185 Loudoun Street N, Winchester, VA 22601 - Photo 1

1/1

$1,337,500

Sold
Closed
Commercial Service

1/1

Property Description

Legacy Investment Opportunity: Prime, Turn-Key Asset in Downtown Historic District! 7500 SF over four floors, located on the celebrated Walking Mall, Winchester, VA, the fastest-growing metro area in Virginia! This historic building has been fully modernized and is 100% occupied with a strong leasing history. List Price: $1,395,000.Â CAP Rate: 7.5%. Annual Net Rent: $106K.Â The property features a strategic mix of four stabilized leases, including prime ground-floor retail and Class A office suites across the second, third, and fourth floors. This is a very rare income opportunity!

Full Property Details

Full Property Details for 185 Loudoun Street N

General

Sold For: $1,337,500
Taxes: $6,402 (2025)
Status: Closed
Type: Commercial Service
Source: BrightMLSMidAtlantic
MLS ID: VAWI2011270
Added to Site: 50 day(s) ago

Business

Business Type: Professional, Other/General Retail

Parking

Total Spaces: 500
Parking Type: On Street

Location

County: WINCHESTER CITY
Driving Directions: Corner of North side of Walking Mall and Piccadilly Street
City Limits: Yes

Heating & Cooling

Central air: Yes
Cooling Type: Central A/C
Cooling Fuel: Electric
Heating Type: 90% Forced Air
Heating Fuel: Natural Gas, Electric
Water Heater: Natural Gas

Utilities

Sewer: Public Sewer
Water: Public

Structural Information

Construction: Brick
Building Size: 7500
Year Built: 1900
Year Built Source: Estimated
Property Condition: Excellent

Unit Information

# Tenants: Multiple
Other Units: Unit 1, Unit 1, Unit 1, Unit 1, Unit 1

Lot Features

Lot Size (Acres): 0.04
Lot Size (Sq. Ft.): 1,873
Lot Size Source: Estimated
Zoning: B1

Financial Considerations

Price Per Sq. Ft.: $186
Tax w/Assessment: $624,600
Tax Amount: $6,402
Tax Year: 2025

Disclosures and Reports

Ownership: Fee Simple

Listed by Coldwell Banker Premier, Gillian Joy Greenfield
Sold by Link Realty Services LLC, Meridee A Powars

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Listing agent

— 185 Loudoun Street N —

Gillian Joy Greenfield

Coldwell Banker Premier

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Schools

Schools serving 185 Loudoun Street N

School District:Winchester City Public Schools

Name	Grades	Distance
John Kerr Elementary 427 Meadow Branch Avenue, Winchester, VA 22601	PK-4	1.5 mi
Daniel Morgan Middle School 48 South Purcell Avenue, Winchester, VA 22601	7-8	0.9 mi
John Handley High School 425 Handley Boulevard, Winchester, VA 22601	9-12	0.9 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 185 Loudoun Street N

Date

Details

Price

Change

Source

8/31/2026

Sold

$1,337,500

-4.12%

MLS

7/31/2026

Listed

$1,395,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Updated 2 days ago

2
Beds
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Total Bath
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Just Listed

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4
Beds
3
Total Baths
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Just Listed

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3
Beds
2
Total Baths
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Just Listed

$725,000

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Single Family
Active
Updated 19 hours ago

4
Beds
4
Total Baths
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Price Reduced

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Active
Updated 1 day ago

2
Beds
2
Total Baths
990
Sq. Ft.

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Price Reduced

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$225,000

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Single Family
Active
Updated 19 hours ago

2
Beds
1
Total Bath
990
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Price Reduced

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Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
1,833
Sq. Ft.

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Price Reduced

-$50,000 (-6.67%)

$699,900

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Single Family
Active
Updated 3 days ago

5
Beds
4
Total Baths
4,337
Sq. Ft.

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Sold

$1,250,000

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Single Family
Closed

5
Beds
5
Total Baths
5,004
Sq. Ft.

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$1,200,000

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Commercial Service
Closed

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Sold

$1,200,000

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Lots/Land
Closed

189
Acres

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$1,525,000

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Single Family
Closed

4
Beds
4
Total Baths
6,495
Sq. Ft.

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185 Loudoun Street N, Winchester, VA 22601 (MLS# VAWI2011270) is a Commercial Service property that was sold at $1,337,500 on August 31, 2026. Want to learn more about 185 Loudoun Street N? Do you have questions about finding other Commercial Service real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

185 Loudoun Street N Winchester, VA 22601