Shepherdstown, WV Homes for Sale with Acreage

Experience the charm of this immaculately preserved 1912 stone house, set on over 2 acres in close proximity to historic Shepherdstown. This spacious 4-bedroom, 2-bathroom home features tall ceilings, hardwood floors, and a wide center hall on the main level. You'll also find two large bedrooms, a study, a cozy living room, a full bath, and a convenient laundry area. At the back of the home, the

Bill Dixon Dandridge Realty Group, 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

May/June 2026 delivery!!!! Home with 2 +/- acres situated in the new community of Hallmark Glen!! Impressive homes in this community offers privacy and convenience for commuters and access to amenities. This home fits perfectly and will include the following: 5 bedrooms with 4.5 baths and an office or flex room. Ranch craftsman style home with Hardie board siding and includes a 2 car side load

Rick Boswell Gain Realty

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

Exceptional custom Cape Cod home is to be built on a scenic, level lot just outside Shepherdstown. It is filled with the kind of quality details that will elevate your living experience. Enter from the covered porch and find a secondary bedroom, bathroom, and a study with double glass doors to your left. The great room ahead features a fireplace and soaring cathedral ceilings, creating a warm and

Louise McDonald Dandridge Realty Group, LLC

Come tour this fantastic move-in ready home located in Shepherdstown, WV. Boasting 4 bedrooms and 4.5 baths, this property sits on a corner lot with a partially fenced backyard and a new Trex deck. Numerous upgrades include a new upstairs A/C unit, fresh paint throughout all three floors, new basement carpeting, new washer and dryer, and professional landscaping. The main level features hardwood

Brandon Darr 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

Beautifully Renovated Retreat on 3 Acres in Oakleigh Acres – A Rare Shepherdstown Find with four bedrooms and 3 bathrooms! Welcome to your dream home—a fully renovated, move-in-ready gem tucked away on three-level acres in the highly sought-after Oakleigh Acres community of Shepherdstown, WV. Offered with a ONE-YEAR HOME WARRANTY. This property delivers the perfect fusion of sleek modern style

Lynn Ober Real Estate Innovations

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.

New 19 home Community in Shepherdstown!!!! Welcome to Hallmark Glen!March 2026 delivery on this New Cape Cod Home on 2 +/- acres! As you approach the home, a paved driveway creates a welcoming sense of arrival. The Cape Cod's classic gabled roof, symmetrical façade, and dormer windows exude traditional elegance, while contemporary finishes lend a fresh and inviting aesthetic. Step inside to

Rick Boswell Gain Realty

Delivery late February or early March 2026!!! Timeless Colonial Charm Meets Modern Comfort — in the New Community of Hallmark Glen!! Discover a perfect fusion of classic elegance and contemporary luxury in this newly constructed Colonial home, nestled on 2 +/- acres. Offering unmatched privacy and peaceful surroundings, this refined retreat delivers the comfort of modern living without

Rick Boswell Gain Realty

May/June 2026 delivery!!!! Home with 2 +/- acres situated in the new community of Hallmark Glen!! Impressive homes in this community offers privacy and convenience for commuters and access to amenities. This home fits perfectly and will include the following: 4 bedrooms with 2.5 baths. Ranch craftsman style home with Hardie board siding and includes a 2 car garage. Quality construction nicely

Rick Boswell Gain Realty

***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

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

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

New Reduced Price! 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

Kara Burnett Samson Properties