Shepherdstown Real Estate

Shepherdstown Real Estate

Welcome to Shepherdstown, West Virginia—a charming town that beautifully blends history, culture, and natural beauty. Nestled along the banks of the Potomac River, Shepherdstown is the oldest town in West Virginia, boasting a rich heritage that dates back to 1734. With its picturesque streets lined with 18th-century architecture, this vibrant community offers a unique glimpse into America’s past while embracing the modern conveniences of today.

As a hub of artistic expression, Shepherdstown is home to a thriving arts scene, featuring galleries, theaters, and live music venues that attract both locals and visitors alike. The town is also known for its annual events, such as the Shepherdstown Street Fest and the Contemporary American Theater Festival, which showcase the creative spirit of this close-knit community.

Outdoor enthusiasts will find plenty to love about Shepherdstown. With the nearby Appalachian Trail and the scenic C&O Canal, there are endless opportunities for hiking, biking, and exploring the stunning natural landscapes. The Potomac River invites kayaking and fishing, making it an ideal spot for those who appreciate the great outdoors.

Education is a cornerstone of Shepherdstown, with Shepherd University providing a vibrant campus atmosphere and contributing to the town’s dynamic character. The university fosters a sense of community and offers various cultural and educational events throughout the year.

Whether you’re seeking a place to call home or a charming getaway, Shepherdstown, WV, offers a perfect blend of history, culture, and natural beauty. Discover the warmth of this enchanting town and experience the charm that makes Shepherdstown a true gem in the heart of West Virginia.

Newest Listings in Shepherdstown

$649,900
4 Beds ⋅ 3 Baths ⋅ WVJF2025658 MLS
**Refined Country Living in Historic Shepherdstown** Experience the perfect balance of luxury, privacy, and timeless charm at 277 Shveda Way. Set on 1.82 beautifully landscaped acres just minutes from the heart of historic Shepherdstown, this exceptional ranch residence offers sophisticated one-level living in one of West Virginia's most sought-after locations. Thoughtfully designed for both elegant entertaining and everyday comfort, the open-concept floor plan is filled with natural light and seamlessly connects the living, dining, and kitchen spaces. The main level features three generously sized bedrooms and two full bathrooms, creating a comfortable and functional layout, while a private fourth-bedroom suite with its own full bath is tucked above the garage. This secluded space is perfectly suited for overnight guests, multigenerational living, an executive home office, an au pair suite, or a quiet retreat, offering exceptional flexibility while maintaining privacy from the main living areas. The expansive walkout basement presents an extraordinary opportunity to create additional luxury living space tailored to your lifestyle. Envision a custom home theater, wine cellar, fitness studio, game room, or guest quarters—the unfinished lower level provides a blank canvas with endless possibilities while adding significant long-term value. Outside, nearly two acres of beautifully tree-lined grounds create an idyllic setting for outdoor entertaining, gardening, or simply enjoying the peace and privacy of your own estate-like setting. Beyond the property, discover the unmatched lifestyle that has made Shepherdstown one of the Mid-Atlantic's most cherished destinations. Stroll charming streets lined with boutique shops, acclaimed restaurants, art galleries, and inviting cafés. Enjoy live theater, farmers markets, festivals, and the cultural influence of Shepherd University, or spend weekends exploring the scenic Potomac River, nearby wineries, golf courses, and miles of outdoor recreation. Ideally located for commuters while offering the serenity of country living, 277 Shveda Way provides convenient access to Martinsburg, Charles Town, Maryland, Northern Virginia, and Washington, D.C. Whether you're seeking a full-time residence or a sophisticated weekend escape, this remarkable property delivers an exceptional combination of quality, versatility, and location. Rarely does a home offer this blend of refined craftsmanship, flexible living spaces, an estate-sized homesite, and proximity to one of West Virginia's most celebrated historic towns. **277 Shveda Way is more than a home—it's an invitation to experience a lifestyle defined by elegance, tranquility, and enduring appeal.

277 Shveda Way, Shepherdstown
$285,000
3 Beds ⋅ 1 Baths ⋅ WVJF2025646 MLS
Unique Mixed-Use Opportunity! Rare corner lot offering residential, light industrial, and commercial zoning, providing exceptional flexibility for homeowners, investors, or business owners. The property features a cozy home ready for comfortable living along with a spacious shed ideal for storage, a workshop, or hobby space. High-visibility location with convenient access to Shepherdstown, Martinsburg, and major commuter routes. Whether you're looking for a live-work property, investment opportunity, or a site with future potential, this versatile property offers endless possibilities. Don't miss your chance to own this one-of-a-kind property with multiple permitted uses in a desirable location. Schedule your private showing today!

7628 Martinsburg Pike, Shepherdstown
$560,000
4 Beds ⋅ 3 Baths ⋅ WVJF2025516 MLS
This well-maintained rancher built in 2018 is completely move in ready and situated on 2 private acres in Shepherdstown off Persimmons Lane. Offering 4 bedrooms and 3 full bathrooms, this home features an open floor plan with cathedral ceilings, creating a bright and spacious feel centered around a cozy fireplace—perfect for relaxing or entertaining. The well-appointed kitchen offers granite countertops, stainless steel appliances, and a convenient eat-in dining area, while a separate formal dining room provides the perfect space for hosting family gatherings. The updated primary suite is a true retreat, featuring a beautifully renovated bath and an oversized walk-in closet. A unique loft suite offers flexible space for guests, a home office, or a private getaway. The full walk-out basement provides abundant storage and endless possibilities for future finished living space. Additional updates include master bedroom and bathroom, new luxury vinyl plank flooring, new sliding glass door and a whole-house water treatment system for added peace of mind. Combining modern finishes, functional living space, acreage, and a sought-after location, this property truly offers the versatility today's buyers are looking for. Home inspection already done for buyers' convenience, some items have been repaired, septic recently pumped/inspected, check documents for inspection and invoice.

50 Lamar Ln, Shepherdstown
$400,000
3 Beds ⋅ 3 Baths ⋅ WVJF2025616 MLS
Welcome to 207 Sandpiper Lane, a beautifully maintained, like new, 3-bedroom, 3-full-bath home situated on nearly one acre in desirable Shepherdstown, West Virginia. Built in 2018, this inviting property offers a thoughtful layout with generous living space and a fully finished walkout lower level. The main level offers an open floor plan, hardwood floors in the main living areas, a spacious living room, kitchen and dining area with access to the deck. The primary bedroom includes a full private bathroom. Two more nice size bedrooms and a 2nd full bathroom round out the main level. The lower level includes a spacious recreation room, 3rd full bathroom, laundry room and a door leading to the backyard. The home features a two-car side-load garage, adding both convenience and attractive curb appeal. You'll love entertaining on the 12' x 16' rear deck overlooking the beautiful backyard that backs to mature trees, creating a peaceful and private setting for relaxing and enjoying the outdoors. Conveniently located near historic charm of downtown Shepherdstown, this home offers the ideal combination of space, privacy, modern construction, and accessibility. Don’t miss the opportunity to make this exceptional Shepherdstown property your own!

207 Sandpiper Ln, Shepherdstown
$1,799,900
WVJF2024946 MLS
An exceptional opportunity to own one of historic Shepherdstown’s most iconic mixed-use commercial properties in the heart of West Virginia’s oldest town! Prominently situated on a .173-acre commercially zoned corner parcel along East German Street, this landmark building, originally constructed in 1906, offers an impressive 9,000 + total square feet of versatile space, blending timeless architectural character with outstanding investment potential. Spanning approximately 9,000 square feet, the property presents a versatile layout well-suited for a variety of commercial, hospitality, retail, office, or mixed-use opportunities. The main level features expansive restaurant and pub space with large storefront windows, prominent street frontage, inviting dining areas, bar service, and a commercial infrastructure established presence along one of the town’s most traveled corridors create exceptional exposure for any business venture. An upper-level leased commercial business unit offers the added benefit of supplemental rental income, also creating an attractive investment opportunity. Steeped in history and prominently positioned within Shepherdstown’s vibrant downtown business district, the property also enjoys exceptional visibility and year-round pedestrian traffic from residents, visitors, tourists, and the Shepherd University community. Surrounded by locally owned boutiques, acclaimed restaurants, galleries, entertainment venues, historical landmarks, and just moments from the Potomac River, this location places your investment at the center of one of the region’s most charming and thriving destinations. Whether preserving its legacy as a celebrated dining and gathering place, transforming it into a boutique hospitality destination, or capitalizing on its mixed-use potential, the possibilities are remarkable. Properties of this size, prominence, and historic significance rarely become available in downtown Shepherdstown!

201 E German St, Shepherdstown
$800,000
WVJF2025534 MLS
3.85 acres. General Commercial. The Gateway to Shepherdstown! Position your next investment just minutes from downtown Shepherdstown and Shepherd University. This location benefits from a steady flow of local residents, university traffic, commuters, and tourists drawn to the area's historic charm, shopping, dining, and cultural attractions. Rarely does a parcel of this size, visibility, and strategic location become available in the Shepherdstown market. The building is in need of substantial renovation and is being offered as-is, with the property's greatest value in its outstanding commercial location and redevelopment potential.

7174 Martinsburg Pike, Shepherdstown
$749,000
3 Beds ⋅ 3 Baths ⋅ WVJF2025332 MLS
This is a unique Home On 3+ Private Acres Located Just 2 Miles From The Public Boat Ramp To The Potomac River In Shepherdstown, WV. This 3 Bedroom, 3 Bath Home Spread Over 2 Floors Sitting On A Hill Outside Shepherdstown With Beautiful Sunrise And Sunsets. Six Years Young...Windows, Doors, Electrical, Plumbing, HVAC, Spray Foam Insulation, Drywall, Floors, Lighting, Oversized Fans, All Appliances And More! Craftsman FinishesThroughout, Glass Transoms, Solid Doors, 12' Slider, Chef's Kitchen, Open Floor Plan, Tiled Bathrooms and Showers, EV ChargePoint Fast Charger And Much More...Bring Your Wife, Her Horse, Bring Your Bow, Bring Your Fishing Kayak, Don't Forget The Kids! Carport Is Large Enough For An RV. This Large Comfortable Home With Several "Flex Spaces" Offers A Great Place To Raise A Family Within 60 Miles Of DC , Baltimore And Much Of Northern VA.

92 Fidlers Way, Shepherdstown
$589,000
4 Beds ⋅ 4 Baths ⋅ WVJF2025190 MLS
Welcome to 262 Canal Way, Shepherdstown, WV, where thoughtful upgrades and an exceptional location come together in one beautiful home. Nestled in one of Shepherdstown's most desirable neighborhoods, this spacious residence offers the perfect blend of elegance, comfort, and functionality. Step inside to find beautiful hardwood floors flowing throughout the main living areas, creating a warm and inviting atmosphere. The open-concept design is ideal for both everyday living and entertaining, centered around a gourmet kitchen featuring an oversized center island, double wall ovens, abundant cabinetry, and generous prep space. Comfort-height kitchen and bathroom countertops add a touch of luxury and convenience throughout the home. Upstairs, the private primary suite serves as a peaceful retreat, complete with a spacious en suite bathroom and generous walk-in closets, offering comfort, privacy, and ample storage. Additional bedrooms provide flexible space for family, guests, or a home office. The finished lower level expands the home's versatility with a stunning floor-to-ceiling stone fireplace that creates a warm, cozy gathering space. A wet bar rough-in is already in place, making it easy to design the entertainment area of your dreams—whether it's a game room, media room, home gym, or guest suite. Thoughtful details throughout the home include ceiling fans in most rooms, a central vacuum system for added convenience, and quality finishes designed for comfortable everyday living. Major updates—including a roof replaced in 2020 and an HVAC system replaced in 2021—provide added value and peace of mind for years to come. Located just minutes from historic downtown Shepherdstown, you'll enjoy easy access to charming boutiques, award-winning restaurants, coffee shops, parks, walking trails, the Potomac River, and the C&O Canal Towpath. Convenient commuter routes to Charles Town, Martinsburg, Maryland, and Northern Virginia make this location as practical as it is picturesque. Beautifully maintained, tastefully upgraded, and ideally located, 262 Canal Way offers the opportunity to enjoy everything that makes Shepherdstown one of the Eastern Panhandle's most sought-after places to call home. Schedule your private showing today and experience it for yourself.

262 Canal Way, Shepherdstown
$310,000
3 Beds ⋅ 4 Baths ⋅ WVJF2025168 MLS
Welcome to 45 Ryan Court, where low-maintenance living meets the charm and character of historic Shepherdstown. Nestled in the desirable Maddex Farm community, this spacious three-level townhome offers approximately 1,900 square feet of comfortable living space with 3 bedrooms, 2 full baths, and 2 half baths. The inviting main level features a bright, open floor plan that seamlessly connects the living and dining areas, creating an ideal space for everyday living and entertaining. The kitchen offers ample cabinetry and workspace with easy access to outdoor living. Upstairs, the spacious primary suite provides a private retreat complete with an en-suite bath, while two additional bedrooms offer flexibility for family, guests, or a home office. The finished lower level expands your living space and is perfect for a recreation room, media room, fitness area, or work-from-home setup, complete with an additional half bath. Enjoy the convenience of living just minutes from downtown Shepherdstown, where you'll find locally owned restaurants, coffee shops, boutiques, and year-round community events. Outdoor enthusiasts will appreciate nearby walking trails, parks, the Potomac River, and easy access to the C&O Canal Towpath. Commuters will enjoy convenient access to Charles Town, Martinsburg, Harpers Ferry, and Maryland and Northern Virginia. Whether you're looking for your first home, a weekend getaway, or an investment opportunity, this move-in-ready townhome offers the perfect combination of comfort, convenience, and the unique lifestyle that makes Shepherdstown one of West Virginia's most sought-after communities.

45 Ryan Ct, Shepherdstown
$722,400
WVBE2052432 MLS
Discover a remarkable 17.2-acre lot, perfectly poised for investment or your dream retreat. This parcel offers a level terrain, ensuring ease of development while providing a serene escape from the hustle and bustle. Nestled on a no-thru street, it guarantees privacy and tranquility, making it an ideal canvas for your vision. Imagine waking up to breathtaking views of lush pastures and towering trees, creating a picturesque backdrop for your future home or investment property. The absence of nearby developments enhances the sense of seclusion, while still being conveniently accessible. This lot presents a unique opportunity for investors seeking to capitalize on the growing demand for spacious, nature-rich properties. With its expansive size and desirable features, the potential for appreciation is significant. Embrace the chance to create a legacy in this idyllic setting, where comfort meets opportunity. Don't miss out on this exceptional investment!

Otter Run Pl Unit #LOT 3, Shepherdstown
$800,000
WVJF2024664 MLS
3.85 acres. General Commercial. The Gateway to Shepherdstown! Position your next investment just minutes from downtown Shepherdstown and Shepherd University. This location benefits from a steady flow of local residents, university traffic, commuters, and tourists drawn to the area's historic charm, shopping, dining, and cultural attractions. Rarely does a parcel of this size, visibility, and strategic location become available in the Shepherdstown market.

7174 Martinsburg Pike, Shepherdstown
$324,000
3 Beds ⋅ 4 Baths ⋅ WVJF2024904 MLS
Welcome to this Sun-Drenched and Spacious Townhome with Brick Façade, Serene Wooded Views, 3 Bedrooms, 2 Full Bathrooms, and 2 Half Baths. Recent updates include Refinished Hardwood Floors, Newly Installed Redefined Pine Floors, recent New Deck Floor Boards, and an almost new HVAC System that was installed in 2024. Comcast cable and Xfinity are available. Enjoy the perfect blend of town and country! PRICE REDUCED & SELLER OFFERS BUYER A $5,000 CREDIT AT CLOSING. This home is conveniently located near the new Shepherdstown Library, Morgan’s Grove Park, and the unique restaurants and shops of historic downtown Shepherdstown. Your options for adventure are nearly endless, with the Potomac River, C&O Canal, Harpers Ferry, Charles Town, Martinsburg, the Appalachian Trail, and lots of Outdoor Recreation with MARC commuter and Amtrak passenger train stations in the area. Visit https://shepherdstown.info/ for more information, to request the email newsletter, and to view the calendar of local events.

39 Swearingen Way, Shepherdstown
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