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$649,900
4 Beds ⋅ 3 Baths
**Refined Country Living in Historic Shepherdstown** Experience the perfect balance of luxury, privacy, and timeless charm at 277 Shveda Way. Set on 1.82 beautifully landscaped acres just minutes from the heart of historic Shepherdstown, this exceptional ranch residence offers sophisticated one-level living in one of West Virginia's most sought-after locations. Thoughtfully designed for both elegant entertaining and everyday comfort, the open-concept floor plan is filled with natural light and seamlessly connects the living, dining, and kitchen spaces. The main level features three generously sized bedrooms and two full bathrooms, creating a comfortable and functional layout, while a private fourth-bedroom suite with its own full bath is tucked above the garage. This secluded space is perfectly suited for overnight guests, multigenerational living, an executive home office, an au pair suite, or a quiet retreat, offering exceptional flexibility while maintaining privacy from the main living areas. The expansive walkout basement presents an extraordinary opportunity to create additional luxury living space tailored to your lifestyle. Envision a custom home theater, wine cellar, fitness studio, game room, or guest quarters—the unfinished lower level provides a blank canvas with endless possibilities while adding significant long-term value. Outside, nearly two acres of beautifully tree-lined grounds create an idyllic setting for outdoor entertaining, gardening, or simply enjoying the peace and privacy of your own estate-like setting. Beyond the property, discover the unmatched lifestyle that has made Shepherdstown one of the Mid-Atlantic's most cherished destinations. Stroll charming streets lined with boutique shops, acclaimed restaurants, art galleries, and inviting cafés. Enjoy live theater, farmers markets, festivals, and the cultural influence of Shepherd University, or spend weekends exploring the scenic Potomac River, nearby wineries, golf courses, and miles of outdoor recreation. Ideally located for commuters while offering the serenity of country living, 277 Shveda Way provides convenient access to Martinsburg, Charles Town, Maryland, Northern Virginia, and Washington, D.C. Whether you're seeking a full-time residence or a sophisticated weekend escape, this remarkable property delivers an exceptional combination of quality, versatility, and location. Rarely does a home offer this blend of refined craftsmanship, flexible living spaces, an estate-sized homesite, and proximity to one of West Virginia's most celebrated historic towns. **277 Shveda Way is more than a home—it's an invitation to experience a lifestyle defined by elegance, tranquility, and enduring appeal.

277 Shveda Way, Shepherdstown

Listing courtesy of ERA Liberty Realty. Contact: (304) 728-2000
$285,000
3 Beds ⋅ 1 Baths
Unique Mixed-Use Opportunity! Rare corner lot offering residential, light industrial, and commercial zoning, providing exceptional flexibility for homeowners, investors, or business owners. The property features a cozy home ready for comfortable living along with a spacious shed ideal for storage, a workshop, or hobby space. High-visibility location with convenient access to Shepherdstown, Martinsburg, and major commuter routes. Whether you're looking for a live-work property, investment opportunity, or a site with future potential, this versatile property offers endless possibilities. Don't miss your chance to own this one-of-a-kind property with multiple permitted uses in a desirable location. Schedule your private showing today!

7628 Martinsburg Pike, Shepherdstown

Listing courtesy of Path Realty. Contact: 3042796950
$560,000
4 Beds ⋅ 3 Baths
This well-maintained rancher built in 2018 is completely move in ready and situated on 2 private acres in Shepherdstown off Persimmons Lane. Offering 4 bedrooms and 3 full bathrooms, this home features an open floor plan with cathedral ceilings, creating a bright and spacious feel centered around a cozy fireplace—perfect for relaxing or entertaining. The well-appointed kitchen offers granite countertops, stainless steel appliances, and a convenient eat-in dining area, while a separate formal dining room provides the perfect space for hosting family gatherings. The updated primary suite is a true retreat, featuring a beautifully renovated bath and an oversized walk-in closet. A unique loft suite offers flexible space for guests, a home office, or a private getaway. The full walk-out basement provides abundant storage and endless possibilities for future finished living space. Additional updates include master bedroom and bathroom, new luxury vinyl plank flooring, new sliding glass door and a whole-house water treatment system for added peace of mind. Combining modern finishes, functional living space, acreage, and a sought-after location, this property truly offers the versatility today's buyers are looking for. Home inspection already done for buyers' convenience, some items have been repaired, septic recently pumped/inspected, check documents for inspection and invoice.

50 Lamar Ln, Shepherdstown

Listing courtesy of Exit Success Realty. Contact: 3043501281
$400,000
3 Beds ⋅ 3 Baths
Welcome to 207 Sandpiper Lane, a beautifully maintained, like new, 3-bedroom, 3-full-bath home situated on nearly one acre in desirable Shepherdstown, West Virginia. Built in 2018, this inviting property offers a thoughtful layout with generous living space and a fully finished walkout lower level. The main level offers an open floor plan, hardwood floors in the main living areas, a spacious living room, kitchen and dining area with access to the deck. The primary bedroom includes a full private bathroom. Two more nice size bedrooms and a 2nd full bathroom round out the main level. The lower level includes a spacious recreation room, 3rd full bathroom, laundry room and a door leading to the backyard. The home features a two-car side-load garage, adding both convenience and attractive curb appeal. You'll love entertaining on the 12' x 16' rear deck overlooking the beautiful backyard that backs to mature trees, creating a peaceful and private setting for relaxing and enjoying the outdoors. Conveniently located near historic charm of downtown Shepherdstown, this home offers the ideal combination of space, privacy, modern construction, and accessibility. Don’t miss the opportunity to make this exceptional Shepherdstown property your own!

207 Sandpiper Ln, Shepherdstown

Listing courtesy of Real Estate Teams, LLC. Contact: 3016953020
$749,000
3 Beds ⋅ 3 Baths
This is a unique Home On 3+ Private Acres Located Just 2 Miles From The Public Boat Ramp To The Potomac River In Shepherdstown, WV. This 3 Bedroom, 3 Bath Home Spread Over 2 Floors Sitting On A Hill Outside Shepherdstown With Beautiful Sunrise And Sunsets. Six Years Young...Windows, Doors, Electrical, Plumbing, HVAC, Spray Foam Insulation, Drywall, Floors, Lighting, Oversized Fans, All Appliances And More! Craftsman FinishesThroughout, Glass Transoms, Solid Doors, 12' Slider, Chef's Kitchen, Open Floor Plan, Tiled Bathrooms and Showers, EV ChargePoint Fast Charger And Much More...Bring Your Wife, Her Horse, Bring Your Bow, Bring Your Fishing Kayak, Don't Forget The Kids! Carport Is Large Enough For An RV. This Large Comfortable Home With Several "Flex Spaces" Offers A Great Place To Raise A Family Within 60 Miles Of DC , Baltimore And Much Of Northern VA.

92 Fidlers Way, Shepherdstown

Listing courtesy of Burch Real Estate Group, LLC. Contact: (681) 252-3002
$597,000
4 Beds ⋅ 4 Baths
Welcome to 262 Canal Way, Shepherdstown, WV, where thoughtful upgrades and an exceptional location come together in one beautiful home. Nestled in one of Shepherdstown's most desirable neighborhoods, this spacious residence offers the perfect blend of elegance, comfort, and functionality. Step inside to find beautiful hardwood floors flowing throughout the main living areas, creating a warm and inviting atmosphere. The open-concept design is ideal for both everyday living and entertaining, centered around a gourmet kitchen featuring an oversized center island, double wall ovens, abundant cabinetry, and generous prep space. Comfort-height kitchen and bathroom countertops add a touch of luxury and convenience throughout the home. Upstairs, the private primary suite serves as a peaceful retreat, complete with a spacious en suite bathroom and generous walk-in closets, offering comfort, privacy, and ample storage. Additional bedrooms provide flexible space for family, guests, or a home office. The finished lower level expands the home's versatility with a stunning floor-to-ceiling stone fireplace that creates a warm, cozy gathering space. A wet bar rough-in is already in place, making it easy to design the entertainment area of your dreams—whether it's a game room, media room, home gym, or guest suite. Thoughtful details throughout the home include ceiling fans in most rooms, a central vacuum system for added convenience, and quality finishes designed for comfortable everyday living. Major updates—including a roof replaced in 2020 and an HVAC system replaced in 2021—provide added value and peace of mind for years to come. Located just minutes from historic downtown Shepherdstown, you'll enjoy easy access to charming boutiques, award-winning restaurants, coffee shops, parks, walking trails, the Potomac River, and the C&O Canal Towpath. Convenient commuter routes to Charles Town, Martinsburg, Maryland, and Northern Virginia make this location as practical as it is picturesque. Beautifully maintained, tastefully upgraded, and ideally located, 262 Canal Way offers the opportunity to enjoy everything that makes Shepherdstown one of the Eastern Panhandle's most sought-after places to call home. Schedule your private showing today and experience it for yourself.

262 Canal Way, Shepherdstown

Listing courtesy of Samson Properties. Contact: 3049305621
$425,000
3 Beds ⋅ 1 Baths
Charming home just outside of town limits. Walking distance to downtown Shepherdstown with convenient access to local restaurants, shops, parks, and the University. This residence features a welcoming atmosphere with spacious living areas, abundant natural light, and lots of character. Enjoy outdoor living with a beautiful back yard and mature landscaping. Close to commuter routes while maintaining the charm and tranquility of one of West Virginia's most sought-after historic communities.

17 Old Prospect Ave, Shepherdstown

Listing courtesy of Path Realty. Contact: 3042796950
$575,000
4 Beds ⋅ 4 Baths
Move In Ready, 4 bed, 3.5 bath Farmette on 2.25 Unrestricted acres in Shepherdstown. This home has many updates including a NEW ROOF, 2 New HVAC Units, New Hot Water Heater, New bathrooms with custom tile and quartz tops, New LVP flooring, fresh paint from top to bottom, New hardware and fixtures. The brand new kitchen features stainless steel appliances and quartz counter tops. Other features include: 3 bedrooms on the upper level, and 1 bedroom/home office on the main level, a front and rear covered porch, an oversized 2 car garage, a barn, and a fully finished basement.

637 Persimmon Ln, Shepherdstown

Listing courtesy of Freedom Real Estate Group, LLC.. Contact: (304) 279-4162
$635,000
4 Beds ⋅ 3 Baths
Set on 4.07 acres just minutes from downtown Shepherdstown, this spacious home offers room to spread out, a peaceful setting, and the opportunity to make it your own. A covered front porch leads into a well-designed main level with formal living and dining rooms featuring hardwood floors, a comfortable family room with built-in shelving and a wood-burning fireplace that is currently capped, a private office or bonus room filled with natural light, and a generously sized mudroom and laundry area with wash sink and built-in cabinetry that adds everyday function. The eat-in kitchen is clean and well maintained in its original condition, offering a solid starting point for future updates. All four bedrooms are located upstairs, including a primary suite with its own bath, while three additional bedrooms share a full hall bath. An unfinished basement provides excellent storage and room for expansion over time. Recent improvements include a new roof in 2025 and a newer HVAC system installed within the past few years. Outside, the in-ground pool is not currently operational but remains in place for a buyer who wants to restore it or redesign the outdoor space. With acreage, established neighborhood appeal, and close proximity to Shepherdstown, this property offers a rare combination of space, setting, and long-term potential.

185 Shepherd Ln, Shepherdstown

Listing courtesy of Dandridge Realty Group, LLC. Contact: 3048857645
$439,000
3 Beds ⋅ 2 Baths
Charming Country Retreat nestled on a peaceful 1.63-acre private parcel along a quiet country road just outside historic Shepherdstown, this inviting 1963-built home offers the perfect blend of timeless character and versatile living space. With approximately 2500 total square feet, 3 bedrooms, and 2 bathrooms, this single-family residence sits on unrestricted land—ideal for those seeking freedom and flexibility in the Eastern Panhandle. Step inside to discover lovely hardwood flooring that flows throughout the main living areas, creating a warm and welcoming atmosphere. The spacious layout is filled with natural light and provides ample room for comfortable everyday living and entertaining. The finished basement presents exciting possibilities—easily transform it into a fourth bedroom, a creative hobby room, home office, or additional living space to suit your lifestyle. Outside, the property truly shines as a gardener's and nature lover's paradise. It's loaded with mature fruit trees, berry bushes, and an abundance of trees that provide privacy, shade, and seasonal beauty. A private deck off the back offers a serene spot to relax, enjoy the views, or entertain family and friends while surrounded by your own personal woodland setting. Conveniently located near Shepherdstown's vibrant arts scene, dining, and amenities, yet tucked away for privacy, this home is a rare find for those who appreciate country living with easy access to everything the area has to offer. Whether you're looking for a peaceful primary residence, a hobby farm setup, or a versatile property with room to grow, 561 Billmyer Mill Road delivers endless potential.

561 Billmyer Mill Rd, Shepherdstown

Listing courtesy of Samson Properties. Contact: 3049305621
$515,000
4 Beds ⋅ 4 Baths
As soon as you enter this beautiful home you realize this is a well maintained one! Nice open stairway and two-story foyer to the second floor. Sparkling wood floors and laminate floors as well. First floor offers living room as well as a family room off the kitchen. Formal dining but breakfast room also and, counter seating in a beautifully laid out kitchen. Granite counters, gas stove, built in microwave, oversized refrigerator and matching dishwasher. Breakfast room has lots of windows and wonderful sunlight coming in. Dark laminate floor flows nicely and easy clean. Only steps away to a large paved patio area and wrought iron fenced backyard. Yard backs to one of the common areas, allowing nice privacy in the rear as well as additional play yard! All four of the upstairs bedrooms are carpeted. Primary bedroom is extra large with an ensuite bath with separate tub and shower. The primary bedroom closet has custom built- in shelving. Another bath off the other 3 bedrooms rounds out the second floor. Downstairs finds a large finished area which could be playroom, office, hobby or even an extra bedroom. A half bath services that area and an outside walkup entrance. Lots of updated lighting and ceiling fans. New roof in 2025, new HW heater, 8 yr. old heat pump, and paneled garage door! Guardian alarm system and Ring cameras. Minutes to the grocery store, pharmacy, gas stations and restaurants! 5 minutes from downtown historic Shepherdstown and Shepherd University (walking/biking path to Shepherd in the neighborhood!) Be at the Antietam Battlefield in 10 minutes and Harpers Ferry in 20 minutes. And, lots of outdoor activities from hiking, and fishing and boating on the Potomac River.

65 Maddex Farm Drive, Shepherdstown

Listing courtesy of Greentree Associates of Shepherdstown, Inc.. Contact: 304-876-3737
$420,000
3 Beds ⋅ 3 Baths
Main level living never looked so easy in this newly renovated and move-in ready contemporary home in the desirable Maddex Farm community with its connecting pathways to the town and University. Brand new architectural shingle roof, freshly painted with hardwood floors, and new carpet in the bedrooms and luxury vinyl tile in the bathrooms - this home has been renovated on all levels, inside and out! The hybrid floor plan features an updated kitchen space with brand new appliances, connecting to an open dining and family room with beautiful vaulted ceilings, a balcony overlook, and a sliding glass walkout to the refinished deck and private backyard. There's a primary bedroom and bathroom suite on the main floor and two guest bedrooms, with cubby hole storage, that share a guest bath upstairs. A finished walkout basement provides great versatility with an additional half bathroom and flexible living space. A HUGE storage room highlights the lower level. This original section of the Maddex Farm community has great accessibility to all Shepherdstown offers with mature landscaping and shade trees.

122 Hensel Dr, Shepherdstown

Listing courtesy of Coldwell Banker Premier. Contact:

$374,900
3 Beds ⋅ 3 Baths
Discover the charm of this beautifully renovated Cape Cod home nestled in the desirable Maddex Farm community. With a major renovation completed in 2026, this residence boasts an excellent condition and upgrades throughout. The upgraded countertops and luxury vinyl plank flooring add a touch of elegance, while the breakfast area invites casual dining. This home features three comfortable bedrooms, including a main level primary en-suite with a walk-in closet, ensuring ample storage. Outside, the lot is situated on a peaceful cul-de-sac, providing a safe environment for outdoor activities. Across the street is community common space with a wooded stream area and just across from the intersection of Oatfield and Hensell is the community playground and picnic area. The community offers fantastic amenities, including basketball courts, playgrounds, and a paved walking path to the Shepherd University grounds at the Wellness Center. Using this path, literally 200 yards from your home, you can access safe travel to Shepherd University, downtown Shepherdstown, and the C and O Canal, all within walking or biking distance. With an attached garage and paved driveway, parking is a breeze.

35 Oatfield Ct, Shepherdstown

Listing courtesy of Samson Properties. Contact: 3049305621
$579,900
5 Beds ⋅ 4 Baths
Price Improvement! 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.

49 Appomattox Ln, Shepherdstown

Listing courtesy of Dandridge Realty Group, LLC. Contact: 3048857645
$850,000
4 Beds ⋅ 3 Baths
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.

22 Fairmont Ave, Shepherdstown

Listing courtesy of Hunt Country Sotheby's International Realty. Contact:

$687,000
5 Beds ⋅ 5 Baths
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.

48 Field Crest Ct, Shepherdstown

Listing courtesy of Spring Hill Real Estate, LLC.. Contact: 7038914520
$309,000
3 Beds ⋅ 2 Baths

19 Cardinal Dr, Shepherdstown

Listing courtesy of Snyder Bailey & Associates. Contact:

$949,000
3 Beds ⋅ 3 Baths
Price Improvement! Experience the perfect blend of privacy, luxury, and country living at this stunning Lindal Cedar Home nestled on 10.08 unrestricted acres in sought-after Shepherdstown. This exceptional property offers a rare opportunity for those seeking space to spread out while remaining conveniently located near Historic Shepherdstown, Harpers Ferry, Charles Town, and MARC train stations for an easy commute to the DC and Baltimore areas. Designed with timeless craftsmanship, this beautifully constructed cedar home showcases dramatic timber-frame architecture, soaring pine ceilings, walls of glass, and vaulted spaces that flood the home with natural light and capture breathtaking mountain and woodland views. Inside, you’ll find white oak flooring, recessed lighting, Corian countertops, and warm, inviting living spaces that perfectly balance elegance and comfort. Outside, the possibilities are endless. The 10.08-acre property allows for horses and livestock, making it ideal for those dreaming of a hobby farm, equestrian retreat, or simply enjoying the freedom and tranquility of country living. Domestic animals including horses, cattle, camels, and poultry are permitted with proper containment. The acreage provides a peaceful setting with mature hardwoods, abundant wildlife, and ample space to create your own private sanctuary. Additional features include a private well and septic system, a 500-gallon buried propane tank, and a 2015 heat pump upgrade for year-round efficiency. Ask about unique financing opportunities! The seller is willing to offer partial owner financing, providing additional flexibility for well-qualified buyers.

105 Rabbits Rest Ln, Shepherdstown

Listing courtesy of Charis Realty Group. Contact: (304) 239-0443