View 15 S Braddock Street Winchester, VA MLS# VAWI2010312
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1 of 9
$1,700
1

Beds

1.0

Baths

900

Sq.Ft.

15 S Braddock Street

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 42-44 Piccadilly Street E Winchester, VA MLS# VAWI2010294
$2,500

42-44 Piccadilly Street E

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 7 N Loudoun Street # 1/2 Winchester, VA MLS# VAWI2010198
$2,500
2

Beds

2.1

Baths

2,300

Sq.Ft.

7 N Loudoun Street # 1/2

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 36 S Cameron Street # 2 Winchester, VA MLS# VAWI2010100
$1,350
1

Beds

1.0

Baths

2,058

Sq.Ft.

36 S Cameron Street # 2

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 210 E Piccadilly Street Winchester, VA MLS# VAWI2010108
$2,450
3

Beds

3.1

Baths

2,163

Sq.Ft.

210 E Piccadilly Street

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 104 Loudoun Street S # 2 Winchester, VA MLS# VAFV2039890
$2,200
2

Beds

2.0

Baths

1,150

Sq.Ft.

104 Loudoun Street S # 2

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 44 S Loudoun Street # 9 Winchester, VA MLS# VAWI2010084
$1,400
1

Beds

1.0

Baths

700

Sq.Ft.

44 S Loudoun Street # 9

Winchester, VA

Bright
Courtesy of SAMSON PROPERTIES
View 38 Rouss Avenue Winchester, VA MLS# VAWI2009958
$15
9,444

Sq.Ft.

38 Rouss Avenue

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 30 E Piccadilly Street Winchester, VA MLS# VAWI2009946
$3,000
2,721

Sq.Ft.

30 E Piccadilly Street

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 122 N Loudoun Street # 202 Winchester, VA MLS# VAWI2009774
$2,550
2

Beds

1.1

Baths

1,465

Sq.Ft.

122 N Loudoun Street # 202

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
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 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
$12
7,500

Sq.Ft.

45 E Boscawen Street # 2

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
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

5

Estimated median home price

$1,512,000
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 - 400K0
$400K - 500K1
$500K - 600K0
$600K - 700K0
$700K - 800K0
$800K - 900K0
$900K - 1M0
$1M - Max4

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

Property TypeCount
Single Family0
Townhouse0
Condo0
Commercial4
Rental17
Lots and Land1
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/24/2026)

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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