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SHEPHERDSTOWN

One of the most popular communities provided by Charis Realty Group - Christine Issler, Broker

SHEPHERDSTOWN

About SHEPHERDSTOWN

Shepherdstown, WV Real Estate and Community

Welcome to Shepherdstown, West Virginia

Discover the charm and allure of Shepherdstown, a historic town nestled in the Eastern Panhandle of West Virginia. With its rich heritage and vibrant community, Shepherdstown offers an exceptional quality of life alongside diverse real estate opportunities.

Why Live in Shepherdstown?

A Rich History

  • Founded in 1734, Shepherdstown is one of the oldest towns in West Virginia.
  • Home to significant historical landmarks, such as the Shepherd University and the Antietam National Battlefield.

Vibrant Community Life

  • Enjoy a tight-knit community with friendly neighbors and local events.
  • Participate in year-round activities like the Shepherdstown Street Fest, art openings, and farmers’ markets.

Natural Beauty

  • Surrounded by stunning landscapes, including the Potomac River and nearby Appalachian Mountains.
  • Ideal for outdoor enthusiasts: hiking, biking, and fishing abound in the area.

Real Estate in Shepherdstown

Diverse Property Options

  • Single-family homes: Ranging from historic charm to modern designs.
  • Condos and townhomes: Perfect for those seeking low-maintenance living.
  • Vacant land: Opportunities to build your dream home amidst nature.

Market Insights

  • Shepherdstown boasts a competitive real estate market, making it ideal for buyers and investors alike.
  • Home prices typically range from $200,000 to over $1 million, catering to various budgets.

Why Invest Now?

  • Growing demand: With its proximity to Washington, D.C., Shepherdstown attracts professionals looking for a quieter lifestyle while maintaining access to urban amenities.
  • Strong community values: Invest in a town that prioritizes its residents and fosters a welcoming environment.

Explore Shepherdstown’s Real Estate Today

Ready to find your dream home in Shepherdstown?

  • Contact us for expert guidance on navigating the local real estate market.
  • Visit our website for the latest listings and market updates.

Connect with Us

  • Follow us on Facebook to stay updated.
  • Sign up for our newsletter for insider tips and community news.

Join us in discovering the beauty and potential of Shepherdstown, WV! Your new home awaits.

One of the most popular communities provided by Charis Realty Group - Christine Issler, Broker
35
# of Listings
3
Avg # of Bedrooms
$294
Avg. $ / Sq.Ft.
$561,859
Med. List Price

Browse SHEPHERDSTOWN Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

35 Properties Found. Page 1 of 3.

Rare commercial opportunity in Shepherdstown offering exceptional visibility, flexibility, and investment potential. Ideally situated directly off Route 45 at a signalized intersection and just minutes from Historic Shepherdstown, this prime corner property benefits from dual access from Martinsburg Pike and Old Martinsburg Road, ensuring convenient ingress and egress. The property features more than 15,000 square feet of commercial space, including a large open-concept area, office space, and two sets of bathrooms. The layout offers potential for multiple tenants with both lower and upper-level spaces, creating an excellent opportunity for owner occupancy or income-producing investment. A substantial parking area accommodates 100+ vehicles, providing ample parking for employees, clients, and visitors. This high-visibility location with strong traffic counts makes it ideal for medical, professional, educational, institutional, or office use. Tenants are responsible for any improvements necessary to customize the space to their business needs. The owner is open to a five-year lease agreement, providing long-term stability for prospective occupants. Located near vibrant downtown Shepherdstown, home to Shepherd University, the area offers an array of restaurants, boutiques, and cultural attractions. Convenient commuter access includes the Shepherdstown MARC train station and proximity to major transportation routes. The property is approximately 50 miles from the Washington, DC Beltway and offers convenient access to Eastern WV Regional Airport, Washington County Regional Airport, Dulles International Airport, Ronald Reagan Washington National Airport, and Baltimore/Washington International Airport.
#WVJF2024938

SHEPHERDSTOWN

7595 MARTINSBURG PIKE

None Beds

None Baths

17,616 Sq.Ft.

$3,500,000

MLS#: WVJF2024938

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.
#WVJF2024664

SHEPHERDSTOWN

7174 MARTINSBURG PIKE

None Beds

None Baths

2,750 Sq.Ft.

$800,000

MLS#: WVJF2024664

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.
#WVJF2025534

SHEPHERDSTOWN

7174 MARTINSBURG PIKE

None Beds

None Baths

3.85 acres

$800,000

MLS#: WVJF2025534

Step into a piece of history with this charming Colonial home, originally built in the 1840's, nestled in the heart of the vibrant Shepherdstown community. This beautifully maintained residence boasts 3 spacious bedrooms (4th bedroom option) and 3 full bathrooms, offering a perfect blend of classic elegance and modern comfort across more than 2,300 sq. ft. of living space. Inside, the traditional floor plan welcomes you with rich hardwood floors and an inviting eat-in gourmet kitchen, ideal for culinary enthusiasts. Enjoy cozy evenings in the cozy living spaces or entertain guests in the combination kitchen/dining area, enhanced by ample natural light. The main floor laundry adds convenience to your daily routine. Step outside to discover a private oasis on a generous 0.46-acre lot, beautifully landscaped and backing to serene trees. The outdoor space features a charming brick patio and porch, perfect for summer BBQs or quiet mornings with a cup of coffee. Additional structures, including a shed, provide extra storage for your gardening tools or hobbies. Located in downtown Shepherdstown, you'll enjoy easy access to local shops, restaurants, and cultural attractions, making this home not just a residence but a lifestyle. With off-street parking and an attached carport, convenience is at your fingertips. Experience the perfect blend of historic charm and modern amenities in this delightful home-your dream awaits!
#WVJF2026110

SHEPHERDSTOWN

102 N DUKE STREET

3 Beds

3 Baths

2,306 Sq.Ft.

$789,900

MLS#: WVJF2026110

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! Gas Range, Gas Heat and Gas Hot Water And A Complete Water Conditioning System! Craftsman FinishesThroughout, Glass Transoms, Solid Doors, 12' Slider, Chef's Kitchen, Open Floor Plan, Tiled Bathrooms and Showers, And Much More... Bring Your Fishing Kayak, Paddleboard, Canoe...Don't Forget The Kids! Carport Features An EV ChargePoint Fast ChargerIs Large Enough For Your 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.
#WVJF2025332

SHEPHERDSTOWN

92 FIDLERS WAY

3 Beds

3 Baths

3,500 Sq.Ft.

$749,000

MLS#: WVJF2025332

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!
#WVBE2052432

SHEPHERDSTOWN

OTTER RUN PLACE LOT 3

None Beds

None Baths

17.2 acres

$722,400

MLS#: WVBE2052432

New on site 1 day ago
This charming residence in the desirable historic Shepherdstown community offers a perfect blend of comfort and style. Deeds show a Hannah Tucker bought the lot in 1830, historians believe the existing home was built around 1890...post Civil War. See property history included in seller docs. Step inside to discover a warm and inviting interior featuring traditional floor plans, cozy wood floors with some carpeted rooms, and built-ins that enhance the home's character. The family room, overlooking the garden like backyard. It is conveniently located off the kitchen, is perfect for gatherings, while the gourmet kitchen boasts a spacious island and stainless steel appliances, including a self-cleaning oven and built-in microwave, dishwasher, and refrigerator, making meal prep a delight. The home's thoughtful remodel includes a dedicated laundry area on the main floor and, a cozy fireplace, ideal for those chilly evenings. Step down den/library/office and a step down family room are delightful surprises. Outside, enjoy extensive hardscaping, deck, and a brick patio, sidewalks and old stone foundations, perfect for entertaining or simply unwinding in your private rear yard. An elevated walk area leads to a cute two story cottage which is perfect for an office, studio or, can be used as an efficiency rental unit. Located adjacent to Shepherd University, this cottage would be perfect for Shepherd employees or student, who want easy access to the University. Situated on a 0.22-acre lot, this property offers convenient on-street parking...residential parking only which is strictly enforced. Two parking permits available for homeowners. The Shepherdstown community is known for its friendly atmosphere, great restaurants, unique shopping and of course, the University, with nearby parks, Potomac River and recreational areas that encourage outdoor activities. With easy access to public services and a vibrant town, this is not just a place to live, but a place to thrive. Experience the warmth and charm of Shepherdstown, where community spirit comes together beautifully. About 10 minutes from Marc trains; Rt. 340 and Maryland commuter routes including 81 and 70 as well as Virginia routes.
#WVJF2026410

SHEPHERDSTOWN

103 W HIGH STREET

3 Beds

2 Baths

2,445 Sq.Ft.

$675,000

MLS#: WVJF2026410

This TPRIME LAND adjacent to Shepherd University, Domino's, and, across the street from WVU Medical facility and ROC's convenience store has A MAJOR PRICE REDUCTION!! SENECA CROSSING NORTHSIDE apartment concept... 40 units have been approved for this site...five buildings of eight units each. Perfect site for much needed apartments. House on the property is unlivable and there is approval to teardown. Approved trail connectivity out back corner of lot to Shepherd University's Wellness Center. Engineering completed by Mills Group. All plans available for review. DOH entrance permit in hand and bonded with $25000. Capacity letter in hand for Shepherdstown water and sewer. DHHR permit in hand. NOTICE: ALL Approvals may need updated or renewed.
#WVJF2010760

SHEPHERDSTOWN

8285 MARTINSBURG PIKE

None Beds

None Baths

3.7 acres

$650,000

MLS#: WVJF2010760

Why Wait for New? Welcome to 91 Marsh Hawk Way, Shepherdstown, WV—an exceptional Craftsman Colonial home situated on a beautiful 1-acre home site, offering the perfect combination of elegance, space, and modern comfort. Built in 2022, this stunning 4-bedroom, 2.5-bath home features 2,684 square feet of thoughtfully designed living space with quality finishes throughout. Rich hardwood floors enhance the main level, while the open-concept floor plan is ideal for both everyday living and entertaining. The beautifully appointed kitchen showcases stainless steel appliances, abundant cabinetry, generous granite counter space, cooktop, wall oven and a large center island that flows seamlessly into the spacious family room and dining area. Upstairs, the impressive primary suite serves as a private retreat, featuring a spacious bedroom, a luxurious ensuite bath with a soaking tub, separate shower, dual vanities, and ample closet space. Three additional bedrooms and a full bath provide plenty of room for family, guests, or a home office. This residence offers exceptional craftsmanship, stylish finishes, and modern energy-efficient construction. The expansive 1-acre lot provides endless opportunities for outdoor entertaining, gardening, recreation, or simply enjoying the peaceful surroundings. Conveniently located just minutes from historic downtown Shepherdstown, local restaurants, shopping, parks, schools, and major commuter routes, this move-in-ready home offers the ideal balance of luxury, comfort, and convenience. Don't miss your opportunity to own this beautifully maintained home that truly stands out from the rest. Schedule your private showing today!
#WVJF2025706

SHEPHERDSTOWN

91 MARSH HAWK WAY

4 Beds

2 Baths

2,684 Sq.Ft.

$649,990

MLS#: WVJF2025706

*NEW IMPROVED PRICE and THE SELLER IS OFFERING $10,000 TOWARDS CLOSING COSTS!* Redefined 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.
#WVJF2025658

SHEPHERDSTOWN

277 SHVEDA WAY

4 Beds

3 Baths

2,144 Sq.Ft.

$639,900

MLS#: WVJF2025658

Welcome to 225 Starkeys Landing, a spacious and beautifully maintained home built in 2022. This is a 4 bedroom and a 3.5 bath with three finished levels. The main level features a separate formal dining room and an enclosed flex space across from the dining room, ideal for a home office, playroom or den. A very spacious living room and kitchen area. The home comes with a newly built 16x14 Trex deck or you can head down to the 32x12 stamped concrete patio with a fully fenced in backyard, a perfect combination for entertainment. If that’s not enough, you are a 5 minute walk from the well maintained Morgan Grove Park.
#WVJF2026094

SHEPHERDSTOWN

225 STARKEYS LANDING

4 Beds

3 Baths

4,033 Sq.Ft.

$599,999

MLS#: WVJF2026094

Up on a ridge just outside of the town of Shepherdstown & along the Potomac River, there is a small, peaceful enclave of homes in the subdivision of Potomac Ridge. Potomac Ridge is a 10-lot neighborhood with 7 homes & community spaces along both the Potomac River to the front & an idyllic creek/stream to the back. This is a river-access community w/a very rudimentary & natural waterfront area for fishing, swimming, sunrise/sunset/wildlife watching, & picnicking. Up on the ridge, this stunning passive-solar, strawbale, lime-rendered residence is the perfect combination of environmentally friendly, efficient, rural, serene, & GORGEOUS. Designed by Sigi Koko, a pre-eminent east coast strawbale architect, & built in 2022, this home is the best of both worlds- 4 years new, & lived in gently so all facets are fine tuned, in terrific shape, and quite functional. The stunning interior offers an attractive blend of modern luxury & sustainable living. Think "Hippie, Chic, & Elegant!" Spanning 1,750 square feet, this meticulously crafted home showcases exceptional design & workmanship, making it a unique gem in a picturesque setting. Once parked, walk through the large front screened-in porch, w/ceiling fans & plenty of space to sit & relax. Inside, you are greeted by an open floor plan integrating living, dining, & kitchen areas, creating an inviting atmosphere perfect for winding down or entertaining. This home includes exquisite solid locally-sourced hardwood floors, ceramic tile in the baths/mud room/entry way, lime-rendered parging of walls, and tons of light to enhance the home's elegance. The gourmet kitchen is a chef's dream, boasting upgraded countertops, stainless steel appliances, and a spacious island that invites culinary creativity. Cathedral ceilings in this area, recessed lighting, pendant lighting, wall sconces, & built-ins add sophistication & warmth. The living room has a faux fireplace & mantle between the built-ins & the current owners use biofuel cans in winter for a little warmth & a lot of ambiance. In the summer, they place plants/candles to dress it up beautifully. The light & bright primary suite features a spa-like bathroom complete w/soaking tub, walk-in shower, & almost all recycled fixtures/components, creating a tranquil retreat w/a lower environmental impact. Two more bright bedrooms, w/a full bath in between, offer ample space for residents, guests, or home office/hobby areas. The thoughtful layout includes all entry-level bedrooms for comfort, access, & convenience. Open all three 8ft tall doors to a rear deck, (also accessed by the primary and 2nd bedroom) to double the entertaining space. Outside, the property is set on a 3.17-acre wooded lot, w/hardscaping, landscaping, & expansive outdoor spaces for incredible outdoor experiences. Tucked in the back of the property is a YURT! Yes, a yurt! It sits on a platform so you are in nature w/out having to be IN nature, including picnic table area for fun nights of glamping! Additional structures include a small greenhouse, an insulated shed w/electric service, & the attached carport offers versatile storage solutions. This home is not only a sanctuary but also a model of sustainability, featuring straw bale construction & nearly all recycled materials throughout. The energy-efficient appliances & water treatment system further enhance its eco-friendly appeal. This home is an ideal retreat for outdoor enthusiasts. The property is situated in a cul-de-sac, ensuring privacy & minimal traffic, while the scenic vistas of the surrounding mountains & wooded areas provide a breathtaking backdrop. With convenient parking options, a rough-in for an electric car charging station, an attached carport & circular driveway, this residence combines luxury, sustainability, & a prime location, making it a rare find in today's market. Experience the perfect blend of modern living & natural beauty in this exquisite & rare Potomac Ridge home.
#WVJF2026260

SHEPHERDSTOWN

312 POTOMAC RIDGE LANE

3 Beds

2 Baths

1,727 Sq.Ft.

$599,900

MLS#: WVJF2026260

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.
#WVJF2025190

SHEPHERDSTOWN

262 CANAL WAY

4 Beds

2 Baths

4,530 Sq.Ft.

$589,000

MLS#: WVJF2025190

LAST RIVER FRONT lot available at Shepherds Cove 5.4 Acre beautiful wooded lot sited on a bluff overlooking the Potomac River. BEAUTIFUL UNOBSTRUCTED VIEWS UP AND DOWN THE RIVER. Located in the shadow of historic Shepherdstown ,Shepherds Cove is a unique community for those selective home buyers who prefer woods and natural topography as their view , and golf carts as their preferred means to go to their boat, the putting green, the pavilion overlooking the Potomac, or just visiting a neighbor. It's a resort-like community for a small group of selective owners. A setting of unspoiled natural dramatic beauty. .Offering extensive hiking and biking paths and private access to twelve navigable miles of the beautiful Potomac River . Enjoy fishing, boating, swimming in a peaceful secure setting. Away from it all yet convenient location. Minutes to downtown Shepherdstown, Shepherd University , boutique shops, Great restaurants. An area of interesting folks, and cultural activities. Daily MARC Commuter Train to DC, 50 miles to Washington DC and Baltimore. Exceptional opportunity. Motivated seller. CALL FOR A TOUR
#WVBE2032288

SHEPHERDSTOWN

Lot 9 SHEPHERDS COVE SWIFT RIVER WAY

None Beds

None Baths

5.3 acres

$562,000

MLS#: WVBE2032288

Move In Ready, 4 bed, 3.5 bath Farmette on 2.25 Unrestricted acres in Shepherdstown. This home has many updates including a NEW ROOF, 2 New HVAC Units, New Hot Water Heater, New bathrooms with custom tile and quartz tops, New LVP flooring, fresh paint from top to bottom, New hardware and fixtures. The brand new kitchen features stainless steel appliances and quartz counter tops. Other features include: 3 bedrooms on the upper level, and 1 bedroom/home office on the main level, a front and rear covered porch, an oversized 2 car garage, a barn, and a fully finished basement.
#WVJF2024806

SHEPHERDSTOWN

637 PERSIMMON LANE

4 Beds

3 Baths

2,866 Sq.Ft.

$550,000

MLS#: WVJF2024806

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