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

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

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

14 Properties Found. Page 1 of 1.

None
#WVJF2015498

SHEPHERDSTOWN

332 W GERMAN STREET

None Beds

None Baths

0.29 acres

$219,900

MLS#: WVJF2015498

Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Lot 20 is an exceptional opportunity READY TO BUILD, beautiful wooded lot with well installed, lot has been cleared for house construction, community septic. Peaceful, tranquil setting. Shepherd Cove is a small , resort-like community of 19 lots with only 4 remaining. These large private lots have marina privileges, and private river access. Enjoy the beauty of nature in the wooded setting. Hiking trails and Biking paths boating, fishing, swimming, kayak and canoe. Marina with individual dock space available. Cress Creek Country club/golf club nearby. Private access to 12 navigable miles of the beautiful Potomac River. Community Pavilion overlooking the Potomac with outdoor kitchen, picnic gazebo, barbecue and fire pit. Bocce court and putting green. Away from it all yet convenient location. Minutes to downtown Shepherdstown, Shepherd University, boutique shops, good restaurants. An area of interesting folks, and cultural activities. Minutes to Marc commuter train to DC, 50 miles to Washington DC Beltway and Baltimore. Brochure provided in attached documents. For the person who has longed for a water oriented country escape that is both private and convenient, with woods and paths for nature walks, where deer, foxes, wild turkeys and eagles are abundant; this is the proverbial once in a lifetime opportunity. The opportunities for kayaking, fishing, hiking, boating and communing with nature are endless. Available Lots: Lot #2, 3.790 Acres, $195,000, Lot #5 3.98 Acres, $183,000 Lot #20, 4.356 Acres $209,,000 READY TO BUILD, Well installed, lot cleared,, Lot #9 5.3 acres LAST RIVER FRONT LOT Located on a bluff overlooking the Potomac BEAUTIFUL WOODED LOT, BEAUTIFUL BEAUTIFUL VIEWS up and down river $562,000,00. Motivated seller
#WVBE2033938

SHEPHERDSTOWN

Lot #20 SHEPHERDS COVE SWIFT RIVER WAY

None Beds

None Baths

4.36 acres

$209,000

MLS#: WVBE2033938

``Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Home Sites in a small , resort-like community. These the last 4 lots available in a community of 19 lots. Large private lots with marina privileges,. Enjoy the beauty of nature in the wooded setting. Hiking trails and Biking paths boating, fishing, swimming, kayak and canoe. Marina with individual dock space available. Country Private access to 12 navigable miles of the beautiful Potomac River. Community Pavilion overlooking the Potomac with outdoor kitchen, picnic gazebo, barbecue and fire pit. Bocce court and putting green. Away from it all yet convenient location. Minutes to downtown Shepherdstown, Shepherd University, boutique shops, good restaurants. An area of interesting folks, and cultural activities. Minutes to Marc commuter train to DC, 50 miles to Washington DC Beltway and Baltimore. Brochure provided in attached documents. For the person who has longed for a water oriented country escape that is both private and convenient, with woods and paths for nature walks, where deer, foxes, wild turkeys and eagles are abundant; this is the proverbial once in a lifetime opportunity. The opportunities for kayaking, fishing, hiking, boating and communing with nature are endless. Available Lots: Lot #2 3.790 Acres, $195,000, Lot #5 3.98 Acres, $183,000 Lot #20 4.35 acres $209,000 well installed, cleared for construction, ready to build , Lot9 LAST WATERFRONT LOT 5.3 acres BEAUTIFUL WOODED LOT, BEAUTIFUL BEAUTIFUL VIEWS on bluff overlooking the Potomac $592,000 Motivated seller
#WVBE2013862

SHEPHERDSTOWN

Lot #2 SHEPHERDS COVE SWIFT RIVER

None Beds

None Baths

3.79 acres

$195,000

MLS#: WVBE2013862

Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Home Sites in a small , resort-like community. Hurry the last 4 lots available in a community of 19 lots. Large private lots with marina privileges,. Enjoy the beauty of nature in the wooded setting. Hiking trails and Biking paths boating, fishing, swimming, kayak and canoe. Marina with individual dock space , Private access to 12 navigable miles of the beautiful Potomac River. Community Pavilion overlooking the Potomac with outdoor kitchen, picnic gazebo, barbecue and fire pit. Bocce court and putting green. Away from it all yet convenient location. Minutes to downtown Shepherdstown, Shepherd University, boutique shops, good restaurants. An area of interesting folks, and cultural activities. Minutes to Marc commuter train to DC, 50 miles to Washington DC Beltway and Baltimore. Brochure provided in attached documents. For the person who has longed for a water oriented country escape that is both private and convenient, with woods and paths for nature walks, where deer, foxes, wild turkeys and eagles are abundant; this is the proverbial once in a lifetime opportunity. The opportunities for kayaking, fishing, hiking, boating and communing with nature are endless. Available Lots: Lot #2 3.790 Acres, $195,000, Lot #5 3.98 Acres, $183,000, LOT 20, $209, 000 READY TO BUILD, well installed, lot cleared for construction. Lot 9 5.3 ACRES $562,000.00 LAST WATERFRONT LOT Sits on bluff overlook the Potomac. BEAUTIFUL BEAUTIFUL VIEWS UP AND DOWN THE RIVER. Motivated seller
#WVBE2013868

SHEPHERDSTOWN

Lot #5 SHEPHERDS COVE SWIFT RIVER WAY

None Beds

None Baths

3.39 acres

$183,000

MLS#: WVBE2013868

Tucked within one of the Eastern Panhandle’s most sought-after communities, Lot 107 on Reachcliff Drive presents a once-in-a-generation opportunity to build your custom home in Fernbank—known for its natural beauty, welcoming neighbors, and golf course setting. This lot provides 89' of frontage along the 5th fairway. Positioned at the highest elevation in the neighborhood, this wooded lot offers spectacular views of the Cress Creek Golf Course and protected countryside beyond. Located on a quiet cul-de-sac, Reachcliff Drive is prized for its peaceful atmosphere and refined homes valued up to $1M. With public water, sewer, and cable available, and a topography that supports a sunny walkout basement, this lot is ready for your architect and builder. The generous depth allows for privacy while still enjoying sweeping views and golf course access. Just minutes from the Potomac River, downtown Shepherdstown, and MARC commuter rail to DC, Fernbank offers an ideal blend of tranquility and convenience. Don’t miss your chance to own one of the premier homesites in the region.
#WVJF2019398

SHEPHERDSTOWN

REACHCLIFF DRIVE

None Beds

None Baths

0.66 acres

$179,500

MLS#: WVJF2019398

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

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

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

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service