Retail

Winchester, VA Retail Properties & Spaces for Sale

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Two-Tenant NNN Retail Center
Updated: Sep 15
Two-Tenant NNN Retail Center

105 MARKET Street, Winchester, VA 22603

$4,990,000
1.12 AC lot
Two‑tenant true NNN retail center at 105‑109 Market Street
1.12 acres with a 2020 construction date
Corporate Starbucks tenant with S&P BBB+ rating
V Nails & Spas lease extends through 2035
10% rent step‑ups every five years
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Masonry Retail Building
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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Three-Story Retail Building
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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Mixed-Use Building with Retail and Offices
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
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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Drive-Through Commercial Outparcel
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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Freestanding Automotive Building
Freestanding Automotive Building

2934 VALLEY AVENUE, Winchester, VA 22601

Contact for pricing
8,455 sqft 1.30 AC lot

Automotive facility combining customer-facing showroom space, administrative offices, service bays, storage, and substantial on-site parking.

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Two-Building Auto Shop Property
Two-Building Auto Shop Property

186 Wincrest Dr, Winchester, VA 22602

Contact for pricing
15,600 sqft 4.40 AC lot

Metal building compound with fenced yard, lockable gate, and existing automotive repair configuration.

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Commercial Buildings and Development Land
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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Absolute NNN Car Wash
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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Shopping Center Retail Space
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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High Traffic Retail Building
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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Auto Shop with Office Building
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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Restored Mixed-Use Building
Restored Mixed-Use Building

48 W BOSCAWEN, Winchester, VA 22601

$1,724,000

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

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Commercial Lot For Sale
Commercial Lot For Sale

0 SENSENY ROAD LOT I, Winchester, VA 22602

$470,335
1.37 AC lot

Commercial lot suitable for car wash or auto-related business.

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Versatile Retail/Office Space Available
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
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
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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Two-Tenant NNN Retail Property
Two-Tenant NNN Retail Property

105 Market St, Winchester, VA 22603

$5,000,000

Built in 2020 with corporate Starbucks and V Nails Spas as occupants.

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Winchester Office/Retail Condominium Units
Winchester Office/Retail Condominium Units

3052 VALLEY AVENUE Unit: 200, Winchester, VA 22601

$995,000

Office or retail condominium units in Opequon Center for sale.

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High Traffic Retail Opportunity
High Traffic Retail Opportunity

1694 Berryville, Winchester, VA 22602

Contact for pricing
9,999 sqft 0.82 AC lot

High-visibility retail property with flexible usage options for sale.

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Prime Development Opportunity in Winchester
Prime Development Opportunity in Winchester

740 Front Royal Pike - Lot 2C, Winchester, VA 22602

Contact for pricing
8.30 AC lot

8.3-acre lot suitable for retail or office development.

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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 22 Active Listings in Winchester, VA, we suggest to view alternatives - similar 32 Off-Market properties to explore as potential leads.

Off-Market Properties in Winchester, VA

Consider similar Off-Market properties in Winchester, VA. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

401 Cameron St
RETAIL STORES (PERSONAL SERVICES)

401 Cameron St, Winchester, VA 22601-4807

Estimated value:
$5,685,000
40,586 sqft 0.92 AC lot
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700 Baker Ln
RETAIL STORES (PERSONAL SERVICES)

700 Baker Ln, Winchester, VA 22601-5679

Estimated value:
$305,000
16,813 sqft 4.54 AC lot
View details

Winchester, VA Retail Properties & Spaces Market Trends and Statistics

Explore 54 retail properties & spaces for sale in Winchester, VA, showcased through 22 active listings on our real estate platform. These investment opportunities span a total of 88,970 square feet of properties for sale, with an estimated market value of $31,885,502.

Sale prices for stores in Winchester, VA start at $470,335, averaging $2,277,535, 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

Storefront properties 16
Automotive properties 13
Shopping centers 11
Auto shops 5
Car washes 3

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 $739.4K
22602 $2.6M
22603 $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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