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Shepherdstown, WV Homes for Sale with Garage

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  • /50

    $560,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,660 Sq Ft

    583 Morgan Grove Rd, Shepherdstown, WV 25443

    This UNRESTRICTED one-of-a-kind property provides SPACIOUS rooms, high ceilings, a flexible layout, and walk-out yard access on both levels. The CUSTOM KITCHEN is ideally designed, with wrap-around counters, abundant cabinetry/pantry space, 5x3 butcher block island, 5-burner GAS STOVE, and patio access for your future grill. The kitchen flows naturally to the living room with its cathedral

    Agent Photo

    Heidi Johnston

    Keller Williams Realty Advantage

    (304) 605-2860

    583 Morgan Grove Rd, Shepherdstown, WV 25443
  • /33

    $435,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,969 Sq Ft

    183 Riderwood Way, Shepherdstown, WV 25443

    Welcome to 183 Riderwood Way—situated on nearly a 1/3 acre homesite, this spacious two-story home blends comfort, style, and affordability. Featuring 4 bedrooms, a second-floor loft, and durable LVP flooring throughout the main living areas, there’s room for everyone to live and grow. The kitchen comes fully equipped with included appliances, granite countertops, and white cabinetry, delivering

    Agent Photo

    Mercedes Prohaska

    Coldwell Banker Premier

    (304) 500-5427

    183 Riderwood 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
  • /120

    $899,000 Open Sun 1PM - 3PM

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

    301 E German St, Shepherdstown, WV 25443

    Rich in history and timeless in appeal, the Parran House dates 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. This

    Morgan Boyer Hunt Country Sotheby's International Realty

    301 E German St, Shepherdstown, WV 25443
  • /45

    $569,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 2,239 Sq Ft

    61 Hartzell Dr, Shepherdstown, WV 25443

    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 the kitchen and living areas, enhanced by

    Paula Miller Coldwell Banker Premier

    61 Hartzell Dr, Shepherdstown, WV 25443
  • /67

    $575,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 4,344 Sq Ft

    119 Thatcher Ct, Shepherdstown, WV 25443

    Discover the charm of this stunning Colonial home nestled in the desirable Maddex Farm community. Built in 2006, this residence boasts an impressive 4,344 square feet of finished living space, offering a perfect blend of comfort and elegance. With four spacious bedrooms and three and a half bathrooms, this home is designed for both relaxation and entertaining. Step inside to find a beautifully

    Amy Franzen Pearson Smith Realty, LLC

    119 Thatcher Ct, Shepherdstown, WV 25443
  • /74

    $339,900

    • 2 Beds
    • 1.5 Baths
    • 2,000 Sq Ft

    8582 Shepherdstown Pike, Shepherdstown, WV 25443

    LOCATION! LOCATION! Great investment property located within walking distance to Historic Shepherdstown & Shepherd University. This total brick bungalow is located on 2.4 partially wood acres. It has a large living room, family room, dining room, kitchen, two (2) bedrooms, full bathroom, large attic which could be converted into a playroom/ office or even a bedroom, full basement w/recreation

    Densil Nibert Nibert Realty & Auctions, LLC

    8582 Shepherdstown Pike, Shepherdstown, WV 25443
  • /102

    $850,000 Open Sat 1PM - 3PM

    • 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. With 4 bedrooms and 3

    Morgan Boyer Hunt Country Sotheby's International Realty

    22 Fairmont Ave, Shepherdstown, WV 25443
  • /22

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    510 Spring Warbler Way, Shepherdstown, WV 25443

    Easy one-level living just minutes from Shepherdstown and Shepherd University. This well-maintained home offers a bright, functional layout with a kitchen featuring granite countertops, ample cabinet storage, and generous counter space that opens to the dining area. The home includes three nicely sized bedrooms, laminate flooring, and a convenient laundry closet. Step outside to a spacious rear

    Meredith Smith Samson Properties

    510 Spring Warbler Way, Shepherdstown, WV 25443
  • /54

    $649,900 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,345 Sq Ft

    63 Hackberry Cir, Shepherdstown, WV 25443

    Spring has sprung and the redbuds, white dogwood and bluebells are blooming. Open House Sat. & Sun. April 11-12 from 1-3. Nestled just minutes from the heart of historic Shepherdstown, this home offers the charm of small town living with unbeatable convenience. Known for its vibrant arts scene, cozy cafes, local boutiques and one of the oldest universities in the country, Shepherdstown has a

    Laurel Murray Samson Properties

    63 Hackberry Cir, Shepherdstown, WV 25443
  • /33

    $475,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    280 Leisure Way, Shepherdstown, WV 25443

    BACK TO ACTIVE @ NO FAULT OF THE SELLERS. PREVIOUS BUYERS COULDN'T GET THEIR HOME UNDER CONTRACTPerfectly positioned on over 2 acres just outside Shepherdstown, this 4-bedroom Colonial is located in a sought-after community with river access. The main level offers warm hardwood floors, a welcoming family room with fireplace, and a beautifully updated kitchen featuring new quartz countertops

    Meredith Smith Samson Properties

    280 Leisure Way, Shepherdstown, WV 25443
  • /44

    $445,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    4381 Engle Molers Rd, Shepherdstown, WV 25443

    Back on the market with a price improvement. Our loss is your gain! 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

    Sarah Santacroce Coldwell Banker Premier

    4381 Engle Molers Rd, Shepherdstown, WV 25443
  • /63

    $829,900

    • 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
  • /30

    $479,990 New Construction

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

    124 Open Gate Ln, Shepherdstown, WV 25443

    Quick Move In w/ walkout basement! Nearly a 1/4 acre homesite and mountain views. 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

    D.R. Horton Builder
    124 Open Gate Ln, Shepherdstown, WV 25443
  • /28

    $449,990 New Construction

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

    42 Riderwood Way, Shepherdstown, WV 25443

    Quick Move In! Back to Trees private quarter acre homesite! Located in Tollhouse Woods, Shepherdstown's newest community located just a mile from the downtown area and university. This property backs to a treeline 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,

    D.R. Horton Builder
    42 Riderwood Way, Shepherdstown, WV 25443
  • /30

    $499,990 New Construction

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

    126 Riderwood Way, Shepherdstown, WV 25443

    Private Back to Trees Homesite! Walkout Basement and Finished Rec Room! Sits on nearly a 1/3 acre homesite with great views! Complete with a main level bedroom and full bath, great for guests. This 2 Story single family home marries features and affordability and comes with everything included. 5 Bedrooms a 2nd floor loft, LVP floors in the main living spaces, included kitchen appliances, granite

    D.R. Horton Builder
    126 Riderwood Way, 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
  • /15

    $459,900 Open House 4/25

    • 4 Beds
    • 2.5 Baths
    • 2,902 Sq Ft

    41 Weese Point, Shepherdstown, WV 25443

    Welcome to 41 Weese Point in the heart of Shepherdstown—where convenience, charm, and lifestyle come together in one of the Eastern Panhandle’s most sought-after locations. Positioned just moments from Morgan’s Grove Park and the newly built Shepherdstown Public Library, this property is close to everything that makes Shepherdstown so desirable—including downtown shops, dining, and the vibrant

    Stacey Lee Samson Properties

    41 Weese Point, Shepherdstown, WV 25443

Home Trends in Shepherdstown, WV

Housing Trends

Median Sale Price
$459,995
Median Single Family Sale Price
$462,500
Median Townhouse Sale Price
$425,000
Average Price Per Sq Ft
$189
Number of Homes for Sale
30
Last 12 months Home Sales
122
Months of Supply
3.00
Median List Price
$465,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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