

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 201 Monteith Drive Winchester, VA MLS# VAWI2010156
  • Recently Listed
1 of 30
$409,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

201 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 221 Monteith Drive Winchester, VA MLS# VAWI2010162
  • Recently Listed with Virtual Tour
1 of 30
$409,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

221 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 222 Liberty Avenue Winchester, VA MLS# VAWI2010150
$150,000
3

Beds

1.0

Baths

882

Sq.Ft.

222 Liberty Avenue

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View Lot 58 Timber Ridge Trail Winchester, VA MLS# VAFV2040090
$19,500
Studio

Beds

0.0

Baths

Lot 58 Timber Ridge Trail

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 135 Meade Drive Winchester, VA MLS# VAFV2040144
  • Recently Listed
1 of 48
$360,000
3

Beds

2.1

Baths

1,852

Sq.Ft.

135 Meade Drive

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 1851 Melvor Lane Winchester, VA MLS# VAWI2010102
  • Adult Community
1 of 1
OPEN HOUSE: Saturday 3/21 11:00 AM - 1:00 PM
$399,900
2

Beds

2.0

Baths

1,405

Sq.Ft.

1851 Melvor Lane

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 105 Boone Court Winchester, VA MLS# VAFV2039492
  • Recently Listed
1 of 20
$384,990
3

Beds

2.2

Baths

1,910

Sq.Ft.

105 Boone Court

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC
View 109 Ash Hollow Drive Winchester, VA MLS# VAFV2040096
$259,000
3

Beds

1.1

Baths

1,160

Sq.Ft.

109 Ash Hollow Drive

Winchester, VA

Bright
Courtesy of ELCY & CO. REALTY, LLC.
View 110 Meadowview Court Winchester, VA MLS# VAFV2040102
$364,999
4

Beds

2.1

Baths

1,680

Sq.Ft.

110 Meadowview Court

Winchester, VA

Bright
Courtesy of FAIRFAX REALTY SELECT

About Winchester

Listings in Winchester, VA

503

Estimated median home price

$450,000
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 - 100K49
$100K - 200K22
$200K - 300K41
$300K - 400K99
$400K - 500K80
$500K - 600K59
$600K - 700K44
$700K - 800K20
$800K - 900K14
$900K - 1M12
$1M - Max63

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family272
Townhouse49
Condo22
Commercial42
Rental158
Lots and Land112
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms1

(Data as of 3/16/2026)

Information deemed reliable but not guaranteed.

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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