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

SHEPHERDSTOWN

One of the most popular communities provided by Charis Realty

SHEPHERDSTOWN

About SHEPHERDSTOWN

Shepherdstown, WV Real Estate: Discover Your Perfect Home

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
50
# of Listings
3
Avg # of Bedrooms
$309
Avg. $ / Sq.Ft.
$549,419
Med. List Price

Browse SHEPHERDSTOWN Real Estate Listings

50 Properties Found. Page 4 of 4.

New on site 1 day ago
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

Looking for an office suite in Shepherdstown?
Now available for lease at $1,600/month!

This 1,150 sq ft suite offers excellent visibility off Rt. 45 with ample parking and steady traffic. Conveniently located near Shepherd University, the historic downtown district, and Maddex Square Mall.

Inside you’ll find:
• 4 private offices
• 1 storage room
• 1 bathroom
• Kitchenette area
• Optional built-ins, shelving & countertops
• Dedicated staff parking in the rear + 6+ client spaces out front

Perfect for professional services, wellness, administrative, and more.
#WVJF2019550

SHEPHERDSTOWN

51 MADDEX DRIVE

None Beds

None Baths

N/A

$1,600

MLS#: WVJF2019550

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.

$850

MLS#: WVJF2020214

1 2 3 4

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