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 Bobcat Trail LOT 153 Winchester, VA MLS# VAFV2038190
$55,000
Studio

Beds

0.0

Baths

Bobcat Trail LOT 153

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 405 1/2 Elm Street Winchester, VA MLS# VAWI2009592
  • Recently Listed
1 of 16
$299,990
3

Beds

2.0

Baths

1,152

Sq.Ft.

405 1/2 Elm Street

Winchester, VA

Bright
Courtesy of THE VASQUEZ GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 236 Bentley Avenue Winchester, VA MLS# VAFV2038404
  • Recently Listed
1 of 38
$449,000
3

Beds

2.0

Baths

1,791

Sq.Ft.

236 Bentley Avenue

Winchester, VA

Bright
Courtesy of COLONY REALTY
View Fox Drive Winchester, VA MLS# VAFV2038406
$3,500
Studio

Beds

0.0

Baths

Fox Drive

Winchester, VA

Bright
Courtesy of VENTURE 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
View 534 N Kent Street Winchester, VA MLS# VAWI2009588
$300,000
3

Beds

1.1

Baths

1,152

Sq.Ft.

534 N Kent Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
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 518 Yorktowne Place Winchester, VA MLS# VAWI2009522
$269,000
2

Beds

1.1

Baths

1,116

Sq.Ft.

518 Yorktowne Place

Winchester, VA

Bright
Courtesy of PIFER REALTY, LLC
View 103 Castaway Place Winchester, VA MLS# VAFV2038396
  • Recently Listed
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 20 W Clifford Street Winchester, VA MLS# VAWI2009586
$385,000
1,435

Sq.Ft.

20 W Clifford Street

Winchester, VA

Bright
Courtesy of LEVI CLARKE, LLC
View 199 Meeting House Drive Winchester, VA MLS# VAFV2038354
  • Recently Listed with Virtual Tour
1 of 73
$849,900
5

Beds

4.1

Baths

3,767

Sq.Ft.

199 Meeting House Drive

Winchester, VA

Bright
Courtesy of CENTURY 21 REDWOOD REALTY
View 218 Flanagan Drive Winchester, VA MLS# VAFV2038366
  • Recently Listed
1 of 50
$655,000
5

Beds

4.1

Baths

4,354

Sq.Ft.

218 Flanagan Drive

Winchester, VA

Bright
Courtesy of BURCH REAL ESTATE GROUP, LLC
View 20 W Clifford Street Winchester, VA MLS# VAWI2009578
$385,000
3

Beds

1.1

Baths

1,435

Sq.Ft.

20 W Clifford Street

Winchester, VA

Bright
Courtesy of LEVI CLARKE, LLC
View 109 Glen Ridge Drive Winchester, VA MLS# VAFV2038356
$439,900
3

Beds

3.0

Baths

1,935

Sq.Ft.

109 Glen Ridge Drive

Winchester, VA

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View Lot 57, 58, 59 Iroquois Trail Winchester, VA MLS# VAFV2038324
$19,500
Studio

Beds

0.0

Baths

Lot 57, 58, 59 Iroquois Trail

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View Lot 12 Crow Drive Winchester, VA MLS# VAFV2038336
  • Recently Listed
1 of 7
$7,900
Studio

Beds

0.0

Baths

Lot 12 Crow Drive

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View Lot 26 Crow Drive Winchester, VA MLS# VAFV2038338
$7,900
Studio

Beds

0.0

Baths

Lot 26 Crow Drive

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View Lot 13 Crow Drive Winchester, VA MLS# VAFV2038340
  • Recently Listed
1 of 7
$7,900
Studio

Beds

0.0

Baths

Lot 13 Crow Drive

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY

About Winchester

Listings in Winchester, VA

503

Estimated median home price

$424,900
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 - 100K56
$100K - 200K20
$200K - 300K46
$300K - 400K109
$400K - 500K77
$500K - 600K55
$600K - 700K49
$700K - 800K12
$800K - 900K10
$900K - 1M11
$1M - Max58

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family254
Townhouse57
Condo22
Commercial44
Rental159
Lots and Land118
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home0
Farms1

(Data as of 12/11/2025)

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 12/12/2025.

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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