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

Great curb appeal with beautiful garage door and front entrance door as well as nicely landscaped. As soon as you enter, you realize this is a well maintained home. Nice open stairway and two-story foyer to the second floor. First floor offers living room as well as a family room off the kitchen. Formal dining but breakfast room also and, counter seating in a beautifully laid out kitchen. Granite

Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

Premier, three-level, corner lot townhome located in Historic Shepherdstown, WV! Welcome to this beautifully renovated, move-in ready townhome, ideally located across from Morgan’s Grove Park and just minutes from downtown Shepherdstown’s shops, dining, and cultural charm. Offering almost 2,900 finished square feet across three thoughtfully designed levels, this 4-bedroom, 2.5-bath home blends

Andrew Lowe Path Realty

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

Why wait for new construction when you can move right into a nearly new home with upgrades already completed? Built in 2024 and offering 4 bedrooms, 2.5 bathrooms, and over 1,900 square feet of thoughtfully designed living space, this beautiful home in Tollhouse Woods delivers the benefits of new construction without the wait, uncertainty, or additional expense. The bright, open floor plan is

Carolyn Young 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

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

Overlooking Cress Creek Golf Club in Shepherdstown, this villa-style duplex offers a setting that feels peaceful, established, and easy to enjoy. Hardwood floors run throughout the main level, where the layout balances comfort and function with a formal dining room, an eat-in kitchen with table space, and a spacious living room centered around a wood burning fireplace with built-in shelving. A

Liz McDonald Dandridge Realty Group, LLC

Charming Country Retreat nestled on a peaceful 1.63-acre private parcel along a quiet country road just outside historic Shepherdstown, this inviting 1963-built home offers the perfect blend of timeless character and versatile living space. With approximately 2500 total square feet, 3 bedrooms, and 2 bathrooms, this single-family residence sits on unrestricted land—ideal for those seeking freedom

Angela Kable Johnson Samson Properties

Price Improvement! Experience the perfect blend of privacy, luxury, and country living at this stunning Lindal Cedar Home nestled on 10.08 unrestricted acres in sought-after Shepherdstown. This exceptional property offers a rare opportunity for those seeking space to spread out while remaining conveniently located near Historic Shepherdstown, Harpers Ferry, Charles Town, and MARC train stations

Jennifer Fortson Charis Realty Group

Absolutely gorgeous 4-bedroom, 3-bathroom, home with approximately 2878 total finished square feet, sitting on 6.01 UNRESTRICTED, PRIVATE ACRES in Shepherdstown. This property is in a great location, only 2.5 miles from Shepherd University and about 5 minutes from downtown Shepherdstown. Updates include: a NEW ROOF, NEW HVAC, new hot water heater, new siding, fresh paint from top to bottom, new

Sheldon Everhart Freedom Real Estate Group, LLC.

Main level living never looked so easy in this newly renovated and move-in ready contemporary home in the desirable Maddex Farm community with its connecting pathways to the town and University. Brand new architectural shingles, freshly painted with hardwood floors, and new carpet in the bedrooms with luxury vinyl tile in the bathrooms - this home has been renovated on all levels, inside and out!

Adam Miller Coldwell Banker Premier

Set on 4.07 acres just minutes from downtown Shepherdstown, this spacious home offers room to spread out, a peaceful setting, and the opportunity to make it your own. A covered front porch leads into a well-designed main level with formal living and dining rooms featuring hardwood floors, a comfortable family room with built-in shelving and a wood-burning fireplace that is currently capped, a

Liz McDonald Dandridge Realty Group, LLC

Bill Cafferky Snyder Bailey & Associates

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

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

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

Spring into action with a new price improvement! Nestled in the charming Hartzell Gardens community, PRICE REDUCTION...LET'S MAKE A DEAL...ALSO LISTING AGENT LIVES IN THE NEIGHBORHOOD! REACH OUT FOR ANY QUESTIONS! 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 adjoining room can easily be

Paula Miller Coldwell Banker Premier