$530,230Average Value$185Average Price per Sq Ft19Homes For Sale
Shepherdstown is a university town with outdoor adventure
Heralded as the oldest town in West Virginia, Shepherdstown has history in spades— but that’s not all it has to offer. Located in the lower Shenandoah Valley and overlooking the Potomac River, Shepherdstown has plenty of opportunities for outdoor recreation: hiking, cycling, kayaking, canoeing, you name it. The downtown district, characterized by its white columned and red bricked storefronts, offers an eclectic array of artistic shops and restaurants, “It’s got a lot of historic charm,” says Adam Miller, a Realtor who has sold 37 homes in the neighborhood. “It’s also a university town, so there’s a youthful, energetic feel to it too.”
Shepherd University campus is in the heart of downtown Shepherdstown.
Spectators enjoy the 4th of July parade as it makes it's way through Shepherdstown.
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Homes in a walkable downtown or on country roads
The neighborhood is comprised of two distinct layouts: the planned grid of the downtown district that borders the Potomac and the winding roads that stretch out west from the center of Shepherdstown and into the sprawling countryside. Though mostly a driving community, public transportation is accessible through The Eastern Panhandle Transit Authority in Kearneysville, just 5 and a half miles east from downtown. Take a walk through the historic, treelined streets of the downtown area and you’ll be surrounded by red brick and sided log buildings. You’ll find mostly Colonials, Colonial Revivals and Federal style homes. Take a drive to the countryside and you’ll find a few newer construction ranches sprinkled throughout. Prices range from $400,000 to the upper $600,000’s, with the average home going for about $500,000. 1,500-2,000 square foot homes tend to cost a little less, between $300,000 to $450,000. These prices are consistent throughout both the downtown and the countryside, though the countryside homes tend to offer more acreage.
The O'Hurley's General Store was founded over 100 years ago in Shepherdstown.
Shepherdstown historic area has a mix of commercial use, single family homes and apartments.
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C.W. Shipley Elementary is one of the best in Jefferson County
Students can start their education at C.W. Shipley Elementary School, rated an A-minus by Niche, which ranks it the Best Public Elementary School in Jefferson County. Students can move onto Shepherdstown Middle School, which holds a B rating, and then finish at Jefferson High School, which also earns a B. Shepherd University, the local liberal arts college, is a nearby option for higher education.
C.W. Shipley Elementary School welcomes students K-5 and has a student to teacher ratio of 14 to 1.
Shepherdstown Middle School serves students in northern Jefferson County.
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Local parks offer trails and history
Nature lovers can stroll beneath towering oaks and maples as they explore historic Morgan Grove Park. A 1-mile-long trail loops you around this 20-acre plot featuring meadows, a playground, soccer fields, horseshoe pits, and the spring-fed stream after which the park was named. Take a drive to North Mill Street toward Rumsey Monument Park where vibrant Red Maples and Colonial history converge. You’ll be greeted with the sight of the James Rumsey Monument, a sky-scraping granite column dedicated to the inventor of the steamboat. Climb up onto the monument’s platform for a panoramic view of the Potomac River as it sparkles beneath the peaks of the Blue Ridge Mountains. History fans can check out Historic Shepherdstown Museum where they can peruse 300 years’ worth of the town’s artifacts and historic documents.
The B&O Railroad, Potomac River and Rumsey monument create a stunning view in Shepherdstown.
Morgan Grove Park offers a playground shaded by large trees in Shepherdstown.
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The annual Contemporary American Theater Festival
For theater fans, the Contemporary American Theater Festival is a must see. This annual festival occurs every July and features a combination of 6 new plays, all of which are premieres and second or third productions. “The arts are huge here,” Miller notes. “And the theater festival really brings a big crowd.”
Rustic fine dining in historic downtown
The Downtown area has several different dining options to choose from. Start your day at the Lost Dog Coffee Fine Arts Drink Emporium, a local independent coffeehouse with a quirky and artistic vibe. This restaurant doubles as an art gallery, featuring unique works from an array of local artists along the exposed brick walls. For fine dining, check out The Pressroom, a New American restaurant in a rustic brick building that was once the home of Shepherdstown’s local newspaper. For shopping, head to the Food Lion for all your grocery needs and to The Good Shop for clothing, jewelry and shoes.
Visit Mountaineer Popcorn in Shepherdstown for a tasty snack.
Maria's Taqueria in Shepherdstown serves a mean plate of nachos.
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Written By
Stephanie Davison
Photography Contributed By
David MacNeill
Video By
Kyle Keyes
Interested in learning more about homes in this area?
Reach out to
Paul Katrivanos,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Shepherdstown, WV sell after 54 days on the market compared to the national average of 57 days. The median sale price for homes in Shepherdstown, WV over the last 12 months is $465,000, down 3% from the median home sale price over the previous 12 months.
As soon as you enter this beautiful home you realize this is a well maintained one! Nice open stairway and two-story foyer to the second floor. Sparkling wood floors and laminate floors as well. First floor offers living room as well as a family room off the kitchen. Formal dining but breakfast room also and, counter seating in a beautifully laid out kitchen. Granite counters, gas stove, built in
Jacqueline LewisGreentree Associates of Shepherdstown, Inc.
NEWLY PRICE ADJUSTED- SELLER MOTIVATED! Don’t lose the opportunity to own this AMAZING BREATHTAKING VIEWS! on a property located in one of the nicest subdivisions in Jefferson County.Amazing views from all windows, Home over 5,600 finished square feet. Kitchen with updated stainless appliances, breakfast area adjacent to living room.Beautiful wood floors throughout most of the house.
This 2-unit duplex just outside Shepherdstown offers incredible flexibility and income potential. Whether you're an investor seeking a strong rental opportunity or an owner-occupant looking to offset your mortgage, this property checks all the boxes. Live in one unit and rent the other, or maximize income by leasing both. Ideal for those with students attending Shepherd University, this property
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
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
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
As soon as you enter this beautiful home you realize this is a well maintained one! Nice open stairway and two-story foyer to the second floor. Sparkling wood floors and laminate floors as well. First floor offers living room as well as a family room off the kitchen. Formal dining but breakfast room also and, counter seating in a beautifully laid out kitchen. Granite counters, gas stove, built in
Jacqueline LewisGreentree Associates of Shepherdstown, Inc.
Lot 9, Briar Mountain Drive, North Hills at Cress Creek is one of the last remaining lots available in the sought after Shepherdstown's Premier 18 hole private golf course community. The cul-de-sac lot with access to water and sewer is waiting for your custom home to be built. This beautiful lot which borders a working farm preserved by a conservation easement offers peaceful privacy. Whether you
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
Jacqueline LewisGreentree Associates of Shepherdstown, Inc.
Price Improvement! Premier, three-level, corner lot townhome located in Historic Shepherdstown, WV! Welcome to this beautifully renovated, move-in ready townhome, ideally located across from Morgan’s Grove Park and just minutes from downtown Shepherdstown’s shops, dining, and cultural charm. Offering almost 2,900 finished square feet across three thoughtfully designed levels, this 4-bedroom,
Just two blocks from the vibrant Shepherdstown Historic District and set along the quiet tree-lined street of Fairmont Avenue, this charming brick colonial offers a rare and compelling balance: immediate access to the character, walkability, and charm of historic Shepherdstown—while enjoying the flexibility and ease of living just outside the district’s formal guidelines. Beyond the main
Morgan BoyerHunt Country Sotheby's International Realty
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
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
146 Ashley Drive is available for rent with lease beginning September 1, 2026! Nestled in a quiet neighborhood, with large shady trees, this home is located on the edge of Shepherdstown. Boasting 4 bedrooms and 2 baths, this single family home sits on a FLAT almost a half acre with an attached garage and fully fenced rear yard. The home has almost 2000 sq feet of finished area with a washer and
Welcome to this exceptional rental home situated on a desirablecorner lot, offering luxury, comfort, and space throughout. Thisbeautifully maintained property features numerous upgrades, afinished basement, and an open-concept floor plan designed forboth everyday living and entertaining. The gourmet-style layoutflows seamlessly into expansive living and dining areas,
Downtown Shepherdstown across from Shepherd University - 2 bedroom, 1 bath apartment on 2nd floor - rear of building. Updated including granite countertops, Stainless Steel appliances and a washer/dryer in the unit. 1 reserved parking space on site. Pets allowed on a case by case basis. $500 pet deposit. Available immediately. Owner is a licensed real estate agent.
Lovely townhome for rent in the heart of Shepherdstown! Freshly painted and featuring a new deck, this place is move-in ready. Located in the highly sought after Maddex Farm subdivision, you'll be within walking distance to local grocery and convenience stores, and just down the road from the shops and restaurants in the historic downtown area. Enjoy both comfort and convenience with this one!
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