4,445

Shepherdstown, WV Homes

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  • /52

    $465,000

    Sold Sep 17, 2025

    23 Fairmont Ave, Shepherdstown, WV 25443

    • 4 Beds
    • 2 Baths
    • 2,036 Sq Ft
    • Built 1966

    Last Sold Summary

    • $228/SF
    • 66 Days On Market

    Current Estimated Value $480,002

    Last Listing Agent Tara Lowe Samson Properties

    23 Fairmont Ave, Shepherdstown, WV 25443
    • /34

      Est $609,836

      Not Listed For Sale

      40 Mossy Oak Ct, Shepherdstown, WV 25443

      • 4 Beds
      • 2.5 Baths
      • 3,805 Sq Ft
      • Built 2006
      40 Mossy Oak Ct, Shepherdstown, WV 25443

      Last Sold Summary

      • 32 Days On Market

  • /54

    $769,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,717 Sq Ft

    114 Southpaw Ln, Shepherdstown, WV 25443

    This stunning farmhouse-style residence, built in 2025, offers a perfect blend of modern comfort and timeless craftsmanship. Nestled on a generous 3.55-acre lot adorned with mature trees, this home invites you to experience tranquility and natural beauty. Step inside to discover an open floor plan that seamlessly connects the living, dining, and kitchen areas, creating an inviting atmosphere for

    Sarah Santacroce Coldwell Banker Premier

    114 Southpaw Ln, Shepherdstown, WV 25443
  • /52

    $438,000

    Sold Sep 16, 2025

    467 Maddex Farm Dr, Shepherdstown, WV 25443

    • 4 Beds
    • 2.5 Baths
    • 4,000 Sq Ft
    • Built 2011

    Last Sold Summary

    • $110/SF
    • 19 Days On Market

    Current Estimated Value $462,459

    Last Listing Agent Jeanne Cooper Century 21 Redwood Realty

    467 Maddex Farm Dr, Shepherdstown, WV 25443
    • /41

      Est $655,328

      Not Listed For Sale

      60 Pathfinder Ct, Shepherdstown, WV 25443

      • 5 Beds
      • 4.5 Baths
      • 5,204 Sq Ft
      • Built 2005
      60 Pathfinder Ct, Shepherdstown, WV 25443

      Last Sold Summary

      • 5 Days On Market

  • /56

    $450,000

    Pending
    • 3 Beds
    • 1 Bath
    • 2,525 Sq Ft

    6679 Martinsburg Pike, Shepherdstown, WV 25443

    Opportunity knocks with this spacious property offering flexibility, functionality, and future potential. Originally built in 1965 with a thoughtful addition completed in 1989, this home blends classic character with expanded living space. Inside, you’ll find hardwood flooring throughout the living room and bedrooms, while the kitchen and family room feature durable laminate for easy maintenance.

    Todd Jayne BMS Realty

    6679 Martinsburg Pike, Shepherdstown, WV 25443
  • /57

    $585,000

    Sold Sep 12, 2025

    164 Butcher Ct, Shepherdstown, WV 25443

    • 4 Beds
    • 3.5 Baths
    • 4,884 Sq Ft
    • Built 2005

    Last Sold Summary

    • $120/SF
    • 41 Days On Market

    Current Estimated Value $602,051

    Last Listing Agent Carolyn Young Samson Properties

    164 Butcher Ct, Shepherdstown, WV 25443
    • /65

      Est $291,370

      Not Listed For Sale

      322 Starkeys Landing, Shepherdstown, WV 25443

      • 3 Beds
      • 2.5 Baths
      • 2,196 Sq Ft
      • Built 2007
      322 Starkeys Landing, Shepherdstown, WV 25443

      Last Sold Summary

      • 1 Day On Market

  • /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
  • /64

    $375,000

    Sold Sep 30, 2025

    501 Maddex Farm Dr, Shepherdstown, WV 25443

    • 3 Beds
    • 2.5 Baths
    • 1,903 Sq Ft
    • Built 2015

    Last Sold Summary

    • $197/SF
    • 48 Days On Market

    Current Estimated Value $387,837

    Last Listing Agent Tara Lowe Samson Properties

    501 Maddex Farm Dr, Shepherdstown, WV 25443
    • /32

      Est $328,467

      Not Listed For Sale

      338 Starkeys Landing, Shepherdstown, WV 25443

      • 3 Beds
      • 2.5 Baths
      • 2,196 Sq Ft
      • Built 2007
      338 Starkeys Landing, Shepherdstown, WV 25443

      Last Sold Summary

  • /46

    $415,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft

    45 Devon Way, Shepherdstown, WV 25443

    Welcome to 45 Devon Way in desirable Chapline's Choice, offering nearly an acre of land, extensive recent renovations, and a sought-after Shepherdstown location. This 3-bedroom, 2-bath home has been thoughtfully updated from 2022-2025 with improvements including a new roof, gutters, siding, front porch, remodeled bathrooms, updated kitchen, newer LG appliances, custom built-ins, flooring,

    Jim Hafer Berkshire Hathaway Homeservices Homesale Realty

    45 Devon Way, Shepherdstown, WV 25443
  • /49

    $575,000

    Sold Jul 25, 2025

    1075 Willowdale Dr, Shepherdstown, WV 25443

    • 3 Beds
    • 3.5 Baths
    • 2,916 Sq Ft
    • Built 1982

    Last Sold Summary

    • $197/SF
    • 55 Days On Market

    Current Estimated Value $594,551

    Last Listing Agent Susan Reichel Coldwell Banker Premier

    1075 Willowdale Dr, Shepherdstown, WV 25443
    • /42

      Est $308,000

      Not Listed For Sale

      31 Swearingen Way, Shepherdstown, WV 25443

      • 3 Beds
      • 2.5 Baths
      • 2,220 Sq Ft
      • Built 2008
      31 Swearingen Way, Shepherdstown, WV 25443

      Last Sold Summary

      • 81 Days On Market

  • /61

    $290,000

    $40K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    39 Nightingale Ln, Shepherdstown, WV 25443

    Located in the Mecklenburg Heights area of Shepherdstown, this 3-bedroom, 2 full bath home offers a functional layout, comfortable living space, and recent updates that make it easy to appreciate from the start. The interior has a clean, refreshed feel with improvements already in place, while still offering a buyer the chance to add personal style over time. Whether you are looking for a primary

    Gabe McDonald Touchstone Realty, LLC

    39 Nightingale Ln, Shepherdstown, WV 25443
  • /56

    $690,000

    Sold Apr 24, 2026

    60 Horner Farm Ln, Shepherdstown, WV 25443

    • 4 Beds
    • 4.5 Baths
    • 5,497 Sq Ft
    • Built 2014

    Last Sold Summary

    • $126/SF
    • 382 Days On Market

    Current Estimated Value $712,943

    Last Listing Agent Brandon Darr Samson Properties

    60 Horner Farm Ln, Shepherdstown, WV 25443
    • /40

      Est $569,296

      Not Listed For Sale

      119 Thatcher Ct, Shepherdstown, WV 25443

      • 4 Beds
      • 3.5 Baths
      • 4,344 Sq Ft
      • Built 2006
      119 Thatcher Ct, Shepherdstown, WV 25443

      Last Sold Summary

      • 17 Days On Market

  • /46

    $549,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,239 Sq Ft

    61 Hartzell Dr, Shepherdstown, WV 25443

    This delightful semi detached home offers a perfect blend of comfort and style with an association that covers lawn care, snow removal, and common area maintenance, you can spend more time enjoying your home and less time on upkeep. Built in 2008, the villa-style residence boasts 2 spacious bedrooms and the adjoining room can easily be converted to 3rd and 2.5 bathrooms. Step inside to discover

    Paula Miller Coldwell Banker Premier

    61 Hartzell Dr, Shepherdstown, WV 25443
  • /51

    $580,000

    Sold Nov 07, 2025

    328 Comstock Dr, Shepherdstown, WV 25443

    • 4 Beds
    • 2.5 Baths
    • 2,235 Sq Ft
    • Built 2025

    Last Sold Summary

    • $260/SF
    • 33 Days On Market

    Last Listing Agent Rick Boswell Gain Realty

    328 Comstock Dr, Shepherdstown, WV 25443
    • /78

      Est $423,250

      Not Listed For Sale

      145 Canal Way, Shepherdstown, WV 25443

      • 4 Beds
      • 2.5 Baths
      • 2,716 Sq Ft
      • Built 2007
      145 Canal Way, Shepherdstown, WV 25443

      Last Sold Summary

      • 2 Days On Market

  • /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
  • /28

    $369,990

    Sold Nov 20, 2025

    36 Open Gate Ln, Shepherdstown, WV 25443

    • 4 Beds
    • 2.5 Baths
    • 1,906 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $194/SF
    • 28 Days On Market

    36 Open Gate Ln, Shepherdstown, WV 25443
    • /38

      Est $505,763

      Not Listed For Sale

      157 Canal Way, Shepherdstown, WV 25443

      • 4 Beds
      • 3.5 Baths
      • 4,337 Sq Ft
      • Built 2007
      157 Canal Way, Shepherdstown, WV 25443

      Last Sold Summary

      • 3 Days On Market

  • /5

    $179,900

    • Land
    • 32,234 Sq Ft
    • $243,108 per Acre

    Lot #14 (North Hills Briar Mountain Dr, Shepherdstown, WV 25443

    Build your dream home on this one of kind opportunity. Property features 0.75 Acres with public water and sewer available. One of the last remaining lots located in the North Hills section of The Club at Cress Creek which is the Eastern Panhandles only Private Country Club that features Golf, Tennis, Swimming, and Dining.

    Charles Shultz Path Realty

    Lot #14 (North Hills Briar Mountain Dr, Shepherdstown, WV 25443
  • /33

    $459,990

    Sold Aug 05, 2025

    275 Lyon Ridge Rd, Shepherdstown, WV 25443

    • 5 Beds
    • 3 Baths
    • 2,511 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $183/SF
    • 21 Days On Market

    275 Lyon Ridge Rd, Shepherdstown, WV 25443
    • /67

      Est $475,103

      Not Listed For Sale

      116 Butcher Ct, Shepherdstown, WV 25443

      • 4 Beds
      • 3.5 Baths
      • 3,866 Sq Ft
      • Built 2005
      116 Butcher Ct, Shepherdstown, WV 25443

      Last Sold Summary

      • 30 Days On Market

  • /44

    $620,000

    Sold Aug 08, 2025

    12 Briar Mountain Dr, Shepherdstown, WV 25443

    • 3 Beds
    • 3.5 Baths
    • 2,938 Sq Ft
    • Built 2013

    Last Sold Summary

    • $211/SF
    • 87 Days On Market

    Current Estimated Value $656,673

    Last Listing Agent Adam Miller Coldwell Banker Premier

    12 Briar Mountain Dr, Shepherdstown, WV 25443
    • /45

      Est $480,242

      Not Listed For Sale

      262 Maddex Farm Dr, Shepherdstown, WV 25443

      • 5 Beds
      • 3.5 Baths
      • 4,046 Sq Ft
      • Built 2006
      262 Maddex Farm Dr, Shepherdstown, WV 25443

      Last Sold Summary

      • 37 Days On Market

  • /36

    $400,000

    Sold Dec 12, 2025

    168 Ella Dr, Shepherdstown, WV 25443

    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft
    • Built 1993

    Last Sold Summary

    • $229/SF
    • 75 Days On Market

    Current Estimated Value $407,916

    Last Listing Agent Jill Bevins Samson Properties

    168 Ella Dr, Shepherdstown, WV 25443
    • /31

      Est $498,923

      Not Listed For Sale

      100 Monument Ct, Shepherdstown, WV 25443

      • 4 Beds
      • 3.5 Baths
      • 3,376 Sq Ft
      • Built 2004
      100 Monument Ct, Shepherdstown, WV 25443

      Last Sold Summary

      • 0 Days On Market

  • /83

    $545,000

    Sold Sep 17, 2025

    85 Butcher Ct, Shepherdstown, WV 25443

    • 4 Beds
    • 3.5 Baths
    • 4,774 Sq Ft
    • Built 2005

    Last Sold Summary

    • $114/SF
    • 3 Days On Market

    Current Estimated Value $555,074

    Last Listing Agent Tracy Kable Real Broker

    85 Butcher Ct, Shepherdstown, WV 25443
    • /39

      Est $392,127

      Not Listed For Sale

      16 Monument Ct, Shepherdstown, WV 25443

      • 4 Beds
      • 2.5 Baths
      • 1,940 Sq Ft
      • Built 2004
      16 Monument Ct, Shepherdstown, WV 25443

      Last Sold Summary

      • 15 Days On Market

  • /62

    $725,000

    Sold Oct 15, 2025

    22 Reachcliff Cir, Shepherdstown, WV 25443

    • 4 Beds
    • 4.5 Baths
    • 4,910 Sq Ft
    • Built 2003

    Last Sold Summary

    • $148/SF
    • 3 Days On Market

    Current Estimated Value $735,088

    Last Listing Agent Sara Duncan RE/MAX Distinctive Real Estate

    22 Reachcliff Cir, Shepherdstown, WV 25443
    • /89

      Est $862,261

      Not Listed For Sale

      304 Reachcliff Dr, Shepherdstown, WV 25443

      • 4 Beds
      • 4.5 Baths
      • 4,959 Sq Ft
      • Built 2006
      304 Reachcliff Dr, Shepherdstown, WV 25443

      Last Sold Summary

      • 6 Days On Market

  • /30

    $469,990

    Sold Apr 28, 2026

    124 Open Gate Ln, Shepherdstown, WV 25443

    • 5 Beds
    • 3 Baths
    • 2,511 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 2% Below List Price
    • $187/SF
    • 17 Days On Market

    124 Open Gate Ln, Shepherdstown, WV 25443
    • /51

      Est $849,116

      Not Listed For Sale

      145 Singletree Dr, Shepherdstown, WV 25443

      • 3 Beds
      • 3.5 Baths
      • 3,558 Sq Ft
      • Built 2006
      145 Singletree Dr, Shepherdstown, WV 25443

      Last Sold Summary

      • 1 Day On Market

  • /26

    $374,990

    Sold Mar 12, 2026

    18 Riderwood Way, Shepherdstown, WV 25443

    • 4 Beds
    • 2.5 Baths
    • 1,906 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 13% Below List Price
    • $197/SF
    • 8 Days On Market

    18 Riderwood Way, Shepherdstown, WV 25443
    • /55

      Est $742,144

      Not Listed For Sale

      64 Reachcliff Cir, Shepherdstown, WV 25443

      • 5 Beds
      • 4.5 Baths
      • 4,744 Sq Ft
      • Built 2006
      64 Reachcliff Cir, Shepherdstown, WV 25443

      Last Sold Summary

      • 54 Days On Market

  • /57

    $740,000

    Sold Jun 01, 2026

    1223 Steamboat Run Rd, Shepherdstown, WV 25443

    • 3 Beds
    • 2.5 Baths
    • 2,813 Sq Ft
    • Built 1980

    Last Sold Summary

    • 14% Above List Price
    • $263/SF
    • 4 Days On Market

    Current Estimated Value $636,212

    Last Listing Agent Brad Lewis Greentree Associates of Shepherdstown, Inc.

    1223 Steamboat Run Rd, Shepherdstown, WV 25443
    • /57

      Est $363,211

      Not Listed For Sale

      32 Rye Ct, Shepherdstown, WV 25443

      • 3 Beds
      • 3 Baths
      • 1,716 Sq Ft
      • Built 1997
      32 Rye Ct, Shepherdstown, WV 25443

      Last Sold Summary

      • 0 Days On Market

Showing Results 121 - 160, Page 4 of 18

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