Shepherdstown, WV Homes for Sale

Welcome to 207 W High Street located in beautiful and historic Shepherdstown, West Virginia. With Shepherdstown being established in 1762 and one of the oldest towns in West Virginia, this 1790 built home plays a strong role in the community and holds historical significance. The Shepherdstown Historic District was established and added to the National Register of Historic Places in 1973, with a

Dana Ashlock Samson Properties

Nestled just minutes from the heart of historic Shepherdstown, this home offers the charm of small town living with unbeatable convenience. Known for its vibrant arts scene, cozy cafes, local boutiques and one of the oldest universities in the country, Shepherdstown has a warmth and culture all its own. Home to Shepherd University; a vibrant campus with many events including theatre shows, art

Laurel Murray Samson Properties

347 Maddex Drive is the one you have been waiting for. Loved by only 1 owner since it's 2007 build. This beautiful brick front home welcomes you with the quaint sitting area near the front stoop. Hardwood flooring that was refinished a few years ago on almost the entire main level greeting you as soon as you open the front door. BRAND NEW CARPET on the entire upstairs and living room. Freshly

Brittany Newman Dream Driven Properties, LLC

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)

Liz McDonald Dandridge Realty Group, LLC

Come tour this fantastic move-in-ready home in Shepherdstown, WV! Featuring 4 bedrooms and 4.5 baths, this beautiful property sits on a corner lot with a partially fenced backyard and a new Trex deck—perfect for outdoor entertaining. Numerous recent upgrades include a new upstairs A/C unit, fresh paint throughout all three floors, new basement carpeting, new washer and dryer, and professional

Brandon Darr Samson Properties

Property located in one of the nicest subdivisions in Jefferson County.Home over 5,600 finished square feet, kitchen with updated stainless appliances, breakfast area adjacent to living room. Beautiful wood floors throughout most of the house. Basement has a bedroom and full bath, large rec room, gym area and plenty of storage. Amazing views from all windows, rear deck off the living room

Piedad Suarez Spring Hill Real Estate, LLC.

***PRICED BELOW CURRENT APPRAISAL***The George Washington Hollida House | 4781 Scrabble Rd, Shepherdstown, WV 254435 Beds | 2.5 Baths | 2,721 Sq Ft | 5 Unrestricted Acres Step into a piece of West Virginia history with the George Washington Hollida House, a stunning c.1840 brick Colonial I-House nestled on 5 UNRESTRICTED acres in scenic Scrabble, just minutes from historic Shepherdstown

Susan Wathen EXP Realty, LLC

Welcome to 136 Woodcock Ave — a spacious 3-bedroom, 1.5-bath rancher set on nearly half an acre in the established Mecklenburg Heights community. Offering comfortable one-level living and a wide, gently wooded lot, this home blends everyday ease with the quiet charm of a well-loved neighborhood just minutes from historic Shepherdstown. Step inside to a bright living room that sets a warm,

Carolyn Young Samson Properties

Nestled in the heart of historic Shepherdstown, 307 W German Street seamlessly blends timeless character with modern potential, offering a unique opportunity for those seeking a home rich in charm. The historic front presentation draws you in; but the rear, alley garden entrance is where you will fall in love with its flagstone pathways, stone benches, fountain, and vibrant pollinator garden.

Errika Best Greentree Associates of Shepherdstown, Inc.

Welcome to this beautifully maintained all-brick rancher situated on a picturesque one-acre lot surrounded by pastoral and mountain views. Offering two bedrooms and one full bath, this home provides comfortable single-level living in a peaceful rural setting while still being conveniently located.Step outside and discover the property’s standout feature—an impressive, recently built 30' x 48'

Sarah Santacroce Coldwell Banker Premier

Easy one-level living just minutes from Shepherdstown and Shepherd University. This well-maintained home offers a bright, functional layout with a kitchen featuring granite countertops, ample cabinet storage, and generous counter space that opens to the dining area. The home includes three nicely sized bedrooms, laminate flooring, and a convenient laundry closet. Step outside to a spacious rear

Meredith Smith Samson Properties

**** Update*****This home comes with unique financing opportunities! The seller is willing to offer partial owner financing, creating additional flexibility for well-qualified buyers. Plus, our preferred lender offers special financing solutions designed to help buyers explore more accessible loan programs. Ask for details Lindal Cedar Home on 10.08 Acres of Peace & BeautyTucked away on

Jennifer Fortson Charis Realty Group

1585 Gardners Lane: Circa 1850 Farmhouse converted into 6 apartments, 2 cottages and 1 duplex totaling 10 units on 13.2 acres with huge bank barn and fencing/pasture for horses. 100% occupancy, great rental history over past 20 years of ownership. Roughly $11k per month totaling a potential yearly income of $132,910 (2025). Current owner operated and managed these units as short term rentals on

Brad Lewis Greentree Associates of Shepherdstown, Inc.

This versatile villa in Fernbank at Cress Creek offers single-level living in Shepherdstown's golf course community. Enjoy a modern layout centered around an open eat-in kitchen and adjoining living room, with the primary bedroom suite on the main floor, and a wraparound deck and screened porch for outdoor entertainment. The front room can be used as a 2nd ensuite with private bathroom that

Adam Miller Coldwell Banker Premier

Quick Move In! Back to Trees! Located in our Tollhouse Woods community on the edge of Downtown Shepherdstown! This 2 Story single family home marries features and affordability and comes with everything included. 4 Bedrooms, LVP floors in the main living spaces, included kitchen appliances, granite countertops and white cabinets give the updated look you've always wanted. Located next to Morgan's

Justin Wood D.R. Horton Realty of Virginia, LLC

Bill Cafferky Snyder Bailey & Associates

Welcome to 414 McMurran Farm Lane, this remarkable property was built for comfort, leisure, and everyday ease. Offering over 5,600 square feet of beautifully designed living space and an adjoining lot (Lot 6) for a total of 18+ acres, this property delivers a rare combination of luxury, functionality, and rural tranquility. From the moment you arrive, the mature tree lined driveway and expansive

Jessica Smith Roberts Realty Group, LLC