CHARIS REALTY GROUP
SHEPHERDSTOWN community

SHEPHERDSTOWN Real Estate

Explore properties and local insights in SHEPHERDSTOWN.

About 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

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  • 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.

SHEPHERDSTOWN community

42

# of Listings

3

Avg # of Bedrooms

$289

Avg. $ / Sq.Ft.

$539,630

Med. List Price

0

Open Houses Today

0

Open Houses · Next 7 Days

Community totals. Selected price ranges apply to the listings below.

Homes for Sale in SHEPHERDSTOWN

All prices

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

Open Houses

42 Properties Found. Page 2 of 3.

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

Discover the epitome of luxury living in this exquisite new construction ranch-style home, set to be completed in 2027. Nestled on a sprawling 2.01-acre lot in a serene rural setting, this residence offers an exclusive lifestyle that harmonizes modern elegance with the tranquility of nature. Step inside to find a thoughtfully designed layout featuring three spacious bedrooms and two full bathrooms, perfect for both relaxation and entertaining. The heart of the home boasts a stunning kitchen equipped with high-end stainless steel appliances, including a built-in microwave, electric oven/range, and a sleek refrigerator, ensuring culinary excellence at your fingertips. The open-concept living area is enhanced by a cozy gas fireplace, creating a warm ambiance for gatherings. Enjoy the convenience of main-floor laundry and an attached three-car garage, providing ample space for vehicles and storage. The luxurious finishes extend to the flooring, featuring elegant ceramic tile and luxury vinyl plank, combining style with durability. With no association amenities, you have the freedom to create your own outdoor oasis. The expansive lot offers endless possibilities for landscaping or outdoor entertainment. Experience the charm of rural living while being just a short drive from urban conveniences. This property is not just a home; it's a lifestyle choice that embodies comfort, sophistication, and the promise of cherished memories. Embrace the opportunity to make this dream home your own. See Deed Restrictions in Documents.
#WVBE2054614

SHEPHERDSTOWN

Lot B17 CEDAR LANE

3 Beds

2 Baths

1,797 Sq.Ft.

$559,900

MLS#: WVBE2054614

Large Price Improvement!!! 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.

$559,000

MLS#: WVJF2025190

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

$530,000

MLS#: WVBE2052432

Nestled in the charming Maddex Farm community, this Colonial-style residence offers a perfect blend of style and comfort. Built in 2005, this home showcases a timeless brick front and vinyl siding. Step inside to discover a thoughtfully designed interior that radiates warmth.The open floor plan seamlessly connects the family room, with a cozy gas fireplace, to the dining area, creating an ideal space for both small gatherings and entertaining. The kitchen features a spacious island with cooktop, and modern appliances, including a built-in microwave and wall oven. Carpeting throughout enhances the inviting atmosphere, while the curved staircase adds a unique touch. With four generously sized bedrooms, including a master suite complete with a large walk-in closet, this home provides ample space for relaxation and privacy. The two full and two half bathrooms are designed with modern fixtures, ensuring convenience for both residents and guests. The main floor laundry adds to the home's functionality, making daily chores a breeze. Outside, the 0.22-acre lot backs onto an open common area, offering views of manicured lawns. The attached two-car garage with front entry ensures easy access and ample storage. Enjoy the tranquility of suburban living while being just moments away from local amenities...restaurants, grocery store, gas stations, banks and beautiful historic downtown Shepherdstown. Route 45 W and E. leads you to major throughfares from the Interstate to the train station only 7 miles away! Maddex Farm offers a walking path to Shepherd University AND, their Wellness Center.
#WVJF2026682

SHEPHERDSTOWN

79 MADDEX FARM DRIVE

4 Beds

2 Baths

3,858 Sq.Ft.

$510,000

MLS#: WVJF2026682

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.
#WVJF2026970

SHEPHERDSTOWN

0 KEARNEYSVILLE PIKE

None Beds

None Baths

N/A

$499,900

MLS#: WVJF2026970

New on site 3 days ago
Welcome to 32 Shaw Place! Situated on one of the largest, most desirable lots in the charming and highly sought after Maddex Farm community, this stunning Colonial-style home offers a perfect blend of comfort and elegance. Built in 2011, this meticulously maintained residence boasts 2,692 square feet of thoughtfully designed living space, ideal for both relaxation and entertaining. Step inside to discover a warm and inviting atmosphere, that exudes timeless appeal. With three spacious bedrooms and three and a half bathrooms, there's ample room for everyone to enjoy their own private retreat. The oversized attached garage provides convenient access and plenty of storage for your vehicles and outdoor gear. The well-appointed kitchen is ready for your culinary adventures, and enjoy a light filled bonus space off the kitchen with ample table space and a view of the private fully fenced rear yard. A perfect spot to unwind after a long day. The lower level is finished and includes another full bathroom, and plenty of storage! Outside, the generous and expansive 0.37-acre lot at the end of a cul-de-sac offers endless possibilities for outdoor activities, or simply enjoying the fresh air. The peaceful and established surroundings of Maddex Farm create a serene backdrop for your new lifestyle, while still being conveniently located near local amenities. Including, historic downtown Shepherdstown where you will find rich history, local boutiques, creative vendors, specialty shops, and a multitude of dining options and historical sites! This home is not just a place to live; it's a place to create lasting memories. Experience the perfect blend of comfort, style, and community in this beautiful residence. Don't miss your chance to make it your own!
#WVJF2026606

SHEPHERDSTOWN

32 SHAW PLACE

3 Beds

3 Baths

2,692 Sq.Ft.

$499,000

MLS#: WVJF2026606

Nestled in the charming Fernbank community, this delightful twin home offers a perfect blend of comfort and convenience. Built in 1999, this villa-style residence features 3 spacious bedrooms and 2 full bathrooms, providing ample space for relaxation and gatherings. The fully finished daylight basement adds versatility, perfect for a home office or entertainment area. Enjoy serene views of the nearby golf course from your backyard, creating a peaceful retreat right at home. The 0.38-acre lot provides plenty of outdoor space for gardening or leisure activities. With an attached garage and driveway parking, convenience is at your fingertips. Fernbank is known for its welcoming atmosphere, with nearby parks and recreational facilities that encourage an active lifestyle. Local schools are highly regarded, ensuring quality education for all. The community also benefits from efficient public services, including snow removal, making winter months hassle-free. Experience the warmth of this neighborhood and make this lovely property your new home!
#WVJF2026308

SHEPHERDSTOWN

260 FERNBANK DRIVE

3 Beds

2 Baths

2,376 Sq.Ft.

$450,000

MLS#: WVJF2026308

Multi-unit Property! Unique opportunity in the heart of Shepherdstown! This versatile property features two separate living spaces under one roof, each with its own kitchen, making it ideal for multi-generational living, in-law suite, rental income potential, or owner-occupancy with additional living quarters. Keep units separate or combine them back together to create a larger single residence. Enjoy private rear porches overlooking the backyard, providing inviting outdoor space for relaxing or entertaining. Conveniently located near downtown Shepherdstown, Shepherd University, shopping, dining, and local amenities.
#WVJF2025730

SHEPHERDSTOWN

7 OLD PROSPECT AVENUE

4 Beds

2 Baths

2,146 Sq.Ft.

$425,000

MLS#: WVJF2025730

Historic Shepherdstown Villa – Spacious, Flexible Living! Located in historic Shepherdstown, WV, this well-appointed villa offers 4 bedrooms, 3 full bathrooms, and plenty of space for comfortable living and entertaining. The versatile floor plan features 2 bedrooms on the main level and 2 additional bedrooms on the lower level, making it ideal for guests, a home office, or extended living arrangements. The main level offers an eat-in kitchen, formal dining room, and spacious living room, along with a primary bedroom featuring a private bath and walk-in closet. Step outside to enjoy the rear deck, perfect for relaxing or entertaining. The lower level provides additional living space with a recreation room, two bedrooms, and a full bathroom, large laundry and separate utility room for storage plus convenient access to the rear patio. Situated on a corner lot, the property also features a 2-car garage and paved driveway. New roof and gutters just installed! A great opportunity to enjoy the comfort and convenience of villa living in the charming and historic Shepherdstown area!
#WVJF2026614

SHEPHERDSTOWN

43 BON AIRE DRIVE

4 Beds

3 Baths

2,500 Sq.Ft.

$424,900

MLS#: WVJF2026614

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 bedrooms, including a main level primary en-suite with a walk-in closet, ensuring ample storage. Outside, the lot is situated on a peaceful cul-de-sac, providing a safe environment for outdoor activities. Across the street is community common space with a wooded stream area and just across from the intersection of Oatfield and Hensell is the community playground and picnic area. The community offers fantastic amenities, including basketball courts, playgrounds, and a paved walking path to the Shepherd University grounds at the Wellness Center. Using this path, literally 200 yards from your home, you can access safe travel to Shepherd University, downtown Shepherdstown, and the C and O Canal, all within walking or biking distance. With an attached garage and paved driveway, parking is a breeze.
#WVJF2024134

SHEPHERDSTOWN

35 OATFIELD COURT

3 Beds

2 Baths

1,536 Sq.Ft.

$349,900

MLS#: WVJF2024134

New on site 1 day ago
A rare opportunity to build your dream home on an idealic no through lane in historic Shepherdstown . Nestled on a no through lane, this expansive 5.07-acre parcel of land offers a rare opportunity to create your own luxurious retreat. Imagine the possibilities as you envision your dream home amidst the serene beauty of nature, where privacy and elegance harmoniously coexist. This remarkable property is a blank canvas, ready for your architectural vision. Enjoy the convenience of nearby shopping, fine dining, and recreational activities, all while being enveloped in the peace and privacy that this location provides. The property is walking distance to Cress Creek Golf and Country Club. Come take a drive to see this special piece of almost heaven!
#WVJF2026406

SHEPHERDSTOWN

WINDWARD LN 1 LT #5 POTOMAC CHASE

None Beds

None Baths

5.07 acres

$300,000

MLS#: WVJF2026406

Welcome to this delightful ranch-style home nestled just outside Shepherdstown. Built in 1968, this brick residence offers 1,176 sq. ft. of comfortable living space, featuring a full basement and three spacious bedrooms and a full bathroom. The expansive 0.46-acre lot provides ample outdoor space for gardening, play, or relaxation. This corner lot offers a mixed-use opportunity with residential, light industrial, and commercial zoning, providing exceptional flexibility for homeowners, investors, or business owners. The second kitchen and bathroom area in the basement provide potential for in-law suite with two separate living areas. The neighborhood is known for its strong sense of community, with nearby parks perfect for outdoor activities and leisurely strolls. Enjoy the convenience of off-street parking and a driveway, making access a breeze. With its blend of classic design and modern potential, this home is a perfect canvas for your personal touch. Experience the vibrant community spirit and local amenities that make Shepherdstown a wonderful place to call home. Don't miss this opportunity to embrace a lifestyle of comfort and convenience!
#WVJF2026758

SHEPHERDSTOWN

7464 MARTINSBURG PIKE

3 Beds

2 Baths

1,176 Sq.Ft.

$270,000

MLS#: WVJF2026758

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