17

Shepherdstown, WV Homes for Sale under $500,000

Section Image Section Image Section Image
  • /78

    $495,000

    • 3 Beds
    • 3 Baths
    • 2,939 Sq Ft

    712 Morgan Grove Rd, Shepherdstown, WV 25443

    Are you searching for a home in a peaceful rural setting—outside of a subdivision—with a sought-after Shepherdstown address? You’ve just found it! This well-maintained 3-bedroom, 3-bath Foremost modular home is perfectly situated on 2.46 acres just minutes from Shepherdstown. Step inside to a spacious foyer with a convenient coat closet, ideal for seasonal storage. The bright and inviting living

    Agent Photo

    Charlotte Sherman

    Century 21 Modern Realty Results

    (304) 484-4686

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

    $435,000 Open Sun 1PM - 4PM

    • 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
  • /60

    $425,000

    • 4 Beds
    • 2 Baths
    • 2,048 Sq Ft

    207 W High St, Shepherdstown, WV 25443

    Welcome to 207 W High Street located in beautiful and historic Shepherdstown, West Virginia. With Shepherdstown being established in 1762 and one of the oldest towns in West Virginia, this 1790 built home plays a strong role in the community and holds historical significance. The Shepherdstown Historic District was established and added to the National Register of Historic Places in 1973, with a

    Dana Ashlock Samson Properties

    207 W High St, Shepherdstown, WV 25443
  • /40

    $479,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,914 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

    Justin Wood D.R. Horton Realty of Virginia, LLC

    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
  • /70

    $459,900

    • 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
  • /40

    $469,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,914 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

    Justin Wood D.R. Horton Realty of Virginia, LLC

    124 Open Gate 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
  • /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
  • /46

    $479,900

    • 4 Beds
    • 3.5 Baths
    • 2,864 Sq Ft

    316 Maddex Farm Dr, Shepherdstown, WV 25443

    Classic Maddex Farm location within walking distance via community trail to Shepherd University and then downtown to shopping and restaurants or the C and O Canal...All within walking/biking distance without hitting a main road! Community features tot lot, common picnic space, and basketball court. Great fenced larger lot with patio for your summer time fun! Inside, the house has been

    Adam Shively Samson Properties

    316 Maddex Farm Dr, Shepherdstown, WV 25443
  • /23

    $449,900

    • Land
    • 7.85 Acres
    • $57,312 per Acre

    0 Ridge Rd Unit WVJF2020954, Shepherdstown, WV 25443

    Don't miss out on this rare opportunity to own nearly 8 UNRESTRICTED acres in Shepherdstown. Sweeping sunset views make this a perfect location to lay down roots and build your forever home.Build with confidence as major groundwork is already complete. Perc-approved for a 4-bedroom house with well already in place. Experience true flexibility to build your dream home with NO HOA. Although the

    James Smith Burch Real Estate Group, LLC

    0 Ridge Rd Unit WVJF2020954, 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
  • /3

    $500,000

    • Land
    • 29,185 Sq Ft
    • $746,269 per Acre

    Lot 2 Martinsburg Pike, Shepherdstown, WV 25443

    Platted as Seneca Crossing. DRIVE THROUGH WINDOWS ALLOWED! Bring on the fast food, coffee shop, bakery, etc. This parcel was part of a 4.44 parcel that was sold to WVU Medical Center which is adjacent. ROCS's convenience store is also adjacent. Dominos' is across the road. A 40 unit apartment complex has been approved for across the road as well! This pad will be available for mixed use. Also,

    Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

    Lot 2 Martinsburg Pike, 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
  • /28

    $419,990 New Construction

    • 4 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
  • /3

    $500,000

    • Land
    • 34,412 Sq Ft
    • $632,911 per Acre

    Lot 3 Martinsburg Pike, Shepherdstown, WV 25443

    Drive through windows allowed! Bring on the fast food, coffee or bakery! This Lot 3 parcel, was part of a 4.44 acre piece that WV Medical purchased part of and built the medical center adjacent. Lot 2, is also available at an additional cost. ROC's convenience store is adjacent as well! Combining the lots would need Jefferson County Planning Co. approval. Water and sewer available. Property

    Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

    Lot 3 Martinsburg Pike, Shepherdstown, WV 25443

Home Trends in Shepherdstown, WV

Housing Trends

Median Sale Price
$462,500
Median Single Family Sale Price
$469,990
Median Townhouse Sale Price
$496,250
Average Price Per Sq Ft
$186
Number of Homes for Sale
33
Last 12 months Home Sales
124
Months of Supply
3.20
Median List Price
$471,490
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
How to Buy a Home How to Finance a Home How to Sell a Home