25

Shepherdstown, WV Homes for Sale with Garage

Section Image Section Image Section Image
  • /54

    $649,900

    • 4 Beds
    • 4 Baths
    • 3,060 Sq Ft

    150 Morgana Dr, Shepherdstown, WV 25443

    This all-brick colonial is a true classic. It sits of over 3 and 1/2 acres of Jefferson County's finest land. Your large lot is surrounded with trees for tons of privacy. Once you clear the trees on your long driveway you will be taken away by this home's curb appeal. A beautiful concrete path leads you from the driveway, passed the manicured landscaping, to the lovely front porch. Can't you just

    Agent Photo

    Matt Ridgeway

    RE/MAX Real Estate Group

    (304) 898-1658

    150 Morgana Dr, Shepherdstown, WV 25443
  • /31

    $417,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,906 Sq Ft

    Deerfield Plan at Tollhouse Woods, Shepherdstown, WV 25443

    The Deerfield is a thoughtfully designed two-story house with four bedrooms and two-and-a-half baths. The kitchen features a walk-in pantry and island. That island includes a sink, making it perfect for food preparation, and has plenty of room for stools, so you can entertain. The kitchen looks out over the open-concept dining area and great room. All four bedroom are upstairs along with the

    D.R. Horton Builder
    19 Tollhouse Way Unit 36203408, Shepherdstown, WV 25443
  • /70

    $574,900

    • 4 Beds
    • 2 Baths
    • 3,582 Sq Ft

    7765 Martinsburg Pike, Shepherdstown, WV 25443

    Experience the charm of this immaculately preserved 1912 stone house, set on over 2 acres in close proximity to historic Shepherdstown. This spacious 4-bedroom, 2-bathroom home features tall ceilings, hardwood floors, and a wide center hall on the main level. You'll also find two large bedrooms, a study, a cozy living room, a full bath, and a convenient laundry area. At the back of the home, the

    Bill Dixon Dandridge Realty Group, LLC

    7765 Martinsburg Pike, Shepherdstown, WV 25443
  • /29

    $299,900

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    115 Swearingen Way, Shepherdstown, WV 25443

    Interior town home, 3BR, 2 1/2 bath, with over 2,220 finished square feet in the highly desired community of Colonial Hills Subdivision. 3 levels: Main level with foyer, half bath, laundry, rec room with sliding glass door to rear yard, potential 4th bedroom and a 1 car garage. Second level consists of a large living room, eat-in kitchen and sunroom/breakfast room. Third level consists of the

    Brad Lewis Greentree Associates of Shepherdstown, Inc.

    115 Swearingen Way, Shepherdstown, WV 25443
  • /57

    $949,999 Open Fri 11AM - 2PM

    • 5 Beds
    • 5.5 Baths
    • 4,114 Sq Ft

    19 Mistletoe Ln, Shepherdstown, WV 25443

    May/June 2026 delivery!!!! Home with 2 +/- acres situated in the new community of Hallmark Glen!! Impressive homes in this community offers privacy and convenience for commuters and access to amenities. This home fits perfectly and will include the following: 5 bedrooms with 4.5 baths and an office or flex room. Ranch craftsman style home with Hardie board siding and includes a 2 car side load

    Rick Boswell Gain Realty

    19 Mistletoe Ln, Shepherdstown, WV 25443
  • /38

    $469,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,511 Sq Ft

    92 Open Gate Ln, Shepherdstown, WV 25443

    Move-in ready! 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

    D.R. Horton Builder
    92 Open Gate Ln, Shepherdstown, WV 25443
  • /37

    $339,000

    • 3 Beds
    • 2.5 Baths
    • 2,680 Sq Ft

    286 Starkeys Landing, Shepherdstown, WV 25443

    Welcome to 286 Starkeys Landing, a spacious 3-bedroom, 2.5-bath townhome quietly set within the established Starkeys Landing community of Shepherdstown, West Virginia. Offering just over 2,100 square feet of finished living space, this home blends warmth, comfort, and light in a way that feels immediately like home. The lower level opens through a bright two-story foyer where sunlight filters

    Carolyn Young Samson Properties

    286 Starkeys Landing, Shepherdstown, WV 25443
  • /42

    $487,500

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    4381 Engle Molers Rd, Shepherdstown, WV 25443

    Welcome to this beautifully maintained all-brick rancher situated on a picturesque one-acre lot surrounded by pastoral and mountain views. Offering two bedrooms and one full bath, this home provides comfortable single-level living in a peaceful rural setting while still being conveniently located.Step outside and discover the property’s standout feature—an impressive, recently built 30' x 48'

    Sarah Santacroce Coldwell Banker Premier

    4381 Engle Molers Rd, Shepherdstown, WV 25443
  • /36

    $497,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,511 Sq Ft

    Hayden Plan at Tollhouse Woods, Shepherdstown, WV 25443

    The floorplan you love now with a basement! The Hayden is a two-story plan with 5 bedrooms and 3 bathrooms in 2,511 square feet. The main level features a flex room adjacent to the foyer, ideal for a formal dining room or home office. The gourmet kitchen has an oversized island for extra seating and a large pantry, and it opens to the dining area and a spacious living room. A bedroom with a full

    D.R. Horton Builder
    19 Tollhouse Way Unit 36203407, Shepherdstown, WV 25443
  • /11

    $899,000 New Construction

    • 3 Beds
    • 3 Baths
    • 2,334 Sq Ft

    2 Winebrenner Rd, Shepherdstown, WV 25443

    Exceptional custom Cape Cod home is to be built on a scenic, level lot just outside Shepherdstown. It is filled with the kind of quality details that will elevate your living experience. Enter from the covered porch and find a secondary bedroom, bathroom, and a study with double glass doors to your left. The great room ahead features a fireplace and soaring cathedral ceilings, creating a warm and

    Louise McDonald Dandridge Realty Group, LLC

    2 Winebrenner Rd, Shepherdstown, WV 25443
  • /26

    $438,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    Penwell Plan at Tollhouse Woods, Shepherdstown, WV 25443

    The Penwell is a two-story plan with 4 bedrooms and 2.5 bathrooms in 2,148 square feet. The main level features a chef-inspired kitchen with an oversized island and walk-in pantry, as well as a flex room that’s ideal for a formal dining room or home office. The kitchen opens onto a spacious living room, perfect for the entertainer. The owner’s suite on the second level offers a luxurious owner’s

    D.R. Horton Builder
    19 Tollhouse Way Unit 36203410, Shepherdstown, WV 25443
  • /54

    $710,000

    • 4 Beds
    • 4.5 Baths
    • 5,497 Sq Ft

    60 Horner Farm Ln, Shepherdstown, WV 25443

    Come tour this fantastic move-in ready home located in Shepherdstown, WV. Boasting 4 bedrooms and 4.5 baths, this property sits on a corner lot with a partially fenced backyard and a new Trex deck. Numerous upgrades include a new upstairs A/C unit, fresh paint throughout all three floors, new basement carpeting, new washer and dryer, and professional landscaping. The main level features hardwood

    Brandon Darr Samson Properties

    60 Horner Farm Ln, Shepherdstown, WV 25443
  • /131

    $569,900

    • 4 Beds
    • 3 Baths
    • 2,460 Sq Ft

    79 Chandler Dr, Shepherdstown, WV 25443

    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 fusion of sleek modern style

    Lynn Ober Real Estate Innovations

    79 Chandler Dr, Shepherdstown, WV 25443
  • /63

    $549,000

    • 3 Beds
    • 3 Baths
    • 2,446 Sq Ft

    200 Meadow Ridge Dr, Shepherdstown, WV 25443

    Rare Villa Opportunity in Sought-After Cress Creek Golf CommunityA 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

    Paula Miller Coldwell Banker Premier

    200 Meadow Ridge Dr, Shepherdstown, WV 25443
  • /24

    $424,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    95 Riderwood Way, Shepherdstown, WV 25443

    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

    D.R. Horton Builder
    95 Riderwood Way, Shepherdstown, WV 25443
  • /80

    $1,199,999 Open Fri 11AM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 4,328 Sq Ft

    17 Mistle Toe Ln, Shepherdstown, WV 25443

    New 19 home Community in Shepherdstown!!!! Welcome to Hallmark Glen!March 2026 delivery on this New Cape Cod Home on 2 +/- acres! As you approach the home, a paved driveway creates a welcoming sense of arrival. The Cape Cod's classic gabled roof, symmetrical façade, and dormer windows exude traditional elegance, while contemporary finishes lend a fresh and inviting aesthetic. Step inside to

    Rick Boswell Gain Realty

    17 Mistle Toe Ln, Shepherdstown, WV 25443
  • /8

    $497,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,401 Sq Ft

    BRISTOL Plan at Tollhouse Woods, Shepherdstown, WV 25443

    Our brand-new ranch plan with a loft: The Bristol! This style home offers prime main level living. On the 2nd floor there is a spacious loft area with a bedroom and full bath. In total there are 4 bedrooms, 3 full baths and a generous 2 car garage. This designer kitchen is equipped with stainless steel appliances, multi cycle dishwasher, disposal, range and microwave with Aristokraft kitchen

    D.R. Horton Builder
    19 Tollhouse Way Unit 36203411, Shepherdstown, WV 25443
  • /26

    $412,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,698 Sq Ft

    Neuville Plan at Tollhouse Woods, Shepherdstown, WV 25443

    Our most beloved ranch home! The Neuville plan features approximately 1,698 square feet, with 4 bedrooms, 2 bathrooms and an open concept layout. This design includes a spacious kitchen and gathering room, perfect for the multi-tasker. At the heart of the kitchen is a grand island where you can enjoy preparing meals while entertaining family and friends. Find comfort and relaxation in your

    D.R. Horton Builder
    19 Tollhouse Way Unit 36203409, Shepherdstown, WV 25443
  • /39

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,975 Sq Ft

    44 N Tamarac Dr, Shepherdstown, WV 25443

    Terrific floor plan for the buyers that need a bedroom on the first floor! Lots of nice landscaping surrounds the house. Architectural shingled roof is only two years old. Inside, the two story foyer beckons you to an open, bright (also two story) great room accented by a beautiful Palladian window. Wood burning gas fireplace (gas pipe there for an easy conversion) and the balcony overlook

    Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

    44 N Tamarac Dr, Shepherdstown, WV 25443
  • /53

    $899,999 Open Fri 11AM - 2PM

    • 4 Beds
    • 5.5 Baths
    • 4,016 Sq Ft

    9 Mistle Toe Ln, Shepherdstown, WV 25443

    Delivery late February or early March 2026!!! Timeless Colonial Charm Meets Modern Comfort — in the New Community of Hallmark Glen!! Discover a perfect fusion of classic elegance and contemporary luxury in this newly constructed Colonial home, nestled on 2 +/- acres. Offering unmatched privacy and peaceful surroundings, this refined retreat delivers the comfort of modern living without

    Rick Boswell Gain Realty

    9 Mistle Toe Ln, Shepherdstown, WV 25443
  • /54

    $799,999 Open Fri 11AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,709 Sq Ft

    5 Jingle Bells Ct, Shepherdstown, WV 25443

    May/June 2026 delivery!!!! Home with 2 +/- acres situated in the new community of Hallmark Glen!! Impressive homes in this community offers privacy and convenience for commuters and access to amenities. This home fits perfectly and will include the following: 4 bedrooms with 2.5 baths. Ranch craftsman style home with Hardie board siding and includes a 2 car garage. Quality construction nicely

    Rick Boswell Gain Realty

    5 Jingle Bells Ct, Shepherdstown, WV 25443
  • /24

    $472,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    Galen Plan at Tollhouse Woods, Shepherdstown, WV 25443

    The Galen is a 4 bedroom, 2.5-bathroom plan offering 2,340 square feet. It features a spacious kitchen with breakfast island, generous cabinet space and a walk-in pantry. The kitchen opens to the oversized living room with plenty of space for entertaining. A flex room is also on the main level, perfect for a formal dining room or home office. Three additional bedrooms, a full bathroom and a

    D.R. Horton Builder
    19 Tollhouse Way Unit 36203406, Shepherdstown, WV 25443
  • /63

    $849,900

    • 5 Beds
    • 3.5 Baths
    • 3,147 Sq Ft

    1132 Terrapin Neck Rd, Shepherdstown, WV 25443

    MAJOR PRICE IMPROVEMENT! Seller is in the process of relocating. Welcome home to Shepherdstown - West Virginia’s oldest town full of immeasurable history, arts, charm, and uniqueness! This is your chance to escape all the hustle and bustle to discover this exceptional timber frame retreat-style property located in historic Shepherdstown! With almost 3,200 square feet of meticulously crafted

    Andrew Lowe Path Realty

    1132 Terrapin Neck Rd, Shepherdstown, WV 25443
  • /86

    $1,599,999

    • 5 Beds
    • 4.5 Baths
    • 5,641 Sq Ft

    414 Mcmurran Farm Ln, Shepherdstown, WV 25443

    Welcome to 414 McMurran Farm Lane, this remarkable property was built for comfort, leisure, and everyday ease. Offering over 5,600 square feet of beautifully designed living space and an adjoining lot (Lot 6) for a total of 18+ acres, this property delivers a rare combination of luxury, functionality, and rural tranquility. From the moment you arrive, the mature tree lined driveway and expansive

    Jessica Smith Roberts Realty Group, LLC

    414 Mcmurran Farm Ln, Shepherdstown, WV 25443
  • /46

    $510,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,006 Sq Ft

    104 Stonehouse Ln, Shepherdstown, WV 25443

    New Reduced Price! 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

    Kara Burnett Samson Properties

    104 Stonehouse Ln, Shepherdstown, WV 25443

Home Trends in Shepherdstown, WV

Housing Trends

Median Sale Price
$465,000
Median Single Family Sale Price
$472,990
Median Townhouse Sale Price
$513,750
Average Price Per Sq Ft
$191
Number of Homes for Sale
35
Last 12 months Home Sales
119
Months of Supply
3.50
Median List Price
$473,995
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-7%
How to Buy a Home How to Finance a Home How to Sell a Home