For Sale
  • For Sale
  • For Lease
  • Recently Sold
  • Property Lookup
  • Brokers
Office
1
  • Retail
  • Office
  • Residential Income
  • Restaurants
  • Industrial
  • Mixed-Use
  • Hospitality
  • Health Care
  • Sports & Entertainment
  • Land
  • Agricultural
  • Specialty
Price
Price range
$
$
Size
Property size / sq.ft.

Winchester, VA Office Buildings for Sale

Notify Me
List
Map
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
View details
FEMA Disaster Operations Center
Contact for pricing

FEMA Disaster Operations Center

Winchester, VA

Single tenant building, ideal for disaster operations.

  • FEMA Disaster Operations Center
  • Single Tenant Building
  • Information available regarding sale
  • Information available regarding sold properties
  • Market intel available
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 Dr, Winchester, VA 22602
View details
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 22601
View details
Fully Occupied Office Complex
$2,500,000

Fully Occupied Office Complex

Multi-tenant office complex in Winchester, 100% occupied, ideal investment.

252 2 & 3, Winchester, VA 22602
View details
Based on your search, we've compiled 28 Potential Opportunities for your consideration. Besides 5 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 3 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 Commercial Property Leased to Government
$1,780,000
0.38 Acres

Renovated Commercial Property Leased to Government

Fully renovated commercial property 100% leased to the Commonwealth of Virginia.

842 N Shenandoah Ave, Front Royal, VA 22630
View details
Historic Commercial Building in Front Royal
$650,000

Historic Commercial Building in Front Royal

Historic commercial building with high visibility and easy access.

426 N Royal Ave, Front Royal, VA 22630
View details
Unique Commercial Building in Berkeley
$489,000
0.39 Acres

Unique Commercial Building in Berkeley

Commercial building with office spaces, conference rooms, and parking.

171 S Washington St, Berkeley Springs, WV 25411
View details
Move-In Ready Commercial Building
$750,000

Move-In Ready Commercial Building

Flexible 8,835 SF commercial building on 1.02 acres.

204 Sand Mine Rd, Berkeley Springs, WV 25411
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.

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
View details
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
View details
Commercial Land in Rutherford Crossing
$2,286,000
5.08 Acres

Commercial Land in Rutherford Crossing

5.08 acres of commercial land in Winchester, Virginia.

Market St, Winchester, VA 22603
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.

3 Battaile Dr

3 Battaile Dr

OFFICE BUILDING • 22,320 SF
Value Estimation by Request
3 Battaile Dr, Winchester, VA 22601-4207
View details
231 Piccadilly St

231 Piccadilly St

OFFICE BUILDING • 33,885 SF
Value Estimation by Request
231 Piccadilly St, Winchester, VA 22601-5094
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
19 Cameron St

19 Cameron St

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

125 Kent St

OFFICE BUILDING • 65,320 SF
Value Estimation by Request
125 Kent St, Winchester, VA 22601
View details
306 Piccadilly St

306 Piccadilly St

OFFICE BUILDING • 2,118 SF
Value Estimation
$190,000
306 Piccadilly St, Winchester, VA 22601
View details
801 Amherst St

801 Amherst St

OFFICE BUILDING • 5,293 SF
Value Estimation by Request
801 Amherst St, Winchester, VA 22601
View details
2527 Wilson Blvd

2527 Wilson Blvd

OFFICE BUILDING • 1,420 SF
Value Estimation by Request
2527 Wilson Blvd, Winchester, VA 22601-3577
View details
301 Cameron St

301 Cameron St

OFFICE BUILDING • 23,130 SF
Value Estimation by Request
301 Cameron St, Winchester, VA 22601-4899
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
114 Boscawen St

114 Boscawen St

OFFICE BUILDING • 5,272 SF
Value Estimation by Request
114 Boscawen St, Winchester, VA 22601-4116
View details
145 Baker St

145 Baker St

OFFICE BUILDING • 2,000 SF
Value Estimation by Request
145 Baker St, Winchester, VA 22601-5029
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
536 Jefferson St

536 Jefferson St

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

301 Cork St

OFFICE BUILDING • 5,390 SF
Value Estimation
$125,000
301 Cork St, Winchester, VA 22601-5228
View details
33 Boscawen St

33 Boscawen St

OFFICE BUILDING • 1,400 SF
Value Estimation
$365,000
33 Boscawen St, Winchester, VA 22601-5092
View details

Winchester, VA Office Buildings Investment Opportunities Market Analysis

Explore 21 office buildings for sale in Winchester, VA, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 524,135 square feet of properties for sale, with an estimated market value of $3,310,000.

Prices for office properties in Winchester, VA start at $150,000, averaging $827,500, and reaching up to $2,700,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

List
Map