$526,408Average Value$190Average Price per Sq Ft27Homes 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
Patti Perez,
an experienced agent in this area.
GreatSchools:
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On average, homes in Shepherdstown, WV sell after 56 days on the market compared to the national average of 58 days. The median sale price for homes in Shepherdstown, WV over the last 12 months is $462,500, down 4% from the median home sale price over the previous 12 months.
Imagine living just a short walk from everything that makes Shepherdstown special. Located on a beautifully manicured 1⁄2-acre lot, 112 Valley Court offers the rare opportunity to enjoy the convenience of walkable living while still having the space and privacy of a well-appointed home. Stroll into historic downtown for dinner, coffee, shopping, weekend farmers markets, university events, or an
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 603 Persimmon Ln, Shepherdstown, WV—a beautifully fully renovated home situated on 1.5 acres of serene, natural surroundings.This spacious residence features 5 bedrooms and 3 full bathrooms, offering a flexible and functional layout ideal for both everyday living and entertaining. The home has been thoughtfully updated throughout, creating a fresh, modern feel while maintaining
The Deerfield is a thoughtfully designed two-story house with four bedrooms and two-and-a-half baths. The kitchen features a walk-in pantry and island. That island includes a sink, making it perfect for food preparation, and has plenty of room for stools, so you can entertain. The kitchen looks out over the open-concept dining area and great room. All four bedroom are upstairs along with the
Our brand-new ranch plan with a loft: The Bristol! This style home offers prime main level living. On the 2nd floor there is a spacious loft area with a bedroom and full bath. In total there are 4 bedrooms, 3 full baths and a generous 2 car garage. This designer kitchen is equipped with stainless steel appliances, multi cycle dishwasher, disposal, range and microwave with Aristokraft kitchen
The striking combination hardiplank and cedar-sided ranch-style home sets beautifully in the well-appointed Cress Creek community, in one of the Best Small Historic Towns (USA Today 2026), offering a balance of modern-styling with classic architecture. The exterior has been fully updated with a new roof (2024), new hardiplank front and completely painted cedar siding (2025), and an updated rear
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
Don't miss out on this rare opportunity to own nearly 8 UNRESTRICTED acres in Shepherdstown. Sweeping sunset views make this a perfect location to lay down roots and build your forever home.Build with confidence as major groundwork is already complete. Perc-approved for a 4 bedroom house with well already in place. Experience true flexibility to build your dream home with NO HOA. Although the
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.
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
Beautiful like new 4 Bedroom 2.5 bath home in desirable Tollhouse woods, Shepherdstown WV. Close to Shepherd University and a plentitude of shopping and dining options in quaint downtown! The main level features a light filled open floorplan with Gourmet Kitchen, Whirlpool appliances and a center island connecting adjoining dining area, spacious Living Room, and half bath. Upper level has 4
NEWS FLASH! Shepherdstown name a Top 10 Best Historic Small Town by USA Today readers. Don't wait - buy into this beautiful home just minutes from the heart of historic Shepherdstown. Huge price improvement. This home's premier location is in the Cress Creek golf course neighborhood of Fernbank and just a few minutes from Shepherd University, the Potomac River, and a vibrant downtown, rich with
Property Id: 1759660Welcome to your new home at 442 Gardners Lane in Shepherdstown! This charming 3-bedroom, 1 bathroom unit is available starting June 1st for $1000/month. Very quiet, country setting, with water, sewer, and trash included, this property won't last long. Contact us today to schedule a viewing!
Downtown Shepherdstown on German St across from the University. 3 bedroom, 1 bath 3rd floor apartment overlooking German St. Shows well. Rent includes water, sewer and garbage. Coin operated laundry in the building. Pets on a case by case basis. $500 deposit. No off street parking. Available 6/1/26. Owner is a licensed real estate agent.
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
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