CHARIS REALTY GROUP
One of the most popular communities provided by {{page_data.agentName}}

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 Shepherdstown real estate agent for personalized guidance 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
54
# of Listings
3
Avg # of Bedrooms
$296
Avg. $ / Sq.Ft.
$521,838
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

54 Properties Found. Page 4 of 4.

You are in luck! This is one of the last remaining building lots in desireable Steamboat Run. Building site would be high, with a winter view of the river. Seller waiting for buyer to see where they would site the house and then once under contract, a perc test can be ordered. Property corners have been marked and staked with orange survey tape. This all wooded lot will not last!
#WVJF2019860

SHEPHERDSTOWN

STEAMBOAT RUN ROAD

None Beds

None Baths

2.2 acres

$143,500

MLS#: WVJF2019860

Scenic 2.07-Acre Residential Raw Land Homesite in Shepherdstown Discover the perfect blend of privacy, location, and opportunity with this 2.07-acre residential vacant lot tucked just off Shepherd Lane in Shepherdstown, West Virginia. Set within an established neighborhood of well-spaced homes, this rolling, wooded parcel offers an ideal setting for a custom home surrounded by nature while remaining minutes from town. The property features gentle topography, mature trees, and a private feel, with clearly defined boundaries and neighboring homes that reinforce long-term residential use. With over 90,000 square feet, there’s ample room for a thoughtfully designed residence, outdoor living spaces, gardens, or additional structures—subject to county approvals. Conveniently located near historic downtown Shepherdstown, Shepherd University, the C&O Canal, and the Potomac River, this lot offers easy access to dining, culture, outdoor recreation, and commuter routes—making it equally attractive for a primary residence or future investment. Bring your builder and your vision—this is a rare opportunity to secure usable acreage in one of Jefferson County’s most desirable areas.
#WVJF2019244

SHEPHERDSTOWN

Unnumbered Lot Ledge-Lowe OFF SHEPHERD LANE

None Beds

None Baths

2.07 acres

$140,000

MLS#: WVJF2019244

Build your dream home on this beautiful lot in the desirable riverfront community of Potomac River Farms. Recently perc’d for a class 2 septic system, this property offers a quiet country setting with a Shepherdstown address while being conveniently located in Berkeley County. Perfect for those who enjoy water recreation, the community river access is just around the curve at the end of the road—be sure to check it out when you visit! With its peaceful surroundings and minimal HOA fee, this is the ideal spot to create your own private retreat.
#WVBE2042662

SHEPHERDSTOWN

COMSTOCK DRIVE

None Beds

None Baths

2.61 acres

$139,900

MLS#: WVBE2042662

Prime real estate offering high visibility and robust traffic count, making it the perfect location for your business. Situated on a corner lot with dual access from Martinsburg Pike and Old Martinsburg Road, this property offers a surplus of parking spaces. Ideal for medical or professional offices. Tenants are responsible for any improvements required to create their ideal workspace. Featuring 3870 square feet (auditorium side) of customizable space, lease the entire 7600 square feet main floor (lease price is based on $15/sq ft plus NNN). The landlord is open to a five-year lease agreement, ensuring stability for your business.
#WVJF2016146

SHEPHERDSTOWN

7595 MARTINSBURG PIKE A

None Beds

None Baths

N/A

$6,450

MLS#: WVJF2016146

Prime real estate offering high visibility and robust traffic count, making it the perfect location for your business. Situated on a corner lot with dual access from Martinsburg Pike and Old Martinsburg Rd, this property offers a surplus of parking spaces. Ideal for medical or professional offices. Tenants are responsible for any improvements required to create their ideal workspace. Featuring 2,000 square feet of space, including five private offices or rooms, a generous 16x19 reception area, two separate restrooms or powder rooms, make it an excellent choice for a variety of businesses. The landlord is open to five year lease agreement, ensuring stability for your business.
#WVJF2016144

SHEPHERDSTOWN

7595 MARTINSBURG PIKE D

None Beds

None Baths

N/A

$3,350

MLS#: WVJF2016144

Welcome to this charming 3-bedroom, 1-bath home—a unique chance to rent in a beautiful country setting. Enjoy peaceful surroundings with wide-open fields and a picturesque, tree-lined walkway leading to the inviting front porch. Inside, the home offers a mix of LVP and carpet flooring for both style and comfort. The primary bedroom features its own private walkout balcony—perfect for morning coffee or evening relaxation. The kitchen opens to a small deck, ideal for outdoor dining or soaking in the serene views. With scenery this stunning, you truly have to experience it in person. Don’t miss this rare opportunity to call this countryside retreat home!
#WVBE2046570

SHEPHERDSTOWN

989 CEDAR LANE

3 Beds

1 Baths

1,600 Sq.Ft.

$2,000

MLS#: WVBE2046570

3 BR, 2 1/2 bath interior townhouse in Colonial Hills Subdivision close to town and across from Morgan's Grove Park. Tall ceilings, open floor plan, clean and ready to occupy. All electric heat and air, master bedroom suite with walk in closet, breakfast room off kitchen, carpet through out LR, FR and BR, vinyl in kitchen and baths, separate laundry in lower level, and 1 car garage. Potential for 4th bedroom on main level. NOTE: This rental has a successful history of being a strictly pet free property. No pets will be allowed so please do not inquire about such. Owners request credit scores of 650 or above to be within consideration.
#WVJF2020344

SHEPHERDSTOWN

115 SWEARINGEN WAY

4 Beds

2 Baths

1,600 Sq.Ft.

$1,900

MLS#: WVJF2020344

Ground level apartment with separate entrance in the heart of Shepherdstown, WV. Walk to Shepherd University or many other downtown destinations. This unit features high ceilings and lots of charm. One bedroom, one bath with eat-in kitchen and separate living room. Key pad entry at main entrance.
#WVJF2020208

SHEPHERDSTOWN

114 S PRINCESS STREET 1

1 Beds

1 Baths

600 Sq.Ft.

$1,050

MLS#: WVJF2020208

Cute third floor, one bedroom, one bath apartment with separate living room. Walk to Shepherd University or many other downtown destinations. Building main entrance secured with key pad entry.
#WVJF2020214

SHEPHERDSTOWN

114 S PRINCESS STREET 5

1 Beds

1 Baths

500 Sq.Ft.

$800

MLS#: WVJF2020214

1 2 3 4

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