Situated near the heart of historic downtown Winchester, 220 E Cork Street offers an exceptional commercial opportunity in close proximity to the iconic walking mall, putting your business right in the stream of the area's top dining, shopping and local attractions on a main artery into the City. Featuring a classic brick exterior bursting with character, this versatile property combines timeless historic charm with everyday convenience, complete with easy access and ample parking right out front. The main level boasts a light-filled, expansive open layout accented by updated flooring and a stylish exposed brick wall—offering incredible potential for a welcoming reception area, retail storefront, client showroom or collaborative workspace. The storage/break room is adjacent to this space with two bathrooms The lower level extends the functional footprint with multiple private rooms and dedicated office spaces—a layout perfectly suited for professional suites, administrative headquarters or an attorney’s office situated just blocks from the courthouse. Positioned to take full advantage of everything downtown Winchester has to offer, this adaptable space delivers high visibility, functional flexibility and endless potential for your business.
Rutherford Crossing is a two-tenant NNN retail strip center at 105-109 Market Street in Winchester, VA, anchored by corporate Starbucks (S&P: BBB+) with 10% rent step-ups every five years, alongside V Nails & Spas on a lease running through 2035. The offering delivers approximately $330,000 in stabilized NOI with true triple net structure and minimal landlord responsibilities, making it a clean, passive addition to any retail investment portfolio. The property sits within Rutherford Crossing, an approximately 600,000 SF power center along the growing I-81 corridor, surrounded by national credit anchors and steady daily traffic that drive consistent consumer draw. Winchester continues to see strong population and retail growth, giving this asset the location fundamentals and co-tenancy strength that long-term investors look for.
Be sure to see the video and 3D tour to fully explore this property! Award-Winning Virginia Winery + Luxury Vineyard Estate + Income-Producing Luxury Short Term Rental + Development Lots! br> **Briede Family Vineyards** presents an exceptional opportunity to acquire one of Virginia's distinguished boutique vineyard estates. Offering far more than beautiful real estate, it provides the new owners the opportunity to continue a well-established legacy within the Commonwealth's thriving wine industry. Combining an award-winning vineyard and winery brand with an elegant country residence currently operating as a licensed short-term rental, this remarkable property is ideally suited for those seeking both a lifestyle investment and an established business. The property's total acreage also includes three additional building lots (with approved Well and Septic), providing exceptional opportunities for future residential development, guest accommodations, or investment, subject to applicable approvals. For years, Briede Family Vineyards has earned recognition for producing award-winning wines while cultivating a reputation for offering intimate, highly personalized guest experiences. Unlike larger commercial wineries, the vineyard has become known for its thoughtfully curated tastings, signature Champagne experiences, and imported French cheese pairings, creating a destination that guests return to year after year. The recognized brand, loyal clientele, and respected presence within Virginia's wine community provide an invaluable foundation for future ownership. The beautifully appointed tasting room and adjoining great room provide an inviting setting for tastings, private gatherings, and special events. Guests can also enjoy the charming covered pavilion overlooking the vineyard, offering an ideal outdoor venue for relaxing, live entertainment, special events, and taking in the surrounding views. Complementing the vineyard experience, the beautifully maintained residence offers guests the opportunity to experience life among the vines. Surrounded by sweeping vineyard vistas and tranquil countryside, the home serves equally well as a private estate residence, luxury guest accommodations, or an expanded hospitality venue, offering exceptional flexibility for a variety of ownership goals. The property encompasses established vineyards, meticulously maintained grounds, and the infrastructure necessary to continue current operations while providing opportunities for future growth. This is a true turnkey opportunity, allowing a new owner to step into an established vineyard operation with recognized branding and a well-developed hospitality experience, while providing an exceptional foundation for future growth and continued success. Whether expanding wine production, enhancing agritourism, hosting private events, or preserving the vineyard's boutique character, the possibilities are exceptional. Conveniently located in Frederick County, Virginia, with easy access to Northern Virginia, Washington, D.C., and the Shenandoah Valley, Briede Family Vineyards represents a rare opportunity to acquire a recognized vineyard destination where years of dedicated ownership, reputation, and hospitality come together in one remarkable offering.
This building located at 435 N. Cameron Street in Winchester, Virginia, formerly housed the Winchester Rescue Mission. Architecturally, it is a two-story, brick commercial building featuring prominent display windows across the front. The brickwork was formerly painted a crisp white, contrasted by dark framing around the windows and doors. Presently, there is a hand painted mural that covers the entire front of the building and the south side. The building with approximately 7,292 SF on two floors is sited on a lot with land area of 0.17 +/- acres with approximately 50 feet of frontage on Cameron Street. There are approximately 14 rooms. The building was constructed in 1931. The property has served as a homeless shelter since it was purchased for the nonprofit in July 1973. In recent years, the shelter has provided emergency overnight lodging for men and women, alongside hot meals, spiritual counseling, and mental health services. The facility had provided approximately 60 beds for men and women. Because the shelter consistently ran out of beds at peak capacity, the operators had to turn away individuals daily and the organization broke ground and expanded their facilities at their new facility on 2655 Valley Avenue.
5900 sf of Old Town elegance located in the middle of the walking mall at the fountain. 2 floors of finished space that currently is used for retail on the mail level and a kitchen lab on the second floor. Two entrances from the front off of the walking mall and two entrances from the rear. Property included 10 parking spaces off of Indian Alley. Call broker for showing and further details.
Rare opportunity to own a historic landmark in the heart of Old Town Winchester’s iconic Walking Mall. This impressive three-story commercial building offers approximately 9,276 square feet and features two retail storefronts in one of the Shenandoah Valley’s most sought-after downtown locations. Both retail spaces are currently leased, providing immediate and reliable rental income for investors. With established tenants already in place, this property presents an excellent opportunity to acquire a performing asset in a premier downtown location while benefiting from existing cash flow. Positioned along the vibrant pedestrian mall, the property benefits from exceptional visibility, steady foot traffic, and exposure to the countless community events, festivals, dining destinations, and boutique shopping experiences that make Old Town Winchester a regional attraction. The versatile floor plan provides endless possibilities for retail, office, restaurant, studio, mixed-use, or investment opportunities. The building showcases attractive storefronts, large display windows, and multiple levels of usable space that can accommodate a variety of business needs. Upper floors offer additional opportunities for expansion, office suites, creative workspaces, storage, or redevelopment potential (subject to applicable approvals). Whether you're an investor seeking a premier downtown asset, an entrepreneur looking to establish a flagship location, or someone passionate about preserving a piece of Winchester's rich history, this is a truly exceptional offering. Prime location, historic character, and significant square footage combine to create a one-of-a-kind ownership opportunity in the center of Winchester's thriving Walking Mall district.
1019 Berryville Ave, Winchester, VA 22601 Prime Winchester location! This approximately 3,000+ square foot finished property offers flexibility, with three full, independent units, each featuring a private entrance and kitchen. The property provides an excellent opportunity for investors, owner-occupants, or buyers seeking multiple income streams and versatile space. A rear parking lot provides convenient off-street parking for occupants. Located on Berryville Avenue with convenient access to Downtown Winchester, Old Town Winchester, shopping, dining, entertainment, schools, medical facilities, and major commuter routes. The property offers easy access to Route 7, Route 50, I-81, and Route 522, making commuting throughout Winchester and the Northern Shenandoah Valley convenient, with access toward Northern Virginia, Maryland, and West Virginia. Whether you're looking to expand an investment portfolio, house-hack, operate a live/work property, or capitalize on multiple rental opportunities, this versatile property is worth a closer look. Buyer to independently verify zoning, permitted uses, square footage, rental/short-term rental regulations, and all other property information. All sizes are approximate.
Historic office building located just south of the Old Town Walking Mall and the Government and Judicial Center. The 3,618 sq ft property includes two finished floors that create a continuous flow for business operations and an aesthetically pleasing workspace. The rear of the building features a two level outside porch with ceiling fan for relaxing. The building has an unfinished walkout basement, offering a value-add opportunity to the new owner. The fully floored attic provides additional storage. Additional features include 7 office spaces, a conference room, 2 restrooms, and a kitchenette. Two designated parking spaces are in the rear of the property, plus street parking. Great location for an attorney, architect, engineer, real estate, title company, counseling, etc.
12,645 sf of B2 office space on 1.5 AC and 1.03 AC of B2 Land for a total of over 2.5 AC of Commercial Land. Building was built in 1997 and used as a large regional bank. Multiple offices, conference rooms, bathrooms and space for growth. Call broker for showing and additional details
Great Warehouse in the City of Winchester, approximately 13,000 sq. ft., Great Space for all Your needs!
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.
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!
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.
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.
