CHARIS REALTY GROUP
SHEPHERDSTOWN community

SHEPHERDSTOWN Real Estate

Explore properties and local insights in SHEPHERDSTOWN.

About SHEPHERDSTOWN

About SHEPHERDSTOWN

Shepherdstown, WV Real Estate and Community

Welcome to Shepherdstown, West Virginia

Discover the charm and allure of Shepherdstown, a historic town nestled in the Eastern Panhandle of West Virginia. With its rich heritage and vibrant community, Shepherdstown offers an exceptional quality of life alongside diverse real estate opportunities.

Why Live in Shepherdstown?

A Rich History

  • Founded in 1734, Shepherdstown is one of the oldest towns in West Virginia.
  • Home to significant historical landmarks, such as the Shepherd University and the Antietam National Battlefield.

Vibrant Community Life

  • Enjoy a tight-knit community with friendly neighbors and local events.
  • Participate in year-round activities like the Shepherdstown Street Fest, art openings, and farmers’ markets.

Natural Beauty

  • Surrounded by stunning landscapes, including the Potomac River and nearby Appalachian Mountains.
  • Ideal for outdoor enthusiasts: hiking, biking, and fishing abound in the area.

Real Estate in Shepherdstown

Diverse Property Options

  • Single-family homes: Ranging from historic charm to modern designs.
  • Condos and townhomes: Perfect for those seeking low-maintenance living.
  • Vacant land: Opportunities to build your dream home amidst nature.

Market Insights

  • Shepherdstown boasts a competitive real estate market, making it ideal for buyers and investors alike.
  • Home prices typically range from $200,000 to over $1 million, catering to various budgets.

Why Invest Now?

  • Growing demand: With its proximity to Washington, D.C., Shepherdstown attracts professionals looking for a quieter lifestyle while maintaining access to urban amenities.
  • Strong community values: Invest in a town that prioritizes its residents and fosters a welcoming environment.

Explore Shepherdstown’s Real Estate Today

Ready to find your dream home in Shepherdstown?

  • Contact us for expert guidance on navigating the local real estate market.
  • Visit our website for the latest listings and market updates.

Connect with Us

  • Follow us on Facebook to stay updated.
  • Sign up for our newsletter for insider tips and community news.

Join us in discovering the beauty and potential of Shepherdstown, WV! Your new home awaits.

SHEPHERDSTOWN community

43

# of Listings

3

Avg # of Bedrooms

$286

Avg. $ / Sq.Ft.

$530,504

Med. List Price

0

Open Houses Today

2

Open Houses · Next 7 Days

Community totals. Selected price ranges apply to the listings below.

Homes for Sale in SHEPHERDSTOWN

All prices

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

Open Houses

2 Properties Found. Page 1 of 1.

Open house
Uniquely Shepherdstown, nestled on a serene 3.18-acre lot, this exquisite ranch-style home, originally a converted barn, offers an incredible blend of rustic charm and modern luxury. Dating originally to 1955, the conversion triggered a new build date with the county assessor as 2020 due to the extent of the renovations. The property showcases exceptional craftsmanship and extremely high-end finishes throughout. Step inside to discover an open floor plan adorned with luxury vinyl plank and tile flooring, complemented by recessed lighting and a sound system that enhances the inviting atmosphere. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a six-burner stove, and an expansive island perfect for entertaining. The entire main living area is open and set up for your Shepherdstown gatherings. The primary suite boasts a spa-like bathroom with a walk-in shower and sauna, providing a tranquil retreat. Additional highlights include a wood-burning stove on the lower level that has the capacity to heat the entire home, an attic for extra storage, and a partially finished basement with ample space for customization. Lets talk about this amazing basement a bit. The entire place was the barn and the current owners took the painstaking efforts to pour the floor, create a brick floored family room, and left the stables in place for the next owner to imagine and finish. The space in the lower level would be perfect for a grandkids retreat, teen hangout, bar, daycare, or pet home. The stable doors are still in place and the original stalls are still in tact with old metal sliding doors that work perfectly, and brick half walls separating the spaces. On the other side of the lower level is your workshop, utilities, sauna, and woodstove area. Outside, the meticulously landscaped grounds invite you to unwind, hike, or explore. Enjoy panoramic views of the surrounding trees and gardens from the expansive deck and lower level covered patio, perfect for al fresco dining. Located in a peaceful rural setting, this home offers privacy and tranquility, yet remains conveniently accessible. With ample parking, including a detached carport, this property is a true sanctuary for those seeking a uniquely exclusive Shepherdstown lifestyle. Additionally, the property sits right outside of Howard Farms, Cress Creek Community, Golf Course, Pool, and club allowing you easy access to amenities without the cost or hassle of an HOA. This is one of those unique properties that comes around once in a lifetime.
#WVJF2026618

SHEPHERDSTOWN

92 FIDDLERS WAY

3 Beds

3 Baths

2,710 Sq.Ft.

$699,900

MLS#: WVJF2026618

Open house
This is an amazing Live-Work Property and could be perfect for a home daycare, pet boarding/grooming, or other cottage business. There is no HOA and zoning is Residential Rural, so the operator would need to get approval from Jefferson County, but the lower level walk out area is suited perfectly for said uses. The lower level used to be the horse stables and the opportunities are open for someone with an imagination and need to live in the same place they work. Get creative and make this magical property work for you.
#WVJF2026620

SHEPHERDSTOWN

92 FIDDLERS WAY

None Beds

None Baths

3,410 Sq.Ft.

$699,900

MLS#: WVJF2026620

properties found. properties found. Page of .

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