View 236 Bentley Avenue Winchester, VA MLS# VAFV2038404
$419,000
3

Beds

2.0

Baths

1,791

Sq.Ft.

236 Bentley Avenue

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 318 E Piccadilly Street Winchester, VA MLS# VAWI2009582
$399,000
4

Beds

1.1

Baths

1,953

Sq.Ft.

318 E Piccadilly Street

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 146 Beeler Lane Winchester, VA MLS# VAFV2038360
$499,000
3

Beds

2.0

Baths

2,940

Sq.Ft.

146 Beeler Lane

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 133 Meade Drive Winchester, VA MLS# VAFV2038412
$400,000
3

Beds

3.0

Baths

2,550

Sq.Ft.

133 Meade Drive

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 103 Castaway Place Winchester, VA MLS# VAFV2038396
  • Adult Community
1 of 29
$374,990
3

Beds

2.1

Baths

1,752

Sq.Ft.

103 Castaway Place

Winchester, VA

Bright
Courtesy of BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
View 109 Glen Ridge Road Winchester, VA MLS# VAFV2038356
  • New Construction
1 of 20
$439,900
3

Beds

3.0

Baths

1,935

Sq.Ft.

109 Glen Ridge Road

Winchester, VA

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
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 225 Fox Drive Winchester, VA MLS# VAWI2009558
  • Virtual Tour
1 of 54
$395,000
3

Beds

1.1

Baths

1,274

Sq.Ft.

225 Fox Drive

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
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 1829 Harvest Drive Winchester, VA MLS# VAWI2009542
  • New Construction
1 of 40
OPEN HOUSE: Saturday 1/3 12:00 PM - 4:00 PM
$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 203 Crestwood Lane Winchester, VA MLS# VAFV2038228
  • Adult Community
1 of 32
OPEN HOUSE: Sunday 1/4 2:00 PM - 4:00 PM
$379,000
2

Beds

2.0

Baths

1,590

Sq.Ft.

203 Crestwood Lane

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View 209 Monteith Drive Winchester, VA MLS# VAWI2009524
  • New Construction with Virtual Tour
1 of 29
$379,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

209 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, LLC
View 230 Monteith Drive Winchester, VA MLS# VAWI2009528
  • New Construction with Virtual Tour
1 of 23
$379,990
3

Beds

3.1

Baths

1,784

Sq.Ft.

230 Monteith Drive

Winchester, VA

Bright
Courtesy of DRB GROUP REALTY, 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 414 S Cameron Street Winchester, VA MLS# VAWI2009506
$405,000
3

Beds

2.0

Baths

1,802

Sq.Ft.

414 S Cameron Street

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 100 Maury Way Winchester, VA MLS# VAFV2038220
  • Adult Community with Virtual Tour
1 of 39
$385,000
3

Beds

2.1

Baths

1,678

Sq.Ft.

100 Maury Way

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 7 N Purcell Avenue Winchester, VA MLS# VAWI2009512
$375,000
3

Beds

3.0

Baths

2,016

Sq.Ft.

7 N Purcell Avenue

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 105 Boone Court Winchester, VA MLS# VAFV2038140
  • New Construction
1 of 21
$384,880
3

Beds

2.2

Baths

1,989

Sq.Ft.

105 Boone Court

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC
View 109 Boone Court Winchester, VA MLS# VAFV2038142
  • New Construction
1 of 22
$389,880
3

Beds

2.2

Baths

1,989

Sq.Ft.

109 Boone Court

Winchester, VA

Bright
Courtesy of NEW HOME STAR VIRGINIA, LLC

About Winchester

Listings in Winchester, VA

447

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 - 100K51
$100K - 200K17
$200K - 300K40
$300K - 400K92
$400K - 500K65
$500K - 600K51
$600K - 700K41
$700K - 800K12
$800K - 900K12
$900K - 1M10
$1M - Max56

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family231
Townhouse45
Condo19
Commercial40
Rental146
Lots and Land105
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home0
Farms0

(Data as of 1/2/2026)

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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