View 436 Westside Station Drive Winchester, VA MLS# VAFV2038424
$559,900
4

Beds

3.0

Baths

2,644

Sq.Ft.

436 Westside Station Drive

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View Lot 5 Keval Gyan Way Winchester, VA MLS# VAFV2038442
  • New Construction with Virtual Tour
1 of 49
$850,000
5

Beds

3.0

Baths

3,057

Sq.Ft.

Lot 5 Keval Gyan Way

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View Lot 11 Keval Gyan Way Winchester, VA MLS# VAFV2038444
$849,999
3

Beds

2.0

Baths

2,488

Sq.Ft.

Lot 11 Keval Gyan Way

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
The time to sell is now! THE TIME TO SELL IS NOW!
View Bobcat Trail LOT 152 Winchester, VA MLS# VAFV2038190
$55,000
Studio

Beds

0.0

Baths

Bobcat Trail LOT 152

Winchester, VA

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
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 107 Fox Trail Winchester, VA MLS# VAFV2038406
$3,500
Studio

Beds

0.0

Baths

107 Fox Trail

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
$295,000
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
  • 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 199 Meeting House Drive Winchester, VA MLS# VAFV2038354
$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
$650,000
4

Beds

4.1

Baths

4,354

Sq.Ft.

218 Flanagan Drive

Winchester, VA

Bright
Courtesy of BURCH REAL ESTATE GROUP, 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 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 13 Crow Drive Winchester, VA MLS# VAFV2038340
$7,900
Studio

Beds

0.0

Baths

Lot 13 Crow Drive

Winchester, VA

Bright
Courtesy of MARKETPLACE REALTY
View Lot 8 Crow Drive Winchester, VA MLS# VAFV2038344
$7,900
Studio

Beds

0.0

Baths

Lot 8 Crow Drive

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 108 Martin Drive Winchester, VA MLS# VAFV2038282
$285,000
2

Beds

1.0

Baths

997

Sq.Ft.

108 Martin Drive

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES

About Winchester

Listings in Winchester, VA

459

Estimated median home price

$449,000
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 - 100K50
$100K - 200K16
$200K - 300K40
$300K - 400K92
$400K - 500K77
$500K - 600K49
$600K - 700K41
$700K - 800K12
$800K - 900K12
$900K - 1M13
$1M - Max57

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family244
Townhouse49
Condo20
Commercial40
Rental144
Lots and Land101
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 1/16/2026)

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 1/21/2026.

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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