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Winchester, VA Commercial Real Estate for Sale

287 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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Leased Commercial Condo Investment
$325,000

Leased Commercial Condo Investment

3343 -600 Vly, Winchester, VA 22602

Turnkey investment opportunity with long-term tenant in place.

  • Turnkey investment opportunity with existing lease in place
  • Leased to Kings Market through December 2027 with a 3‑year renewal option
  • High‑traffic location on Valley Pike with over 16,000 vehicles passing daily
  • 1,520 SF commercial condo unit
  • Zoned B2
Updated: Aug 18, 2025
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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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Winchester Multifamily Building Near Mall
$1,800,000

Winchester Multifamily Building Near Mall

14-unit apartment building near Old Town Winchester walking mall.

406 N Loudoun St, 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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Corner Commercial Lot Opportunity
$550,000

Corner Commercial Lot Opportunity

0.36 acre corner lot with B-2 zoning.

1726 Valley Ave, Winchester, VA 22601
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Renovated Winchester Home Near I-81
$359,800

Renovated Winchester Home Near I-81

Renovated home with B2 zoning near Interstate 81.

148 Amoco Ln, Winchester, VA 22603
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High-Visibility Winchester Commercial Land
$1,200,000
2.38 Acres

High-Visibility Winchester Commercial Land

Prime 2.38-Acre Commercial Lot

Prosperity Dr, Winchester, VA 22602
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 this venue provides both functionality and elegance. Additionally
$950,000
4,589 SF

this venue provides both functionality and elegance. Additionally

its versatile design allows for a range of other uses including financial

650 Cedar Creek Grade, Winchester, VA 22601
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Winchester Office Building - For Sale
$3,250,000
19,520 SF

Winchester Office Building - For Sale

Class A Office Space, 19,520 SF, 6.57 Acres

131 Dawson Dr, Winchester, VA 22602
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Winchester Garage Space for Lease
Contact for pricing
0.01 Acres

Winchester Garage Space for Lease

Prime Downtown Garage, Immediate Occupancy

20 Bond St, Winchester, VA 22601
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Winchester Office Space - Prime Location
$243,500
1,100 SF

Winchester Office Space - Prime Location

Downtown Winchester Office, 1100 sq ft, $243,500

2 Kent St, Winchester, VA 22601
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Winchester Commercial Corner Lot
$3,000,000
1,590 SF

Winchester Commercial Corner Lot

High-traffic location, rezoning potential.

699 Front Royal Pike, Winchester, VA 22602
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Winchester Car Wash - Prime Location
$900,000
3,910 SF

Winchester Car Wash - Prime Location

Profitable Car Wash Business & Real Estate

321 Sunnyside Plaza Dr, Winchester, VA 22603
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Downtown Winchester Restaurant & Bar
$3,995,000
17,518 SF

Downtown Winchester Restaurant & Bar

Established Business, Real Estate Included

125 Piccadilly St, Winchester, VA 22601
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Winchester Medical Office Building
$1,125,000
3,820 SF

Winchester Medical Office Building

Turnkey Medical Office, High Demand Location

650 Cedar Creek Grade, Winchester, VA 22601
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Winchester Airport Hangar - For Sale
$635,000
2,600 SF

Winchester Airport Hangar - For Sale

Premium Hangars, Convenient Location, Low Taxes

741 Airport Rd, Winchester, VA 22602
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Winchester Office Condo - Great ROI
$850,000
3,577 SF

Winchester Office Condo - Great ROI

Triple Net Lease, Tenant in Place, Excellent Location

142 Linden Dr, Winchester, VA 22601
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Winchester Office Complex: Two Buildings
$664,500
2,823 SF

Winchester Office Complex: Two Buildings

Prime location, 8+ offices, 3495 sq ft.

211 Loudoun St, Winchester, VA 22601
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Winchester Medical Office Building
$980,000
4,377 SF

Winchester Medical Office Building

Prime location, 4,377 sq ft, high visibility.

1730 Amherst St, Winchester, VA 22601
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Winchester Mixed-Use Historic Building
$1,630,000
9,200 SF

Winchester Mixed-Use Historic Building

Downtown gem, 9,200 SF, investment opportunity.

48 Boscawen St, Winchester, VA 22601
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Winchester Medical Office Building
$410,000
1,557 SF

Winchester Medical Office Building

Prime location, well-maintained, ideal for healthcare.

1726 Amherst St, Winchester, VA 22601
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Winchester, VA Commercial Real Estate Investment Opportunities Market Analysis

Explore 2292 commercial real estate investment opportunities in Winchester, VA with 287 listings featured on our commercial real estate marketplace. The current inventory includes 355,896,054 square feet of properties with an estimated value of $1,138,232,799.

Estimated prices for commercial real estate in Winchester, VA begin at $37,100, with an average of $646,723 and extend to $19,195,000.

In Winchester, VA, current investment values show:

  • Other commercial real estate positioned at $697,324
  • Investment properties measuring $335,784
  • Multifamily properties assessed at $352,052
  • Residential income properties calculated at $352,052
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