Winchester VA Real Estate & Commercial for Sale

23 Properties Found

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Beds:
n/a
Baths:
Sq.Ft.:
19,623
Status:
NEW LISTING
MLS#:
VAWI2010042
Type:
Office
Lot size:
0.42 Acres
Year built:
1931
Courtesy: Oakcrest Commercial LLC. 540-504-0787
View additional info

ADDITIONAL INFORMATION

Professional office building for sale in downtown Historic Winchester. Located at the Intersection of W. Piccadilly Street and N. Braddock Street. Located directly across the street from the Handley Public Library and Kimberly's Gifts & Boutique. Great downtown location with off-street parking. Interior features include beautiful hardwood floors, updated cherry molding and wainscotting. This historic building is 60% leased and known as the Old Post Office, which was built in 1910. This building has first and second floor area totaling 11,060 SF. The basement level is leased and finished and features total floor area of 3,333 SF. NOTE: There are two offices available. One has a floor area of 3,000 SF and the second has a floor area of 2,705 SF. $17,335.75/MO + $4.00 CAM

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
VAWI2010026
Type:
Other
Lot size:
0.72 Acres
Year built:
1970
Courtesy: Oakcrest Commercial LLC. 540-504-0787
View additional info

ADDITIONAL INFORMATION

0.7230 Acres located at 2970 Valley Avenue featuring a former used car lot that will offer enough area to display for 30-40 cars. There is pubic water and sewer available. The used car lot does not have an office building. An office building would have to be built or a mobile office could be utilized. A new site plan will be required from the City of Winchester to operate a used car lot.

Beds:
n/a
Baths:
Sq.Ft.:
2,358
Status:
NEW LISTING
MLS#:
VAWI2010020
Type:
Other
Lot size:
0.43 Acres
Year built:
1970
Courtesy: Oakcrest Commercial LLC. 540-504-0787
View additional info

ADDITIONAL INFORMATION

0.429 acres located at 2970 Valley Avenue. This site could be a used car lot that will offer enough area to display for 30 cars. There is a public water and sewer available. 2978 Valley Avenue presently features 5 rental units producing gross monthly revenue of approximately $4,000. The list price for purchase is $1,350000 for both properties with 1.15 acres. Both properties can be ground leased for $6,000/month.

Beds:
n/a
Baths:
Sq.Ft.:
9,444
Status:
Active
MLS#:
VAWI2009988
Type:
Office
Year built:
1853
Courtesy: Colony Realty 540-662-0323
View additional info

ADDITIONAL INFORMATION

Yost Building Positioned in the heart of downtown, this distinguished office building—formerly the executive wing of F&M National—offers an outstanding opportunity for businesses seeking a prestigious and highly walkable location. Multiple suite sizes are available, making it ideal for professional firms, government-adjacent services, or organizations looking to establish a prominent presence in the city’s core. Situated adjacent to City Hall and steps from the Historic Walking Mall, this property provides unparalleled convenience for employees and clients alike. Within a quick walk, you’ll find the Frederick County Administrative Buildings, the Courthouse, and numerous public parking structures, ensuring seamless access for daily operations. With its prime location, flexible floorplan offerings, and proximity to key civic and commercial amenities, this downtown office building represents a rare opportunity to secure space in one of the most strategic and sought-after areas of the city. ALSO LISTED FOR LEASE

Beds:
n/a
Baths:
Sq.Ft.:
4,900
Status:
Active
MLS#:
VAWI2009956
Type:
Mixed Use
Lot size:
1.03 Acres
Year built:
1972
Courtesy: Coldwell Banker Premier 540-662-9937
View additional info

ADDITIONAL INFORMATION

Turn Key Auto Service Center! Over 11K SF of garage, shop, service areas, warehousing, and customer/office/reception area. Faces Pleasant Valley Road with EXCELLENT VISIBILITY! 27x13 paint booth conveys. List of additional equipment available separately. Long standing, successful auto body/repair location ready for next generation! Multiple drive in doors and work bays. Could have multiple businesses. Zone CM1. Could also be contractors office, buildings supplies, machine shop, etc. Asking $1.5M.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
VAFV2039534
Type:
Other
Lot size:
5.26 Acres
Year built:
2026
Courtesy: Coldwell Banker Premier 540-662-9937
View additional info

ADDITIONAL INFORMATION

5.26 Acres of Interstate/Commercial Land , SALE OR LEASE Available, Frederick County, VA, Exit 317. Besides Taco Bell, across from new hotel, surrounded by commercial, connects to Crown Lane for traffic light access! Excellent visibility on Martinsburg Pike (39,000 AADT VDOT '17). Ideal for restaurant, fast food, grocery, auto parts retailer, auto repair. Strong potential for rezoning for increased commercial uses. Over 700' road frontage. Offered for sale, 5.26 acres for $1.500.000 or $3333/acre land lease. Subdivision considered. Currently zoned to allow multiple flex uses and restaurants. Rezoning would open multiple more commercial uses such as hotel, retail center, offices. Make offer!

Beds:
n/a
Baths:
Sq.Ft.:
8,662
Status:
Active
MLS#:
VAWI2009848
Type:
Office
Lot size:
0.42 Acres
Year built:
1950
Courtesy: Colony Realty 540-662-0323
View additional info

ADDITIONAL INFORMATION

Located in the heart of the historic downtown district, this versatile B1-zoned property offers a rare blend of immediate income and long-term upside. The building features approximately 7,000 SF of office space complemented by 2,000 SF of ground-level shop, supported by 12 on-site parking spaces, important in the urban core. Beyond its current use, the property presents exceptional redevelopment potential, it could be conversion to nine residential units on a single floor and the ability to add up to two additional stories, creating a total of 27 residential units. Ideal for investors or developers seeking a high-visibility downtown location with historic character, flexible zoning, and significant value-add potential.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
VAFV2039170
Type:
Other
Lot size:
13.05 Acres
Year built:
2024
Courtesy: Keller Williams Realty 703-679-1700
View additional info

ADDITIONAL INFORMATION

Prime opportunity on 13.05 acres in an unbeatable high-visibility location along Route 50 in Winchester, VA. Positioned directly across from major retailers and conveniences—including Walmart, Sheetz, Tractor Supply, Applebee’s, Dunkin’, Bojangles, and the Winchester Medical Center campus—this property offers exceptional exposure and accessibility. Zoned for multiple development possibilities, with previous concept plans by Greenway Engineering that included options such as a retail strip center with a drive-through end cap and medical office buildings. The area’s strong demand for affordable housing also presents an excellent residential development opportunity. With thousands of daily commuters traveling from West Virginia into Virginia along this corridor, the site benefits from consistent, high-volume traffic flow. This is a rare chance to bring a high-impact commercial or mixed-use project to one of Winchester’s most dynamic and growing areas. Photos may be virtually staged

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
VAFV2038322
Type:
Industrial
Lot size:
27.09 Acres
Year built:
2025
Courtesy: Oakcrest Commercial LLC. 540-504-0787
View additional info

ADDITIONAL INFORMATION

27.09 +/- acres in the direct path of Light Industrial-Zoned land. The subject property is in the comprehensive plan to be zoned Light Industrial for warehousing, distribution, self-storage warehousing or light manufacturing. The 27.09 +/- acre site has excellent proximity and access to US 11, Route 37. and I-81. The property provides location, visibility, and exposure. All utilities are available. The site is ideally located in the southern portion of the Winchester area known as the Kernstown submarket. There is the possibility of railroad access on the western boundary of the subject property. The site will provide connection to Shady Elm Road and the Valley Innovation Park (Peterson Cos) which is scheduled to begin construction in 2026.

Beds:
n/a
Baths:
Sq.Ft.:
3,988
Status:
Active
MLS#:
VAFV2037584
Type:
Other
Lot size:
1 Acres
Year built:
1953
Courtesy: EXP Realty, LLC 866-825-7169
View additional info

ADDITIONAL INFORMATION

Beds:
n/a
Baths:
Sq.Ft.:
13,737
Status:
Active
MLS#:
VAWI2009336
Type:
Other
Lot size:
0.72 Acres
Year built:
1950
Courtesy: Coldwell Banker Premier 540-662-9937
View additional info

ADDITIONAL INFORMATION

14K SF Warehouse and Office Building for Sale, Winchester City, with Great Parking! Excellent, turn key condition property, ready for immediate occupancy! All block and masonry building, fully air conditioned (including warehouse), all mechanicals, electric, and plumbing in good condition! 1st floor consists of 5K SF of warehouse, 2K SF of finished open offices with kitchenette. 2nd floor is 7K of individual offices, reception area, and 2nd kitchenette. Warehouse, 1st floor offices, and 2nd floor offices, all have separate restrooms (ADA on 1st floor). Property comes with two private parking lots offering over 30+ parking spaces! Although the property has never flooded, financing may require flood insurance. We have already secured an excellent quote for only $3,395 per year. This is an EXCELLECT DEAL for under $72 PSF! CM1 zoning allows for contractors offices, church, daycare, fitness facility, wholesale business, light manufacturing/warehousing. One tenant occupies small, secured portion of building through 2026 offering $1275+/month income. Contact Agent today to schedule a showing!

Beds:
n/a
Baths:
Sq.Ft.:
2,000
Status:
Active
MLS#:
VAFV2037628
Type:
Office
Year built:
2007
Courtesy: Coldwell Banker Premier 540-662-9937
View additional info

ADDITIONAL INFORMATION

2000 SF Office Condo for Sale. Excellent condition and location, tons of FREE parking. Combo of open office space and private, plus a nice kitchenette. Lots of natural light throughout, located five minutes off interstate, located in professional business/flex park. Currently leased month to month. Ideal for end user or investor. Asking price is $380,000.

Beds:
n/a
Baths:
Sq.Ft.:
2,000
Status:
Active
MLS#:
VAFV2037626
Type:
Industrial
Subdivision:
None Available
Year built:
2007
Courtesy: Coldwell Banker Premier 540-662-9937
View additional info

ADDITIONAL INFORMATION

3 YEAR NNN LEASE IN PLACE - through January 2028! Warehouse/Garage Condo FOR SALE, Frederick County, Aviation Business Park. 2000 SF for $340k. Large Roll Up Door, 9 ft high x 10 ft wide. Ideal for engineering, distribution, contractor services, equipment storage, etc. Meticulous flex business park. Plenty of parking. Clean garage/flex with ADA bath. Available Immediately. Current income $2192/month (represents $10.50 PSF + $2.65 PSF NNN). 3% annual increases! Excellent 1031 or long term investment!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
VAFV2037526
Type:
Other
Lot size:
2.38 Acres
Year built:
2024
Courtesy: Oakcrest Commercial LLC. 540-504-0787
View additional info

ADDITIONAL INFORMATION

2.38 Acres at the intersection of Valley Pike and Prosperity Drive. Located in the Kernstown area of Frederick County/Winchester. Property is located across from the street from CMA Honda, Aldi Supermarket, Outback Steakhouse, and Carrabba's Italian Grill & Restaurant. Located in close proximity to the intersection of I-81, US Route 37, and US Route 11. Excellent signage opportunities, visibility, and exposure. Zoned B-2 for general commercial uses with all utilities available. Ideal uses include restaurants, hotels, auto dealerships, retail and offices.

Beds:
n/a
Baths:
Sq.Ft.:
9,380
Status:
Active
MLS#:
VAFV2037328
Type:
Retail
Lot size:
0.82 Acres
Year built:
1962
Courtesy: Coldwell Banker Premier 540-662-9937
View additional info

ADDITIONAL INFORMATION

**Amazing High Traffic & Visibility**Hard to find! High Traffic Retail ON SALE! Almost 10K SF all-masonry building located directly across from Sheetz on Rt. 7, off I81, Exit 315, Eastbound lane Lot is .82 acres, zoned B2. Access from Cole Lane too. Ideal for retail, contractor's offices, granite shop, flooring shop, flex conversion, temp-controlled ministorage, etc. Asking $999,000. Current tenant is month to month.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
VAWI2009134
Type:
Other
Lot size:
2 Acres
Year built:
2025
Courtesy: Colony Realty 540-662-0323
View additional info

ADDITIONAL INFORMATION

Introducing a fantastic development opportunity! This parcel features 2 flat acres of commercial land in a prime location. Located on a major thoroughfare into downtown Winchester and a half mile from Winchester Medical Center, this lot is ideal for your commercial venture. The lot offers excellent road frontage and good topography. Ideal for medical/dental office, office space, restaurant, or more!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
668738
Type:
Other
Lot size:
1.52 Acres
A broker reciprocity listing Courtesy: Cottonwood Commercial Llc 540-434-9922
View additional info

ADDITIONAL INFORMATION

1.52 acre highly visible pad with utilities in place, off-site road improvements complete, and situated between to signalized intersections with strong traffic generators surrounding. Located directly along Front Royal Pike (Route 522) with heavy traffic counts, Winchester South is a high-visibility development anchored by Walmart, attracting 1.5 million annual visitors, and offering exceptional exposure and accessibility at the intersection of Route 522 and Tasker Road.Winchester as a whole continues to benefit from steady residential and commercial growth, drawing from both its established community and regional migration trends. This pocket of south Winchester—between the city and Stephens City—is rapidly becoming one of the more active corridors in the market with a 2.5% annual growth rate according to ESRI. Winchester is one of the fastest growing metro areas in the Commonwealth of Virginia with population growth projected to increase 12.7% over the next decade.

Beds:
n/a
Baths:
Sq.Ft.:
33,516
Status:
Active
MLS#:
VAFV2024600
Type:
Retail
Lot size:
5.57 Acres
Year built:
2007
Courtesy: Link Realty Services LLC 540-450-0142
View additional info

ADDITIONAL INFORMATION

Garden Center with over 33,000 sq ft under roof. Inventory and business aspects will be sold separately. Business in open and going strong. 3 lots totaling 7.85 acres. Lots 76-A-62., 76-A-63 and 76-A-65.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
655598
Type:
Other
Lot size:
1.38 Acres
A broker reciprocity listing Courtesy: Cottonwood Commercial Llc 540-434-9922
View additional info

ADDITIONAL INFORMATION

Highly visible 1.38 acre parcel (200’ W x 300’ D) overlooking a diverse retail area including Costco. A geotechnical report and Phase 1 environmental are available along with a full ALTA survey. Strong commercial hub with a mix of retail stores, restaurants, and service-oriented businesses. This variety produces a broad customer base and generates daily traffic to the immediate area. The site is located on a heavily used Millwood Pike with convenient access to Interstate 81. Daily traffic on this portion of Millwood Pike is 21,000 vehicles making it one of the top roads in the market. Winchester is one of the fast growing metro areas in the Commonwealth of Virginia with population growth projected to increase 12.7% over the next decade. Along with Frederick County, Virginia, the metro area is one of the fastest growing in the Commonwealth of Virginia. The city’s employment landscape spans various sectors, offering private sector jobs in agriculture, forestry, manufacturing, retail, professional services, education, and healthcare. The leading employer, Valley Health Systems, operates the Winchester Medical Center—a non-profit, regional referral hospital and Level II trauma center that serves the tri-state region.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
VAWI2004616
Type:
Retail
Lot size:
0.72 Acres
Year built:
1950
Courtesy: Oakcrest Commercial LLC. 540-504-0787
View additional info

ADDITIONAL INFORMATION

1.15 acres located at 2970 and 2978 Valley Avenue featuring a former used car lot that will offer enough area to display area for 30-40 cars. There is public water and sewer available. 2978 Valley Avenue features 5 rental units producing gross monthly revenue of approximately $4,000.00. The list price for purchase is $1,250,000 for both properties with 1.15 acres. The used car lot does not have an office building. An office building would have to be built or a mobile office could be utilized or use of the existing buildings could be a solution.

Beds:
n/a
Baths:
Sq.Ft.:
11,340
Status:
Active
MLS#:
VAWI2004012
Type:
Office
Lot size:
0.37 Acres
Year built:
1970
Courtesy: Oakcrest Commercial LLC. 540-504-0787
View additional info

ADDITIONAL INFORMATION

Professional Office Space For Sale. This building was the former Winchester City Schools Administrative Building. There are two floors plus a basement. There are 5,670 SF on each of two floors. Located only blocks from the Loudoun Street Walking Mall. Basement office space available. Presently the building is fully leased. There are 16 on-street parking spaces.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
VAWI2003456
Type:
Office
Lot size:
0.37 Acres
Year built:
1970
Courtesy: Oakcrest Commercial LLC. 540-504-0787
View additional info

ADDITIONAL INFORMATION

PRICE REDUCED! Professional office space for lease. This building was the former Winchester City Schools Administrative Building. The space available is 5,670 SF. The monthly rent is based on $10.00 per SF NNN. Immediate occupancy is available. Located only 2 blocks from Loudoun Street Walking Mall. Basement office space available for $10.00 per SF NNN.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
VAWI2001056
Type:
Office
Lot size:
0.88 Acres
Year built:
1950
Courtesy: Oakcrest Commercial LLC. 540-504-0787
View additional info

ADDITIONAL INFORMATION

Former Wells Fargo main office in historic downtown Winchester. Offering features prominent 3-story building at a main four-way intersection with traffic signal. Off-street parking available on a prorated basis. Sited on .88 acres. Convenient to downtown restaurants, the George Washington Wyndam Hotel, law offices, city, and county offices, accounting offices, financial management offices and more. This Penthouse Office Space offers several flexible alternatives. There is 3,025 SF available on the third floor with elevator service. This office space area provides downtown convenience and spectacular city views. These third floor Penthouse Suites can be divided into several alternative configurations: 445 SF, 975 SF, 1,065 SF, 2,040 SF, and 2,485 SF. These spaces are being completely renovated and show like new. These spaces are for lease starting at $15 per SF NNN. The current annual NNN is $4.00.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.
Andrea D. Conner, License 225222413, Xome Inc., License 226024700, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Information is provided by Charlottesville Area Association of Realtors®. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interestedin purchasing. Copyright © 2026 Charlottesville Area Association of Realtors®. All rights reserved.




Winchester Real Estate

Winchester is located in Virginia. Winchester, Virginia has a population of 28,194. Winchester is less family-centric than the surrounding county with 26.15% of the households containing married families with children. The county average for households married with children is 26.15%.

The median household income in Winchester, Virginia is $61,321. The median household income for the surrounding county is $61,321 compared to the national median of $69,021. The median age of people living in Winchester is 36.6 years.

Winchester Weather

The average high temperature in July is 85.7 degrees, with an average low temperature in January of 21.3 degrees. The average rainfall is approximately 38.3 inches per year, with 21.9 inches of snow per year.

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $402,500
    13.9%
    change since last quarter
  • # Active listings

    310
    30-day change

Winchester Schools and Demographics

Education near Winchester, VA

City County
High School Graduates 87.28 87.28
College Degree - 2 year 6.54 6.54
College Degree - 4 year 33.7 33.7
Graduate Degree 10.34 10.34
Expenditures per Student 15,810 15,810
Students per Teacher 13.6 13.6

Elementary Schools near Winchester, VA

Grades Students P/T Ratio ZIP
Apple Pie Ridge Elementary School PK - 05 499 16.1 22603
Armel Elementary School PK - 05 563 17.1 22602
Bass-Hoover Elementary School PK - 05 589 16.8 22655
Evendale Elementary School PK - 05 543 15.1 22602
Frederick Douglass Elementary School PK - 04 475 12.3 22601
Gainesboro Elementary School PK - 05 547 16.1 22603
Garland R. Quarles Elementary PK - 04 542 16.4 22601
Greenwood Mill Elementary School PK - 05 677 16.5 22602
Indian Hollow Elementary School PK - 05 384 15.1 22603
John Kerr Elementary School PK - 04 285 12.5 22601
Orchard View Elementary School KG - 05 448 15.7 22602
Redbud Run Elementary School PK - 05 687 16 22603
Stonewall Elementary School PK - 05 533 15.7 22624
Virginia Avenue Charlotte Dehart Elementary PK - 04 477 14.5 22601

Middle Schools near Winchester, VA

Grades Students P/T Ratio ZIP
Admiral Richard E. BYRD Middle 06 - 08 895 13.3 22602
Daniel Morgan Middle School 05 - 08 1,287 13.1 22601
Frederick County Middle School 06 - 08 691 12.7 22601
James Wood Middle School 06 - 08 850 13.3 22601
Robert E. Aylor Middle 06 - 08 618 13 22655

High Schools near Winchester, VA

Grades Students P/T Ratio ZIP
James Wood High School 09 - 12 1,304 12.3 22603
John Handley High School 09 - 12 1,203 11.5 22601
Millbrook High School 09 - 12 1,312 13.4 22603
Sherando High School 09 - 12 1,488 13.1 22655

Ungraded Schools near Winchester, VA

Grades Students P/T Ratio ZIP
New John KERR Elementary UG - UG 0 22601
Northwestern Reg. Ed PGM UG - UG 0 22601

Demographics near Winchester, VA

City County
Neighborhood Type
Population 28,194 28,194
Population Density 3,067 3,067
Median Age 36.6 36.6
People per Household 2.5 2.5
Median Household Income 61,321 61,321
Average Income per Capita 33,908 33,908

Real estate near Winchester