Position your business in the heart of Winchester's premier retail corridor. This highly visible commercial outparcel offers an outstanding opportunity for retail, restaurant, medical, financial, or service-oriented development in one of the region's strongest shopping destinations. Located just off South Pleasant Valley Road with immediate access to Interstate 81, the property is surrounded by major national retailers including Lowe's, Walmart, Kohl's, Home Depot, Apple Blossom Mall, and numerous restaurants, hotels, and service businesses, creating exceptional consumer traffic throughout the day. The property sits within Winchester's primary retail trade area, drawing customers from the Shenandoah Valley, Northern Virginia, West Virginia, and Maryland. Current operating drive-thru. Property Highlights Prime 0.57-acre commercial outparcel Zoned CM-1 allowing a wide variety of commercial uses. Utilities available with water and sewer connections. Excellent access from Patsy Cline Boulevard and South Pleasant Valley Road. Minutes from I-81 interchange. Surrounded by established national retailers and restaurants. Strong daytime employment and regional consumer base. Ideal for: Quick-service or fast-casual restaurant Coffee shop Medical or dental office Financial institution Retail showroom Professional office Convenience retail Specialty retail Whether you're developing a flagship retail location, constructing a freestanding commercial building, or creating a custom build-to-suit opportunity, this site offers the visibility, accessibility, and surrounding retail synergy needed for long-term success.
Well established, reputable, and long-standing auto service center in a prime location at the intersection of Millwood Avenue and Pleasant Valley Road directly across from Shenandoah University. Presently doing business as Jim’s Auto Service Center. Excellent location, visibility, exposure, and sign location opportunities. Two bay garage doors equipped with two pneumatic lifts, providing new tire sales, tire repairs, batteries, oil changes, lube and filter replacement, fluids, flushing, belts and hoses, brake services, air conditioning services, wheel balancing, frontend alignment and more. The sales price includes the business, long-standing list of loyal customers and specified equipment and tools. Tours by appointment only with the exclusive listing agent. Call agent now for more details.
Beautifully restored and fully modernized mixed-use building in the heart of historic Winchester. This exceptional offering includes a fully leased commercial building with three strong-credit tenants, a valuable adjacent parking lot approved for future mixed-use development, and a third floor ready for residential conversion. Located just one block from the historic Old Town Winchester Walking Mall, this legacy investment property offers more than 9,300 square feet of space with the first and second floors completely renovated and occupied. The third floor presents an outstanding value-add opportunity for apartment development, with potential eligibility for Historic Tax Credits. The property is also located within an Enterprise Zone, providing access to additional grant and incentive programs. The sale includes the adjacent parking lot (Tax ID 173-01-E-1), which is approved for multifamily development or can continue to serve as a highly desirable dedicated parking facility for tenants and customers. Current net operating income exceeds $80,000 annually, providing immediate cash flow with significant upside potential. Recent capital improvements include a metal roof, new HVAC systems, and modern tenant build-outs throughout the building. This unique asset offers a diversified income stream with retail and office tenants in place, while creating future opportunities for residential development on both the third floor and the adjacent parking lot. Ideal for a 1031 exchange buyer or investor seeking stable income, long-term appreciation, and redevelopment potential in one of the Shenandoah Valley's most desirable downtown locations. Conveniently located one block from the Braddock Street Parking Garage. Rarely does an opportunity of this caliber become available in Downtown Winchester. Contact the listing agent to schedule a private showing.
A rare commercial development opportunity awaits at 135 & 171 Bufflick Road, featuring nearly 8 acres of prime, strategic real estate in Winchester. Perfectly positioned near the airport and situated just off a highly traveled corridor, this unique property provides unbeatable visibility, high traffic exposure, and immense future potential. The dual zoning of RA and B1/B2 opens the door to a wide array of development possibilities, making it a dream canvas for investors, developers, or business owners looking to establish a footprint in a rapidly growing area. Beyond its long-term development upside, the property is a turnkey income generator from day one. It features two existing rental homes that provide immediate cash flow while you finalize your development plans. Additionally, the large, multi-bay commercial garage offers substantial extra income potential—perfect for equipment storage, automotive work, or a workshop space. Complete with a large gravel staging lot ideal for fleet parking or heavy equipment, this property is a rare find that perfectly balances immediate rental revenue with massive commercial scale.
Prime Medical Condo suite for Sale; located adjacent to the Winchester Medical Center. 6,200 Square Feet total with 4,580 square feet immediately available. 1,620 square feet is being leased, with another year on the lease. Building is in excellent condition, fully updated and easy to maintain. Prominent and highly visible location and ample parking. Few landlord responsibilities. Huge growth market! Priced at $1,350,000. Also available for lease.
Circa 1920 office building in downtown Winchester. Currently used as a lawyer's office, but could easily be an office-and-residential space or a single-family home. Off-street parking.
Great location on busy N. Frederick Pike with good road frontage, Zoned B-2, down from Sunnyside and Martin's Shopping Center, minutes from VA Bypass 37 & Winchester Medical Center. Site is ideal for any retail or services business.
Two 7800 SF metal buildings on 4.4 AC B3 land. 2 AC are Fenced in with a lockable gate. Currently used as auto repair shop with 3 lifts. Lifts and other auto related equipment are available separately from the real estate. Call broker for details and or tour.
Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main residence, you’ll find warm hardwood flooring, detailed millwork, built-in features, and inviting fireplaces that highlight the home’s original craftsmanship. Spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The layout offers functional flow, with well-proportioned rooms and abundant natural light throughout. Upstairs, generously sized bedrooms provide comfortable retreats, including a primary suite with its own private bath. Additional bedrooms and a second full bath ensure convenience and flexibility for guests or family. On the main level, a versatile bonus space offers options for a home office, reading nook, or mudroom, along with practical features such as laundry and a powder room. Adding to the property’s appeal is a separate secondary structure with its own address, offering valuable additional finished space ideal for guests, studio use, or potential income-producing opportunities. Behind it, multiple outbuildings provide exceptional storage, workshop potential, or future redevelopment possibilities. Outdoor amenities include off-street parking and a generous rear yard setting that enhances both privacy and usability. The property’s zoning allows for a variety of residential and potential mixed-use opportunities, offering flexibility rarely found in a historic setting. With its unbeatable location, architectural charm, and multi-structure versatility, this unique offering presents endless possibilities for homeowners, investors, or those seeking a distinctive property in one of Winchester’s most desirable historic neighborhoods. THIS HOME IS ALSO AVAILABLE FOR RENT!
Here is the opportunity to own a piece of history! The hottest spot in Winchester/Frederick County. The 20,386+/- SF building started out as a furniture warehouse that served the area for many years. In 2005 it was converted to a Restaurant that is now the most popular dining and entertainment destination in the area. In addition to the famous “pub” area, the restaurant includes a more formal dining area with a piano bar, tons of outdoor seating, Banquet and events area on upper level, outdoor covered desk/bar and the most popular feature, “The Jam Rock Boat.” That’s right, an actual boat was hauled in and permanently installed to provide an area for bands to use as a stage. This is a major draw on Friday and Saturday nights when the best local bands entertain the crowds. Just steps from the Old Town Walking Mall and adjacent to the historic Wyndham/George Washington Hotel. Well-established turn-key business that includes all fixtures, equipment, and real estate. Owner wants to retire but will assist with transition after purchase. Seasoned, well-trained managers and staff will stay. Winchester is seeing incredible growth. This is an opportunity to ride the expansion which will be seen in the coming years. CPA prepared financials available to qualified buyers. Non-disclosure Agreement required. Owner financing available with acceptable down payment.
Exceptional 2-acre level commercial parcel in a highly desirable area of Winchester offering strong visibility along a primary corridor into downtown. Ideally located just two blocks from Winchester Medical Center, this property sits in one of the most established and high-demand professional corridors in the city. The site features excellent road frontage and level topography, providing a versatile footprint suitable for a wide range of professional and service-based uses. Zoned RO-1 (Residential Office District), the property allows for a variety of low-intensity and compatible uses, including: Medical and dental offices Professional offices (legal, financial, administrative) Outpatient and clinical services Personal service establishments Limited residential use in conjunction with office use Other permitted low-impact uses under RO-1 zoning Additional uses permissible with conditional use permit, see city's RO1 zoning. RO-1 zoning is designed to support a professional office environment that integrates well with surrounding residential and institutional uses, making this an excellent fit for medical and professional users seeking proximity to the hospital corridor. With its close proximity to Winchester Medical Center, strong visibility, and flexible zoning, this parcel offers a rare combination of location and usability in one of Winchester’s most established commercial areas.
Repair shop with 3 bay garage. 3 car lifts. Property has a small 3 bedroom home for extra income that can be rented out. Fenced in lot with lots of parking spaces. Located just off of 522 south close to town.
Rare opportunity to own a 22,320 sq. ft. indoor sports and entertainment facility situated on 3 acres with Industrial zoning. Formerly a youth development center, the building features two gymnasiums, a theater area, multiple kitchens with dining spaces, and several large restroom areas. The flexible layout supports single-tenant or multi-tenant use, making it ideal for recreational, institutional, or commercial operations. The property also offers extensive on-site parking and excellent potential for adaptive reuse. Unique large-scale facility with a wide range of possible uses.
OakCrest Commercial is pleased to present the opportunity to acquire an industrial property located at 205 Brick Kiln Road in Winchester, Virginia. The property consists of approximately 24,753 ± square feet situated on 1.2 acres and benefits from rare M-2 zoning near the Winchester City/Frederick County line. The asset is offered for sale at $2,200,000. The building is configured into three suites totaling approximately 24,753 ± SF, with one suite currently vacant. The available suite comprises approximately 11,600 ± SF and features a functional industrial/flex layout, including approximately 1,800 ± SF of office/mezzanine and 9,800 ± SF of warehouse space. The space includes loading, 3-phase power, and on-site parking, making it well suited for contractor, service, light production, or distribution users. The property currently generates $92,499.96 in-place NOI, reflecting income from the two occupied suites. The vacant suite is not contributing income at this time but represents a near-term lease-up opportunity. Upon stabilization, assuming lease-up at the current asking rent of $8,691 per month on a triple net basis, the property is projected to generate $196,791.96 in NOI. This offering presents an opportunity to acquire an asset with current cash flow and meaningful upside through lease-up, with flexibility for both investors and potential owner-users.
Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.
7082 SF, Prime Office Available for Lease, Winchester, VA. Located in established business park, all brick construction, super clean and ready for Q3 occupancy! Large open office concepts with multiple executive offices. Large breakroom, multiple M/W bathrooms, and bright, welcoming lobby. TONS OF FREE PARKING! High speed internet, Enterprise Zone benefits! $12 PSF + $2.65 NNN (inclusive with condo dues). Also listed for sale, $1,182,694. Optional, additional 3K SF of offices available on separate 2nd floor for a total of 10K+ if needed!
Over 5000 sf of professional office space, close to the hospital. Floor plan outlines 8+ private offices, 3 bathrooms, break room and conference room. Highlighted area is finished as a "bullpen" area-plenty of unassigned parking spaces. Showing to take place during business hours. Call broker for further details.
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
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.
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.
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
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!
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.
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
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.
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.
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.
