Shepherdstown, WV Homes

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  /55

  Est $756,437 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,744 Sq Ft

  64 Reachcliff Cir, Shepherdstown, WV 25443

  64 Reachcliff Cir, Shepherdstown, WV 25443
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  /3

  $500,000

  • Land
  • 0.67 Acre
  • $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
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  /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

  D.R. Horton Tollhouse Woods

  275 Lyon Ridge Rd, Shepherdstown, WV 25443
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  /69

  Est $701,463 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,304 Sq Ft

  76 Red Blossom Cir, Shepherdstown, WV 25443

  76 Red Blossom Cir, Shepherdstown, WV 25443
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  /8

  $497,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,401 Sq Ft

  BRISTOL Plan at Tollhouse Woods, Shepherdstown, WV 25443

  Our brand-new ranch plan with a loft: The Bristol! This style home offers prime main level living. On the 2nd floor there is a spacious loft area with a bedroom and full bath. In total there are 4 bedrooms, 3 full baths and a generous 2 car garage. This designer kitchen is equipped with stainless steel appliances, multi cycle dishwasher, disposal, range and microwave with Aristokraft kitchen

  D.R. Horton Builder

  19 Tollhouse Way Unit 36203411, Shepherdstown, WV 25443
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  /79

  $330,000 Sold Mar 05, 2025

  242 Meadowlark Ln, Shepherdstown, WV 25443

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

  Last Sold Summary

  • $229/SF
  • 88 Days On Market

  Current Estimated Value $328,534

  Last Listing Agent Marcy Deck Dandridge Realty Group, LLC

  242 Meadowlark Ln, Shepherdstown, WV 25443
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  /57

  Est $379,640 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  32 Rye Ct, Shepherdstown, WV 25443

  32 Rye Ct, Shepherdstown, WV 25443
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  /95

  $729,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 5,485 Sq Ft

  11 Marsh Hawk Way, Shepherdstown, WV 25443

  NEW AND IMPROVED PRICE!!! SCHEDULE YOUR TOUR TODAY! This beautifully maintained all-brick home rests on a lush, landscaped 1-acre lot in the coveted Springs of Shepherdstown community. With 4 bedrooms, 4.5 bathrooms, and a 2-car garage, the home blends timeless charm with thoughtful upgrades throughout. Gleaming hardwood floors and a marble-floored foyer welcome you inside. The living room

  Lauren Seaton Charis Realty Group

  11 Marsh Hawk Way, Shepherdstown, WV 25443
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  /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 $645,867

  Last Listing Agent Adam Miller Coldwell Banker Premier

  12 Briar Mountain Dr, Shepherdstown, WV 25443
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  /21

  Est $348,141 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  51 Mockingbird Ln, Shepherdstown, WV 25443

  51 Mockingbird Ln, Shepherdstown, WV 25443
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  /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 4 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 , Private access to

  Carolyn Snyder Snyder Bailey & Associates

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

  Last Listing Agent Jill Bevins Samson Properties

  168 Ella Dr, Shepherdstown, WV 25443
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  /12

  Est $487,340 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,804 Sq Ft

  11 Orleans Dr, Shepherdstown, WV 25443

  11 Orleans Dr, Shepherdstown, WV 25443
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  /29

  $1,100,000

  • Land
  • 20.62 Acres
  • $53,346 per Acre

  160 Otter Run Place, Shepherdstown, WV 25443

  Beautiful 20.62± acres featuring a large metal barn, an already-dug well (see septic and well records), and a fully fenced property currently used for cattle. Property includes a nice gravel driveway, a cleared house site, and a perfect blend of lovely, wooded areas and open pasture for animals. Located less than 10 minutes from downtown Shepherdstown, this property offers the ideal balance of

  Brandi Marcum Pearson Smith Realty, LLC

  160 Otter Run Place, Shepherdstown, WV 25443
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  /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 $543,502

  Last Listing Agent Tracy Kable Real Broker, LLC

  85 Butcher Ct, Shepherdstown, WV 25443
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  /61

  Est $530,307 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,847 Sq Ft

  42 Costen Cir, Shepherdstown, WV 25443

  42 Costen Cir, Shepherdstown, WV 25443
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  /17

  $219,900

  • Land
  • 0.29 Acre
  • $758,276 per Acre

  332 W German St, Shepherdstown, WV 25443

  Tyler Burch Burch Real Estate Group, LLC

  332 W German St, Shepherdstown, WV 25443
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  /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

  Last Listing Agent Sara Duncan RE/MAX Distinctive Real Estate

  22 Reachcliff Cir, Shepherdstown, WV 25443
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  /33

  Est $554,520 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,362 Sq Ft

  33 Lees Retreat Way, Shepherdstown, WV 25443

  33 Lees Retreat Way, Shepherdstown, WV 25443
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  /100

  $1,249,000 Pending

  • 7 Beds
  • 8 Baths
  • 4,972 Sq Ft

  300 W German St, Shepherdstown, WV 25443

  Welcome to The Thomas Shepherd Inn, a celebrated gem in the heart of Shepherdstown — West Virginia’s oldest town and one of its most beloved destinations. Voted WV’s “Best Bed and Breakfast” in 2023, this turnkey property offers a rare opportunity to own a thriving inn with reservations booked well into next year. Whether you continue its legacy as a B&B or reimagine it as a private residence,

  Josh Medina ERA Oakcrest Realty, Inc.

  300 W German St, Shepherdstown, WV 25443
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  /2

  $185,000 Sold Apr 22, 2025

  103 Ray St, Shepherdstown, WV 25443

  • 3 Beds
  • 1 Bath
  • 844 Sq Ft
  • Built 1900

  Last Sold Summary

  • $219/SF
  • 59 Days On Market

  Current Estimated Value $191,326

  Last Listing Agent Susan Reichel Coldwell Banker Premier

  103 Ray St, Shepherdstown, WV 25443
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  /78

  Est $692,510 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,206 Sq Ft

  448 Rudder Rd, Shepherdstown, WV 25443

  448 Rudder Rd, Shepherdstown, WV 25443
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  /51

  $339,900

  • 3 Beds
  • 2.5 Baths
  • 1,169 Sq Ft

  99 Exeter Ct, Shepherdstown, WV 25443

  Holiday Price Reduction!!! This charming split-level home rests on nearly half of an acre at the end of a cul-de-sac within five minutes of downtown, historic Shepherdstown! Hardwood flooring runs throughout the living areas on the main floor including the living, dining and kitchen spaces while large windows throughout provide an abundance of natural light. The main living area transitions to

  Errika Best Greentree Associates of Shepherdstown, Inc.

  99 Exeter Ct, Shepherdstown, WV 25443
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  /84

  $610,000 Sold Nov 07, 2025

  211 Heritage Dr, Shepherdstown, WV 25443

  • 4 Beds
  • 3.5 Baths
  • 4,597 Sq Ft
  • Built 1994

  Last Sold Summary

  • $133/SF
  • 61 Days On Market

  Last Listing Agent Brandi Marcum Pearson Smith Realty, LLC

  211 Heritage Dr, Shepherdstown, WV 25443
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  /60

  Est $680,705 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft

  558 Rudder Rd, Shepherdstown, WV 25443

  558 Rudder Rd, Shepherdstown, WV 25443
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  /26

  $433,490 New Construction

  • 4 Beds
  • 2 Baths
  • 1,698 Sq Ft

  121 Riderwood Ln, Shepherdstown, WV 25443

  Quick Move In! Main Level Primary Bedroom! Large Lot! This inviting Neuville floor plan offers the perfect blend of style & functionality, all on a single level for your comfort & convenience. Relax & enjoy the charming front porch, accentuated with tasteful stone accents. This spacious home boasts 4 bedrooms & 2 full bathrooms, providing ample space for family living. The open floor is designed

  Justin K Wood D.R. Horton Realty of Virginia, LLC

  121 Riderwood Ln, Shepherdstown, WV 25443
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  /32

  $330,000 Sold Dec 17, 2025

  302 Starkeys Landing, Shepherdstown, WV 25443

  • 3 Beds
  • 2.5 Baths
  • 2,308 Sq Ft
  • Built 2007

  Last Sold Summary

  • $143/SF
  • 66 Days On Market

  Last Listing Agent Gregorio Garcia Samson Properties

  302 Starkeys Landing, Shepherdstown, WV 25443
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  /62

  Est $515,215 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,373 Sq Ft

  38 Butcher Ct, Shepherdstown, WV 25443

  38 Butcher Ct, Shepherdstown, WV 25443
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  /26

  $412,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,698 Sq Ft

  Neuville Plan at Tollhouse Woods, Shepherdstown, WV 25443

  Our most beloved ranch home! The Neuville plan features approximately 1,698 square feet, with 4 bedrooms, 2 bathrooms and an open concept layout. This design includes a spacious kitchen and gathering room, perfect for the multi-tasker. At the heart of the kitchen is a grand island where you can enjoy preparing meals while entertaining family and friends. Find comfort and relaxation in your

  D.R. Horton Builder

  19 Tollhouse Way Unit 36203409, Shepherdstown, WV 25443
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  /35

  $649,999 Sold Oct 14, 2025

  21 Steamboat Run Rd, Shepherdstown, WV 25443

  • 3 Beds
  • 2.5 Baths
  • 2,231 Sq Ft
  • Built 2025

  Last Sold Summary

  • $291/SF
  • 114 Days On Market

  Last Listing Agent Rick Boswell Gain Realty

  21 Steamboat Run Rd, Shepherdstown, WV 25443
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  /34

  Est $306,309 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,750 Sq Ft

  45 Ryan Ct, Shepherdstown, WV 25443

  45 Ryan Ct, Shepherdstown, WV 25443
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  /39

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,975 Sq Ft

  44 N Tamarac Dr, Shepherdstown, WV 25443

  Terrific floor plan for the buyers that need a bedroom on the first floor! Lots of nice landscaping surrounds the house. Architectural shingled roof is only two years old. Inside, the two story foyer beckons you to an open, bright (also two story) great room accented by a beautiful Palladian window. Wood burning gas fireplace (gas pipe there for an easy conversion) and the balcony overlook

  Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

  44 N Tamarac Dr, Shepherdstown, WV 25443
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  /3

  $339,000 Sold Nov 24, 2025

  71 Cherry Ln, Shepherdstown, WV 25443

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1960

  Last Sold Summary

  • $242/SF
  • 8 Days On Market

  Last Listing Agent Brittany Lowe Burch Real Estate Group, LLC

  71 Cherry Ln, Shepherdstown, WV 25443
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  /54

  Est $360,921 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,811 Sq Ft

  116 Valley Ct, Shepherdstown, WV 25443

  116 Valley Ct, Shepherdstown, WV 25443
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  /53

  $899,999 New Construction

  • 4 Beds
  • 5.5 Baths
  • 4,016 Sq Ft

  9 Mistle Toe Ln, Shepherdstown, WV 25443

  Delivery late February or early March 2026!!! Timeless Colonial Charm Meets Modern Comfort—in the New Community of Hallmark Glen! Discover a perfect fusion of classic elegance and contemporary luxury in this newly constructed Colonial home, nestled on 2 + / - acres. Offering unmatched privacy and peaceful surroundings, this refined retreat delivers the comfort of modern living without sacrificing

  Rick Boswell Gain Realty

  9 Mistle Toe Ln, Shepherdstown, WV 25443
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  /40

  $460,000 Sold Sep 18, 2025

  325 Chandler Dr, Shepherdstown, WV 25443

  • 3 Beds
  • 2.5 Baths
  • 2,279 Sq Ft
  • Built 1999

  Last Sold Summary

  • $202/SF
  • 101 Days On Market

  Current Estimated Value $472,612

  Last Listing Agent Liz Owings Samson Properties

  325 Chandler Dr, Shepherdstown, WV 25443
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  /49

  Est $419,253 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,589 Sq Ft

  8647 Shepherdstown Pike, Shepherdstown, WV 25443

  8647 Shepherdstown Pike, Shepherdstown, WV 25443
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  /54

  $799,999 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,709 Sq Ft

  5 Jingle Bells Ct, Shepherdstown, WV 25443

  May / June 2026 delivery!!! Home with 2 + / - acres situated in the new community of Hallmark Glen!! Impressive homes in this community offers privacy and convenience for commuters and access to amenities. This home fits perfectly and will include the following: 4 bedrooms with 2.5 baths. Ranch craftsman style home with Hardie board siding and includes a 2 car garage. Quality construction nicely

  Rick Boswell Gain Realty

  5 Jingle Bells Ct, Shepherdstown, WV 25443
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  /2

  $585,000 Sold Jul 22, 2025

  217 Deer Trail, Shepherdstown, WV 25443

  • 5 Beds
  • 3.5 Baths
  • 4,360 Sq Ft
  • Built 1999

  Last Sold Summary

  • $134/SF
  • 133 Days On Market

  Current Estimated Value $598,786

  Last Listing Agent Kelly Steichen EXIT Realty Center

  217 Deer Trail, Shepherdstown, WV 25443
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  /19

  Est $445,086 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft

  83 Minden St, Shepherdstown, WV 25443

  83 Minden St, Shepherdstown, WV 25443

Showing Results 121 - 160, Page 4 of 18