CHARIS REALTY GROUP
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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

20 Properties Found. Page 2 of 2.

Rare Villa Opportunity in Sought-After Cress Creek Golf Community A rare find in one of Shepherdstown’s most desirable neighborhoods—only three double villa units like these were ever built in Cress Creek, and the last one sold nine years ago! Perfectly sited on a beautiful .344-acre lot with golf course views, this home offers refined comfort and effortless living. Step inside to an open-concept layout featuring a cathedral-ceiling great room filled with natural light. The main-level primary en-suite provides easy one-level living, while a second main-level bedroom or flex space offers versatility for guests or a home office. The kitchen with peninsula opens seamlessly to the living and dining areas, ideal for both everyday living and entertaining. Enjoy the outdoors from the screened porch or rear deck, both overlooking the scenic course. Additional highlights include main-level laundry, a side-load two-car garage, and an upper-level loft with a third bedroom, third full bath, and huge storage room. Comfort is ensured year-round with a dual-zone heat pump system. Experience the Cress Creek lifestyle—where golf, dining, and the charm of historic Shepherdstown are just minutes from your door.
#WVJF2020058

SHEPHERDSTOWN

200 MEADOW RIDGE DRIVE

3 Beds

3 Baths

2,446 Sq.Ft.

$549,000

MLS#: WVJF2020058

Welcome to 185 Shepherd Lane, a charming and spacious home just minutes from downtown Shepherdstown, WV. Situated on 2.5076 acres in a peaceful, established neighborhood with large lots, this 4-bedroom, 2.5-bath home offers both comfort and opportunity. A covered front porch welcomes you into the main level, which features a formal living room and dining room (both with beautiful hardwood floors) perfect for hosting, and a cozy family room with a wood-burning fireplace (currently capped) and built-in shelving. There's also a private office or bonus room with natural light and a generously sized mud/laundry room for daily convenience. Upstairs, you'll find all four bedrooms, including a primary suite with its own ensuite bath, while the three additional bedrooms share a full hall bath. The kitchen remains in its original condition—clean and well-kept—providing a great opportunity to update and make it your own. The unfinished basement offers plenty of storage or future expansion possibilities. Recent updates include a new roof in 2025 and a modern HVAC system installed within the past few years. Outside, the in-ground pool is currently not operational, but it remains in place for buyers who wish to restore or reimagine the space. This home offers a rare combination of space, charm, and location—ready for your next chapter in beautiful Shepherdstown.
#WVJF2019608

SHEPHERDSTOWN

185 SHEPHERD LANE

4 Beds

2 Baths

2,176 Sq.Ft.

$535,000

MLS#: WVJF2019608

New Listing in Shepherdstown, West Virginia! Welcome home to this charming rancher nestled on 1.8 acres in beautiful Shepherdstown. Enjoy the ease of one-level living with the added potential of a full, walk-out basement—perfect for future expansion or storage. Inside, you’ll find all NEW gorgeous LVP flooring, new carpets in bedrooms, Upgraded kitchen & new appliances, a cozy fireplace area and a spacious primary suite with a large bathroom. The breezeway off the kitchen leads to a convenient two-car garage, combining charm and functionality in one package. This home offers comfort, character, and plenty of room to make it your own!
#WVJF2020426

SHEPHERDSTOWN

104 STONEHOUSE LANE

3 Beds

2 Baths

2,006 Sq.Ft.

$525,000

MLS#: WVJF2020426

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

1 2

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