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 origin as 1790, but the kitchen and bathroom were thoughtfully renovated in 2023 to blend modern comforts with timeless charm. The kitchen boasts stainless steel appliances, two toned upper and lower cabinets, stone countertops and tile brick flooring. The cozy first floor living space includes a spacious living/dining room with connecting kitchen overlooking the incredible backyard. This residence offers three bedrooms and a full bathroom, making it an ideal retreat for those seeking a cozy yet stylish home. As you step inside, you'll appreciate the warm ambiance created by the classic architectural style and the rich history that this home embodies. The brick exterior of the home is equally appealing, set on a generous lot with two-tiered deck, stone patio, and a truly incredible stone wall lining both sides of the rear yard. The basement has ample ceiling height for a multitude of creative uses and draws you in with its massive stone and brick walls and original wood staircase. Living within the heart of Shepherdstown, find yourself immersed in its rich community offerings and a variety of shops, cafes and restaurants that reflect the town's unique character. The community hosts numerous events throughout the year, providing opportunities to connect with neighbors and celebrate local traditions. Shepherdstown provides 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. Experience the perfect blend of history, comfort, and community in this stunning residence. 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 603 Persimmon Ln, Shepherdstown, WV—a beautifully fully renovated home situated on 1.5 acres of serene, natural surroundings. This spacious residence features 5 bedrooms and 3 full bathrooms, offering a flexible and functional layout ideal for both everyday living and entertaining. The home has been thoughtfully updated throughout, creating a fresh, modern feel while maintaining warmth and charm. Major exterior upgrades provide peace of mind and lasting value, including a brand-new roof, new siding, and newly constructed decks, enhancing both curb appeal and outdoor living space. These improvements make the home truly move-in ready from the inside out. Inside, large windows fill the home with abundant natural light, creating bright and inviting living areas. The floor plan flows comfortably between spaces, offering room for gathering, relaxation, and privacy. The primary suite serves as a private retreat, featuring a spacious bedroom and a beautifully renovated en-suite bath with elegant, modern finishes. Additional bedrooms are generously sized and versatile, perfect for guests, home offices, or hobby rooms, with updated bathrooms that reflect the same level of care and style. Set on 1.5 acres, the property provides ample outdoor space for enjoying nature, entertaining, gardening, or simply relaxing in a quiet setting. A rare opportunity in Shepherdstown—fully updated, thoughtfully improved, and ready to welcome its next owner.
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 vibrant college town known for its locally owned shops, excellent restaurants, annual Oktoberfest, and a college campus offering theatre productions, community events, and lively fall football weekends. Thoughtfully upgraded from top to bottom, this exceptional property showcases everything from elegant hardscaping to rich hardwood flooring throughout. The expansive main level is designed for both everyday comfort and effortless entertaining, featuring multiple living spaces, a sun-filled private home office, a formal dining room, and a spectacular chef’s kitchen complete with a gas cooktop, a high-end refrigerator with a built-in water pitcher, abundant cabinetry, and an oversized pantry. A spacious morning room bump-out off the kitchen opens to an enormous patio area, perfect for outdoor gatherings, dining, and relaxing in the peaceful backyard setting. Upstairs, dual staircases lead to generously sized bedrooms with ample closet space. The luxurious owner’s suite is truly a private retreat, featuring a large walk-in closet with custom built-ins and a versatile sitting area bump-out with serene views, ideal for a reading nook, fitness space, or additional office area. The spa-inspired ensuite bath includes a custom walk-in shower, soaking tub, and private water closet. The lower level offers incredible flexibility with a separate finished space featuring a closet and direct walk-up access to the rear patio. The massive basement boasts soaring ceilings, abundant storage, a bathroom rough-in, and endless potential for additional finished living space, recreation areas, or guest accommodations. This remarkable home combines luxury, space, and functionality in one of Shepherdstown’s most desirable locations. This is an opportunity you don't want to miss!
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 large bay window with window seat brings in natural light, and the covered porch extends the living space outdoors with a view of Cress Creek Golf Course, that adds something special to daily life. The upper level includes a primary suite with ensuite bath, a second bedroom, full hall bath, and stacked washer and dryer. On the walkout lower level, a private bedroom suite with full bath, walkthrough closet, and patio access creates flexible space for guests, hobbies, or extended stays. Complete with a 2-car attached garage, this 3 bedroom, 3.5 bath home combines a scenic golf course backdrop with a floor plan designed for comfort, privacy, and ease. All this with easy access to all the restaurants, culture, and community that Shepherdstown, WV has to offer, just an hour outside of Washington, DC.
Imagine living just a short walk from everything that makes Shepherdstown special. Located on a beautifully manicured ½-acre lot, 112 Valley Court offers the rare opportunity to enjoy the convenience of walkable living while still having the space and privacy of a well-appointed home. Stroll into historic downtown for dinner, coffee, shopping, weekend farmers markets, university events, or an evening walk — all without getting in your car. Designed with convenience in mind, the home features a main-level primary bedroom, ideal for buyers seeking accessibility and everyday ease. Upstairs, you’ll find three additional bedrooms and a full bath, providing flexibility for guests, family, work-from-home space, or hobbies. The sleek, updated kitchen serves as the heart of the home, blending style and function for everyday living and entertaining. Outside, the beautifully landscaped yard offers space to unwind, garden, or host gatherings on a generous half-acre lot. Whether you're looking for small-town charm, convenience, or room to grow, this home delivers the lifestyle buyers are searching for in one of Shepherdstown’s most sought-after locations.
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. The large eat-in kitchen is designed for everyday living and entertaining alike, complete with peninsula seating and a dedicated dining area. A hearth is already in place, ready for your heating stove of choice—adding both charm and efficiency. The full walk-out basement provides additional space and possibilities, while the attached 2-car garage offers convenience. Just off the rear of the garage, a separate-access room presents an excellent opportunity for an efficiency apartment, guest suite, home office, or studio. Outside, the property continues to impress with 3.67 acres—potentially subdividable (buyer to verify)—plus a large storage shed and an additional driveway with turnaround access for ease of entry and extra parking. Major updates include a new roof and deck (2022), new A/C unit (2025), and an oil furnace replaced in 2010. This property is being sold as-is, where-is. Buyers are encouraged to perform their own due diligence. A rare chance to invest, customize, and create something special—don’t miss it.
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 formal living room that seamlessly flows into the formal dining room—perfect for entertaining. The spacious eat-in kitchen is the heart of the home and features granite countertops, new stainless-steel appliances, a center island with breakfast bar seating, pantry, and sunny dining area. The kitchen opens to the expansive family room highlighted by a cozy wood stove and direct access to the screened-in porch overlooking the tree-lined backyard. A convenient half bath and laundry room complete the main level. Upstairs, the spacious primary suite offers a large walk-in closet and private en suite bath featuring dual vanities, a soaking tub, and separate shower. The additional bedrooms are all nicely sized, with Bedrooms 3 and 4 connected by a Jack-and-Jill bathroom for added convenience and functionality. The mostly finished lower level provides exceptional flexibility with a large recreation room, 5th bedroom, full bath, and abundant storage space—ideal for guests, multi-generational living, hobbies, or a home gym. Additional highlights include a side-entry 2-car garage, oversized driveway with ample parking, open-concept layout, and a serene backyard setting with added privacy. Conveniently located near historic Shepherdstown, commuter routes, dining, shopping, and outdoor recreation.
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 fireplace converted for a wood stove, while the formal living room features a beautiful mantel and connects to the dining room and sunroom, creating an inviting space for entertaining or relaxing. Large windows and the sunroom fill the home with natural light. The kitchen offers stainless steel appliances, an island, a casual dining area, and a walk-in pantry. Upstairs, you’ll find 5 generously sized bedrooms, including a large primary suite with a private bath and cedar closet. The second floor also includes a home office, playroom, and full bathroom. Hardwood floors are located beneath the carpet in three bedrooms and the office. Additional features include a finished basement ideal for a home gym, a large attic for storage, and a detached shed/garage. Outside, enjoy mature trees, beautiful landscaping, spring blooms, hardscaping, and a large screened porch overlooking the private yard. Located in a peaceful setting just steps from dining, shopping, recreation, entertainment, and Shepherd University.
When modern styling meets traditional architectural design the blend can be awe-inspiring. Welcome to one of those unique homes, set just outside of Historic Shepherdstown on a 2.5 acre property that borders Springdale Farm, a designated historic landmark, this spacious, open floorplan home has luxury features throughout, most notably the soaring vaulted ceilings in the great room and kitchen, and the expansive private patio with a built-in wood-burning fireplace. Comfort and convenience await with a main floor primary bedroom and bathroom suite that lies adjacent to the gourmet kitchen which is the showpiece of the home with its large island and quartz counter tops, stainless steel appliances and gas cooking, and a view that overlooks the patio and rear yard. Built for entertaining, the open concept great room features a built-in showcase that's sure to spark discussions of your personal collection next to an inviting floor-to-ceiling stone fireplace where you may quietly enjoy them. The main floor features two additional guest bedrooms that share a Jack-and-Jill bathroom, but there are additional bedroom options in the private loft and the finished basement - each with an additional full bathroom. The expansive basement could be easily transformed into an au-pair suite that already features its own laundry connections, as well as a large rec room, a fitness room, and private media room that is perfectly situated for movie night. With over 5,000 sq ft of living space and striking curb appeal in one of the nation's Best Historic Small Towns (2026 USA Today), this property is the perfect modern contrast to area's timeless past.
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 modern style and serene country living, just minutes from golf courses, Shepherd University, coffee shops, and the scenic Potomac River. Step Inside & Be Wowed! The main level showcases a designer kitchen featuring a bold waterfall granite island, stainless steel appliances, newly installed hardwood floors, a new tiled backsplash, abundant cabinetry, and a recently professionally painted interior. Updated lighting fixtures added. Newly updated stylish lighting fixture just added! A brand-new picture window frames a sun-soaked living room with wall molding in the dining and living areas. The open dining area flows to a brand-new deck—ideal for hosting or relaxing under the stars. Comfort Meets Style Upstairs: Three spacious bedrooms and three luxurious, fully updated bathrooms provide comfort and elegance, all finished with today’s most stylish touches. Lower Level Bonus Living: Enjoy a massive great room with a cozy brick accent wall, a dedicated office or study nook, and convenient walk-out access to the backyard. A large laundry room adds exceptional storage and utility space. Dream Bonus Building: Don’t miss the oversized two-story detached building with new electric, perfect for a workshop, studio, possible garage apartment, loft, or ultimate storage solution. Let your imagination run wild! Get the best of both worlds! Enjoy peaceful rural views, daily visits from deer, wild turkeys, and the birds from the adjoining bird sanctuary. Enjoy the freedom of open space—all just minutes from downtown Shepherdstown. Whether you're looking for a retreat, a family home, or a unique work-from-home haven, this one checks every box. Homes like this rarely come available—especially with land, luxury, and location. Put this one on your list today! The home is close to perfection! You will love your neighbors, as they include a bird sanctuary and wildlife galore! Schedule your showing today.
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 deck (2025) and concrete patio that allow for privacy and relaxation in a huge backyard with distant golf course views. The inside is adorned with oak hardwood floors, a large eat-in kitchen with quartz counter tops, a wood-burning fireplace on each floor, and a spacious entry-level primary bed and bath suite that enjoys on-level access to the home's best features. Sliding glass doors stretch across the rear of the home allowing natural light and easy access to the outdoors from all the bedrooms and gathering areas on both floors. The fully finished walkout basement offers additional living space and versatility with two flexible bedrooms that share a second full bathroom. With an attached side-entry garage and a community pool just steps away, this home is not just a residence; it’s a lifestyle. Experience the perfect blend of comfort, style, and convenience in this delightful property.
Are you searching for a home in a peaceful rural setting—outside of a subdivision—with a sought-after Shepherdstown address? You’ve just found it! This well-maintained 3-bedroom, 3-bath Foremost modular home is perfectly situated on 2.46 acres just minutes from Shepherdstown. Step inside to a spacious foyer with a convenient coat closet, ideal for seasonal storage. The bright and inviting living room features a bay window that fills the space with natural light. The adjacent dining room offers a ceiling fan/light fixture and atrium doors leading to a screened porch—perfect for enjoying al fresco dining. The kitchen is well-appointed with an electric cooktop, separate wall oven and microwave, dishwasher, and refrigerator. A nearby exterior door provides easy access to the deck for outdoor grilling. The adjoining breakfast room is ideal for casual meals or morning coffee and includes a built-in desk and pantry closet. A charming Dutch door adds character and connects the space back to the foyer. At the end of the hall, the private owner’s suite offers a relaxing retreat with a spacious layout and en suite bath featuring a soaking tub and separate shower. Two additional bedrooms and a full hall bath complete the main level. Laminate plank flooring runs throughout—perfect for allergy-sensitive buyers and pet-friendly living. Comfort is maintained year-round with a total electric heat pump system, ceiling fans, and a whole house attic fan. The lower level offers exceptional flexibility with two additional finished rooms—ideal for guests, home office space, or exercise areas—one with an attached full bath. A large recreation room provides ample space for a media room, game area, or hobby space. The unfinished portion of the basement includes interior access, garage door entry, and a walk-out door—perfect for vehicles, lawn equipment, storage, or workshop use. Enjoy quiet outdoor living from the screened porch or covered deck overlooking the private backyard. Located on a state-maintained road, this property has been lovingly cared for by its original family since 1989 and has been recently landscaped and power washed. Don’t miss this opportunity—schedule your showing today. You’ll be impressed!
Welcome to 6 Rams Court, a refined brick-front Colonial tucked into the established and highly desirable Maddex Farm community, all within the coveted Shepherdstown zip code—where timeless architecture meets the lifestyle today’s buyers are chasing. Set on a prominent corner lot, the home is framed by mature landscaping and anchored by a lush, expansive backyard that offers both privacy and possibility—an increasingly rare find for buyers seeking space to gather, play, and unwind. Step through the front door into a dramatic two-story foyer, where natural light and classic wood stairs set the tone for the home’s elegant yet comfortable design. The main level follows a traditional floor plan enhanced with modern updates, real hardwood floors and thoughtful functionality. At the front of the home, 15-lite French double doors open to a distinguished sitting room or private home office, creating a refined and flexible space ideal for today’s work-from-home lifestyle. Opposite, a formal dining room offers the setting for both everyday meals and special occasions, while also providing versatility for those who may envision a homeschool space, library, or additional lounge. Moving through the home, the recently updated kitchen is ideally positioned just off the two-car garage for everyday convenience and features granite countertops, updated cabinetry, and new stainless steel appliances. The kitchen opens seamlessly into a spacious and inviting living room, creating the open-concept feel today’s buyers want while still maintaining the structure of a classic Colonial layout. Upstairs, generously sized bedrooms provide the space and comfort modern households expect, each offering ample closet storage. The primary suite serves as a true retreat, complete with a soaking tub, walk-in glass surround shower, and a well-appointed layout designed for both relaxation and functionality. The lower level expands the home’s lifestyle appeal with a theater-style living area and game room setting, ideal for entertaining, movie nights, or creating a second living space. With the potential for a fifth bedroom, this level offers flexibility for guests, extended family, or additional work and recreation space. Located just minutes from the charm and culture of Shepherdstown and in proximity to a new elementary school, this home offers not only beauty and space, but also long-term lifestyle value. Commuters will appreciate the accessibility to Maryland, Northern Virginia, and the greater DC Metro area. This is the kind of home that blends classic design, modern updates, and everyday livability—set in one of the Eastern Panhandle’s most sought-after communities.
A rare gem nestled on over two pristine acres in a coveted water-access community, this stunning brick rancher offers the perfect blend of elegance, comfort, and natural beauty. Boasting four generously sized bedrooms and two full baths on the main level, the home is thoughtfully designed for both everyday living and effortless entertaining. Step into the impressive living room, where a vaulted ceiling and a warm gas fireplace create an inviting, light-filled space, beautifully shared with the owner’s suite for a touch of everyday luxury. Unwind in the tranquil glass-enclosed sunroom, where panoramic, park-like views showcase mature landscaping and abundant wildlife, offering a peaceful retreat in every season. With direct access from both the owner’s suite and the dining room, this space seamlessly connects indoor comfort with outdoor charm. The partially finished basement expands the home’s versatility, featuring a full kitchen and full bath—ideal for guests, extended living, or entertaining. Enhanced by recent updates throughout, this exceptional property is truly move-in ready and poised to deliver the lifestyle you’ve been waiting for.
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. This extraordinary property offers a rare fusion of historic charm and modern versatility, featuring an original main residence alongside two fully renovated private apartments, an ideal setup for both living and reliable income generation. Across the entire property, five bedrooms, four full bathrooms, and three fully equipped kitchens provide exceptional flexibility for a variety of residential and rental configurations. Offered with flexibility, the home may be conveyed largely turnkey with an acceptable offer, presenting a rare opportunity for a seamless transition. Perfectly positioned in the heart of town, it offers effortless access to acclaimed restaurants, curated boutiques, and the vibrant campus of Shepherd University. This highly desirable location not only enhances everyday convenience but also supports strong, consistent demand for long-term rentals, making it as compelling an investment as it is a home. Inside, the home’s historic character is exquisitely preserved, with original heart pine floors, windows, and detailed millwork creating a warm and authentic backdrop. Multiple fireplaces add charm and timeless elegance throughout. Soaring ceilings and a gracious, sun-filled foyer set an inviting tone, while the living and dining rooms sit on either side. The main level is completed by a well-appointed kitchen and a full bath. Upstairs, the second floor features three generously sized bedrooms along with the added convenience of a dedicated laundry area. Above it all, a spacious attic provides excellent storage or presents an exciting opportunity for expansion or customization. Along with the main residence are two self-contained one-bedroom apartments, each featuring a full bath, a fully appointed kitchen, and an open-concept living and dining area. Each unit, including the main home, offers its own private entrance, separate utilities, and individual addresses, ensuring complete privacy and independence. The apartments showcase exposed and restored stone and brick walls and fireplaces that add authentic historic character, while the upper unit is distinguished by a striking beamed ceiling. Every detail has been updated for both comfort and style: hardwood floors, modern plumbing, separate HVAC systems, and individual water heaters ensure convenience and efficiency. Contemporary kitchens, equipped with stainless steel appliances and designer finishes, create inviting spaces for cooking and entertaining, while carefully positioned lighting enhances both ambiance and functionality. These apartments offer a seamless blend of historic charm and modern luxury, making them perfect for long-term rentals or extended family living. Outside, the property continues to impress. A brick driveway and detached two-car garage includes a versatile second-story space, perfect for a home office, art studio, or creative retreat. The grounds are thoughtfully landscaped, with inviting flagstone patios and charming brick pathways winding through the tiered backyard. Enclosed with fencing, the outdoor space is designed for both privacy and enjoyment, offering cozy, intimate nooks perfect for entertaining or quiet relaxation, all while savoring the serene beauty of this historic town. Beyond its exceptional features, the Parran House enjoys a prime location in Shepherdstown, offering easy access to Shepherd University’s cultural events, the C&O Canal towpath, and a private boat dock. Nearby highlights include Antietam National Battlefield, Harpers Ferry’s outdoor recreation, Washington, D.C. commuting, and Loudoun County wineries
Quick Move In w/ walkout basement! Nearly a 1/4 acre homesite and mountain views. Complete with main level bedroom, and finished basement rec room! Only a stone's throw away from Morgan's Grove Park Entrance. This 2 Story single family home marries features and affordability and comes with everything included. 5 Bedrooms, LVP floors in the main living spaces, included kitchen appliances, granite countertops and Espresso cabinets give the updated look you've always wanted. Located next to Morgan's Grove Park and just down the street from Downtown Shepherdstown!
Quick Move In! Back to Trees private quarter acre homesite! Located in Tollhouse Woods, Shepherdstown's newest community located just a mile from the downtown area and university. This property backs to a tree line and sits on a private homesite. 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 Grove Park and just down the street from Downtown Shepherdstown!
To Be Built — an exciting opportunity to create your dream home in a peaceful setting with a sought-after Shepherdstown address. This thoughtfully designed rancher will offer over 1,700 square feet of comfortable, single-level living, all situated on more than two unrestricted acres. The home will feature attractive board-and-batten siding, a stylish hip roof, and a welcoming front porch—perfect for enjoying the surrounding countryside. Set against a tranquil, farm-like backdrop, the property provides expansive front and backyard space, ideal for relaxing, entertaining, or simply taking in the open, serene landscape. Inside, you’ll find modern finishes including 9-foot ceilings, recessed lighting, and a well-planned layout designed for both everyday living and effortless entertaining. A cozy fireplace will serve as a focal point for the main living area, adding warmth and charm, while the spacious 3-car garage offers ample room for vehicles, storage, or hobbies. One of the best advantages of this home is the timing—there’s still an opportunity to secure it before completion and truly get in on the ground floor of something special. Please note: buyer to pay transfer tax stamps at closing. Don’t miss your chance to own a beautiful new home in a peaceful setting with room to grow. Reach out today for more details and to explore this incredible opportunity.
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 the kitchen and living areas, enhanced by beautiful wood floors and natural light streaming through skylights. The kitchen is a chef's dream, featuring upgraded countertops, an island for casual dining, and a pantry for all your culinary needs. Enjoy cozy evenings by the fireplace in the living room, or unwind in the inviting primary suite, complete with a walk-in closet and a spa-like bathroom featuring a soaking tub and walk-in shower. The exterior of the home is equally appealing, with a well-maintained lot situated on a peaceful cul-de-sac. Enjoy outdoor living on the patio, perfect for morning coffee or evening gatherings. The attached garage provides convenient parking, with additional driveway space for guests. With an association that covers lawn care, snow removal, and common area maintenance, you can spend more time enjoying your home and less time on upkeep. This property is not just a house; it’s a place to create lasting memories. Don’t miss the opportunity to make it your own!
Spanning 31.84 contiguous acres across two parcels, this estate pairs a custom 2010 main residence with guest suite and 2008 three-bay barn on a 30.21-acre tract with a private two-bedroom guest cottage on the adjacent 1.63-acre lot. The primary acreage is heavily forested with established Black Walnuts, Oak, Cherry and various other species with an active planting of an additional variety of trees. This exceptional property is secured by an environmental conservation easement, ensuring its wooded grounds, historic views, and vital natural resources remain undisturbed and provide unparalleled privacy. In addition, multiple properties adjacent are also protected in various easements. For the discerning buyer, this designation offers more than just the peace of mind that comes with a protected boundary; it provides a unique financial advantage through potential estate tax benefits and preferential property tax assessments. A masterclass in eco-conscious luxury, this Shepherdstown estate sets the gold standard for sustainable living. Engineered from the ground up with Structural Insulated Panels (SIPS) providing a superior thermal envelope and a sophisticated palette of reclaimed materials, including flooring milled from the property’s own timber. This property masterfully balances architectural luxury with a pioneering environmental conscience, utilizing a rainwater harvesting system and Energy Star technology to offer a lifestyle of unrivaled efficiency and versatility. Designed for seamless indoor-outdoor living, this 4-bedroom, 3.5-bath modern craftsman flows effortlessly from the entryway through the living room and custom kitchen to a sprawling flagstone patio, pergola, and garden. Centrally positioned, a masonry heater acts as both an architectural anchor and a high-efficiency heat source, strategically bisecting the floor plan to radiate consistent warmth across both floors. Unlike a traditional fireplace, it captures heat from a single fire and slowly releases it over 12 to 24 hours to maintain a perfectly stabilized climate. An oversized two-car garage completes the estate, topped by a private 600-square-foot, one-bedroom apartment with its own kitchenette and exterior entrance. Beyond the main residence, a 24'x38' clear-span barn provides expansive utility, featuring three bays and a post-free interior ideal for heavy equipment or a workshop, plus a full second-story loft. The property also includes a separate 1.63-acre currently commercially zoned parcel featuring a versatile 1,000-square-foot carriage house used as a rental property. If used as a true guest house, the parcel would revert to agricultural zoning due to the conservation easement. While it was constructed in 1977, this secondary residence has undergone a series of comprehensive modernization, most recently in 2018, to create a sophisticated living space above a dedicated three-car garage. The interior is defined by hardwood flooring, custom cabinetry with tile accents, and built-in shelving, while the primary bath offers the high-end comfort of radiant heat. With a full bathroom on each level, a main-floor laundry, and two upper-level bedrooms, this parcel represents a turnkey income opportunity or a flexible residential retreat for family and friends. Set on a generous parcel, the home is bordered by mature hardwoods and features a network of private, sun-dappled trails that meander through the woods. The grounds offer an exceptional vision of outdoor living and environmental stewardship. For the gardening enthusiast, a substantial, deer-fenced garden plot stands ready for seasonal production, complemented by meticulously mulched perennial beds and stacked-stone retaining walls. Just beyond the property line, the vibrant spirit of Shepherdstown awaits. This historic enclave seamlessly blends its deep-rooted heritage with the energy of a thriving University town, anchored by the cultural events, parades, and seasonal celebrations.
Tucked away on a quiet cul-de-sac in beautiful Shepherdstown, this charming three-bedroom, two full baths, one half bath home offers comfort, privacy, and a peaceful setting surrounded by mature trees. The home sits on half an acre, features a 1 car garage and a versatile bonus room over the garage—perfect for a home office, playroom, guest space, or media room. Inside, you’ll find a functional layout with brand new upstairs carpet, brand new LVP on main level, fresh paint and a spacious kitchen featuring new Quartz countertops. With a full unfinished basement, you have plenty of storage or the option to finish for additional living space! Step outside to enjoy the white vinyl privacy-fenced backyard, providing a secure and private space for relaxing, gardening, or entertaining. This property is nestled in a quiet cul-de-sac, offering minimal traffic and a welcoming neighborhood feel. With its tree-lined surroundings, flexible living space, and desirable location near historic Shepherdstown, this home combines small-town charm with modern convenience. Don’t miss your chance to make this inviting home your own!
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, and vibrant pollinator garden. 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.
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.
