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Shepherdstown, WV Homes for Sale with Garage

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  • /49

    $695,000

    • 5 Beds
    • 3 Baths
    • 2,700 Sq Ft

    603 Persimmon Ln, Shepherdstown, WV 25443

    Welcome to 603 Persimmon Ln, Shepherdstown, WV—a beautifully fully renovated home situated on 1.5 acres of serene, natural surroundings.This spacious residence features 5 bedrooms and 3 full bathrooms, offering a flexible and functional layout ideal for both everyday living and entertaining. The home has been thoughtfully updated throughout, creating a fresh, modern feel while maintaining

    Agent Photo

    Mercedes Prohaska

    Coldwell Banker Premier

    (304) 568-5410

    603 Persimmon Ln, Shepherdstown, WV 25443
  • /48

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 1,652 Sq Ft

    112 Valley Ct, Shepherdstown, WV 25443

    Imagine living just a short walk from everything that makes Shepherdstown special. Located on a beautifully manicured 1⁄2-acre lot, 112 Valley Court offers the rare opportunity to enjoy the convenience of walkable living while still having the space and privacy of a well-appointed home. Stroll into historic downtown for dinner, coffee, shopping, weekend farmers markets, university events, or an

    Agent Photo

    Mercedes Prohaska

    Coldwell Banker Premier

    (304) 924-4178

    112 Valley Ct, Shepherdstown, WV 25443
  • /29

    $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
  • /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
  • /50

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 2,869 Sq Ft

    250 Meadow Ridge Dr, Shepherdstown, WV 25443

    The striking combination hardiplank and cedar-sided ranch-style home sets beautifully in the well-appointed Cress Creek community, in one of the Best Small Historic Towns (USA Today 2026), offering a balance of modern-styling with classic architecture. The exterior has been fully updated with a new roof (2024), new hardiplank front and completely painted cedar siding (2025), and an updated rear

    Paula Miller Coldwell Banker Premier

    250 Meadow Ridge Dr, Shepherdstown, WV 25443
  • /55

    $599,900

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,345 Sq Ft

    63 Hackberry Cir, Shepherdstown, WV 25443

    NEWS FLASH! Shepherdstown name a Top 10 Best Historic Small Town by USA Today readers. Don't wait - buy into this beautiful home just minutes from the heart of historic Shepherdstown. Huge price improvement. This home's premier location is in the Cress Creek golf course neighborhood of Fernbank and just a few minutes from Shepherd University, the Potomac River, and a vibrant downtown, rich with

    Laurel Murray Samson Properties

    63 Hackberry Cir, Shepherdstown, WV 25443
  • /98

    $750,000

    • 5 Beds
    • 2.5 Baths
    • 4,773 Sq Ft

    95 Belmeade Way, Shepherdstown, WV 25443

    Discover luxury living in the highly sought-after community of The Point in Shepherdstown. Situated on a picturesque park-like setting, this stunning 5-bedroom, 2.5-bath move-in ready home offers more than 4,000 square feet of beautifully designed living space and is only 10 years young. Just minutes to historic Shepherdstown, a vibrant college town known for its locally owned shops, excellent

    Bill Dixon Dandridge Realty Group, LLC

    95 Belmeade Way, Shepherdstown, WV 25443
  • /82

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 3,950 Sq Ft

    49 Appomattox Ln, Shepherdstown, WV 25443

    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

    Liz McDonald Dandridge Realty Group, LLC

    49 Appomattox Ln, Shepherdstown, WV 25443
  • /62

    $799,900

    $400K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,147 Sq Ft

    1132 Terrapin Neck Rd, Shepherdstown, WV 25443

    Just minutes from Shepherdstown on 2+ acres sits this distinctive custom Mill Creek Timber Frame home. Built with craftsmanship and distinct attention to detail in 1993, this timber frame home consists of 5 bedrooms and 3.5 baths. The nicely landscaped grounds of mature trees and large rock breaks greet you as you enter the property and quickly lead you to the heart of the home - a soaring great

    Andrew Lowe Path Realty

    1132 Terrapin Neck Rd, Shepherdstown, WV 25443
  • /102

    $850,000

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,628 Sq Ft

    22 Fairmont Ave, Shepherdstown, WV 25443

    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

    Morgan Boyer Hunt Country Sotheby's International Realty

    22 Fairmont Ave, Shepherdstown, WV 25443
  • /28

    $415,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,906 Sq Ft

    157 Lyon Ridge Rd, Shepherdstown, WV 25443

    Beautiful like new 4 Bedroom 2.5 bath home in desirable Tollhouse woods, Shepherdstown WV. Close to Shepherd University and a plentitude of shopping and dining options in quaint downtown! The main level features a light filled open floorplan with Gourmet Kitchen, Whirlpool appliances and a center island connecting adjoining dining area, spacious Living Room, and half bath. Upper level has 4

    Carolyn Young Samson Properties

    157 Lyon Ridge Rd, Shepherdstown, WV 25443
  • /124

    $899,000

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

    301 E German St, Shepherdstown, WV 25443

    Featured in the New York Times, the Parran House is rich in history, dating back to circa 1792 and showcases a seamless blend of early American character and thoughtfully executed modern updates. Nestled in Shepherdstown, the state’s oldest and most charming small town, the property beautifully captures its colonial heritage while also reflecting the rich Civil War history that shaped the region.

    Morgan Boyer Hunt Country Sotheby's International Realty

    301 E German St, Shepherdstown, WV 25443
  • /64

    $550,000

    Open Wed 12PM - 2PM
    • 3 Beds
    • 3.5 Baths
    • 2,295 Sq Ft

    20 Drennen Ct, Shepherdstown, WV 25443

    Overlooking Cress Creek Golf Club in Shepherdstown, this villa-style duplex offers a setting that feels peaceful, established, and easy to enjoy. Hardwood floors run throughout the main level, where the layout balances comfort and function with a formal dining room, an eat-in kitchen with table space, and a spacious living room centered around a wood burning fireplace with built-in shelving. A

    Liz McDonald Dandridge Realty Group, LLC

    20 Drennen Ct, 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
  • /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
  • /52

    $450,000

    • 3 Beds
    • 1 Bath
    • 2,525 Sq Ft

    6679 Martinsburg Pike, Shepherdstown, WV 25443

    Opportunity knocks with this spacious property offering flexibility, functionality, and future potential. Originally built in 1965 with a thoughtful addition completed in 1989, this home blends classic character with expanded living space. Inside, you’ll find hardwood flooring throughout the living room and bedrooms, while the kitchen and family room feature durable laminate for easy maintenance.

    Todd Jayne BMS Realty

    6679 Martinsburg Pike, Shepherdstown, WV 25443
  • /46

    $559,000

    $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,239 Sq Ft

    61 Hartzell Dr, Shepherdstown, WV 25443

    Spring into action with a new price improvement! Nestled in the charming Hartzell Gardens community, this delightful semi detached home offers a perfect blend of comfort and style. Built in 2008, the villa-style residence boasts 2 spacious bedrooms and 2.5 bathrooms, providing ample space for relaxation and entertaining. Step inside to discover an inviting open floor plan that seamlessly connects

    Paula Miller Coldwell Banker Premier

    61 Hartzell Dr, Shepherdstown, WV 25443

Home Trends in Shepherdstown, WV

Housing Trends

Median Sale Price
$460,000
Median Single Family Sale Price
$475,000
Median Townhouse Sale Price
$448,250
Average Price Per Sq Ft
$191
Number of Homes for Sale
26
Last 12 months Home Sales
131
Months of Supply
2.40
Median List Price
$475,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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