View Frog Hollow Road Winchester, VA MLS# VAFV2037502
$1,200,000
Studio

Beds

0.0

Baths

Frog Hollow Road

Winchester, VA

Bright
Courtesy of WHITETAIL PROPERTIES REAL ESTATE, LLC
View 0 Prosperity Drive Winchester, VA MLS# VAFV2037526
$1,200,000

0 Prosperity Drive

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 0 Prosperity Drive Winchester, VA MLS# VAFV2037528
$1,200,000
Studio

Beds

0.0

Baths

0 Prosperity Drive

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 819 Armistead Street Winchester, VA MLS# VAWI2009770
$1,199,000
4

Beds

3.1

Baths

5,262

Sq.Ft.

819 Armistead Street

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 2725 S Pleasant Valley Road Winchester, VA MLS# VAWI2008952
$1,100,000
Studio

Beds

0.0

Baths

2725 S Pleasant Valley Road

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View Lot 1 Keval Gyan Way Winchester, VA MLS# VAFV2038440
  • New Construction with Virtual Tour
1 of 48
$1,099,900
4

Beds

3.1

Baths

5,800

Sq.Ft.

Lot 1 Keval Gyan Way

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View Lot 62 Gravenstein Court Winchester, VA MLS# VAFV2033736
$1,095,000
4

Beds

3.1

Baths

3,707

Sq.Ft.

Lot 62 Gravenstein Court

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 410 Valley View Drive Winchester, VA MLS# VAFV2035314
$1,095,000
5

Beds

4.1

Baths

5,426

Sq.Ft.

410 Valley View Drive

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View Lot 60 Gravenstein Court Winchester, VA MLS# VAFV2032958
$1,045,000
3

Beds

3.0

Baths

2,875

Sq.Ft.

Lot 60 Gravenstein Court

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View Channing Drive Winchester, VA MLS# VAFV162022
$1,000,000

Channing Drive

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 2225 Cedar Grove Winchester, VA MLS# VAFV2036094
  • New Construction with Virtual Tour
1 of 54
$999,999
3

Beds

2.1

Baths

3,100

Sq.Ft.

2225 Cedar Grove

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 1694 Berryville Winchester, VA MLS# VAFV2037328
$999,000
9,380

Sq.Ft.

1694 Berryville

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 225 E Pall Mall Street Winchester, VA MLS# VAWI2009336
$999,000
14,000

Sq.Ft.

225 E Pall Mall Street

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View Amoco Winchester, VA MLS# VAFV2010648
$995,000
Studio

Beds

0.0

Baths

Amoco

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 2740 Northwestern Pike Winchester, VA MLS# VAFV2024824
$995,000
4,030

Sq.Ft.

2740 Northwestern Pike

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 3052 Valley Avenue # 200 Winchester, VA MLS# VAWI2008706
$995,000
5,088

Sq.Ft.

3052 Valley Avenue # 200

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 1020 Breckinridge Lane Winchester, VA MLS# VAWI2007912
$985,000
7

Beds

5.1

Baths

6,540

Sq.Ft.

1020 Breckinridge Lane

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 1105-1115 MILLWOOD PIKE Winchester, VA MLS# 655598
$950,000

1105-1115 MILLWOOD PIKE

Winchester, VA

View Lot 12 Keval Gyan Way Winchester, VA MLS# VAFV2038446
  • New Construction with Virtual Tour
1 of 46
$950,000
3

Beds

2.1

Baths

3,100

Sq.Ft.

Lot 12 Keval Gyan Way

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 113 Shockey Circle Winchester, VA MLS# VAFV2024474
  • New Construction
1 of 4
$939,000
4

Beds

3.0

Baths

3,363

Sq.Ft.

113 Shockey Circle

Winchester, VA

Bright
Courtesy of MERRIFIELD REALTY, LLC

About Winchester

Listings in Winchester, VA

477

Estimated median home price

$439,990
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 - 100K48
$100K - 200K19
$200K - 300K44
$300K - 400K98
$400K - 500K82
$500K - 600K54
$600K - 700K38
$700K - 800K12
$800K - 900K12
$900K - 1M15
$1M - Max55

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family250
Townhouse53
Condo23
Commercial40
Rental147
Lots and Land106
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 1/22/2026)

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 1/23/2026.

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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