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Shepherdstown, WV Homes for Sale with Garage

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  • /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
  • /39

    $309,000

    • 3 Beds
    • 4 Baths
    • 2,720 Sq Ft

    51 Swearingen Way, Shepherdstown, WV 25443

    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

    Agent Photo

    Richard Kendall

    Snyder Bailey & Associates

    (304) 971-4952

    51 Swearingen Way, 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
  • /60

    $899,999 Open Sat 11AM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 2,809 Sq Ft

    11 Mistle Toe Ln, Shepherdstown, WV 25443

    Delivery date 2/2/2026! This home will have Sage Green Hardiboard siding. Enjoy the best of both worlds — peaceful country living with convenient access to everything you need. This new 2 +/- acre homesite is located in a new community that incorporates a desirable location and country feel! Your new home will be a beautifully built 4-bedroom, 4.5-bath Farmhouse ranch-style, designed with comfort

    Rick Boswell Gain Realty

    11 Mistle Toe Ln, Shepherdstown, WV 25443
  • /50

    $779,999 Open Sat 11AM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,412 Sq Ft

    15N Mistle Toe Ln, Shepherdstown, WV 25443

    Home will be ready for delivery June 30 2026! This new home in the new community of Hallmark Glen will have almost 2 acres of level ground on a corner lot!! Cable available with Underground Utilities for your new home and will include the following: 3 bedrooms with 2.5 baths for the ranch craftsman style home. Quality construction with nicely upgraded full kitchen appliance package, quartz

    Rick Boswell Gain Realty

    15N Mistle Toe Ln, Shepherdstown, WV 25443
  • /49

    $899,999

    • 4 Beds
    • 4.5 Baths
    • 2,896 Sq Ft

    9 Mistle Toe Ln, Shepherdstown, WV 25443

    Delivery 2/15/2026! 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 sacrificing timeless charm. A

    Rick Boswell Gain Realty

    9 Mistle Toe Ln, Shepherdstown, WV 25443
  • /53

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 4,850 Sq Ft

    27 Costen Cir, Shepherdstown, WV 25443

    **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

    Andrew Woods EXP Realty

    27 Costen Cir, 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
  • /71

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,945 Sq Ft

    63 Hackberry Cir, Shepherdstown, WV 25443

    Welcome to Fernbank at Cress Creek, a neighborhood just down the road from Cress Creek Golf Club, and the well known Bavarian Inn of historic Shepherdstown. Enjoy the Cress Creek community complete with plenty of amenities not just catering to the golfer, with a swimming pool, tennis/pickle ball courts, 18 hole golf course, clubhouse, restaurant/bar facilities and wedding venue. This home was

    Laurel Murray Samson Properties

    63 Hackberry Cir, Shepherdstown, WV 25443
  • /95

    $729,000

    • 4 Beds
    • 4.5 Baths
    • 5,485 Sq Ft

    11 Marsh Hawk Way, Shepherdstown, WV 25443

    NEW AND IMPROVED PRICE!!! SCHEDULE YOUR TOUR TODAY! This beautifully maintained all-brick home rests on a lush, landscaped 1-acre lot in the coveted Springs of Shepherdstown community. With 4 bedrooms, 4.5 bathrooms, and a 2-car garage, the home blends timeless charm with thoughtful upgrades throughout. Gleaming hardwood floors and a marble-floored foyer welcome you inside. The living room

    Lauren Seaton Charis Realty Group

    11 Marsh Hawk Way, Shepherdstown, WV 25443
  • /68

    $650,000

    • 4 Beds
    • 3 Baths
    • 2,878 Sq Ft

    89 Morgan Grove Rd, Shepherdstown, WV 25443

    Absolutely gorgeous 4-bedroom, 3-bathroom, home with approximately 2878 total finished square feet, sitting on 8 UNRESTRICTED, PRIVATE ACRES in Shepherdstown. This property is in a great location, only 2.5 miles from Shepherd University and about 5 minutes from downtown Shepherdstown. Updates include: a NEW ROOF, NEW HVAC, new hot water heater, new siding, fresh paint from top to bottom, new wide

    Sheldon Everhart Freedom Real Estate Group, LLC.

    89 Morgan Grove Rd, 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
  • /86

    $1,599,999 Open Sat 11AM - 3PM

    • 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
  • /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
  • /46

    $525,000

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

    104 Stonehouse Ln, Shepherdstown, WV 25443

    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

    Kara Burnett Samson Properties

    104 Stonehouse Ln, Shepherdstown, WV 25443
  • /49

    $585,000

    • 4 Beds
    • 3.5 Baths
    • 4,455 Sq Ft

    79 Leisure Way, Shepherdstown, WV 25443

    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

    Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

    79 Leisure Way, 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
  • /66

    $1,199,000

    • 4 Beds
    • 2 Baths
    • 3,148 Sq Ft

    364 Knott Rd, Shepherdstown, WV 25443

    A Rare Historic Estate with Over 100 Acres in Scenic Jefferson County, WVTruly a one-of-a-kind gem with deep roots in history! Originally established in 1804, this remarkable property spans over 100 acres of rolling pastures and active Christmas tree fields, and is protected under the Jefferson County Farm Land Protection Easement. Managed by Dan and Bryan Holler, the Christmas tree farm adds

    Terry Walker Coldwell Banker Premier

    364 Knott Rd, Shepherdstown, WV 25443
  • /129

    $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. This property delivers the perfect fusion of sleek modern style and serene country living, just minutes

    Lynn Ober Real Estate Innovations

    79 Chandler Dr, Shepherdstown, WV 25443
  • /78

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 4,128 Sq Ft

    55 Hidden Valley Cir, Shepherdstown, WV 25443

    What a home and property! Nearly one-and-a-half park-like acres in Shepherdstown set the stage for this stately colonial-style home. A fenced rear yard is great for two-legged and four-legged friends and a mixture of mature trees and open spaces in all directions provides a magical and private sensation. Despite this far, far away feeling, modern conveniences are readily at hand. Comcast Xfinity

    Nicholas Palkovic Touchstone Realty, LLC

    55 Hidden Valley Cir, Shepherdstown, WV 25443
  • /61

    $949,999 Open Sat 11AM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 3,114 Sq Ft

    10 Mistle Toe Ln, Shepherdstown, WV 25443

    March 2 2026 delivery 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 4.5 baths and an office or flex room. Ranch craftsman style home with Hardi board siding and includes a 2 car side load garage with

    Rick Boswell Gain Realty

    10 Mistle Toe Ln, Shepherdstown, WV 25443
  • /80

    $1,199,999 Open Sat 11AM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,428 Sq Ft

    17 Mistle Toe Ln, Shepherdstown, WV 25443

    New 19 home Community in Shepherdstown! March 30 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 discover a thoughtfully

    Rick Boswell Gain Realty

    17 Mistle Toe Ln, 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
  • /117

    $949,000

    • 5 Beds
    • 4 Baths
    • 4,540 Sq Ft

    301 E German St, Shepherdstown, WV 25443

    This Charming home has multiple possibilities depending on the potential new owners’ current needs or desires. The entire property adds up to five bedrooms, four full baths, and three full kitchens, plus a coveted brick driveway parking as well as a two-car detached garage. The last two owners keep the entire property as one family property. The new owner can mix and match configurations as

    Elizabeth Sager Samson Properties

    301 E German St, Shepherdstown, WV 25443
  • /23

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    133 Meadowlark Ln, Shepherdstown, WV 25443

    Open to "Rent to Own" but must use preferred lender and show ability to purchase within one year time frame. Call listing agent for details. Nestled on a generous half-acre lot in historic Shepherdstown, this Split foyer home is a must see within Mecklenburg Heights where there's no HOA, only a road Maintenance Agreement. "Move-in-Ready" and updated inside and out this property works for any type

    Michael Oates Exit Success Realty

    133 Meadowlark Ln, Shepherdstown, WV 25443
  • /76

    $710,000 Open Sat 12PM - 3PM

    • 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
  • /50

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 4,032 Sq Ft

    71 Cardinal Dr, Shepherdstown, WV 25443

    Absolutely gorgeous 4-bedroom, 2.5-bathroom home with approximately 4000 total finished square feet. Located in Shepherdstown WV, and just minutes from Shepherd University, this home has been completely re-done and features a NEW ROOF, new gutters and downspouts, two new HVACS, two brand new hot water heaters, new siding, fresh paint, new hardware and fixtures, all new windows, 2 and a

    Sheldon Everhart Freedom Real Estate Group, LLC.

    71 Cardinal Dr, Shepherdstown, WV 25443
  • /35

    $495,990 New Construction

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

    92 Open Gate Ln, Shepherdstown, WV 25443

    Fall Move In! 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • 95 Riderwood Way, Shepherdstown, WV 25443

    $444,490 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

Home Trends in Shepherdstown, WV

Housing Trends

Median Sale Price
$484,990
Median Single Family Sale Price
$499,990
Median Townhouse Sale Price
$437,000
Average Price Per Sq Ft
$190
Number of Homes for Sale
47
Last 12 months Home Sales
123
Months of Supply
4.60
Median List Price
$502,490
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
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