CHARIS REALTY GROUP
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SHEPHERDSTOWN

One of the most popular communities provided by Charis Realty Group

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
37
# of Listings
3
Avg # of Bedrooms
$286
Avg. $ / Sq.Ft.
$508,959
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

37 Properties Found. Page 2 of 3.

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 large bay window with window seat brings in natural light, and the covered porch extends the living space outdoors with a view of Cress Creek Golf Course, that adds something special to daily life. The upper level includes a primary suite with ensuite bath, a second bedroom, full hall bath, and stacked washer and dryer. On the walkout lower level, a private bedroom suite with full bath, walkthrough closet, and patio access creates flexible space for guests, hobbies, or extended stays. Complete with a 2-car attached garage, this 3 bedroom, 3.5 bath home combines a scenic golf course backdrop with a floor plan designed for comfort, privacy, and ease. All this with easy access to all the restaurants, culture, and community that Shepherdstown, WV has to offer, just an hour outside of Washington, DC.
#WVJF2023750

SHEPHERDSTOWN

20 DRENNEN COURT

3 Beds

3 Baths

2,295 Sq.Ft.

$550,000

MLS#: WVJF2023750

Spring into action with a new price improvement! Nestled in the charming Hartzell Gardens community, PRICE REDUCTION...LET'S MAKE A DEAL...ALSO LISTING AGENT LIVES IN THE NEIGHBORHOOD! REACH OUT FOR ANY QUESTIONS! this delightful semi detached home offers a perfect blend of comfort and style. Built in 2008, the villa-style residence boasts 2 spacious bedrooms and adjoining room can easily be converted to 3rd and 2.5 bathrooms, providing ample space for relaxation and entertaining. Step inside to discover an inviting open floor plan that seamlessly connects the kitchen and living areas, enhanced by beautiful wood floors and natural light streaming through skylights. The kitchen is a chef's dream, featuring upgraded countertops, an island for casual dining, and a pantry for all your culinary needs. Enjoy cozy evenings by the fireplace in the living room, or unwind in the inviting primary suite, complete with a walk-in closet and a spa-like bathroom featuring a soaking tub and walk-in shower. The exterior of the home is equally appealing, with a well-maintained lot situated on a peaceful cul-de-sac. Enjoy outdoor living on the patio, perfect for morning coffee or evening gatherings. The attached garage provides convenient parking, with additional driveway space for guests. With an association that covers lawn care, snow removal, and common area maintenance, you can spend more time enjoying your home and less time on upkeep. This property is not just a house; it’s a place to create lasting memories. Don’t miss the opportunity to make it your own!
#WVJF2022982

SHEPHERDSTOWN

61 HARTZELL DRIVE

3 Beds

2 Baths

2,239 Sq.Ft.

$549,000

MLS#: WVJF2022982

Welcome to 185 Shepherd Lane, a charming and spacious home just minutes from downtown Shepherdstown, WV. Situated on 2.5076 acres in a peaceful, established neighborhood with large lots, this 4-bedroom, 2.5-bath home offers both comfort and opportunity. A covered front porch welcomes you into the main level, which features a formal living room and dining room (both with beautiful hardwood floors) perfect for hosting, and a cozy family room with a wood-burning fireplace (currently capped) and built-in shelving. There's also a private office or bonus room with natural light and a generously sized mud/laundry room for daily convenience. Upstairs, you'll find all four bedrooms, including a primary suite with its own ensuite bath, while the three additional bedrooms share a full hall bath. The kitchen remains in its original condition—clean and well-kept—providing a great opportunity to update and make it your own. The unfinished basement offers plenty of storage or future expansion possibilities. Recent updates include a new roof in 2025 and a modern HVAC system installed within the past few years. Outside, the in-ground pool is currently not operational, but it remains in place for buyers who wish to restore or reimagine the space. This home offers a rare combination of space, charm, and location—ready for your next chapter in beautiful Shepherdstown.
#WVJF2021232

SHEPHERDSTOWN

185 SHEPHERD LANE

4 Beds

2 Baths

2,176 Sq.Ft.

$535,000

MLS#: WVJF2021232

New on site 3 days ago
Great curb appeal with beautiful garage door and front entrance door as well as nicely landscaped. As soon as you enter, you realize this is a well maintained home. Nice open stairway and two-story foyer to the second floor. 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 microwave, oversized refrigerator and matching dishwasher. Breakfast room has lots of windows and wonderful sunlight coming in. Dark laminate floor flows nicely and easy clean. Only steps away to a large paved patio area and wrought iron fenced backyard. Yard backs to one of the common areas, allowing nice privacy in the rear as well as additional play yard! All four of the upstairs bedrooms are carpeted. Primary bedroom is extra large with an ensuite bath with separate tub and shower. The primary bedroom closet has custom built- in shelving. Another bath off the other 3 bedrooms rounds out the second floor. Downstairs finds a large finished area which could be playroom, office, hobby or even an extra bedroom. A half bath services that area and an outside walkup entrance. Lots of updated lighting and ceiling fans. New roof in 2025, new HW heater, 8 yr. old heat pump. Guardian alarm system and Ring cameras.
#WVJF2024326

SHEPHERDSTOWN

65 MADDEX FARM DRIVE

4 Beds

2 Baths

3,902 Sq.Ft.

$525,000

MLS#: WVJF2024326

Platted as Seneca Crossing. DRIVE THROUGH WINDOWS ALLOWED! Bring on the fast food, coffee shop, bakery, etc. This parcel was part of a 4.44 parcel that was sold to WVU Medical Center which is adjacent. ROCS's convenience store is also adjacent. Dominos' is across the road. A 40 unit apartment complex has been approved for across the road as well! This pad will be available for mixed use. Also, another pad (Lot 3) would be available at additional cost. If you need to combine two lots, Jefferson County Planning Co. would have to approve. Water and sewer available. Shepherd University and the corporation pedestrian friendly!
#WVJF2018260

SHEPHERDSTOWN

Lot 2 MARTINSBURG PIKE

None Beds

None Baths

0.67 acres

$500,000

MLS#: WVJF2018260

Drive through windows allowed! Bring on the fast food, coffee or bakery! This Lot 3 parcel, was part of a 4.44 acre piece that WV Medical purchased part of and built the medical center adjacent. Lot 2, is also available at an additional cost. ROC's convenience store is adjacent as well! Combining the lots would need Jefferson County Planning Co. approval. Water and sewer available. Property appraised. Shepherd University and the town within pedestrian distance! 40 unit apartment building has been approved by the county across the road! Lots of exciting things happening in our town! Bring your ideas!
#WVJF2018258

SHEPHERDSTOWN

Lot 3 MARTINSBURG PIKE

None Beds

None Baths

0.79 acres

$500,000

MLS#: WVJF2018258

Great Commercial lot right next to Morgan Grove Park containing almost 3 acres with Kearneysville Pike Road frontage. There are endless possibilities with this lot. Public water and sewer is right up the street. Come take a look.
#WVJF2010846

SHEPHERDSTOWN

KEARNEYSVILLE PIKE

None Beds

None Baths

N/A

$499,900

MLS#: WVJF2010846

Imagine living just a short walk from everything that makes Shepherdstown special. Located on a beautifully manicured ½-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 evening walk — all without getting in your car. Designed with convenience in mind, the home features a main-level primary bedroom, ideal for buyers seeking accessibility and everyday ease. Upstairs, you’ll find three additional bedrooms and a full bath, providing flexibility for guests, family, work-from-home space, or hobbies. The sleek, updated kitchen serves as the heart of the home and is enhanced by modern amenities including an induction cooktop and a premium Fisher & Paykel drawer dishwasher, blending style, efficiency, and functionality for everyday living and entertaining. Thoughtful upgrades continue throughout the property, including a Level 2 EV charging plug for electric vehicle owners. Outside, the beautifully landscaped yard offers space to unwind, garden, or host gatherings on the expansive half-acre lot. A spacious Trex deck creates the perfect outdoor living area for relaxing, dining al fresco, or entertaining friends and family. Whether you're looking for small-town charm, modern conveniences, or room to grow, this home delivers the lifestyle buyers are searching for in one of Shepherdstown’s most sought-after locations.
#WVJF2024168

SHEPHERDSTOWN

112 VALLEY COURT

4 Beds

2 Baths

1,652 Sq.Ft.

$475,000

MLS#: WVJF2024168

Opportunity knocks with this spacious property offering flexibility, functionality, and future potential. Originally built in 1965 with a thoughtful addition completed in 1989, this home blends classic character with expanded living space. Inside, you’ll find hardwood flooring throughout the living room and bedrooms, while the kitchen and family room feature durable laminate for easy maintenance. The large eat-in kitchen is designed for everyday living and entertaining alike, complete with peninsula seating and a dedicated dining area. A hearth is already in place, ready for your heating stove of choice—adding both charm and efficiency. The full walk-out basement provides additional space and possibilities, while the attached 2-car garage offers convenience. Just off the rear of the garage, a separate-access room presents an excellent opportunity for an efficiency apartment, guest suite, home office, or studio. Outside, the property continues to impress with 3.67 acres—potentially subdividable (buyer to verify)—plus a large storage shed and an additional driveway with turnaround access for ease of entry and extra parking. Major updates include a new roof and deck (2022), new A/C unit (2025), and an oil furnace replaced in 2010. This property is being sold as-is, where-is. Buyers are encouraged to perform their own due diligence. A rare chance to invest, customize, and create something special—don’t miss it.
#WVJF2023702

SHEPHERDSTOWN

6679 MARTINSBURG PIKE

3 Beds

1 Baths

2,525 Sq.Ft.

$450,000

MLS#: WVJF2023702

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 bedrooms and 2 baths including the Primary Owner's Suite with attached bathroom and large walk-in closet.
#WVJF2023902

SHEPHERDSTOWN

157 LYON RIDGE

4 Beds

2 Baths

1,906 Sq.Ft.

$415,000

MLS#: WVJF2023902

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 property itself does not have an HOA, it is situated off of a state maintained road making it accessible but private. Lot is conveniently located close to Route 9, ideal for commuters. If country living with access to modern conveniences is what you seek, then look no further than this picturesque property.
#WVJF2020954

SHEPHERDSTOWN

LOT 3A RIDGE ROAD

None Beds

None Baths

7.85 acres

$392,000

MLS#: WVJF2020954

Located in the Mecklenburg Heights area of Shepherdstown, this 3-bedroom, 2 full bath home offers a functional layout, comfortable living space, and recent updates that make it easy to appreciate from the start. The interior has a clean, refreshed feel with improvements already in place, while still offering a buyer the chance to add personal style over time. Whether you are looking for a primary residence or an investment in a convenient location, 39 Nightingale offers solid value just minutes from downtown Shepherdstown, Shepherd University, and major commuter routes.
#WVJF2022884

SHEPHERDSTOWN

39 NIGHTINGALE LANE

3 Beds

2 Baths

1,656 Sq.Ft.

$309,900

MLS#: WVJF2022884

None
#WVJF2021398

SHEPHERDSTOWN

19 CARDINAL DRIVE

3 Beds

1 Baths

1,352 Sq.Ft.

$309,000

MLS#: WVJF2021398

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 provides a smart housing solution—live on-site while generating rental income from the second unit or additional bedrooms. Set on a large lot backing to trees, the outdoor space offers privacy and room to enjoy nature. Each unit features its own private driveway and parking area for added convenience. A storage building conveys, and the nicely landscaped yard enhances the property's overall appeal. Conveniently located with easy access to Route 45, this property combines peaceful surroundings with commuter-friendly accessibility.
#WVJF2022890

SHEPHERDSTOWN

202 OLD MARTINSBURG ROAD

5 Beds

None Baths

1,920 Sq.Ft.

$300,000

MLS#: WVJF2022890

Nestled on an expansive 5.96-acre canvas, in the private, gated community Shepherds Cove, this exceptional land opportunity offers a rare blend of natural beauty and luxurious potential. Imagine crafting your dream home surrounded by the serene embrace of towering trees and lush woods, where every sunrise and sunset paints the sky in breathtaking hues. The phenomenal sellers have crafted a true masterpiece in a "modern colonial" with expansive windows throughout. They are graciously offering to convey the house plans they created in conjunction with a local drafting company at closing. The plan was brought to life for this specific lot in mind lending itself to take in the picturesque native spring wildflowers, stone outcroppings, and lush wooded backdrop (see listing photos for illustration of house rendering). Shepherds Cove boasts exclusive community access to the Potomac River, inviting you to indulge in a lifestyle defined by tranquility and adventure. Where you can enjoy leisurely afternoons kayaking, fishing, or simply soaking in the peaceful ambiance that a riverfront location can provide. The gentle sounds of flowing water and the rustle of leaves create a symphony of nature that enhances the sense of home and comfort. The expansive nearly 6 acre lot is amongst the largest in the 19-lot community and offers ample space for your vision, whether it be a luxurious estate, a charming cottage, or a modern masterpiece. The possibilities are endless, allowing you to design a residence that reflects your personal style while harmonizing with the natural surroundings. Outdoor living spaces include a community riverfront pavilion with a kitchen/BBQ space, long meandering community hiking trails, gazebo, fire pit, bocce court, and marina storage space that seamlessly blend with the landscape, where you can entertain guests or unwind in solitude, all while enjoying the stunning views of the woods & river that envelop you. The proximity to the Potomac River enhances the allure, providing a perfect backdrop for outdoor activities and a peaceful retreat from the hustle and bustle of everyday life. With nearly 12 miles of navigable waters just steps away at the community river access, you can explore the river's beauty at your leisure, creating cherished memories. The lush greenery and natural features of the land offer a sense of privacy and seclusion, making it an ideal sanctuary where every day feels like a getaway. This is more than just land; it's a canvas for your dreams, a place where you can cultivate a lifestyle that celebrates the beauty of nature and the comforts of home. Discover the potential that awaits you in this extraordinary property, where luxury meets the great outdoors all within 1.5 hours of DC, Baltimore, MD, and Northern Virginia and in close proximity to MARC commuter train locations. Outside of the community, a leisurely stroll on the 184.5 mile C & O Canal Towpath, membership options at Cress Creek Golf Club or dining & entertainment options downtown Shepherdstown are all waiting to be explored. Nearby Shepherd University offers a range of activities to the community including a Wellness Center, the Life Long Learning program, as well as athletic events, concerts, lectures and plays throughout the year. Living in Shepherdstown embraces a lifestyle filled with community and local charm which was emphasized by its recognition as a 2026 recipient of the USA TODAY Readers’ Choice Top 10 Award for Best Historic Small Towns. Reach out today to gain access to explore this wonderful land opportunity!
#WVBE2050696

SHEPHERDSTOWN

SWIFT RIVER WAY, LOT 6

None Beds

None Baths

5.96 acres

$215,000

MLS#: WVBE2050696

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