$533,908Average Value$185Average Price per Sq Ft17Homes 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
Jim Keating,
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 52 days on the market compared to the national average of 55 days. The median sale price for homes in Shepherdstown, WV over the last 12 months is $460,000, down 5% from the median home sale price over the previous 12 months.
Overlooking Cress Creek Golf Club in Shepherdstown, this villa-style duplex offers a setting that feels peaceful, established, and easy to enjoy. Hardwood floors run throughout the main level, where the layout balances comfort and function with a formal dining room, an eat-in kitchen with table space, and a spacious living room centered around a wood burning fireplace with built-in shelving. A
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
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. Basement has a bedroom
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
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.
Discover the charm of this beautifully renovated Cape Cod home nestled in the desirable Maddex Farm community. With a major renovation completed in 2026, this residence boasts an excellent condition and upgrades throughout. The upgraded countertops and luxury vinyl plank flooring add a touch of elegance, while the breakfast area invites casual dining. This home features three comfortable
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
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
Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Lot 20 is an exceptional opportunity READY TO BUILD, beautiful wooded lot with well installed, lot has been cleared for house construction, community septic. Peaceful, tranquil setting. Shepherd Cove is a small , resort-like community of 19 lots with only 3 remaining. These large private lots have marina privileges, and private
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
Overlooking Cress Creek Golf Club in Shepherdstown, this villa-style duplex offers a setting that feels peaceful, established, and easy to enjoy. Hardwood floors run throughout the main level, where the layout balances comfort and function with a formal dining room, an eat-in kitchen with table space, and a spacious living room centered around a wood burning fireplace with built-in shelving. A
Enjoy elegance and convenience in this roomy three-level townhome featuring four bedrooms and two and a half baths. The luxuriously designed space is partially furnished. Enjoy morning coffee on the deck just outside the dining room on the second level. The large kitchen is functional and elegant. Front entry garage provides convenience and ample storage space. The ground floor includes one
URL: Move-In Ready 4-Bedroom Luxury Home for Rent in Shepherdstown, WV!Spacious, upgraded, and available immediately! This 5,075-square-foot, four-bedroom, three-and-a-half-bath Colonial at 29 Pathfinder Court offers an impressive combination of comfort, style, and versatility. Situated on an attractive corner lot in Deerfield Village, the home features an open-concept layout,
Welcome to this charming rental located in Shepherdstown. The property offers 4 bedrooms and 2 full baths. There is a bedroom on the main level and three additional located upstairs. Walking distance to downtown Shepherdstown and Shepherd University. Off street parking. Pets allowed.
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