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Colonial Homes for Sale in Shepherdstown, WV

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  • /102

    $850,000

    • 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
  • /54

    $635,000

    • 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. Folks are already out on the golf course at Cress Creek, just minutes from the heart of historic Shepherdstown. This home's premier location is in the Cress Creek golf course neighborhood of Fernbank and just minutes from Shepherd University, the C & O towpath, the Bavarian Inn and a vibrant downtown, rich with historic

    Laurel Murray Samson Properties

    63 Hackberry Cir, Shepherdstown, WV 25443
  • /77

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 2,294 Sq Ft

    307 W German St, Shepherdstown, WV 25443

    Nestled in the heart of historic Shepherdstown, a 2026 recipient of the USA TODAY Readers’ Choice Top 10 Award for Best Historic Small Towns, 307 W German Street seamlessly blends timeless character with modern potential, offering a unique opportunity for those seeking a home rich in charm. The historic front presentation draws you in; but the rear, alley garden entrance is where you will fall in

    Errika Best Greentree Associates of Shepherdstown, Inc.

    307 W German St, Shepherdstown, WV 25443
  • /67

    $575,000

    • 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
  • /63

    $699,900

    • 5 Beds
    • 4.5 Baths
    • 4,583 Sq Ft

    48 Field Crest Ct, Shepherdstown, WV 25443

    Property located in one of the nicest subdivisions in Jefferson County.Amazing views from all windows, Home over 5,600 finished square feet. Kitchen with updated stainless appliances, breakfast area adjacent to living room.Beautiful wood floors throughout most of the house. Basement has a bedroom and full bath, large rec room, gym area and plenty of storage.Rear deck off the living

    Piedad Suarez Spring Hill Real Estate, LLC.

    48 Field Crest Ct, 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

Home Trends in Shepherdstown, WV

Housing Trends

Median Sale Price
$459,995
Median Single Family Sale Price
$472,990
Median Townhouse Sale Price
$567,500
Average Price Per Sq Ft
$188
Number of Homes for Sale
32
Last 12 months Home Sales
120
Months of Supply
3.20
Median List Price
$475,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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