14

Shepherdstown, WV Homes for Sale under $500,000

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  • /41

    $324,000

    $5K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,220 Sq Ft

    39 Swearingen Way, Shepherdstown, WV 25443

    Welcome to this Convenient and Spacious Townhome with Brick Façade, Serene Wooded Views, 3 Bedrooms, 2 Full Bathrooms, and 2 Half Baths. Recent updates include Refinished Hardwood Floors, Newly Installed Redefined Pine Floors, recent New Deck Floor Boards, and an almost new HVAC System that was installed in 2024. Comcast cable and Xfinity are available. Enjoy the perfect blend of town and

    Agent Photo

    Richard Kendall

    Snyder Bailey & Associates

    39 Swearingen Way, Shepherdstown, WV 25443
  • /48

    $310,000

    $15K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 1,750 Sq Ft

    45 Ryan Ct, Shepherdstown, WV 25443

    Welcome to 45 Ryan Court, where low-maintenance living meets the charm and character of historic Shepherdstown. Nestled in the desirable Maddex Farm community, this spacious three-level townhome offers approximately 1,900 square feet of comfortable living space with 3 bedrooms, 2 full baths, and 2 half baths. The inviting main level features a bright, open floor plan that seamlessly connects the

    Agent Photo

    Tara Lowe

    Samson Properties

    45 Ryan Ct, Shepherdstown, WV 25443
  • /21

    $300,000

    • Studio
    • 1,920 Sq Ft

    202 Old Martinsburg Rd, Shepherdstown, WV 25443

    This 2-unit duplex just outside Shepherdstown offers incredible flexibility and income potential. Whether you're an investor seeking a strong rental opportunity or an owner-occupant looking to offset your mortgage, this property checks all the boxes. Live in one unit and rent the other, or maximize income by leasing both. Ideal for those with students attending Shepherd University, this property

    Agent Photo

    Charlotte Sherman

    Century 21 Modern Realty Results

    202 Old Martinsburg Rd, Shepherdstown, WV 25443
  • /41

    $374,900

    $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    35 Oatfield Ct, Shepherdstown, WV 25443

    Discover the charm of this beautifully renovated Cape Cod home nestled in the desirable Maddex Farm community. With a major renovation completed in 2026, this residence boasts an excellent condition and upgrades throughout. The upgraded countertops and luxury vinyl plank flooring add a touch of elegance, while the breakfast area invites casual dining. This home features three comfortable

    Adam Shively Samson Properties

    35 Oatfield Ct, Shepherdstown, WV 25443
  • /45

    $400,000

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    207 Sandpiper Ln, Shepherdstown, WV 25443

    Welcome to 207 Sandpiper Lane, a beautifully maintained, like new, 3-bedroom, 3-full-bath home situated on nearly one acre in desirable Shepherdstown, West Virginia. Built in 2018, this inviting property offers a thoughtful layout with generous living space and a fully finished walkout lower level. The main level offers an open floor plan, hardwood floors in the main living areas, a spacious

    Paul Warthen Real Estate Teams, LLC

    207 Sandpiper Ln, Shepherdstown, WV 25443
  • /17

    $209,000

    • Land
    • 4.36 Acres
    • $47,936 per Acre

    Lot #20 Shepherds Cove Swift River Way, Shepherdstown, WV 25443

    Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Lot 20 is an exceptional opportunity READY TO BUILD, beautiful wooded lot with well installed, lot has been cleared for house construction, community septic. Peaceful, tranquil setting. Shepherd Cove is a small , resort-like community of 19 lots with only 3 remaining. These large private lots have marina privileges, and private

    Carolyn Snyder Snyder Bailey & Associates

    Lot #20 Shepherds Cove Swift River Way, Shepherdstown, WV 25443
  • /38

    $215,000

    • Land
    • 5.96 Acres
    • $36,074 per Acre

    0 Swift River Way Unit WVBE2050696, Shepherdstown, WV 25443

    Nestled on an expansive 5.96-acre canvas, in the private, gated community Shepherds Cove, this exceptional land opportunity offers a rare blend of natural beauty and luxurious potential. Imagine crafting your dream home surrounded by the serene embrace of towering trees and lush woods, where every sunrise and sunset paints the sky in breathtaking hues. The phenomenal sellers have crafted a true

    Errika Best Greentree Associates of Shepherdstown, Inc.

    0 Swift River Way Unit WVBE2050696, Shepherdstown, WV 25443
  • /45

    $439,000

    • 3 Beds
    • 2 Baths
    • 2,611 Sq Ft

    561 Billmyer Mill Rd, Shepherdstown, WV 25443

    Charming Country Retreat nestled on a peaceful 1.63-acre private parcel along a quiet country road just outside historic Shepherdstown, this inviting 1963-built home offers the perfect blend of timeless character and versatile living space. With approximately 2500 total square feet, 3 bedrooms, and 2 bathrooms, this single-family residence sits on unrestricted land—ideal for those seeking freedom

    Angela Kable Johnson Samson Properties

    561 Billmyer Mill Rd, Shepherdstown, WV 25443
  • /42

    $390,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,901 Sq Ft

    122 Hensel Dr, Shepherdstown, WV 25443

    Don't let first looks fool you! This 3 bedroom, 2.5 bathroom contemporary home is move-in ready and designed for easy living. The open floor plan features easily accessible entry-level living, two upstairs guest bedrooms, and a full walkout basement. In 2026 the owners installed a new roof with 30 year architecture singles; renovated the kitchen with new appliances, painted the cabinets, and

    Adam Miller Coldwell Banker Premier

    122 Hensel Dr, 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
  • /67

    $309,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,352 Sq Ft

    19 Cardinal Dr, Shepherdstown, WV 25443

    Bill Cafferky Snyder Bailey & Associates

    19 Cardinal Dr, Shepherdstown, WV 25443
  • /10

    $285,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    7628 Martinsburg Pike, Shepherdstown, WV 25443

    Unique Mixed-Use Opportunity! Rare corner lot offering residential, light industrial, and commercial zoning, providing exceptional flexibility for homeowners, investors, or business owners. The property features a cozy home ready for comfortable living along with a spacious shed ideal for storage, a workshop, or hobby space. High-visibility location with convenient access to Shepherdstown,

    Brant Lowe Path Realty

    7628 Martinsburg Pike, 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
  • /17

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,560 Sq Ft

    17 Old Prospect Ave, Shepherdstown, WV 25443

    Charming home just outside of town limits. Walking distance to downtown Shepherdstown with convenient access to local restaurants, shops, parks, and the University. This residence features a welcoming atmosphere with spacious living areas, abundant natural light, and lots of character. Enjoy outdoor living with a beautiful back yard and mature landscaping. Close to commuter routes while

    Brant Lowe Path Realty

    17 Old Prospect Ave, Shepherdstown, WV 25443

Home Price Trends

Median Sale Price
$460,000
Median Single Family Sale Price
$469,990
Median Townhouse Sale Price
$307,500
Median 2 Bedroom Sale Price
$300,000
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$185
Number of Homes for Sale
24
Last 12 months Home Sales
139
Months of Supply
2.10
Median List Price
$475,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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