Shepherdstown, WV Homes

• 

  

  

  /15

  Est $335,333

  Not Listed For Sale

  310 W German St, Shepherdstown, WV 25443

  • 1 Bed
  • 1 Bath
  • 1,288 Sq Ft
  • Built 1800

  310 W German St, Shepherdstown, WV 25443

  Last Sold Summary

  • 165 Days On Market

  Last Listing Agent Wendy Williams Greentree Associates of Shepherdstown, Inc.
• 

  

  

  /60

  $635,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft

  185 Shepherd Ln, Shepherdstown, WV 25443

  Set on 4.07 acres just minutes from downtown Shepherdstown, this spacious home offers room to spread out, a peaceful setting, and the opportunity to make it your own. A covered front porch leads into a well-designed main level with formal living and dining rooms featuring hardwood floors, a comfortable family room with built-in shelving and a wood-burning fireplace that is currently capped, a

  Liz McDonald Dandridge Realty Group, LLC

  185 Shepherd Ln, Shepherdstown, WV 25443
• 

  

  

  /98

  $1,100,000

  Sold Jul 10, 2026

  4992 Scrabble Rd, Shepherdstown, WV 25443

  • 5 Beds
  • 4.5 Baths
  • 4,623 Sq Ft
  • Built 1981

  Last Sold Summary

  • $238/SF
  • 2 Days On Market

  Current Estimated Value $1,013,119

  Last Listing Agent Robert Bir Samson Properties

  4992 Scrabble Rd, Shepherdstown, WV 25443
• 

  

  

  /60

  Est $448,178

  Not Listed For Sale

  15 Shaw Place, Shepherdstown, WV 25443

  • 4 Beds
  • 2.5 Baths
  • 2,924 Sq Ft
  • Built 2010

  15 Shaw Place, Shepherdstown, WV 25443

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Morgan Boyer Hunt Country Sotheby's International Realty
• 

  

  

  /5

  $659,999

  New Construction Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,282 Sq Ft

  0 Beasley Dr, Shepherdstown, WV 25443

  TO BE BUILT - 3 bedroom, 2 and 1/2 bathrooms on over 4 acres. This beautiful homesite is located in historic Shepherdstown. The front entrance has a 46' covered porch with with columns and double doors that open to a spacious foyer. Let the kitchen be the focal point of this open concept with a 7' kitchen island with prep sink and eating bar. Enormous 11'x5' pantry with window. The kitchen

  Scott Wachtel Path Realty

  0 Beasley Dr, Shepherdstown, WV 25443
• 

  

  /4

  $130,000

  Sold May 01, 2026

  0 Steamboat Run Rd Unit WVJF2019860, Shepherdstown, WV 25443

  • Land
  • 2.2 Acres
  • $59,091 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 155 Days On Market

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

  0 Steamboat Run Rd Unit WVJF2019860, Shepherdstown, WV 25443
• 

  

  /59

  Est $457,700

  Not Listed For Sale

  451 Maddex Farm Dr, Shepherdstown, WV 25443

  • 4 Beds
  • 2.5 Baths
  • 2,935 Sq Ft
  • Built 2010

  451 Maddex Farm Dr, Shepherdstown, WV 25443

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Adam Shively Samson Properties
• 

  

  /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
• 

  

  /39

  $325,000

  Sold Oct 15, 2025

  53 Stonehouse Ln, Shepherdstown, WV 25443

  • 3 Beds
  • 2.5 Baths
  • 2,466 Sq Ft
  • Built 1986

  Last Sold Summary

  • $132/SF
  • 16 Days On Market

  Current Estimated Value $352,952

  Last Listing Agent Kara Burnett Samson Properties

  53 Stonehouse Ln, Shepherdstown, WV 25443
• 

  

  /53

  Est $407,794

  Not Listed For Sale

  527 Maddex Farm Dr, Shepherdstown, WV 25443

  • 3 Beds
  • 2.5 Baths
  • 2,290 Sq Ft
  • Built 2010

  527 Maddex Farm Dr, Shepherdstown, WV 25443

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Adam Shively Samson Properties
• 

  

  /17

  $183,000

  • Land
  • 3.39 Acres
  • $53,982 per Acre

  Lot #5 Shepherds Cove Swift River Way, Shepherdstown, WV 25443

  Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Home Sites in a small , resort-like community. Hurry the last 3 lots available in a community of 19 lots. Large private lots with marina privileges,. Enjoy the beauty of nature in the wooded setting. Hiking trails and Biking paths boating, fishing, swimming, kayak and canoe. Marina with individual dock space may be available ,

  Carolyn Snyder Snyder Bailey & Associates

  Lot #5 Shepherds Cove Swift River Way, Shepherdstown, WV 25443
• 

  

  /64

  $845,000

  Sold Jun 03, 2026

  86 Battista Way, Shepherdstown, WV 25443

  • 4 Beds
  • 4.5 Baths
  • 4,884 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $173/SF
  • 6 Days On Market

  Current Estimated Value $845,815

  Last Listing Agent Adam Miller Coldwell Banker Premier

  86 Battista Way, Shepherdstown, WV 25443
• 

  

  /36

  Est $311,989

  Not Listed For Sale

  127 Swearingen Way, Shepherdstown, WV 25443

  • 4 Beds
  • 3 Baths
  • 1,980 Sq Ft
  • Built 2007

  127 Swearingen Way, Shepherdstown, WV 25443

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Donna Marrone DM Executive Properties, LLC
• 

  

  /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
• 

  

  /49

  $555,000

  Sold Jan 02, 2026

  79 Leisure Way, Shepherdstown, WV 25443

  • 4 Beds
  • 3.5 Baths
  • 4,455 Sq Ft
  • Built 1997

  Last Sold Summary

  • $125/SF
  • 32 Days On Market

  Current Estimated Value $562,560

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

  79 Leisure Way, Shepherdstown, WV 25443
• 

  

  /28

  Est $317,252

  Not Listed For Sale

  123 Swearingen Way, Shepherdstown, WV 25443

  • 4 Beds
  • 4 Baths
  • 2,380 Sq Ft
  • Built 2007

  123 Swearingen Way, Shepherdstown, WV 25443

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Steve Sounders Samson Properties
• 

  

  /67

  $309,000

  $20K PRICE DROP Under Contract

  • 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
• 

  

  /44

  $490,000

  Sold May 08, 2026

  347 Maddex Dr, Shepherdstown, WV 25443

  • 4 Beds
  • 3.5 Baths
  • 3,684 Sq Ft
  • Built 2007

  Last Sold Summary

  • 4% Below List Price
  • $133/SF
  • 36 Days On Market

  Current Estimated Value $494,492

  Last Listing Agent Brittany Newman Dream Driven Properties, LLC

  347 Maddex Dr, Shepherdstown, WV 25443
• 

  

  /79

  Est $297,227

  Not Listed For Sale

  242 Meadowlark Ln, Shepherdstown, WV 25443

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1972

  242 Meadowlark Ln, Shepherdstown, WV 25443

  Last Sold Summary

  • 88 Days On Market

  Last Listing Agent Marcy Deck Dandridge Realty Group, LLC
• 

  

  /82

  $579,900

  $45K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,950 Sq Ft

  49 Appomattox Ln, Shepherdstown, WV 25443

  Price Improvement! 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

  Liz McDonald Dandridge Realty Group, LLC

  49 Appomattox Ln, Shepherdstown, WV 25443
• 

  /2

  $460,000

  Sold May 20, 2026

  41 Weese Point, Shepherdstown, WV 25443

  • 4 Beds
  • 2.5 Baths
  • 2,902 Sq Ft
  • Built 2009

  Last Sold Summary

  • $159/SF
  • 4 Days On Market

  Current Estimated Value $458,904

  Last Listing Agent Stacey Lee Samson Properties

  41 Weese Point, Shepherdstown, WV 25443
• 

  

  /70

  Est $560,308

  Not Listed For Sale

  232 Southpaw Ln, Shepherdstown, WV 25443

  • 3 Beds
  • 2 Baths
  • 2,029 Sq Ft
  • Built 2004

  232 Southpaw Ln, Shepherdstown, WV 25443

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Errika Best Greentree Associates of Shepherdstown, Inc.
• 

  

  /10

  $275,000

  $10K PRICE DROP

  • 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
• 

  /2

  $390,000

  Sold Apr 02, 2026

  203 W New St, Shepherdstown, WV 25443

  • 2 Beds
  • 1.5 Baths
  • 1,194 Sq Ft
  • Built 1930

  Last Sold Summary

  • 1% Below List Price
  • $327/SF
  • 3 Days On Market

  Current Estimated Value $387,491

  Last Listing Agent Dan Anderson Greentree Associates of Shepherdstown, Inc.

  203 W New St, Shepherdstown, WV 25443
• 

  

  /50

  Est $268,528

  Not Listed For Sale

  392 Persimmon Ln, Shepherdstown, WV 25443

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1985

  392 Persimmon Ln, Shepherdstown, WV 25443

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Densil Nibert Nibert Realty & Auctions, LLC
• 

  

  /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
• 

  /2

  $557,500

  Sold Jun 18, 2026

  286 Falling Spring Rd, Shepherdstown, WV 25443

  • 4 Beds
  • 3 Baths
  • 3,502 Sq Ft
  • Built 1990

  Last Sold Summary

  • 4% Above List Price
  • $159/SF
  • 5 Days On Market

  Current Estimated Value $550,558

  Last Listing Agent Jim Hafer Berkshire Hathaway Homeservices Homesale Realty

  286 Falling Spring Rd, Shepherdstown, WV 25443
• 

  

  /43

  Est $510,185

  Not Listed For Sale

  841 Persimmon Ln, Shepherdstown, WV 25443

  • 4 Beds
  • 3 Baths
  • 2,466 Sq Ft
  • Built 1990

  841 Persimmon Ln, Shepherdstown, WV 25443

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Jordan Butts Burch Real Estate Group, LLC
• 

  

  /18

  $530,000

  • 4 Beds
  • 2 Baths
  • 2,146 Sq Ft

  7 Old Prospect Ave, Shepherdstown, WV 25443

  Multi-unit Property! Unique opportunity in the heart of Shepherdstown! This versatile property features two separate living spaces under one roof, each with its own kitchen, making it ideal for multi-generational living, rental income potential, or owner-occupancy with additional living quarters. Keep units separate or combine them back together to create a larger single residence. Enjoy private

  Brant Lowe Path Realty

  7 Old Prospect Ave, Shepherdstown, WV 25443
• 

  

  /78

  $565,000

  Sold May 01, 2026

  55 Hidden Valley Cir, Shepherdstown, WV 25443

  • 4 Beds
  • 3.5 Baths
  • 4,128 Sq Ft
  • Built 1994

  Last Sold Summary

  • $137/SF
  • 163 Days On Market

  Current Estimated Value $582,344

  Last Listing Agent Nicholas Palkovic Touchstone Realty, LLC

  55 Hidden Valley Cir, Shepherdstown, WV 25443
• 

  

  /78

  Est $766,691

  Not Listed For Sale

  484 Billmyer Mill Rd, Shepherdstown, WV 25443

  • 4 Beds
  • 2 Baths
  • 2,794 Sq Ft
  • Built 1860

  484 Billmyer Mill Rd, Shepherdstown, WV 25443

  Last Sold Summary

  • 182 Days On Market

  Last Listing Agent Tara Lowe Samson Properties
• 

  

  /47

  $535,000

  $34K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,239 Sq Ft

  61 Hartzell Dr, Shepherdstown, WV 25443

  MOTIVATED SELLER...REDUCED $15k....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

  Paula Miller Coldwell Banker Premier

  61 Hartzell Dr, Shepherdstown, WV 25443
• 

  

  /13

  $124,000

  Sold Nov 21, 2025

  0 N Tamarac Dr Unit WVJF2019108, Shepherdstown, WV 25443

  • Land
  • 24,829 Sq Ft
  • $217,544 per Acre

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Brian Masemer RE/MAX Real Estate Group

  0 N Tamarac Dr Unit WVJF2019108, Shepherdstown, WV 25443
• 

  

  /96

  Est $1,008,126

  Not Listed For Sale

  1827 Terrapin Neck Rd, Shepherdstown, WV 25443

  • 3 Beds
  • 2.5 Baths
  • 3,427 Sq Ft
  • Built 1995

  1827 Terrapin Neck Rd, Shepherdstown, WV 25443

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Terry Walker Coldwell Banker Premier
• 

  

  /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
• 

  /2

  $492,500

  Sold Jan 30, 2026

  103 E New St, Shepherdstown, WV 25443

  • 3 Beds
  • 2.5 Baths
  • 2,244 Sq Ft
  • Built 1800

  Last Sold Summary

  • $219/SF
  • 29 Days On Market

  Current Estimated Value $498,216

  Last Listing Agent Tara Lowe Samson Properties

  103 E New St, Shepherdstown, WV 25443
• 

  

  /34

  Est $590,009

  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

  Last Listing Agent Mercedes Prohaska Coldwell Banker Premier
• 

  

  /19

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,592 Sq Ft

  416 S Church St, Shepherdstown, WV 25443

  Charming brick home located just outside of town limits and moments from the heart of historic Shepherdstown. This 3-bedroom, 1.5-bath residence offers approximately 1,592 square feet of living space, a full unfinished basement, fireplace, and a spacious lot with room to enjoy outdoor living. From the front porch to the back porch, this home is filled with character. Conveniently located near

  Brant Lowe Path Realty

  416 S Church St, Shepherdstown, WV 25443
• 

  

  /62

  $450,000

  Sold Dec 05, 2025

  1337 Cedar Ln, Shepherdstown, WV 25443

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • Built 1990

  Last Sold Summary

  • $238/SF
  • 58 Days On Market

  Current Estimated Value $457,816

  Last Listing Agent Lesley Lopez ERA Liberty Realty

  1337 Cedar Ln, Shepherdstown, WV 25443
• 

  

  /41

  Est $668,407

  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

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

Showing Results 81 - 120, Page 3 of 18