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Colonial Homes for Sale in Shepherdstown, WV

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  • /57

    $525,000

    • 4 Beds
    • 4 Baths
    • 3,902 Sq Ft

    65 Maddex Farm Dr, Shepherdstown, WV 25443

    As soon as you enter this beautiful home you realize this is a well maintained one! Nice open stairway and two-story foyer to the second floor. Sparkling wood floors and laminate floors as well. First floor offers living room as well as a family room off the kitchen. Formal dining but breakfast room also and, counter seating in a beautifully laid out kitchen. Granite counters, gas stove, built in

    Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

    65 Maddex Farm Dr, Shepherdstown, WV 25443
  • /36

    $358,000

    • 4 Beds
    • 2.5 Baths
    • 2,880 Sq Ft

    420 Starkeys Landing, Shepherdstown, WV 25443

    Premier, three-level, corner lot townhome located in Historic Shepherdstown, WV! Welcome to this beautifully renovated, move-in ready townhome, ideally located across from Morgan’s Grove Park and just minutes from downtown Shepherdstown’s shops, dining, and cultural charm. Offering almost 2,900 finished square feet across three thoughtfully designed levels, this 4-bedroom, 2.5-bath home blends

    Andrew Lowe Path Realty

    420 Starkeys Landing, 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
  • /77

    $729,500

    $66K PRICE DROP
    • 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
  • /41

    $680,000

    $520K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,578 Sq Ft

    432 S Church St, Shepherdstown, WV 25443

    Welcome to 432 South Church Street in Shepherdstown, West Virginia — a charming Colonial Revival home on a half-acre lot in the heart of town. This is your opportunity to own a spacious lot just outside of town limits. A piece of history, this home has been owned by the same family for almost 90 years! Inside, hardwood floors run throughout the main living spaces. The large family room includes a

    Brant Lowe Path Realty

    432 S Church St, Shepherdstown, WV 25443
  • /40

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft

    122 Hensel Dr, Shepherdstown, WV 25443

    Main level living never looked so easy in this newly renovated and move-in ready contemporary home in the desirable Maddex Farm community with its connecting pathways to the town and University. Brand new architectural shingle roof, freshly painted with hardwood floors, and new carpet in the bedrooms and luxury vinyl tile in the bathrooms - this home has been renovated on all levels, inside and

    Adam Miller Coldwell Banker Premier

    122 Hensel Dr, Shepherdstown, WV 25443
  • /64

    $575,000

    • 4 Beds
    • 3.5 Baths
    • 2,866 Sq Ft

    637 Persimmon Ln, Shepherdstown, WV 25443

    Move In Ready, 4 bed, 3.5 bath Farmette on 2.25 Unrestricted acres in Shepherdstown. This home has many updates including a NEW ROOF, 2 New HVAC Units, New Hot Water Heater, New bathrooms with custom tile and quartz tops, New LVP flooring, fresh paint from top to bottom, New hardware and fixtures. The brand new kitchen features stainless steel appliances and quartz counter tops. Other features

    Sheldon Everhart Freedom Real Estate Group, LLC.

    637 Persimmon Ln, Shepherdstown, WV 25443
  • /82

    $599,000

    $26K PRICE DROP
    • 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

Home Prices in Shepherdstown, WV

Home Price Trends

Median Sale Price
$465,000
Median Single Family Sale Price
$469,990
Median Townhouse Sale Price
$358,000
Median 2 Bedroom Sale Price
$300,000
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$189
Number of Homes for Sale
25
Last 12 months Home Sales
139
Months of Supply
2.20
Median List Price
$475,600
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
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