View 523 Monticello Street Winchester, VA MLS# VAWI2010120
$220,000
2

Beds

1.1

Baths

1,064

Sq.Ft.

523 Monticello Street

Winchester, VA

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 514 Cather Avenue Winchester, VA MLS# VAWI2010238
$250,000
3

Beds

2.0

Baths

1,008

Sq.Ft.

514 Cather Avenue

Winchester, VA

Bright
Courtesy of EXP REALTY, LLC
View 83 Bobcat Trail Winchester, VA MLS# VAFV2040318
$130,000
Studio

Beds

0.0

Baths

83 Bobcat Trail

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View Lot 5 Quail Drive Winchester, VA MLS# VAFV2040358
$9,500
Studio

Beds

0.0

Baths

Lot 5 Quail Drive

Winchester, VA

Bright
Courtesy of COLONY REALTY
View Lot 6 Quail Drive Winchester, VA MLS# VAFV2040360
$9,500
Studio

Beds

0.0

Baths

Lot 6 Quail Drive

Winchester, VA

Bright
Courtesy of COLONY REALTY
View Fox Trail Winchester, VA MLS# VAFV2040348
$6,500
Studio

Beds

0.0

Baths

Fox Trail

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View LOTS 8 & 9 Elk Trail Winchester, VA MLS# VAFV2040350
$9,500
Studio

Beds

0.0

Baths

LOTS 8 & 9 Elk Trail

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View Rockwood Trail # 49.61 ACRES Winchester, VA MLS# VAFV2040340
$169,900
Studio

Beds

0.0

Baths

Rockwood Trail # 49.61 ACRES

Winchester, VA

Bright
Courtesy of CEDAR CREEK REAL ESTATE
View 2015 Senseny Road Winchester, VA MLS# VAFV2040344
$329,900
3

Beds

2.0

Baths

1,147

Sq.Ft.

2015 Senseny Road

Winchester, VA

Bright
Courtesy of EPIC REALTY, LLC.
View 228 Graywolf Trail Winchester, VA MLS# VAFV2040314
$228,000
2

Beds

1.0

Baths

640

Sq.Ft.

228 Graywolf Trail

Winchester, VA

Bright
Courtesy of COLDWELL BANKER REALTY
View 2956 Grace Street Winchester, VA MLS# VAWI2010184
$339,000
3

Beds

1.0

Baths

1,699

Sq.Ft.

2956 Grace Street

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 704 Watson Avenue Winchester, VA MLS# VAWI2010194
$285,000
2

Beds

2.0

Baths

864

Sq.Ft.

704 Watson Avenue

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 2640 Limestone Court Winchester, VA MLS# VAWI2010196
$270,000
2

Beds

1.1

Baths

1,024

Sq.Ft.

2640 Limestone Court

Winchester, VA

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 303 Fox Winchester, VA MLS# VAFV2040160
$240,000
2

Beds

1.0

Baths

960

Sq.Ft.

303 Fox

Winchester, VA

Bright
Courtesy of JOHNSTON AND RHODES REAL ESTATE
View 321 Copperfield Lane Winchester, VA MLS# VAFV2039816
$315,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

321 Copperfield Lane

Winchester, VA

Bright
Courtesy of RE/MAX ALLEGIANCE
View 2963 Sorrell Court Winchester, VA MLS# VAWI2010192
$289,900
4

Beds

2.1

Baths

1,530

Sq.Ft.

2963 Sorrell Court

Winchester, VA

Bright
Courtesy of RE/MAX REAL ESTATE CONNECTIONS
View 951 Bobcat Trl Winchester, VA MLS# VAFV2040270
$199,000
Studio

Beds

0.0

Baths

951 Bobcat Trl

Winchester, VA

Bright
Courtesy of REALTY ONE GROUP OLD TOWNE
View 224 Doe Trail Winchester, VA MLS# VAFV2040182
  • Virtual Tour
1 of 56
$349,900
4

Beds

2.1

Baths

2,058

Sq.Ft.

224 Doe Trail

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 110 Duwamish Trail Winchester, VA MLS# VAFV2040216
$305,000
3

Beds

2.0

Baths

984

Sq.Ft.

110 Duwamish Trail

Winchester, VA

Bright
Courtesy of MAIN STREET REALTY
View 135 Gregory Place Winchester, VA MLS# VAFV2040136
$99,000
3

Beds

2.0

Baths

1,495

Sq.Ft.

135 Gregory Place

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY

About Winchester

Listings in Winchester, VA

599

Estimated median home price

$444,990
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 - 200K35
$200K - 300K48
$300K - 400K129
$400K - 500K77
$500K - 600K75
$600K - 700K60
$700K - 800K22
$800K - 900K14
$900K - 1M13
$1M - Max70

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family325
Townhouse76
Condo16
Commercial47
Rental151
Lots and Land128
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms2

(Data as of 4/28/2026)

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 4/28/2026.

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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