Winchester, VA Retail Properties & Spaces for Sale

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37 properties

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Updated: Oct 8, 2025

Masonry Retail Building

1694 BERRYVILLE, Winchester, VA 22602

$999,000

0.82 AC lot

0.82‑acre parcel with B2 zoning
Located across from Sheetz on Rt. 7 near I81 Exit 315
Eastbound‑lane positioning with additional access from Cole Lane
All‑masonry, block‑constructed building built in 1962
Existing tenant occupancy is month to month

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Updated: Jul 31

Historic Mixed-Use Building

185 LOUDOUN Street N, Winchester, VA 22601

$1,395,000

0.04 AC lot

7,500 SF historic brick building configured across four floors
Ground‑floor retail with office suites on the second, third, and fourth floors
100% occupied with four leases in place
Located on the Walking Mall in Winchester’s downtown historic district
Constructed in 1900 and fully modernized

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Three-Story Retail Building

14-16 S LOUDOUN Street, Winchester, VA 22601

$747,000

Two leased storefronts occupy a multi-level commercial building on Winchester’s pedestrian Walking Mall.

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Restored Mixed-Use Building

48 W Boscawen, Winchester, VA 22601

$1,724,000

9,355 sqft

Renovated occupied floors accommodate retail and office tenancy in downtown Winchester near the pedestrian mall.

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Mixed-Use Building with Retail and Offices

185 N Loudoun St, Winchester, VA 22601

$1,395,000

7,500 sqft

Modernized historic property combines ground-floor retail with office suites on upper levels along Winchester’s Walking Mall.

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Two-Storefront Retail Building

14-16 S LOUDOUN STREET, Winchester, VA 22601

$747,000

9,276 sqft

Three-story commercial property with leased retail suites, display windows, and additional upper-level space.

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High Traffic Retail Opportunity

1694 Berryville, Winchester, VA 22602

$999,000

9,380 sqft 0.82 AC lot

High-traffic retail building for sale near I-81.

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Drive-Through Commercial Outparcel

535 PATSY CLINE BOULEVARD, Winchester, VA 22601

$675,000

890 sqft 0.57 AC lot

Commercial outparcel with current drive-thru operation, zoned CM-1, and utilities available with water and sewer connections.

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Two-Building Restaurant Property

334-338 AMHERST STREET, Winchester, VA 22601

$600,000

1,297 sqft

The property combines a historic diner with an adjoining automotive repair operation on Amherst Street.

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Absolute NNN Car Wash

124 Cole Ln, Winchester, VA 22602

Contact for pricing

5,938 sqft

Long-term lease structure includes annual rent increases and no landlord responsibilities.

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Retail Space with Salon Layout

209 BOSCAWEN STREET E, Winchester, VA 22601

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2,000 sqft

B1-zoned commercial space with hardwood floors, private areas, and parking access near a downtown parking garage.

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Commercial Buildings and Development Land

180-190 Prosperity Dr, Winchester, VA 22602

$7,200,000

13,200 sqft 12.70 AC lot

Two commercial buildings with additional development acreage for sale.

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High Traffic Retail Building

1694 Berryville, Winchester, VA 22602

$999,000

9,999 sqft 0.82 AC lot

High-visibility retail building with flexible use potential.

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Shopping Center Retail Space

2207 PAPERMILL ROAD, Winchester, VA 22601

Contact for pricing

1,650 sqft

Mostly open commercial space within an established shopping center anchored by Buffalo Wild Wings.

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5.26 Acres Commercial Land

153 Welltown Rd, Winchester, VA 22602

$1,500,000

5.26 AC lot

Commercial land for sale or lease near Interstate Exit 317.

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Commercial Land on Valley Avenue

2978 Valley Ave, Winchester, VA 22601

$650,000

0.43 AC lot

Commercial land available for sale or ground lease.

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Auto Shop with Office Building

4141 Valley Pike, Winchester, VA 22602

Contact for pricing

5,043 sqft

Two leased buildings combine automotive service operations with an established office use and convenient Interstate 81 access.

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Storefront Property with Front Parking

2934 Valley Ave, Winchester, VA 22601

$1,800,000

Storefront property with parking at the front, rear, and along the side street.

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Versatile Retail/Office Space Available

3343 Valley Pike, Winchester, VA

Contact for pricing

1,420 sqft 1.36 AC lot

1420 SF space suitable for retail, office, or service.

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1.15 Acres with Rental Income

2970 VALLEY Ave, Winchester, VA 22601

$1,250,000

0.72 AC lot

1.15 acres with car lot and rental units.

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Absolute NNN Car Wash Investment

126 Cole Ln, Winchester, VA 22602

$4,694,167

Absolute NNN car wash with a long-term lease and 1.5% annual increases, per public remarks.

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Leased Warehouse With Retail

1630 S Loudoun St, Winchester, VA 22601

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8,183 sqft

The property combines warehouse, convenience-store, and grooming uses under CM1 zoning.

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Leased CVS Retail Building

840 Berryville Ave, Winchester, VA 22601

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11,757 sqft

Well-located CVS property on Berryville Avenue with an 20-year firm lease and absolute net terms through 2039.

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Flex Space with Loading Dock

1620 S Loudoun St, Winchester, VA 22601

Contact for pricing

24,000 sqft

Flexible commercial space combines office, retail, and warehouse areas with CM1 zoning and multiple access points.

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Winchester, VA Retail Properties & Spaces Market Trends and Statistics

Explore 69 retail properties & spaces for sale in Winchester, VA, showcased through 37 active listings on our real estate platform. These investment opportunities span a total of 157,517 square feet of properties for sale, with an estimated market value of $28,839,502.

Sale prices for stores in Winchester, VA start at $470,335, averaging $1,602,194, and reaching up to $7,200,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Demographics Overview

Population 79K

Population Growth (5Y) +7.1%

Median Household Income $82,773

College Educated 32.0%

High-Yield Neighborhoods for Investment

Identify Winchester submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood	Average Price
22601	$921.4K
22602	$2.5M

Taxes & Financing

Tax Rate (average for all types) 0.50%

Property Tax per SF $5.70 per SF

Average Loan-to-Value 65.0%

Property Size Breakdown

The majority of commercial real estate listings in Winchester fall within the 2,500 to 5,000 square foot range.

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