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    Winchester, VA Office Buildings for Sale

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    Fredericksburg, VA Roanoke, VA Bristol, VA
    12 results
    Historic Winchester Inn/Office Opportunity
    $1,200,000
    0.30 Acres

    Historic Winchester Inn/Office Opportunity

    217 W BOSCAWEN Street, Winchester, VA 22601

    Historic property suitable for B&B, office, or residence.

    • Prime location in Winchester's Historic District, two blocks from Old Town Walking Mall.
    • Zoned B1, allowing for use as a single‑family residence, bed and breakfast, or professional office.
    • Six large bedrooms and five full baths.
    • Historically significant property with unique architectural features, including wrap‑around stairs and floor‑to‑ceiling windows.
    • Private parking in the rear, a downtown rarity.
    Updated: Mar 16
    View details
    Prime Office in Winchester, VA
    $1,182,695

    Prime Office in Winchester, VA

    252 AIRPORT, Winchester, VA 22602

    7082 SF office space in established business park.

    • 7082 SF Prime Office Space Available for Lease in Winchester, VA
    • Ready for Q3 Occupancy with Large Open Office Concepts and Multiple Executive Offices
    • Located in Established Business Park with All Brick Construction
    • Tons of Free Parking
    • High Speed Internet and Enterprise Zone Benefits
    Updated: Mar 30
    View details
    Downtown Winchester Office Building For Sale
    $1,512,000

    Downtown Winchester Office Building For Sale

    Prestigious office building in the heart of downtown Winchester.

    38 ROUSS Avenue, Winchester, VA 22601
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    Mixed-Use Property in Historic Downtown
    $1,500,000
    0.42 Acres

    Mixed-Use Property in Historic Downtown

    Versatile B1-zoned property with income and redevelopment potential.

    314 N BRADDOCK Street, Winchester, VA 22601
    View details
    Historic Winchester Office Building For Sale
    $1,925,000
    11,060 SF

    Historic Winchester Office Building For Sale

    Downtown office building with hardwood floors and off-street parking.

    40 W Piccadilly St, Winchester, VA 22601
    View details
    Historic Inn or Office Opportunity
    $1,200,000
    0.30 Acres

    Historic Inn or Office Opportunity

    Historic property in Winchester's Historic District, ideal for various uses.

    217 W Boscawen St, Winchester, VA 22601
    View details
    Historic Landmark Building in Winchester
    $1,299,000
    7,500 SF

    Historic Landmark Building in Winchester

    Iconic, meticulously restored building with income potential in downtown Winchester.

    45 BOSCAWEN E STREET, Winchester, VA 22601
    View details
    Class A Office Space Available
    $3,250,000
    19,520 SF

    Class A Office Space Available

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

    131 DAWSON DRIVE, Winchester, VA 22602
    View details
    Winchester Mixed-Use Building For Sale
    $229,900
    1,779 SF

    Winchester Mixed-Use Building For Sale

    Two-story mixed-use building near downtown Winchester with commercial and residential potential.

    109 South Kent St., Winchester, VA 22601
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    Winchester Office Building For Sale
    $2,925,000
    17,864 SF

    Winchester Office Building For Sale

    Office building with redevelopment potential near Old Town Walking Mall.

    302 S Loudoun St, Winchester, VA
    View details
    FEMA Disaster Operations Center
    Contact for pricing

    FEMA Disaster Operations Center

    Single tenant building, ideal for disaster operations.

    U.S., Winchester, VA
    View details
    Professional Office Building For Sale
    $1,975,000
    5,670 SF

    Professional Office Building For Sale

    Two-story office building near Loudoun Street Walking Mall.

    12 N Washington St, Winchester, VA 22601
    View details
    Based on your search, we've compiled 36 Potential Opportunities for your consideration. Besides 12 Active listings in Winchester, VA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 16 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.

    Renovated Office Building on Winchester
    $389,900
    0.58 Acres

    Renovated Office Building on Winchester

    Turnkey commercial office building on highly visible Winchester Avenue.

    1008 WINCHESTER AVE, Martinsburg, WV 25401
    View details
    Remodeled Commercial Property on Corner Lot
    $589,900
    3,300 SF

    Remodeled Commercial Property on Corner Lot

    Versatile 3,300+ sq ft property with modern updates and expansion potential.

    429 N ROYAL Ave, Front Royal, VA 22630
    View details
    Renovated Office Building on Winchester
    $389,900
    2,009 SF

    Renovated Office Building on Winchester

    Turnkey commercial office building on high-traffic Winchester Avenue.

    1008 Winchester Ave, Martinsburg, WV 25401
    View details
    Downtown Front Royal Commercial Property
    $825,000
    3,143 SF

    Downtown Front Royal Commercial Property

    Versatile commercial building with high visibility and income potential.

    508 N Commerce Ave, Front Royal, VA 22630
    View details

    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.

    Prime Land in Winchester, VA
    $3,200,000
    13.05 Acres

    Prime Land in Winchester, VA

    13.05 acres with high visibility and multiple development possibilities.

    0 NORTHWESTERN Pike, Winchester, VA 22602
    View details
    52 Acre Commercial/Industrial Land
    $4,700,000
    52.18 Acres

    52 Acre Commercial/Industrial Land

    52.18 acre commercial/industrial land in Clear Brook, Virginia.

    HOPEWELL, Clear Brook, VA 22624
    View details
    Commercial Land Near I-81
    $325,000
    1.15 Acres

    Commercial Land Near I-81

    1.15-acre commercial parcel with B-1 zoning near I-81.

    BRANDY CT., Strasburg, VA 22657
    View details
    Commercial Lots Near Medical Facilities
    $319,000
    0.50 Acres

    Commercial Lots Near Medical Facilities

    Two commercial lots totaling 0.87 acres near hospital and I-81.

    2-LOTS PENDLETON/TAVERN Road, Martinsburg, WV 25401
    View details

    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.

    301 Cork St

    301 Cork St

    OFFICE BUILDING • 5,390 SF
    Value Estimation by Request
    301 Cork St, Winchester, VA 22601-5228
    View details
    306 Piccadilly St

    306 Piccadilly St

    OFFICE BUILDING • 2,118 SF
    Value Estimation by Request
    306 Piccadilly St, Winchester, VA 22601
    View details
    2527 Wilson Blvd

    2527 Wilson Blvd

    OFFICE BUILDING • 1,420 SF
    Value Estimation
    $565,000
    2527 Wilson Blvd, Winchester, VA 22601-3577
    View details
    200 Weems Ln

    200 Weems Ln

    OFFICE BUILDING • 4,046 SF
    Value Estimation by Request
    200 Weems Ln, Winchester, VA 22601-3606
    View details
    1826 Tilghman Ln

    1826 Tilghman Ln

    OFFICE BUILDING • 1,792 SF
    Value Estimation by Request
    1826 Tilghman Ln, Winchester, VA 22601-6349
    View details
    231 Piccadilly St

    231 Piccadilly St

    OFFICE BUILDING • 33,885 SF
    Value Estimation
    $715,000
    231 Piccadilly St, Winchester, VA 22601-5094
    View details
    125 Kent St

    125 Kent St

    OFFICE BUILDING • 65,320 SF
    Value Estimation
    $1,180,000
    125 Kent St, Winchester, VA 22601
    View details
    536 Jefferson St

    536 Jefferson St

    OFFICE BUILDING • 10,400 SF
    Value Estimation by Request
    536 Jefferson St, Winchester, VA 22601-3209
    View details
    9 Ct Sq

    9 Ct Sq

    OFFICE BUILDING • 17,608 SF
    Value Estimation by Request
    9 Ct Sq, Winchester, VA 22601-4736
    View details
    301 Cameron St

    301 Cameron St

    OFFICE BUILDING • 23,130 SF
    Value Estimation
    $525,000
    301 Cameron St, Winchester, VA 22601-4899
    View details
    19 Cameron St

    19 Cameron St

    OFFICE BUILDING • 3,991 SF
    Value Estimation by Request
    19 Cameron St, Winchester, VA 22601-6083
    View details
    33 Boscawen St

    33 Boscawen St

    OFFICE BUILDING • 1,400 SF
    Value Estimation by Request
    33 Boscawen St, Winchester, VA 22601-5092
    View details

    Winchester, VA Office Buildings Investment Opportunities Market Analysis

    Explore 28 office buildings for sale in Winchester, VA, showcased through 12 active listings on our real estate platform. These investment opportunities span a total of 532,285 square feet of properties for sale, with an estimated market value of $3,310,000.

    Sale prices for office properties in Winchester, VA start at $150,000, averaging $662,000, and reaching up to $1,500,000 — 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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    Most Searched ZIP Codes in Winchester, VA

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