View 122 Cherry Hill Circle Winchester, VA MLS# VAFV2036714
$435,000
5

Beds

4.0

Baths

2,014

Sq.Ft.

122 Cherry Hill Circle

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 1105 Henry Drive Winchester, VA MLS# VAFV2038626
$434,999
4

Beds

2.1

Baths

2,850

Sq.Ft.

1105 Henry Drive

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 17 E Leicester Street Winchester, VA MLS# VAWI2009350
$430,000
4

Beds

2.0

Baths

2,100

Sq.Ft.

17 E Leicester Street

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 570 Welltown Road Winchester, VA MLS# VAFV2039004
$429,000
4

Beds

3.0

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
View 209 Wood Avenue Winchester, VA MLS# VAWI2010178
  • Recently Listed
1 of 36
$429,000
3

Beds

2.1

Baths

1,528

Sq.Ft.

209 Wood Avenue

Winchester, VA

Bright
Courtesy of COLONY REALTY
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 112 Keller Court Winchester, VA MLS# VAFV2040302
$425,000
4

Beds

3.1

Baths

2,281

Sq.Ft.

112 Keller Court

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
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 108 Senseny Glen Drive Winchester, VA MLS# VAFV2039554
$423,000
3

Beds

2.0

Baths

1,397

Sq.Ft.

108 Senseny Glen Drive

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 709 Dicks Hollow Road Winchester, VA MLS# VAFV2034758
$422,999
3

Beds

2.0

Baths

1,368

Sq.Ft.

709 Dicks Hollow Road

Winchester, VA

Bright
Courtesy of NBI REALTY, LLC
View 1817 Harvest Drive Winchester, VA MLS# VAWI2009540
  • New Construction
1 of 40
$419,990
4

Beds

3.1

Baths

1,939

Sq.Ft.

1817 Harvest Drive

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 1809 Harvest Drive Winchester, VA MLS# VAWI2009962
  • New Construction
1 of 40
$419,990
4

Beds

3.1

Baths

1,939

Sq.Ft.

1809 Harvest Drive

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 1813 Harvest Drive Winchester, VA MLS# VAWI2009964
  • New Construction
1 of 39
$419,990
4

Beds

3.1

Baths

1,920

Sq.Ft.

1813 Harvest Drive

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
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 945 Allen Drive Winchester, VA MLS# VAWI2009776
$419,900
3

Beds

2.0

Baths

2,219

Sq.Ft.

945 Allen Drive

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 519 Whitacre Street Winchester, VA MLS# VAWI2009672
$419,000
4

Beds

2.0

Baths

2,408

Sq.Ft.

519 Whitacre Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 115 E Monmouth Street Winchester, VA MLS# VAWI2010138
$419,000
4

Beds

2.0

Baths

1,432

Sq.Ft.

115 E Monmouth Street

Winchester, VA

Bright
Courtesy of INMOBILIARIA DE LAS CASAS LLC

About Winchester

Listings in Winchester, VA

531

Estimated median home price

$435,000
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 - 100K52
$100K - 200K26
$200K - 300K44
$300K - 400K111
$400K - 500K79
$500K - 600K60
$600K - 700K44
$700K - 800K19
$800K - 900K15
$900K - 1M15
$1M - Max66

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family280
Townhouse55
Condo24
Commercial48
Rental164
Lots and Land118
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms1

(Data as of 3/27/2026)

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.

© 2026 BrightMLS. All Rights Reserved.