View 40 E Piccadilly # 2 Winchester, VA MLS# VAWI2009618
$1,950
2

Beds

1.0

Baths

800

Sq.Ft.

40 E Piccadilly # 2

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 160 N Loudoun Street # 301 Winchester, VA MLS# VAWI2009614
$2,200
1

Beds

1.0

Baths

1,000

Sq.Ft.

160 N Loudoun Street # 301

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 105 N Loudoun Street # 1 Winchester, VA MLS# VAWI2009572
$1,400
1

Beds

1.0

Baths

800

Sq.Ft.

105 N Loudoun Street # 1

Winchester, VA

Bright
Courtesy of COLONY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 18 1/2 S Braddock Street Winchester, VA MLS# VAWI2009452
$1,700
2

Beds

1.0

Baths

828

Sq.Ft.

18 1/2 S Braddock Street

Winchester, VA

Bright
Courtesy of REAL BROKER LLC
View 100 N Loudoun Street Winchester, VA MLS# VAWI2009162
$17

100 N Loudoun Street

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 200 Braddock Street N Winchester, VA MLS# VAWI2009138
$3,000

200 Braddock Street N

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 113 W Boscawen Street # 3 Winchester, VA MLS# VAWI2009048
$1,350
2

Beds

1.0

Baths

8,508

Sq.Ft.

113 W Boscawen Street # 3

Winchester, VA

Bright
Courtesy of JIM BARB REALTY, INC.
View 210 E Boscawen Street # 202 Winchester, VA MLS# VAWI2009042
$3,100
2

Beds

2.0

Baths

1,230

Sq.Ft.

210 E Boscawen Street # 202

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 210 E Boscawen St # 204 Winchester, VA MLS# VAWI2009044
$3,400
2

Beds

2.1

Baths

1,981

Sq.Ft.

210 E Boscawen St # 204

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 4 W Cork # 5 Winchester, VA MLS# VAWI2009028
$1,300
Studio

Beds

1.0

Baths

1,100

Sq.Ft.

4 W Cork # 5

Winchester, VA

Bright
Courtesy of KELLER WILLIAMS REALTY
View 2531 Quinn Court # 3 Winchester, VA MLS# VAWI2008946
$3,334

2531 Quinn Court # 3

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 112 N Cameron Street Winchester, VA MLS# VAWI2008808
$1,500

112 N Cameron Street

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 45 E Boscawen Street # 2 Winchester, VA MLS# VAWI2007474
$11
7,500

Sq.Ft.

45 E Boscawen Street # 2

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 210 E Boscawen St # 203 Winchester, VA MLS# VAWI2007216
$2,100
1

Beds

1.0

Baths

700

Sq.Ft.

210 E Boscawen St # 203

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 200 Braddock Street N Winchester, VA MLS# VAWI2006602
$2,995

200 Braddock Street N

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 201 N Loudoun Street Winchester, VA MLS# VAWI2001056
$15

201 N Loudoun Street

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE

About Old Town

Listings in Old Town, Winchester, VA

4

Estimated median home price

$924,450
Old Town, Winchester Real Estate

Search Old Town, Virginia Real Estate Listings & New Homes for Sale in Old Town, VA. Find Old Town Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Old Town, Winchester, VA

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K0
$300K - 400K1
$400K - 500K0
$500K - 600K1
$600K - 700K0
$700K - 800K0
$800K - 900K0
$900K - 1M0
$1M - Max2

Homes for Sale by Type in Old Town, Winchester, VA

Property TypeCount
Single Family0
Townhouse1
Condo0
Commercial2
Rental16
Lots and Land1
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/23/2025)

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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