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SHEPHERDSTOWN

One of the most popular communities provided by Charis Realty Group

SHEPHERDSTOWN

About SHEPHERDSTOWN

Discover Shepherdstown,WV Real Estate 

Welcome to Shepherdstown, WV — One of West Virginia’s Most Charming and Historic Communities!

Nestled along the picturesque banks of the Potomac River, Shepherdstown is renowned for its quaint small-town ambiance, rich history, and vibrant cultural scene. If you’re searching for exceptional real estate opportunities in a friendly, walkable neighborhood, look no further than Shepherdstown, WV.

Why Choose Shepherdstown, WV for Your Next Home?

Shepherdstown is not just a place to live—it’s a lifestyle. This historic town blends beautiful architecture, lush natural scenery, and modern amenities, making it perfect for families, retirees, and anyone seeking a close-knit community.

Top Features of Shepherdstown Real Estate

  • Historic homes with unique character and timeless appeal
  • Modern developments and single-family houses
  • Spacious lots with mature trees and river views
  • Quiet, safe streets ideal for walking and biking

Benefits of Living in Shepherdstown

1. Rich History & Culture

Shepherdstown is the oldest town in West Virginia, offering a unique blend of colonial charm and contemporary arts. Enjoy local galleries, live theater at the Contemporary American Theater Festival, and fascinating museums.

2. Top-Rated Schools

Families appreciate the highly rated local schools, as well as educational opportunities at Shepherd University, located right in the heart of town.

3. Outdoor Recreation

Whether you love hiking the C&O Canal, kayaking on the Potomac, or biking the scenic country roads, there’s always an outdoor adventure waiting.

4. Vibrant Downtown

Stroll through Shepherdstown’s quaint downtown, featuring:

  • Unique boutiques
  • Independent bookstores
  • Farm-to-table restaurants and cozy cafes

5. Community Spirit

Get involved in local events, farmer’s markets, art walks, and annual festivals, where neighbors become friends and memories are made.

Explore Available Properties

Shepherdstown, WV real estate offers diversity for every taste and budget, including:

  • Charming historic homes
  • New construction single-family houses
  • Waterfront properties
  • Townhomes and condos
  • Acreage for custom builds

Explore the latest Shepherdstown, WV real estate listings here.

Invest in Shepherdstown, WV Real Estate Today

Shepherdstown offers a superb quality of life, outstanding investment potential, and timeless beauty—making it one of the best places to buy a home in West Virginia.

Ready to find your dream home in Shepherdstown? Contact a local expert on the Charis Realty Group team for personalized guidan ce and the latest market insights!

Experience the charm, history, and community spirit of Shepherdstown, WV—your perfect new neighborhood awaits.

One of the most popular communities provided by Charis Realty Group
31
# of Listings
3
Avg # of Bedrooms
$329
Avg. $ / Sq.Ft.
$526,596
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

8 Properties Found. Page 1 of 1.

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

New on site 3 days ago
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

New on site 4 days ago
Beautiful like new 4 Bedroom 2.5 bath home in desirable 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, 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.

$435,000

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.

$319,900

MLS#: WVJF2022884

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

properties found. properties found. Page of .

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