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 residence or an investment in a convenient location, 39 Nightingale offers solid value just minutes from downtown Shepherdstown, Shepherd University, and major commuter routes.
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 residence, a detached structure with additional full bathroom and bedroom currently operating as a successful Airbnb, offers turnkey potential for a short or long-term rental. With 4 bedrooms and 3 full baths, the home blends timeless character with thoughtful, modern updates. Most of the original hardwood floors have been recently refinished, enhancing the warmth and continuity throughout. A newly added main-level bath, finished with a beautifully lime-washed wall, brings both style and functionality to the first floor. A slate-tiled foyer welcomes you inside and flows seamlessly to a private screened-in porch, creating an effortless connection between indoor and outdoor living. The main level offers a classic, circular layout ideal for both daily life and entertaining. The living room is rich with character, featuring wood paneling, arched built-ins, and a large picture window that draws in natural light and garden views. A dedicated dining room transitions into the kitchen and family room, forming a comfortable, open gathering space. Upstairs, four well-proportioned bedrooms and two full baths provide a peaceful retreat, anchored by an oversized primary suite with its own ensuite bath and walk-in closet. A large attic offers exceptional additional storage. The lower level provides usable footprint and storage consistent with the home’s original structure, adding further flexibility. Outdoors, a cozy garden and spacious yard create space for relaxation, entertaining, and play. A rear lean-to structure includes additional garden storage, thoughtfully tucked into the landscape. Beyond the main home, a fully renovated detached cottage—approximately 800 sq ft and completed in 2025—adds exceptional versatility and value. Equipped with energy-efficient mini-split systems to help manage utility costs, this separate dwelling includes a full kitchen, living space, bedroom, and full bath. It is currently operating as a savvy income-generating Airbnb, offering immediate revenue potential or flexibility for guests, extended family, or private workspace. Additional upgrades include a whole-home water treatment system featuring dual filtration and UV purification, as well as an advanced ozonator laundry system designed to reduce or eliminate the need for detergent—enhancing both efficiency and sustainability. The home also features two fireplaces, one of which is currently covered, preserving its character while offering future optionality. Located just moments from the heart of Shepherdstown, you’re within easy walking distance to schools, shops, restaurants, and everyday essentials, as well as the charm of German Street and the surrounding community. Here, you can enjoy the architectural richness and lifestyle of a historic town—without the added layer of oversight—making this an especially rare opportunity in one of West Virginia’s most beloved communities.
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 love with its flagstone pathways, stone benches, fountain, vibrant pollinator garden, and 3-story addition. Immerse yourself in the home's vibrant, mature landscaping as you meander the stone paths. Downtown parking woes are solved with the rear alley access to three parking spaces, including two covered spots behind the home’s matching potting shed. Once inside, you are greeted by a spacious, open floor plan integrating the kitchen, dining, and living areas. The recent addition of the generously sized, screened-in porch with infrared heaters and teak floors provides for multi-seasonal use well into the fall and cool early spring days. Follow along the numerous improvements during the sellers' tenure at this historic gem. From a front view, find hand-forged porch grab bar, house numbers, and historic shutter dogs on the windows. The long-traveled brick sidewalk was enhanced with underground drainage piping while the orginal bricks were leveled and lined with new landscaping. Just inside the front, hardwood floored entrance you are drawn into the heart of the home at the kitchen. Here you will find granite countertops, built-in shelving, large center island with farm sink, wrought iron cabinet pulls and a cork wall coffee station all pulled together with updated appliances. Crown molding was generously added throughout the kitchen, dining and living rooms. When not relaxing under the infrared heaters on the screened-in porch, snuggle up next to the pellet stove in the living room all while enjoying views of the vibrant backyard landscaping. On the second floor you will find two generously-sized bedrooms and a possible additional bedroom currently used as an office/family room. A private third floor bedroom is tucked away behind a beautiful 15-paned glass door. The bright, window-lined primary bedroom boasts an ensuite primary bathroom featuring a spacious walk-in shower with custom made windows, a historic vanity with raised sink and separate soaking tub. The closet-lined hall between the primary bedroom and bathroom includes the laundry area and features built-in shoe racks and new hardwood flooring throughout. Black-out shades and crown molding are featured throughout the second and third floors. Interior storage options include an abundance of closets throughout, along with the unfinished basement and walk-up attic. Further improvements include an electric pump in the cistern to allow for convenient watering of gardens and dual heat/air pump (zoned for the first floor and second unit for the second and third floors). Whether you're looking to take a leisurely stroll on the 184.5 mile C & O Canal Towpath or enjoy nearby dining & entertainment options Shepherdstown is waiting to be explored. With its historic charm, community-focused lifestyle, and convenient location, this property is more than just a home; it's an invitation to be part of the oldest recorded town in West Virginia with easy access to neighboring Northern Virginia, Maryland and DC. Nearby Shepherd University offers a range of activities to the community including a Wellness Center, the Life Long Learning program, as well as athletic events, concerts, lectures and plays throughout the year. Living in Shepherdstown embraces a lifestyle filled with community and local charm where neighbors become friends and community events bring everyone together. Due diligence for all information presented in the listing; including, but not limited to measurements, architectural style, age, building materials, lot lines, utilities, and finishes.
Welcome to 183 Riderwood Way—situated on nearly a 1/3 acre homesite, this spacious two-story home blends comfort, style, and affordability. Featuring 4 bedrooms, a second-floor loft, and durable LVP flooring throughout the main living areas, there’s room for everyone to live and grow. The kitchen comes fully equipped with included appliances, granite countertops, and white cabinetry, delivering the modern look you’ve been searching for. A finished rec room in the basement provides valuable additional living space—perfect for a media room, play area, or home gym. Located next to Morgan’s Grove Park and just down the street from Downtown Shepherdstown, you’ll enjoy both convenience and charm. Why wait to build when you can move now? This less-than-a-year-old home is in pristine condition and shows like a model. Perfect for outdoor enthusiasts, with nearby hiking trails and close proximity to the Potomac River for endless adventure. It’s also an excellent location for commuters—offering easy access to surrounding areas—while still allowing you to return home to the peaceful feel of a small-town community.
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. Basement has a bedroom and full bath, large rec room, gym area and plenty of storage. Rear deck off the living room backs to orchard and walking trail. Extensive hardscape, stone retaining wall, and rear patio off basement, bonus room. NEW SECURITY SISTEM 4 Cameras around the house. 5 K in BLINDS. A/C and Heat WITH DUAL type of fuel ROOF AROUND 3 years old. Must see.
Shepherdstown on a Half Acre and NO HOA! Close to downtown Shepherdstown and Shepherd University for UNDER 300K!! This cozy home features 3 bedrooms, 2.5 baths, fireplace and fully fenced back and Side fenced area. Large separate dog kennel area that is perfect for dog owners! Is also a good college student rental option. New stainless-steel dishwasher, riding lawn mower and outside Shed included. Seller is motivated, just lowered price! Appraised for $310,000 FHA recently and has been dropped to $269,900.00 to allow for a $14,000 foundation/structural issue to be fixed. We have the reports and estimate to repair uploaded in Documents....Bring all offers!
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 boundary expansion to include the entire town in 1987. One block from Shepherd University and one block from German Street, walkable to the shopping, restaurants, bars, entertainment, arts, and culture, this is the perfect location for both functionality and entertainment. A highlight of this property is it sits on a lot that borders the Shepherd University football field. The lot is adorned with garden areas, mature trees, a wide range of foliage, bamboo grove, flagstone walk/steps, and a large barn storage/shed. Upper and lower decks present, so whether you're hosting friends or enjoying a quiet evening, the outdoor space is designed to be loved by all. The tall bamboo allows you to enjoy the lower back deck and outdoor shower area with privacy. Upon entering the home, you are greeted with timeless charm. The updated kitchen features granite counter tops, state of the art counter-top gas range, stainless steel refrigerator, attractive birch cabinetry, ceramic earth toned tiles, opening to the dining area and French doors to the back upper deck. The rest of the main level has stunning hardwood floors, a library/ study with built-in floor-to-ceiling bookshelves, and tall windows giving plenty of natural light. The living room contains a woodstove on its custom brick hearth in front of the high brick wall and mantel. Upstairs, you’ll love the three light-filled bedrooms, wood floors and full bath with pedestal sink. The larger main bedroom has a separate attached dressing room. The sizable basement, with concrete floors, interior stairs and exit to lower-level deck, houses the laundry room, storage shelving and shop areas. This property is an undeniably amazing location and is full of potential. Call today for more information and schedule a showing.
**** 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 & Beauty Tucked away on over ten acres of rolling woodland, 105 Rabbits Rest Lane is where timeless architecture meets tranquil living. This striking Lindal Cedar Home captures the essence of peace, privacy, and craftsmanship, created for those who value beauty in both structure and setting. Experience serenity and sophistication just minutes from Historic Shepherdstown, Harpers Ferry, Charles Town, and the Potomac River. This beautifully crafted residence showcases modern timber-frame architecture with a panoramic prow front, walls of glass, and vaulted ceilings that flood the great room with natural light while framing mountain and woodland views. Constructed with premium kiln-dried Western red cedar, the home combines classic elegance with comfortable livability. Inside, pine ceilings, white oak flooring, recessed lighting, and Corian countertops create a warm and inviting atmosphere throughout. The property features a private well and septic system, a 500-gallon buried propane tank that conveys, and a 2015 heat pump upgrade for year-round efficiency. Offering both privacy and convenience, the home is within easy reach of MARC train stations in Duffields, Harpers Ferry, and Brunswick,making commutes to the DC and Baltimore areas effortless. The land is graced by mature hardwoods, spring blooming dogwoods, and abundant wildlife, creating a peaceful, park-like setting that feels like a personal retreat. Covenants allow for domestic animals and select livestock such as horses, cattle, camelids, and poultry with proper containment, while swine are not permitted. With subdivision potential for two five-acre parcels, this property presents a rare opportunity to own a private sanctuary surrounded by nature yet close to everything Shepherdstown has to offer. 105 Rabbits Rest Lane is more than a home, it’s a retreat for the soul, offering space, beauty, and enduring peace in one of West Virginia’s most sought-after locations.
Shepherdstown is located in West Virginia. Shepherdstown, West Virginia has a population of 1,529. Shepherdstown is more family-centric than the surrounding county with 45.87% of the households containing married families with children. The county average for households married with children is 33.51%.
The median household income in Shepherdstown, West Virginia is $53,125. The median household income for the surrounding county is $86,711 compared to the national median of $69,021. The median age of people living in Shepherdstown is 21.8 years.
The average high temperature in July is 86.3 degrees, with an average low temperature in January of 20.9 degrees. The average rainfall is approximately 40.7 inches per year, with 20 inches of snow per year.
