Shepherdstown, WV Homes for Sale

The striking combination hardiplank and cedar-sided ranch-style home sets beautifully in the well-appointed Cress Creek community, in one of the Best Small Historic Towns (USA Today 2026), offering a balance of modern-styling with classic architecture. The exterior has been fully updated with a new roof (2024), new hardiplank front and completely painted cedar siding (2025), and an updated rear

Paula Miller Coldwell Banker Premier

Just two blocks from the vibrant Shepherdstown Historic District and set along the quiet tree-lined street of Fairmont Avenue, this charming brick colonial offers a rare and compelling balance: immediate access to the character, walkability, and charm of historic Shepherdstown—while enjoying the flexibility and ease of living just outside the district’s formal guidelines. Beyond the main

Morgan Boyer Hunt Country Sotheby's International Realty

Spring has sprung and the redbuds, white dogwood and bluebells are blooming. Folks are already out on the golf course at Cress Creek, just minutes from the heart of historic Shepherdstown. This home's premier location is in the Cress Creek golf course neighborhood of Fernbank and just minutes from Shepherd University, the C & O towpath, the Bavarian Inn and a vibrant downtown, rich with historic

Laurel Murray Samson Properties

Nestled in the heart of historic Shepherdstown, a 2026 recipient of the USA TODAY Readers’ Choice Top 10 Award for Best Historic Small Towns, 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

Errika Best Greentree Associates of Shepherdstown, Inc.

Featured in the New York Times, the Parran House is rich in history, dating back to circa 1792 and showcases a seamless blend of early American character and thoughtfully executed modern updates. Nestled in Shepherdstown, the state’s oldest and most charming small town, the property beautifully captures its colonial heritage while also reflecting the rich Civil War history that shaped the region.

Morgan Boyer Hunt Country Sotheby's International Realty

Discover luxury living in the highly sought-after community of The Point in Shepherdstown. Situated on a picturesque park-like setting, this stunning 5-bedroom, 2.5-bath move-in ready home offers more than 4,000 square feet of beautifully designed living space and is only 10 years young. Just minutes to historic Shepherdstown, a college town full of quaint stores and excellent restaraunts.

Bill Dixon Dandridge Realty Group, LLC

Stunning 5-bedroom, 3.5-bath Colonial tucked away on a private half-acre lot backing to mature trees in the sought-after Willow Springs Acres community of Shepherdstown, WV. Offering spacious living across three finished levels, this home combines timeless style, functional design, and peaceful outdoor living. Step inside to a dramatic 2-story foyer flanked by a private home office and elegant

Liz McDonald Dandridge Realty Group, LLC

Coming soon! Showings available by 5/22/2026. Welcome to 205 W High Street, tucked away in the charming Corporation of Shepherdstown, this beautifully maintained home has to be seen in person to appreciate. Stepping inside you are immediately greeted by the gleaming, original heart of pine wood flooring and the historic beams peaking through on the ceiling. Records provide an estimated date of

Errika Best Greentree Associates of Shepherdstown, Inc.

Beautiful like new 4 Bedroom 2.5 bath home in desirable Shepherdstown WV. Close to Shepherd University and a plentitude of shopping and dining options in quaint downtown! The main level features a light filled open floorplan with Gourmet Kitchen, adjoining dining area, spacious Living Room, and half bath. Upper level has 4 bedrooms and 2 baths including the Primary Owner's Suite with attached

Carolyn Young Samson Properties

Welcome to 432 South Church Street in Shepherdstown, West Virginia — a charming Colonial Revival home on a half-acre lot in the heart of town. This is your opportunity to own a spacious lot just outside of town limits. A piece of history, this home has been owned by the same family for almost 90 years! Inside, hardwood floors run throughout the main living spaces. The large family room includes a

Brant Lowe Path Realty

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

**** 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

NEWLY PRICE ADJUSTED- SELLER MOTIVATED! Don’t lose the opportunity to own this AMAZING BREATHTAKING VIEWS! on a property located in one of the nicest subdivisions in Jefferson County.Amazing views from all windows, 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.

Piedad Suarez Spring Hill Real Estate, LLC.

Opportunity knocks with this spacious property offering flexibility, functionality, and future potential. Originally built in 1965 with a thoughtful addition completed in 1989, this home blends classic character with expanded living space. Inside, you’ll find hardwood flooring throughout the living room and bedrooms, while the kitchen and family room feature durable laminate for easy maintenance.

Todd Jayne BMS Realty

MAJOR PRICE IMPROVEMENT! Seller is in the process of relocating. Welcome home to Shepherdstown - West Virginia’s oldest town full of immeasurable history, arts, charm, and uniqueness! This is your chance to escape all the hustle and bustle to discover this exceptional timber frame retreat-style property located in historic Shepherdstown! With almost 3,200 square feet of meticulously crafted

Andrew Lowe Path Realty

Located in the Mecklenburg Heights area of Shepherdstown, this 3-bedroom, 2 full bath home offers a functional layout, comfortable living space, and recent updates that make it easy to appreciate from the start. The interior has a clean, refreshed feel with improvements already in place, while still offering a buyer the chance to add personal style over time. Whether you are looking for a primary

Gabe McDonald Touchstone Realty, LLC

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

Kara Burnett Samson Properties

Spring into action with a new price improvement! Nestled in the charming Hartzell Gardens community, this delightful semi detached home offers a perfect blend of comfort and style. Built in 2008, the villa-style residence boasts 2 spacious bedrooms and 2.5 bathrooms, providing ample space for relaxation and entertaining. Step inside to discover an inviting open floor plan that seamlessly connects

Paula Miller Coldwell Banker Premier