Shepherdstown, WV Homes

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  /65

  $300,000 Sold Feb 10, 2025

  322 Starkeys Landing, Shepherdstown, WV 25443

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • Built 2007

  Last Sold Summary

  • $137/SF
  • 1 Day On Market

  Current Estimated Value $301,052

  Last Listing Agent Christine Reeder Long & Foster Real Estate, Inc.

  322 Starkeys Landing, Shepherdstown, WV 25443
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  /41

  Est $681,128 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,204 Sq Ft

  60 Pathfinder Ct, Shepherdstown, WV 25443

  60 Pathfinder Ct, Shepherdstown, WV 25443
• 

  

  

  /55

  $899,999 Pending

  • 4 Beds
  • 4.5 Baths
  • 2,809 Sq Ft

  11 Mistle Toe Ln, Shepherdstown, WV 25443

  Delivery date 2/23/2026!!!! This home will have Sage Green Hardie board siding! Enjoy the best of both worlds — peaceful country living with convenient access to everything you need. This new 2 +/- acre homesite is located in a new community that incorporates a desirable location and country feel! Your new home will be a beautifully built 4-bedroom, 4.5-bath Farmhouse ranch-style, designed with

  Rick Boswell Gain Realty

  11 Mistle Toe Ln, Shepherdstown, WV 25443
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  /13

  $124,000 Sold Nov 21, 2025

  0 N Tamarac Dr Unit WVJF2019108, Shepherdstown, WV 25443

  • Land
  • 0.57 Acre
  • $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
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  /28

  Est $342,307 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,180 Sq Ft

  274 Starkeys Landing, Shepherdstown, WV 25443

  274 Starkeys Landing, Shepherdstown, WV 25443
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  /54

  $710,000

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

  60 Horner Farm Ln, Shepherdstown, WV 25443

  Come tour this fantastic move-in ready home located in Shepherdstown, WV. Boasting 4 bedrooms and 4.5 baths, this property sits on a corner lot with a partially fenced backyard and a new Trex deck. Numerous upgrades include a new upstairs A/C unit, fresh paint throughout all three floors, new basement carpeting, new washer and dryer, and professional landscaping. The main level features hardwood

  Brandon Darr Samson Properties

  60 Horner Farm Ln, Shepherdstown, WV 25443
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  /45

  $487,000 Sold Mar 04, 2025

  262 Maddex Farm Dr, Shepherdstown, WV 25443

  • 5 Beds
  • 3.5 Baths
  • 4,046 Sq Ft
  • Built 2006

  Last Sold Summary

  • $120/SF
  • 37 Days On Market

  Current Estimated Value $495,571

  Last Listing Agent Jay Deeds Keller Williams Realty Advantage

  262 Maddex Farm Dr, Shepherdstown, WV 25443
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  /32

  Est $339,056 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft

  338 Starkeys Landing, Shepherdstown, WV 25443

  338 Starkeys Landing, Shepherdstown, WV 25443
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  /42

  $975,000

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

  105 Rabbits Rest Ln, Shepherdstown, WV 25443

  **** Update*****This home comes with unique financing opportunities! The seller is willing to offer partial owner financing, creating additional flexibility for well-qualified buyers. Plus, our preferred lender offers special financing solutions designed to help buyers explore more accessible loan programs. Ask for details Lindal Cedar Home on 10.08 Acres of Peace & BeautyTucked away on

  Jennifer Fortson Charis Realty Group

  105 Rabbits Rest Ln, Shepherdstown, WV 25443
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  /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

  Last Listing Agent Lesley Lopez ERA Liberty Realty

  1337 Cedar Ln, Shepherdstown, WV 25443
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  /36

  Est $320,335 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,220 Sq Ft

  384 Starkeys Landing, Shepherdstown, WV 25443

  384 Starkeys Landing, Shepherdstown, WV 25443
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  /131

  $569,900

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  79 Chandler Dr, Shepherdstown, WV 25443

  Beautifully Renovated Retreat on 3 Acres in Oakleigh Acres – A Rare Shepherdstown Find with four bedrooms and 3 bathrooms! Welcome to your dream home—a fully renovated, move-in-ready gem tucked away on three-level acres in the highly sought-after Oakleigh Acres community of Shepherdstown, WV. Offered with a ONE-YEAR HOME WARRANTY. This property delivers the perfect fusion of sleek modern style

  Lynn Ober Real Estate Innovations

  79 Chandler Dr, Shepherdstown, WV 25443
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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 $469,586

  Last Listing Agent Tara Lowe Samson Properties

  23 Fairmont Ave, Shepherdstown, WV 25443
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  /54

  Est $405,675 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  565 Maddex Farm Dr, Shepherdstown, WV 25443

  565 Maddex Farm Dr, Shepherdstown, WV 25443
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  /63

  $949,999 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,114 Sq Ft

  10 Mistle Toe Ln, Shepherdstown, WV 25443

  March 2, 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 4.5 baths and an office or flex room. Ranch craftsman style home with Hardi board siding and includes a 2 car side load

  Rick Boswell Gain Realty

  10 Mistle Toe Ln, Shepherdstown, WV 25443
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  /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 $442,063

  Last Listing Agent Jeanne Cooper Century 21 Redwood Realty

  467 Maddex Farm Dr, Shepherdstown, WV 25443
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  /40

  Est $540,177 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,344 Sq Ft

  119 Thatcher Ct, Shepherdstown, WV 25443

  119 Thatcher Ct, Shepherdstown, WV 25443
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  /50

  $779,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  15N Mistle Toe Ln, Shepherdstown, WV 25443

  Home will be ready for delivery June 30 2026! This new home in the new community of Hallmark Glen will have almost 2 acres of level ground on a corner lot!! Cable available with Underground Utilities for your new home and will include the following: 3 bedrooms with 2.5 baths for the ranch craftsman style home. Quality construction with nicely upgraded full kitchen appliance package, quartz

  Rick Boswell Gain Realty

  15N Mistle Toe Ln, Shepherdstown, WV 25443
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  /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 $580,027

  Last Listing Agent Carolyn Young Samson Properties

  164 Butcher Ct, Shepherdstown, WV 25443
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  /78

  Est $449,249 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,716 Sq Ft

  145 Canal Way, Shepherdstown, WV 25443

  145 Canal Way, Shepherdstown, WV 25443
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  /63

  $549,000

  • 3 Beds
  • 3 Baths
  • 2,446 Sq Ft

  200 Meadow Ridge Dr, Shepherdstown, WV 25443

  In Cress Creek’s coveted golf community, opportunities like this almost never appear. Only three double villas were ever built here — and the last one sold nearly a decade ago. Now, one of these rare homes is finally available, perfectly positioned on a beautiful .344‐acre lot with sweeping golf course views. Inside, sunlight fills the cathedral‐ceiling great room, creating an airy, open feel

  Paula Miller Coldwell Banker Premier

  200 Meadow Ridge Dr, Shepherdstown, WV 25443
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  /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

  Last Listing Agent Tara Lowe Samson Properties

  501 Maddex Farm Dr, Shepherdstown, WV 25443
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  /38

  Est $524,965 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,337 Sq Ft

  157 Canal Way, Shepherdstown, WV 25443

  157 Canal Way, Shepherdstown, WV 25443
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  /73

  $1,600,000

  • Studio
  • 3,692 Sq Ft

  1585 Gardners Ln, Shepherdstown, WV 25443

  1585 Gardners Lane: Circa 1850 Farmhouse converted into 6 apartments, 2 cottages and 1 duplex totaling 10 units on 13.2 acres with huge bank barn and fencing/pasture for horses. 100% occupancy, great rental history over past 20 years of ownership. Roughly $11k per month totaling a potential yearly income of $132,910 (2025). Current owner operated and managed these units as short term rentals on

  Brad Lewis Greentree Associates of Shepherdstown, Inc.

  1585 Gardners Ln, Shepherdstown, WV 25443
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  /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 $576,310

  Last Listing Agent Susan Reichel Coldwell Banker Premier

  1075 Willowdale Dr, Shepherdstown, WV 25443
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  /67

  Est $488,105 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,866 Sq Ft

  116 Butcher Ct, Shepherdstown, WV 25443

  116 Butcher Ct, Shepherdstown, WV 25443
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  /24

  $424,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  95 Riderwood Way, Shepherdstown, WV 25443

  Quick Move In! Located in Tollhouse Woods, Shepherdstown's newest community located just a mile from the downtown area and university. This property backs to a tree line and sits on a private homesite. This 2 Story single family home marries features and affordability and comes with everything included. 4 Bedrooms, LVP floors in the main living spaces, included kitchen appliances, granite

  D.R. Horton Builder

  95 Riderwood Way, Shepherdstown, WV 25443
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  /68

  $839,000 Sold Feb 28, 2025

  200 Summit Crest Ln, Shepherdstown, WV 25443

  • 4 Beds
  • 4.5 Baths
  • 3,293 Sq Ft
  • Built 2005

  Last Sold Summary

  • $255/SF
  • 108 Days On Market

  Current Estimated Value $855,591

  Last Listing Agent Jennifer Fortson Charis Realty Group

  200 Summit Crest Ln, Shepherdstown, WV 25443
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  /31

  Est $478,481 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,376 Sq Ft

  100 Monument Ct, Shepherdstown, WV 25443

  100 Monument Ct, Shepherdstown, WV 25443
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  /29

  $449,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,969 Sq Ft

  144 Riderwood Way, Shepherdstown, WV 25443

  Immediate Move In! Backs to Trees! Walk out Basement w/ finished Rec Room! Located in Downtown Shepherdstown! This property and sits on a flat and spacious homesite, one of the largest in the community! This 2 Story single family home marries features and affordability and comes with everything included. 4 Bedrooms, LVP floors in the main living spaces, included kitchen appliances, granite

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

  144 Riderwood Way, Shepherdstown, WV 25443
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  /26

  $600,000 Sold Jun 20, 2025

  75 Juniper Cir, Shepherdstown, WV 25443

  • 4 Beds
  • 3.5 Baths
  • 2,589 Sq Ft
  • Built 2001

  Last Sold Summary

  • $232/SF
  • 74 Days On Market

  Current Estimated Value $602,720

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

  75 Juniper Cir, Shepherdstown, WV 25443
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  /39

  Est $422,413 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,940 Sq Ft

  16 Monument Ct, Shepherdstown, WV 25443

  16 Monument Ct, Shepherdstown, WV 25443
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  /81

  $1,199,999 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,328 Sq Ft

  17 Mistle Toe Ln, Shepherdstown, WV 25443

  New 19 home Community in Shepherdstown!! Welcome to Hallmark Glen!March 2026 delivery on this New Cape Cod Home on 2 + / - acres! As you approach the home, a paved driveway creates a welcoming sense of arrival. The Cape Cod's classic gabled roof, symmetrical façade, and dormer windows exude traditional elegance, while contemporary finishes lend a fresh and inviting aesthetic. Step inside to

  Rick Boswell Gain Realty

  17 Mistle Toe Ln, Shepherdstown, WV 25443
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  /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
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  /89

  Est $932,985 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,959 Sq Ft

  304 Reachcliff Dr, Shepherdstown, WV 25443

  304 Reachcliff Dr, Shepherdstown, WV 25443
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  /5

  $659,999 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
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  /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

  D.R. Horton Tollhouse Woods

  36 Open Gate Ln, Shepherdstown, WV 25443
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  /51

  Est $817,460 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,558 Sq Ft

  145 Singletree Dr, Shepherdstown, WV 25443

  145 Singletree Dr, Shepherdstown, WV 25443
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  /29

  $150,000 Under Contract

  • Land
  • 3.5 Acres
  • $42,857 per Acre

  Lot 4A Steamboat Run Rd, Shepherdstown, WV 25443

  Are you wanting a piece of land with 400 ft of riverfront property in a private community just a few miles from the local town and shops? This 3.5 acre lot along the Potomac River has an array of opportunities waiting for you! This naturally, wooded lot provides the shade and privacy you may desire to enjoy during all seasons along with a bounty of wildlife. This land was previously perc'ed but

  Amy Ferrell Weichert Realtors - Blue Ribbon

  Lot 4A Steamboat Run Rd, Shepherdstown, WV 25443
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  /62

  $500,000 Sold Jan 17, 2025

  157 Steamboat Run Rd, Shepherdstown, WV 25443

  • 4 Beds
  • 2.5 Baths
  • 2,465 Sq Ft
  • Built 1974

  Last Sold Summary

  • $203/SF
  • 75 Days On Market

  Current Estimated Value $511,330

  Last Listing Agent Marika Milburn Greentree Associates of Shepherdstown, Inc.

  157 Steamboat Run Rd, Shepherdstown, WV 25443

Showing Results 81 - 120, Page 3 of 18