Winchester, VA Office Buildings for Sale

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18 properties

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Updated: Jan 28

Mixed-Use Office and Ground Shop

314 N BRADDOCK Street, Winchester, VA 22601

$1,250,000

0.42 AC lot

B1‑zoned building in the historic downtown district with office plus ground‑level shop space
Approx. 7,000 SF office space and approx. 2,000 SF ground‑level shop
12 on‑site parking spaces, including parking lot and on‑street parking
Brick building with forced‑air heating and central air
Year built 1950

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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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Downtown Office Building with Parking

124 S BRADDOCK Street, Winchester, VA 22601

$487,900

0.11 AC lot

Circa 1920 office building with off-street parking, currently operating as a lawyer’s office.

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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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Downtown Office Building Suites

38 ROUSS Avenue, Winchester, VA 22601

$995,000

Yost Building offers multiple office suite sizes in a downtown setting adjacent to City Hall.

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Fully Leased Multi-Tenant Office Building

47 W JUBAL EARLY Drive, Winchester, VA 22601

$938,000

Modernized brick office property with multiple suites, central air, forced-air heating, and an on-site parking lot.

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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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Leased Two-Story Office Building

12 N Washington St, Winchester, VA 22601

$1,975,000

11,340 sqft

Fully leased office property with basement space and on-street parking.

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Multi-Tenant Office Building

47 W Jubal Early Dr, Winchester, VA 22601

$938,000

4,800 sqft

Modernized office property with three tenants, on-site parking, and full lease occupancy.

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Historic Two-Story Office Building

407 S Loudoun St, Winchester, VA 22601

$625,000

3,618 sqft

Two finished floors support a multi-suite office layout with conference and kitchenette areas.

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Downtown Office Building

38 ROUSS AVENUE, Winchester, VA 22601

$995,000

9,444 sqft

Downtown office building offering multiple suite sizes near City Hall and the Historic Walking Mall.

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Historic Office Building

124 S Braddock St, Winchester, VA 22601

$487,900

1,864 sqft

Circa 1920 building currently used as a lawyer’s office with off-street parking in downtown Winchester.

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Downtown Office Building

38 Rouss Ave, Winchester, VA 22601

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5,028 sqft

Downtown office building formerly used as an executive wing of F&M Bank, offering flexible suite sizes for professional tenants.

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Rehabilitated Two-Story Office Building

918 Amherst St, Winchester, VA 22601

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2,600 sqft

Vacant office property with conference, break-room, and bathroom facilities on each level.

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Two-Story Office Building

134 N Loudoun St, Winchester, VA 22601

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15,000 sqft

The property is occupied under a three-year triple-net lease.

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Class A Office Space Available

131 DAWSON DRIVE, Winchester, VA 22602

$3,250,000

19,520 sqft 6.57 AC lot

19,520 SF Class A office space in Winchester, VA.

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Winchester Office Building For Sale

302 S Loudoun St, Winchester, VA

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17,864 sqft 0.50 AC lot

Office building with redevelopment potential near Old Town Walking Mall.

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Three-Level Historic Office Building

312 S Cameron Street, Winchester, VA 22601

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Professional office property with private parking, a rear courtyard, and RBI zoning supporting multiple use categories.

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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 18 Active Listings in Winchester, VA, we suggest to view alternatives - similar 16 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.

OFFICE BUILDING

301 Cork St, Winchester, VA 22601-5228

$150,000

Estimated value

5,390 sqft 11.20 AC lot

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OFFICE BUILDING

306 Piccadilly St, Winchester, VA 22601

$165,000

Estimated value

2,118 sqft 0.28 AC lot

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OFFICE BUILDING

2527 Wilson Blvd, Winchester, VA 22601-3577

$565,000

Estimated value

1,420 sqft 4.02 AC lot

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OFFICE BUILDING

200 Weems Ln, Winchester, VA 22601-3606

$245,000

Estimated value

4,046 sqft 0.70 AC lot

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OFFICE BUILDING

1826 Tilghman Ln, Winchester, VA 22601-6349

$255,000

Estimated value

1,792 sqft 1.83 AC lot

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OFFICE BUILDING

231 Piccadilly St, Winchester, VA 22601-5094

$715,000

Estimated value

33,885 sqft 2.70 AC lot

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Winchester, VA Office Buildings Market Trends and Statistics

Explore 34 office buildings for sale in Winchester, VA, showcased through 18 active listings on our real estate platform. These investment opportunities span a total of 107,933 square feet of properties for sale, with an estimated market value of $16,455,800.

Sale prices for office properties in Winchester, VA start at $487,900, averaging $1,265,830, and reaching up to $3,250,000 — 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	$1.3M
22602	$2.2M

Taxes & Financing

Tax Rate (average for all types) 0.50%

Property Tax per SF $5.70 per SF

Average Loan-to-Value 65.0%

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