View 1300 Caroline Street Winchester, VA MLS# VAWI2010302
  • Recently Listed with Virtual Tour
1 of 52
$565,000
4

Beds

3.1

Baths

2,989

Sq.Ft.

1300 Caroline Street

Winchester, VA

Bright
Courtesy of HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
View 3042 Valley Avenue # 104 Winchester, VA MLS# VAWI2010434
$196,504
968

Sq.Ft.

3042 Valley Avenue # 104

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 1400 Valley Avenue Winchester, VA MLS# VAWI2010408
  • Recently Listed
1 of 57
$599,900
6

Beds

2.2

Baths

3,511

Sq.Ft.

1400 Valley Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 1400 Valley Avenue Winchester, VA MLS# VAWI2010410
  • Recently Listed
1 of 57
$599,900
6

Beds

0.0

Baths

1400 Valley Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 114 Metcalf Winchester, VA MLS# VAFV2040790
  • Virtual Tour
1 of 42
$400,000
3

Beds

3.1

Baths

2,514

Sq.Ft.

114 Metcalf

Winchester, VA

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 225 Doe Trail Winchester, VA MLS# VAFV2040876
$375,000
3

Beds

2.1

Baths

1,608

Sq.Ft.

225 Doe Trail

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 310 Longview Avenue Winchester, VA MLS# VAWI2010420
$450,000
3

Beds

2.1

Baths

1,440

Sq.Ft.

310 Longview Avenue

Winchester, VA

Bright
Courtesy of COLDWELL BANKER REALTY
View 210 Beaver Trail Winchester, VA MLS# VAFV2040890
  • Recently Listed
1 of 20
$399,900
3

Beds

3.0

Baths

1,914

Sq.Ft.

210 Beaver Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 103 Tonto Trail Winchester, VA MLS# VAFV2040892
  • Recently Listed
1 of 20
$399,900
3

Beds

3.0

Baths

1,914

Sq.Ft.

103 Tonto Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View Lot 68 Killbuck Trail Winchester, VA MLS# VAFV2040894
  • Recently Listed
1 of 17
$399,900
3

Beds

2.1

Baths

1,660

Sq.Ft.

Lot 68 Killbuck Trail

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 2700 Saratoga Drive Winchester, VA MLS# VAWI2010432
  • Recently Listed
1 of 25
$185,000
3

Beds

2.1

Baths

2,354

Sq.Ft.

2700 Saratoga Drive

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 434 Fairmont Avenue Winchester, VA MLS# VAWI2010390
  • Recently Listed
1 of 11
$699,900
6

Beds

0.0

Baths

434 Fairmont Avenue

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 220 Snappy Lane Winchester, VA MLS# VAFV2040862
  • Recently Listed
1 of 58
$589,900
6

Beds

4.0

Baths

2,672

Sq.Ft.

220 Snappy Lane

Winchester, VA

Bright
Courtesy of FAIRFAX REALTY SELECT
View 1025 S Loudoun Street Winchester, VA MLS# VAWI2010388
  • Recently Listed
1 of 37
$424,900
3

Beds

2.1

Baths

2,100

Sq.Ft.

1025 S Loudoun Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 137 Meade Drive Winchester, VA MLS# VAFV2040780
  • Recently Listed with Virtual Tour
1 of 48
$340,000
4

Beds

2.1

Baths

2,231

Sq.Ft.

137 Meade Drive

Winchester, VA

Bright
Courtesy of EXP REALTY, LLC
View 124 Lenore Winchester, VA MLS# VAFV2040840
  • Recently Listed
1 of 40
$550,000
4

Beds

2.1

Baths

2,439

Sq.Ft.

124 Lenore

Winchester, VA

Bright
Courtesy of EXP REALTY, LLC
View 13 E Leicester Street Winchester, VA MLS# VAWI2010308
  • Recently Listed
1 of 36
$399,000
3

Beds

2.0

Baths

1,601

Sq.Ft.

13 E Leicester Street

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 720 S Kent Street Winchester, VA MLS# VAWI2010052
  • Recently Listed with Virtual Tour
1 of 114
$539,900
4

Beds

2.1

Baths

1,798

Sq.Ft.

720 S Kent Street

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC
View 891 Payne Road Winchester, VA MLS# VAFV2039888
  • Recently Listed
1 of 84
$699,900
4

Beds

3.1

Baths

2,849

Sq.Ft.

891 Payne Road

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View 450 Fishel Road Winchester, VA MLS# VAFV2040386
  • Virtual Tour
1 of 65
$585,000
3

Beds

3.1

Baths

3,465

Sq.Ft.

450 Fishel Road

Winchester, VA

Bright
Courtesy of DANDRIDGE REALTY GROUP, LLC

About Winchester

Listings in Winchester, VA

557

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

Price Count
$0 - 100K 50
$100K - 200K 25
$200K - 300K 50
$300K - 400K 111
$400K - 500K 76
$500K - 600K 74
$600K - 700K 52
$700K - 800K 21
$800K - 900K 13
$900K - 1M 15
$1M - Max 70

Homes for Sale by Type in Winchester, VA

Property Type Count
Single Family 299
Townhouse 66
Condo 18
Commercial 48
Rental 161
Lots and Land 118
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 3

(Data as of 4/14/2026)

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 4/14/2026.

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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