View 1829 Harvest Drive Winchester, VA MLS# VAWI2009542
  • New Construction
1 of 40
$479,990
4

Beds

3.1

Baths

1,920

Sq.Ft.

1829 Harvest Drive

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 227 Miller Street Winchester, VA MLS# VAWI2009194
$479,900
3

Beds

4.0

Baths

3,359

Sq.Ft.

227 Miller Street

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 418 Circle Drive Winchester, VA MLS# VAWI2009680
$479,900
4

Beds

2.1

Baths

1,960

Sq.Ft.

418 Circle Drive

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 407 Jefferson Street Winchester, VA MLS# VAWI2009590
$476,500
3

Beds

1.2

Baths

2,568

Sq.Ft.

407 Jefferson Street

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 386 Round Hill Road Winchester, VA MLS# VAFV2034404
$475,000
6

Beds

3.0

Baths

2,736

Sq.Ft.

386 Round Hill Road

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 386 Round Hill Road Winchester, VA MLS# VAFV2034802
$475,000
8

Beds

0.0

Baths

386 Round Hill Road

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 0 Senseny Road # LOT I Winchester, VA MLS# VAFV2009008
$470,335

0 Senseny Road # LOT I

Winchester, VA

Bright
Courtesy of COMMERCIAL SPECIALISTS
View 0 Senseny # LOT I Winchester, VA MLS# VAFV2009062
$470,335
Studio

Beds

0.0

Baths

0 Senseny # LOT I

Winchester, VA

Bright
Courtesy of COMMERCIAL SPECIALISTS
View 419 Summit Avenue Winchester, VA MLS# VAWI2009258
$469,999
5

Beds

3.0

Baths

2,080

Sq.Ft.

419 Summit Avenue

Winchester, VA

Bright
Courtesy of LIFESTYLE REALTY, LLC.
View 219 Milam Drive Winchester, VA MLS# VAFV2036712
$467,000
4

Beds

3.0

Baths

2,654

Sq.Ft.

219 Milam Drive

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 109 Trellis View Lane Winchester, VA MLS# VAFV2035392
  • Adult Community with Virtual Tour
1 of 45
$459,990
4

Beds

3.0

Baths

2,168

Sq.Ft.

109 Trellis View Lane

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 1805 Harvest Drive Winchester, VA MLS# VAWI2009538
  • New Construction
1 of 42
$459,990
4

Beds

3.1

Baths

1,920

Sq.Ft.

1805 Harvest Drive

Winchester, VA

Bright
Courtesy of D R HORTON REALTY OF VIRGINIA LLC
View 1817 Harvest Drive Winchester, VA MLS# VAWI2009540
  • New Construction
1 of 40
$459,990
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 108 Rawlings Avenue Winchester, VA MLS# VAFV2038018
$459,000
4

Beds

2.0

Baths

1,884

Sq.Ft.

108 Rawlings Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 2250 Roosevelt Boulevard Winchester, VA MLS# VAWI2009326
$455,000
6

Beds

3.0

Baths

1,552

Sq.Ft.

2250 Roosevelt Boulevard

Winchester, VA

Bright
Courtesy of SPRING HILL REAL ESTATE, LLC.
View 115 Alpine Meadow Road Winchester, VA MLS# VAFV2038222
$450,000
3

Beds

3.1

Baths

2,486

Sq.Ft.

115 Alpine Meadow Road

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View 92 Bobcat Trail Winchester, VA MLS# VAFV2038326
$450,000
Studio

Beds

0.0

Baths

92 Bobcat Trail

Winchester, VA

Bright
Courtesy of RE/MAX REAL ESTATE CONNECTIONS
View 129 Doonbeg Court Winchester, VA MLS# VAFV2038410
  • Recently Listed with Virtual Tour
1 of 51
$450,000
4

Beds

2.1

Baths

2,072

Sq.Ft.

129 Doonbeg Court

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 139 Bryarly Road Winchester, VA MLS# VAFV2038700
$450,000
Studio

Beds

0.0

Baths

1,585

Sq.Ft.

139 Bryarly Road

Winchester, VA

Bright
Courtesy of REAL BROKER, LLC
View 104 Primrose Place Winchester, VA MLS# VAFV2035982
$449,900
3

Beds

2.1

Baths

2,250

Sq.Ft.

104 Primrose Place

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.

About Winchester

Listings in Winchester, VA

442

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 - 100K49
$100K - 200K17
$200K - 300K41
$300K - 400K91
$400K - 500K66
$500K - 600K51
$600K - 700K38
$700K - 800K12
$800K - 900K12
$900K - 1M11
$1M - Max54

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family228
Townhouse46
Condo19
Commercial40
Rental144
Lots and Land103
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 1/6/2026)

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 1/6/2026.

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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