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Winchester, VA Retail Properties for Sale

13 results
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Downtown Winchester Professional Office Building
$2,700,000
0.53 Acres

Downtown Winchester Professional Office Building

20 S Stewart St, Winchester, VA 22601

17,000 sq ft office building in Winchester's business district.

  • Prime downtown Winchester business district location.
  • 17,000 sq ft professional office space.
  • 45 private parking spaces.
  • All‑brick building with 3 finished floors.
  • Elevator and multiple staircases for accessibility.
Updated: Nov 20, 2025
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High-Traffic Retail Building For Sale
$1,199,000
0.82 Acres

High-Traffic Retail Building For Sale

1694 Berryville Ave, Winchester, VA 22602

High-visibility retail building on 0.82 acres, ideal for various businesses.

  • High traffic and visibility location on Rt. 7, across from Sheetz, off I‑81 (Exit 315).
  • Zoned B2, suitable for retail, contractor offices, or flex conversion.
  • Large, approximately 10,000 SF all‑masonry building.
  • Lot size of .82 acres with access from Cole Lane.
  • Parking lot available.
Updated: Oct 21, 2025
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Leased Commercial Condo Investment
$325,000

Leased Commercial Condo Investment

Turnkey investment opportunity with long-term tenant in place.

3343 -600 Vly, Winchester, VA 22602
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Winchester Office/Retail Condominium Units
$995,000

Winchester Office/Retail Condominium Units

Office or retail condominium units in Opequon Center for sale.

3052 Valley Ave, Winchester, VA 22601
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Winchester Investment Property Near I-81
$1,500,000

Winchester Investment Property Near I-81

Excellent investment opportunity with a long-term tenant in Winchester, VA.

1359 Berryville Ave, Winchester, VA 22601
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Historic Downtown Winchester Investment Opportunity
$3,999,000

Historic Downtown Winchester Investment Opportunity

Iconic building with retail and office space in thriving downtown.

9 Loudoun St N WINCHESTER, Winchester, VA 22601
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Retail Property on Loudoun Street
$895,000

Retail Property on Loudoun Street

Retail property featuring three separate stores with sales areas.

218 S Loudoun St, Winchester, VA 22601
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Downtown Winchester Storefront
$258,000
1,779 SF

Downtown Winchester Storefront

High-yield retail investment, prime location.

109 Kent St, Winchester, VA 22601
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Leased Commercial Condo Investment
$325,000

Leased Commercial Condo Investment

Turnkey investment opportunity with a long-term tenant in place.

3343 Valley Ave, Winchester, VA 22602
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Convenience Store on 3.25 Acres
$995,000

Convenience Store on 3.25 Acres

Operating convenience store with apartment and development potential.

2740 Northwestern Pike, Winchester, VA 22603
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Commercial Lot For Sale
$470,335

Commercial Lot For Sale

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

Senseny Rd, Winchester, VA 22602
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NNN Leased Pep Boys
$4,112,000
18,600 SF

NNN Leased Pep Boys

Corporate leased Pep Boys with over 8.5 years remaining.

2001 S Pleasant Valley Rd, Winchester, VA 22601
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NNN Investment Property For Sale
$1,782,971
2,500 SF

NNN Investment Property For Sale

NNN investment opportunity with long-term lease and attractive rent increases.

111 Farrow Dr, Winchester, VA
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Based on your search, we've compiled 53 Potential Opportunities for your consideration. Besides 13 Active listings in Winchester, VA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 32 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Versatile Commercial Building on Valley Pike
$749,000

Versatile Commercial Building on Valley Pike

3,000 sq ft commercial building on 1.5 acres.

4919 Valley Pike, Stephens City, VA 22655
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Profitable Retail Business Opportunity
$900,000
0.48 Acres

Profitable Retail Business Opportunity

Retail business with inventory, equipment, and real estate included.

5307 Main St, Stephens City, VA 22655
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Retail Investment Opportunity in Front Royal
$5,797,000
6,011 SF

Retail Investment Opportunity in Front Royal

6,011 SF building on 3.30 acre site for sale.

9219 Winchester Rd, Front Royal, VA 22630
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Former Bank in Prime Location
$1,849,000

Former Bank in Prime Location

5,344 SF former bank with C-1 zoning for sale.

1355 N Shenandoah Ave, Front Royal, VA 22630
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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Commercial Land in Winchester, VA
$1,100,000
2.83 Acres

Commercial Land in Winchester, VA

2.83 acre commercial/industrial lot with road frontage in Winchester.

2725 S Pleasant Valley Rd, Winchester, VA 22601
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Prime Commercial Land Overlooking Retail
$950,000
1.38 Acres

Prime Commercial Land Overlooking Retail

Highly visible 1.38-acre parcel in a strong commercial hub.

1105-1115 Millwood Pike, Winchester, VA 22602
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Prime Land in Winchester, VA
$3,200,000
8.65 Acres

Prime Land in Winchester, VA

High-visibility 8.65-acre land parcel with development potential.

Northwestern Pike, Winchester, VA 22602
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Prime Commercial Land Opportunity
$4,000,000
19.00 Acres

Prime Commercial Land Opportunity

19 acres of commercial land in Winchester, Virginia.

368 Victory Rd, Winchester, VA 22602
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Explore 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.

1694 Berryville Ave

1694 Berryville Ave

Retail properties • 9,380 SF
Value Estimation by Request
1694 Berryville Ave, Winchester, VA 22603
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3046 Valley Ave

3046 Valley Ave

Individual retail properties • 2,176 SF
Value Estimation by Request
3046 Valley Ave, Winchester, VA 22601
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1 Logistics Park

1 Logistics Park

Automotive properties • 485,772 SF
Value Estimation by Request
0 1 Logistics Park, Winchester, VA 22602
View details
Berryville Pike & Gtwy Dr

Berryville Pike & Gtwy Dr

Retail properties • 150,000 SF
Value Estimation by Request
0 Berryville Pike & Gtwy Dr, Winchester, VA 22603
View details
3046 Valley Ave

3046 Valley Ave

Office Properties & Spaces
Value Estimation by Request
3046 Valley Ave, Winchester, VA 22601
View details
200 Rivendell Ct

200 Rivendell Ct

Retail properties • 118,584 SF
Value Estimation by Request
200 Rivendell Ct, Winchester, VA 22603
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3035 Valley Ave

3035 Valley Ave

Restaurants • 126,304 SF
Value Estimation by Request
3035 Valley Ave, Winchester, VA 22601
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111 Farrow Dr

111 Farrow Dr

Automotive properties • 2,500 SF
Value Estimation by Request
111 Farrow Dr, Winchester, VA 22602
View details
208 Crock Wells Mill Dr

208 Crock Wells Mill Dr

Retail properties
Value Estimation by Request
208 Crock Wells Mill Dr, Winchester, VA 22603
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Winchester Va

Winchester Va

Retail properties
Value Estimation by Request
0 Winchester Va, Winchester, VA 22601
View details
1 Logistics Park

1 Logistics Park

Automotive properties • 485,772 SF
Value Estimation by Request
0 1 Logistics Park, Winchester, VA 22602
View details

Winchester, VA Retail Properties Investment Opportunities Market Analysis

Explore 44 retail properties for sale in Winchester, VA, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 544,518 square feet of properties for sale, with an estimated market value of $15,267,000.

Prices for stores in Winchester, VA start at $250,000, averaging $1,090,500, and reaching up to $5,685,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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