Shepherdstown WV Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
2,244
Status:
Active
MLS#:
WVJF2019016
Type:
Single Family-Detached
Subdivision:
Shepherdstown Corporation
Lot size:
0.11 Acres
Year built:
1800
Courtesy: Samson Properties 304-930-5128
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ADDITIONAL INFORMATION

Historic Downtown Charm Meets Modern Comfort Welcome to 103 E New St — a distinctive historic home in the heart of Shepherdstown, West Virginia, just steps from cafes, shops, Shepherd University, and the C&O Canal National Historical Park. This thoughtfully updated 3-bedroom, 2.5-bath residence blends the warmth of original character with modern conveniences. Step inside to find rich original hardwood floors, tall windows, built-in shelving, and a cozy pellet stove anchoring the living space. The kitchen offers charming custom wood cabinetry, butcher-block counters, and stainless-steel appliances, while the formal dining room showcases period built-ins and timeless trim details. The second level includes 2 additional bedrooms and a primary suite with private balcony, ideal for morning coffee or sunset views. The updated primary full bath features a walk in closet and a large glass-enclosed shower, air jet spa tub, and tile accents — a relaxing retreat. Additional features include in-home laundry, efficient systems, and a standing-seam metal roof. Enjoy the fenced backyard with off-street parking with gardens full of perennials and just a short stroll from everything Shepherdstown offers. Perfect as a primary residence, investment property, or weekend retreat, this home captures the charm of small-town living with convenient access to commuter routes to DC/NOVA.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,698
Status:
Active
MLS#:
WVJF2020722
Type:
Single Family-Detached
Subdivision:
Tollhouse Woods
Lot size:
0.35 Acres
Year built:
2025
Courtesy: D.R. Horton Realty of Virginia, LLC 301-407-2600
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ADDITIONAL INFORMATION

Quick Move In! Main Level Primary Bedroom! Large Lot! This inviting Neuville floor plan offers the perfect blend of style & functionality, all on a single level for your comfort & convenience. Relax & enjoy the charming front porch, accentuated with tasteful stone accents. This spacious home boasts 4 bedrooms & 2 full bathrooms, providing ample space for family living. The open floor is designed for effortless entertaining. A generously sized kitchen island with elegant granite countertops serves as the centerpiece for both culinary creativity & casual dining. LVP flooring in the main area and carpet in the bedrooms. An oversized 2-car garage includes automatic opener. Thoughtful planning includes rough-ins for future ceiling fans in the family room & bedrooms, allowing you to customize your comfort. This home is one-level living combining practicality with a touch of elegance. Don't miss out on the opportunity to make this beautiful house your new home.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,480
Status:
Active
MLS#:
WVJF2020096
Type:
Single Family-Detached
Subdivision:
Rock Spring Acres
Lot size:
0.9 Acres
Year built:
1986
Courtesy: Samson Properties 301-882-8710
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ADDITIONAL INFORMATION

Welcome to this adorable cottage-style cape cod. Just minutes from Shepherdstown, you'll find plenty of paved parking, and a cute front porch. Inside you have one-level-living with kitchen, primary bedroom and full, updated bath (including oversized walk-in shower) along with washer and dryer all conveniently located on the main floor. The kitchen offers plenty of counter space, stainless steel appliances and a kitchen window over the sink looking out on your nearly one full acre! Upstairs, there are 2 spacious bedrooms and another full bath! The basement offers two finished rooms, a storage/utility room and another full bath. That's right! A full bath on every level! Your yard offers plenty of level ground for whatever you want to do with it. Fence it, add a pool, up to you! There are beautiful giant rock fomations you could include in a lovely rock garden.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,048
Status:
Active
MLS#:
WVJF2020494
Type:
Single Family
Subdivision:
Shepherdstown
Lot size:
0.33 Acres
Year built:
1790
Courtesy: Samson Properties 304-930-5128
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,308
Status:
Active
MLS#:
WVJF2019340
Type:
Townhouse
Subdivision:
Colonial Hills
Lot size:
0.08 Acres
Year built:
2007
Courtesy: Samson Properties 304-930-5128
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ADDITIONAL INFORMATION

***Motivated Seller, CLOSING COST ASSISTANCE UP TO $10K*** Updated end unit town home located in the Colonial Hills community of Shepherdstown. All three levels are finished and were upgraded with bump outs. Walk in at the lower level to an over-sized family room with full egress window, half bath, laundry room and entry to the attached one car garage. The main level features a dining/sunroom off the eat-in kitchen that leads out to a 16 x 15 deck with views of an open common area. Both rooms have LVP, and the kitchen offers stainless steel appliances, quartz counters, beautifully painted cabinetry, pantry and tile backsplash. The upper level of the home has a primary bedroom with tray and vaulted ceilings, a lovely sitting room and walk-in closet. The ensuite bath features a soaking tub and separate shower.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,455
Status:
Active
MLS#:
WVJF2019892
Type:
Single Family-Detached
Subdivision:
Riverfield At Leisure Ac
Lot size:
2.85 Acres
Year built:
1997
Courtesy: Greentree Associates of Shepherdstown, Inc. 304-876-3737
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ADDITIONAL INFORMATION

COMING SOON! Heads up on this over 4400 sq.ft. two story with a finished basement! Freshly painted throughout, almost all new carpeting and vinyl; and beautifully refinished hardwood floors. Few things left for your finishing touches. Celestory windows in great room with high ceilings beckon you in PLUS an eat-in kitchen and formal dining area or use as an office space. Lower level student or in-law suite possible. Totally finished. Has a br and full bath, and, there is an outside entrance. List of items repaired and or, upgraded will be included in the documents. Backyard is partially fenced but finish and put in a run-in shed or small barn and bring on the animals. Horses allowed. More pictures forthcoming. See floor plan for room layouts and measurements. Only 5 minutes to Leisure Acres common area for river access. Also, behind this house runs the lane to Dam #4! Ten minutes to downtown Shepherdstown, Shepherd University, restaurants and food shopping. Easy proximity to NCTC (the home of the US forest fish and wildlife) and a giant sycamore tree with a famous eagle nest visible from the road that can also be watched on eagle cam. This can be appealing to many young and adults... a nest Watch "Live! From the NCTC Eagle Nest - Camera 1" on YouTube.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,148
Status:
Active
MLS#:
WVJF2020720
Type:
Single Family-Detached
Subdivision:
Tollhouse Woods
Lot size:
0.26 Acres
Year built:
2025
Courtesy: D.R. Horton Realty of Virginia, LLC 301-407-2600
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ADDITIONAL INFORMATION

Quick Move In! 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!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,006
Status:
Active
MLS#:
WVJF2020426
Type:
Single Family-Detached
Subdivision:
Rattlesnake Run
Lot size:
1.82 Acres
Year built:
2002
Courtesy: Samson Properties 304-930-5128
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ADDITIONAL INFORMATION

New Listing in Shepherdstown, West Virginia! 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 bathroom. The breezeway off the kitchen leads to a convenient two-car garage, combining charm and functionality in one package. This home offers comfort, character, and plenty of room to make it your own!

Beds:
3
Baths:
4.00
Sq.Ft.:
2,720
Status:
Active
MLS#:
WVJF2020126
Type:
Townhouse
Subdivision:
Colonial Hills
Lot size:
0.05 Acres
Year built:
2008
Courtesy: Snyder Bailey & Associates 304-267-1050
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ADDITIONAL INFORMATION

Welcome to this Sun-Drenched and Spacious Townhome with Serene Wooded Views, 3 bedrooms, 2 full bathrooms, 2 half baths, and durable, stylish flooring. Enjoy Peace of Mind with Recent Updates. The deck was freshly painted, and a new heat pump (2019), disposal and microwave were recently installed. Comcast cable and Xfinity are available. Enjoy the perfect blend of town and country! This home is conveniently located near the new Shepherdstown Library, Morgan’s Grove Park, and the unique restaurants and shops of historic downtown Shepherdstown. Your options for adventure are nearly endless, with the Potomac River, C&O Canal, Harpers Ferry, Charles Town, Martinsburg, the Appalachian Trail, and lots of outdoor recreation with MARC commuter and Amtrak passenger train stations in the area. Check out the Shepherdstown calendar of events and information at https://shepherdstown.info/

Beds:
4
Baths:
3.00
Sq.Ft.:
2,176
Status:
Active
MLS#:
WVJF2019608
Type:
Single Family-Detached
Subdivision:
Ledge Lowe
Lot size:
2.51 Acres
Year built:
1970
Courtesy: Dandridge Realty Group, LLC 304-885-7645
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ADDITIONAL INFORMATION

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) perfect for hosting, and a cozy family room with a wood-burning fireplace (currently capped) and built-in shelving. There's also a private office or bonus room with natural light and a generously sized mud/laundry room for daily convenience. Upstairs, you'll find all four bedrooms, including a primary suite with its own ensuite bath, while the three additional bedrooms share a full hall bath. The kitchen remains in its original condition—clean and well-kept—providing a great opportunity to update and make it your own. The unfinished basement offers plenty of storage or future expansion possibilities. Recent updates include a new roof in 2025 and a modern HVAC system installed within the past few years. Outside, the in-ground pool is currently not operational, but it remains in place for buyers who wish to restore or reimagine the space. This home offers a rare combination of space, charm, and location—ready for your next chapter in beautiful Shepherdstown.

Beds:
7
Baths:
8.00
Sq.Ft.:
4,972
Status:
Active
MLS#:
WVJF2019654
Type:
Single Family-Detached
Subdivision:
Shepherdstown Corporation
Lot size:
0.2 Acres
Year built:
1868
Courtesy: ERA Oakcrest Realty, Inc. 540-665-0360
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ADDITIONAL INFORMATION

Welcome to The Thomas Shepherd Inn, a celebrated gem in the heart of Shepherdstown — West Virginia’s oldest town and one of its most beloved destinations. Voted WV’s “Best Bed and Breakfast” in 2023, this turnkey property offers a rare opportunity to own a thriving inn with reservations booked well into next year. Whether you continue its legacy as a B&B or reimagine it as a private residence, the possibilities are as rich as the town’s historic roots. Boasting 7 bedrooms and 7.5 baths, including four recently renovated bathrooms, the Inn blends timeless charm with thoughtful updates. Acoustic windows, (2) commercial-grade washers and dryers, and private rear parking enhance comfort and convenience. The property is fully equipped for seamless operation and ready for its next chapter. Located on iconic German Street, the Inn offers unbeatable walkability to Shepherd University, local shops, eateries, cultural events, and the C&O Canal trail. Guests and owners alike enjoy the rhythm of small-town life — from porch chats to art festivals — all within steps of home.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,530
Status:
Active
MLS#:
WVJF2020712
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.18 Acres
Year built:
1920
Courtesy: Coldwell Banker Premier 304-263-4800
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ADDITIONAL INFORMATION

Welcome home to this beautiful colonial right in the heart of Shepherdstown, but just outside of city limits. This home features the perfect blend of historic charm and modern living , where every detail invites you to call it home. This charming, well maintained 1920 Colonial-style home boasts two bedrooms, two full baths and over 1,500 sq. ft. of living space! Featuring stunning wood floors that exude warmth and character. The thoughtfully designed interior includes a combination kitchen/dining area, perfect for entertaining. The kitchen is equipped with energy-efficient appliances, including a refrigerator, oven/range, and dishwasher. Right off of the kitchen is a cozy study with exposed brick, and leads you into the perfect sized living room. Also on the main level, you will find a full bathroom and laundry room. Upstairs you will find an expansive primary bedroom, with a private deck, and loft. The additional space of the loft is perfect for a reading nook, study, or office space. Indulge in comfort and relaxation with a luxurious soaking tub in the primary ensuite! The additional bedroom upstairs is also of amble size. In the fenced in backyard you will find two more outdoor living spaces, AND a sizeable shed that has electric and can be imagined into any additional space your family wants! With off-street parking and a spacious driveway, convenience of strolling to downtown Shepherdstown and Shepherd University at your doorstep- what more could you want! Enjoy fine dining, shopping, college football games, nail salons, weekly farmer's market- with out ever starting your car! The current homeowners used this property as a very profitable AirBnB, imagine a home that not only offers aesthetic charm but also promises strong returns in a desirable location. This home is perfect for everyone!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,482
Status:
Active
MLS#:
WVJF2018978
Type:
Single Family-Detached
Subdivision:
Whisper Knoll
Lot size:
2 Acres
Year built:
2003
Courtesy: Burch Real Estate Group, LLC 681-252-3002
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ADDITIONAL INFORMATION

Check out this oversized colonial with a walk out finished basement in Shepherdstown zip code on 2 acres! This home boasts over 3,000 sq ft of finished space, offering 4 bedrooms, 3.5 bathrooms, and lots more. The main level offers dining, living, and kitchen along with formal living room/office space, a half bath and mudroom! The kitchen opens up to your expansive back deck overlooking your mostly private 2 acre lot filled with wildlife! The second level offers 4 large bedrooms and 2 bathrooms. The master suite features a large bathroom and walk in closet. The basement is finished and has another full bathroom! The home is in great shape but could use new carpet and paint to make it feel like home! Seller could offer some floor credit with acceptable offer.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,880
Status:
Active
MLS#:
WVJF2018752
Type:
Townhouse
Subdivision:
Colonial Hills
Lot size:
0.07 Acres
Year built:
2007
Courtesy: Path Realty 304-229-9359
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ADDITIONAL INFORMATION

Elegant Three-Level Townhome 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 modern luxury with timeless appeal. From the moment you arrive, the home impresses with its freshly painted exterior, professional landscaping, and carefully cleared surroundings for enhanced beauty and safety. Step inside to discover a fully finished lower level, a rare feature in the area, offering the ideal space for a telecommuting professional that is complete with a private home office, studio, and green screen. The heart of the home lies on the main living level, where a gourmet kitchen takes center stage with upgraded cabinetry, brand-new appliances, custom backsplash, and elegant lighting. Enjoy meals in the eat-in kitchen or the adjoining morning room, which flows effortlessly into a spacious living room with an electric fireplace that is perfect for cozy evenings or stylish entertaining. Throughout the home, no detail has been overlooked: Real wood floors on the second level and in the upstairs foyer, engineered wood flooring on the first floor (foyer, hallway, office), new wood steps throughout, marble flooring in the upstairs bathrooms and laundry room, new washer and dryer, first-floor toilet, and updated bath fixtures, crown molding and custom paintwork on the second level, modern circuit breaker and rebuilt heat pump with upgraded components, all-new recessed dimmable lighting, smoke detectors, and mounted TV with soundbar, and a brand-new Trex deck off the morning room, ideal for outdoor living. The third level hosts a serene primary suite retreat, featuring a walk-in closet, luxurious bath with sunken tub, separate shower, and double vanities. Two additional bedrooms share a full hall bath, offering comfortable accommodations for family or guests. With its generous space, elegant updates, and unbeatable location, this home offers a rare opportunity to enjoy the best of Shepherdstown living while being steps from nature, moments from town, and fully ready for modern life. Also, conveniently located to the nearby MARC Train, Shepherd University, C&O Canal, local shopping center, and so much more. Schedule your showing today and experience this exceptional home firsthand!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,890
Status:
Active
MLS#:
WVBE2042748
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
3 Acres
Year built:
1990
Courtesy: ERA Liberty Realty 304-728-2000
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ADDITIONAL INFORMATION

Back on the market at no fault of seller...Welcome to this custom log home on three acres, located near the Jefferson County line. Offering rustic charm with modern updates, this property features three bedrooms, two full bathrooms, a full unfinished basement, and an attached one-car garage. The wraparound porch includes both open and screened-in sections, perfect for outdoor relaxation or entertaining. Inside, highlights include pine hardwood floors, hand-crafted wood doors, wood block accents, and a mezzanine overlook that enhances the open design of the living space. A detached two-car garage provides additional storage and includes an upper level with potential for finishing as a studio, guest space, or workshop. Both the home and garage roofs were replaced in 2019 with a 50-year warranty. A recently installed HVAC system also includes a transferable warranty. Additional features include an invisible fence with two collars and perimeter flags, plus a park-like setting with panoramic views of Jefferson and Berkeley Counties. Schedule your private showing today to experience all this property has to offer.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,500
Status:
Active
MLS#:
WVJF2020174
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
10.08 Acres
Year built:
1996
Courtesy: Charis Realty Group 304-239-0443
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ADDITIONAL INFORMATION

**** 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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,446
Status:
Active
MLS#:
WVJF2020058
Type:
Single Family
Subdivision:
Cress Creek
Lot size:
0.34 Acres
Year built:
1992
Courtesy: Coldwell Banker Premier 304-724-2000
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ADDITIONAL INFORMATION

Rare Villa Opportunity in Sought-After Cress Creek Golf Community A rare find in one of Shepherdstown’s most desirable neighborhoods—only three double villa units like these were ever built in Cress Creek, and the last one sold nine years ago! Perfectly sited on a beautiful .344-acre lot with golf course views, this home offers refined comfort and effortless living. Step inside to an open-concept layout featuring a cathedral-ceiling great room filled with natural light. The main-level primary en-suite provides easy one-level living, while a second main-level bedroom or flex space offers versatility for guests or a home office. The kitchen with peninsula opens seamlessly to the living and dining areas, ideal for both everyday living and entertaining. Enjoy the outdoors from the screened porch or rear deck, both overlooking the scenic course. Additional highlights include main-level laundry, a side-load two-car garage, and an upper-level loft with a third bedroom, third full bath, and huge storage room. Comfort is ensured year-round with a dual-zone heat pump system. Experience the Cress Creek lifestyle—where golf, dining, and the charm of historic Shepherdstown are just minutes from your door.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,746
Status:
Active
MLS#:
WVJF2018804
Type:
Single Family-Detached
Subdivision:
Leisure Acres
Lot size:
3.14 Acres
Year built:
1993
Courtesy: Samson Properties 304-918-2740
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ADDITIONAL INFORMATION

NEW PRICE IMPROVEMENT!!! Equestrian Paradise in the Sought-After Shepherdstown Area! Tucked away in a private river-access community just minutes from Shepherd University, this horse-ready haven offers the lifestyle you’ve been dreaming of. Whether you're an equestrian enthusiast or simply craving wide open spaces, this property is designed for both you and your animals. Bring your horses home and say goodbye to boarding fees! With two 12x12 stalls and one 12x8 stall, up to four fully fenced paddocks (including a fenced front/side yard), and a barn with electric and water access, your animals will feel right at home. The sliding barn door allows for easy access, and there's plenty of room to park your trailer thanks to the long driveway with ample parking. Love to ride? This private community offers horse trail and ATV access, and permits equine and goats (no fowl or swine), making it a rare find in this highly desirable area. Inside, the home features an open floor plan with luxury plank vinyl (LPV) flooring, an enclosed back porch, and handicap-accessible upgrades such as a ramped rear entry, first-floor bedroom, and walk-in shower with grab bars, making it perfect for multigenerational living or aging in place. This is the perfect blend of comfort, convenience, and country living, just a short drive from downtown Shepherdstown and all its charm. *** Owner has an assumable FHA loan at 4.625%

Beds:
4
Baths:
4.00
Sq.Ft.:
4,838
Status:
Active
MLS#:
WVJF2019704
Type:
Single Family-Detached
Subdivision:
Maddex Farm
Lot size:
0.32 Acres
Year built:
2005
Courtesy: Realty ONE Group Old Towne 540-773-8475
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ADDITIONAL INFORMATION

Amazing location, this charming brick-front home sits on a quiet cul-de-sac in the highly sought-after Maddex Farm community, offering over 4,500 finished square feet of living space. One of the largest homes in the neighborhood, it features a stunning two-story foyer with dual staircases, a sunken living room with vaulted ceilings, and a cozy gas fireplace. The kitchen offers granite countertops, a spacious layout with an eat-in area, a good sized island, and a pantry. Upstairs offers four generously sized bedrooms, each with ample closet space and natural light. The expansive master suite includes tray ceilings, dual walk-in closets and a spacious bathroom with a large soaking tub. The spacious walk-out level basement features a half bathroom, and offers a bright and versatile area for recreation or additional living space. This home has the longest driveway in the neighborhood and a layout that’s both rare and impressive. With its size, and location, this home is a must-see!--Home virtually staged

Beds:
3
Baths:
3.00
Sq.Ft.:
1,169
Status:
Active
MLS#:
WVJF2020606
Type:
Single Family-Detached
Subdivision:
Chapline's Choice
Lot size:
0.48 Acres
Year built:
1987
Courtesy: Greentree Associates of Shepherdstown, Inc. 304-876-3737
View additional info

ADDITIONAL INFORMATION

Holiday Price Reduction!!! This charming split-level home rests on nearly half of an acre at the end of a cul-de-sac within five minutes of downtown, historic Shepherdstown! Hardwood flooring runs throughout the living areas on the main floor including the living, dining and kitchen spaces while large windows throughout provide an abundance of natural light. The main living area transitions to the hallway with three bedrooms along with one full and one half bathrooms. An additional full bathroom is located on the lower level!!! This lower space also provides additional finished living room; currently used as a second primary sleeping area. The multiple windows provide natural light while the full glass door leads to a level walk out side entry. A long paved driveway provides plenty of off street parking. Enjoy restful evenings grilling on the long rear deck or relaxing in the partially fenced-in backyard. Recent upgrades include a NEW ROOF in 2024, along with new refrigerator, microwave, and water heater in 2025!! Don't miss this adorable home, tucked away at the end of the cul-de-sac and ready for a new owner!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,536
Status:
Active
MLS#:
WVJF2019472
Type:
Townhouse
Subdivision:
Cavaland
Lot size:
0.05 Acres
Year built:
1976
Courtesy: Greentree Associates of Shepherdstown, Inc. 304-876-3737
View additional info

ADDITIONAL INFORMATION

Just minutes from downtown Shepherdstown. Freshly painted and brand new carpets. Updated bathrooms. This is a 2 bedroom with a potential of a 3rd bedroom in the basement. Main bedroom has an oversized walk-in closet along with another large closet. Plenty of storage with a small garage. Walk out basement. Make your appointment today. 911 address is 6266 Engle Moler's Road Shepherdstown WV 25443

Beds:
3
Baths:
3.00
Sq.Ft.:
3,232
Status:
Active
MLS#:
WVJF2018018
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
11.72 Acres
Year built:
1883
Courtesy: Greentree Associates of Shepherdstown, Inc. 304-876-3737
View additional info

ADDITIONAL INFORMATION

Welcome to the Bonnymeed Farm, a circa 1883, historically accurate, 3 bedroom, 2 and a half bath, 3,232 square feet, brick colonial on 11.7 unrestricted acres. This home has been lovingly cared for by the same owners since 1995. They are ready to move on to greener pastures and leave the rest of the finishing touches to you. Two zone propane heat and air, propane hot water, 3 working fireplaces, updated electric , 2 working wells (house and barn), 2 rooms with tin ceilings, built in shelves, wood floors and a cupula off the attic. The rear of the property has garden areas, raised beds, a small green house, 2 garden sheds, and a large pasture that is cross fenced for horses. To the right of the home is a large bank barn with all original features and has a lower area with 4 paddocks for horses or livestock. The bank barn was originally designed for cattle and is currently used for horses. The barn has its own well and has electric. The property is located on River Road in Shepherdstown, a peaceful, scenic and historical route, adorned with wildlife and majestic river, pastoral and mountain views. The kitchen and master bedroom side porches take full advantage of capturing these pastoral and mountain views, sunrises and sunsets. NOTE: This is a 11.7228 acre parcel being sold with one additional acre of potential pasture for use. Planning and Zoning stated new owners can subdivide again for family lot transfers. Buyer to do own due diligence to confirm any planning and zoning regulations in effect at this time.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,380
Status:
Active
MLS#:
WVJF2020654
Type:
Single Family-Detached
Subdivision:
Mecklenburg Heights
Lot size:
0.48 Acres
Year built:
1974
Courtesy: Samson Properties 703-378-8810
View additional info

ADDITIONAL INFORMATION

Welcome to 136 Woodcock Ave — a spacious 3-bedroom, 1.5-bath rancher set on nearly half an acre in the established Mecklenburg Heights community. Offering comfortable one-level living and a wide, gently wooded lot, this home blends everyday ease with the quiet charm of a well-loved neighborhood just minutes from historic Shepherdstown. Step inside to a bright living room that sets a warm, welcoming tone and leads naturally into the updated kitchen. Modern finishes, ample counter space, and an efficient layout make cooking and daily routines feel effortless. Low-maintenance flooring extends throughout, and the adjoining mud/laundry room adds convenience right off the kitchen. * Professional Photos will be added shortly * The bedroom wing features 3 comfortable rooms with easy access to a full bath plus an additional half bath, creating a practical layout that works well for residents and guests. Soft natural light brightens each space, giving the home a relaxed and inviting feel throughout. Out back, a large deck overlooks the tree-lined edge of the property — perfect for morning coffee, evening dinners outdoors, or quiet moments at home. Recent improvements including newer siding, windows, roof, and HVAC offer added peace of mind and long-term value. Residents of Mecklenburg Heights enjoy the benefits of an established community with modest HOA dues and well-maintained surroundings. The location places you just minutes from Shepherdstown’s locally loved cafés, boutiques, and seasonal events, as well as Shepherd University and scenic walking paths along the Potomac River. Commuters will appreciate easy access to Martinsburg, Harpers Ferry, Route 45, and major travel corridors throughout the Eastern Panhandle. With thoughtful updates, effortless one-level living, and a setting that blends convenience with small-town charm, this property is an exceptional opportunity in a sought-after Shepherdstown community.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,850
Status:
Active
MLS#:
WVJF2019346
Type:
Single Family-Detached
Subdivision:
Willow Springs Acres
Lot size:
0.93 Acres
Year built:
2002
Courtesy: EXP Realty 877-477-1901
View additional info

ADDITIONAL INFORMATION

**Price Reduced** From the moment you arrive the curb appeal makes an impression. In the beautiful neighborhood of Willow Springs Acres, this corner lot stretches across .93 acres, with fresh landscaping and raised decorative brick flower beds just waiting to showcase your favorite blooms. The fully fenced backyard is a private oasis where kids and pets can play freely, complete with a wooden play set and trampoline that convey with the home. A large deck overlooks the yard, making it the perfect place to host summer cookouts or unwind in the evenings. Fruit trees—apples, peaches, and pears—add both beauty and bounty, while the oversized shed keeps your lawn and garden tools neatly stored. With a spacious driveway, there’s plenty of room for family and guests to park with ease. Luxury Inside and Out: Step inside the Sequoia model home and feel the grandeur of 9-foot ceilings, sun-filled rooms, and an open floor plan that’s ideal for both everyday living and entertaining. The kitchen has been thoughtfully updated with quartz countertops, white subway tile backsplash, luxury vinyl plank flooring, and a double oven. Expansive counters and 42-inch cabinets provide both function and style, while the open layout ensures you’re always part of the conversation. The family room, anchored by a cozy gas fireplace, flows seamlessly into the light-filled sunroom overlooking the backyard—an inspiring spot for morning coffee or an afternoon read. Upstairs, the master suite is nothing short of a retreat. A double-sided fireplace warms both the master bedroom and private sitting area, creating a space as inviting as it is spacious. The walk-in closet is exceptionally large, offering amazing organization, and the newly renovated master bath feels like a spa, complete with a free-standing soaking tub and oversized shower. Space for Everyone: The finished basement expands your options even further. With a full bathroom, sink, and mini kitchen cabinetry, plus its own washer and dryer, this space is perfect for a guest suite, in-law quarters, or even a private apartment. Whether you need a home office, a media room, or a teen hangout, this level offers endless flexibility. Peace of Mind Upgrades: Practical upgrades give this home long-lasting value: a brand-new roof installed in 2025 (with transferable warranty), new ceiling fans throughout, and a tankless hot water heater that ensures your family will never run out of hot water, and new paint in multiple rooms. Perfectly Located: Beyond the property itself, the location is unmatched. In just minutes you can be in historic Shepherdstown, exploring the shops, restaurants, and cultural gems that make it so special. Outdoor enthusiasts will love the easy access to Harpers Ferry, the Potomac River, and scenic hiking trails. Commuters will appreciate the convenience of Route 9, I-81, and the MARC train, putting Loudoun County, Charles Town, and the entire tri-state region within easy reach. This home offers the rare combination of elegance, space, and location. From hosting large gatherings to enjoying quiet nights by the fire, from planting gardens in spring to harvesting fruit in the fall—this is a home designed for the life you’ve been dreaming of.

Beds:
6
Baths:
6.00
Sq.Ft.:
3,692
Status:
Active
MLS#:
WVJF2020612
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
13.12 Acres
Year built:
1850
Courtesy: Greentree Associates of Shepherdstown, Inc. 304-876-3737
View additional info

ADDITIONAL INFORMATION

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 month to month leases. Some tenants have remained for many years. One tenant leases a cottage and all the fenced areas and barn for an equestrian business. Tenants pay electric, owner provides Wi-Fi and trash removal. All tenants are on month to month leases. Multiple wells and septic systems. NOTE: 48 HOURS REQUIRED FOR ALL SHOWINGS.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Shepherdstown Real Estate

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.

Shepherdstown Weather

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.

Shepherdstown Map

Shepherdstown Real Estate Market Conditions

  • Median sales price

    $502,490
    15.9%
    change since last quarter
  • # Active listings

    94
    30-day change

Shepherdstown Schools and Demographics

Education near Shepherdstown, WV

City County
High School Graduates 92.61 90.39
College Degree - 2 year 8.33 7.4
College Degree - 4 year 43.56 31.15
Graduate Degree 7.96 9.05
Expenditures per Student 12,742 12,742
Students per Teacher 14.9 14.9

Elementary Schools near Shepherdstown, WV

Grades Students P/T Ratio ZIP
Bedington Elementary School PK - 02 168 13.9 25401
Berkeley Heights Elementary School PK - 03 980 21.4 25401
Burke Street Elementary School PK - 03 106 10.4 25401
Driswood Elementary School PK - 05 500 16.9 25442
Eagle School Intermediate 03 - 05 761 14.3 25401
Opequon Elementary School PK - 02 461 14.7 25401
Ranson Elementary School PK - 05 458 14.8 25438
Rosemont Elementary School PK - 03 462 16 25401
Shepherdstown Elementary School PK - 05 419 16.2 25443
Spring Mills Primary PK - 02 436 15.8 25404
T A Lowery Elementary School PK - 05 572 16.3 25442
Tuscarora Elementary School PK - 02 341 12.2 25401
Valley View Elementary School PK - 03 409 14.8 25401
Winchester Avenue Elementary School PK - 03 257 16.9 25401

Middle Schools near Shepherdstown, WV

Grades Students P/T Ratio ZIP
Martinsburg North Middle School 06 - 08 591 12.1 25401
Martinsburg South Middle School 06 - 08 917 14.1 25401
Orchard View Intermediate School 04 - 05 604 15.2 25401
Shepherdstown Middle School 06 - 08 351 11.1 25443
Spring Mills Middle School 06 - 08 756 14.3 25401
Wildwood Middle School 06 - 08 557 13.8 25442

High Schools near Shepherdstown, WV

Grades Students P/T Ratio ZIP
Jefferson High School 09 - 12 1,366 16.6 25442
Martinsburg High School 09 - 12 1,268 13.4 25401
Spring Mills High School 09 - 12 1,163 14.8 25404

Ungraded Schools near Shepherdstown, WV

Grades Students P/T Ratio ZIP
Board of Child Care 06 - 12 49 5.4 25401
James Rumsey Technical Institute PK - 12 0 25401

Demographics near Shepherdstown, WV

City County
Neighborhood Type Small town
Population 1,529 57,542
Population Density 4,077 275
Median Age 21.8 41
People per Household 2.2 2.7
Median Household Income 53,125 86,711
Average Income per Capita 19,684 38,946

Real estate near Shepherdstown