Homes in ZIP Code 25443

• 

  

  

  /66

  $1,199,000

  • 4 Beds
  • 2 Baths
  • 3,148 Sq Ft

  364 Knott Rd, Shepherdstown, WV 25443

  A Rare Historic Estate with Over 100 Acres in Scenic Jefferson County, WVTruly a one-of-a-kind gem with deep roots in history! Originally established in 1804, this remarkable property spans over 100 acres of rolling pastures and active Christmas tree fields, and is protected under the Jefferson County Farm Land Protection Easement. Managed by Dan and Bryan Holler, the Christmas tree farm adds

  Terry Walker Coldwell Banker Premier

  364 Knott Rd, Shepherdstown, WV 25443
• 

  

  

  /64

  $375,000 Sold Sep 30, 2025

  • 1,903 Sq Ft
  • $197/SF
  • 48 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2015

  501 Maddex Farm Dr, Shepherdstown, WV 25443

  Welcome to 501 Maddex Farm Drive—Shepherdstown charm meets modern convenience!This beautifully maintained 3-bedroom, 2.5-bath colonial is nestled in the heart of the highly desirable Maddex Farm neighborhood, just minutes from historic downtown Shepherdstown, Shepherd University, and the scenic C&O Canal.The home features an open-concept main level with abundant natural light, updated

  Tara Lowe Samson Properties

  501 Maddex Farm Dr, Shepherdstown, WV 25443
• 

  

  

  /28

  Est $325,071 Not Listed For Sale

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

  274 Starkeys Landing, Shepherdstown, WV 25443

  274 Starkeys Landing, Shepherdstown, WV 25443
• 

  

  

  /4

  $143,500

  • Land
  • 2.2 Acres
  • $65,227 per Acre

  0 Steamboat Run Rd Unit WVJF2019860, Shepherdstown, WV 25443

  You are in luck! This is one of the last remaining building lots in desireable Steamboat Run. Building site would be high, with a winter view of the river. Seller waiting for buyer to see where they would site the house and then once under contract, a perc test can be ordered. Property corners have been marked and staked with orange survey tape. This all wooded lot will not last!

  Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

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

  

  

  /28

  $502,490 Sold Sep 19, 2025

  • 2,914 Sq Ft
  • $172/SF
  • 0 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2025

  165 Riderwood Way, Shepherdstown, WV 25443

  Spacious Corner Lot! Complete with main level bedroom, and finished basement rec room! One of the best lots in the neighborhood, this corner lot property sits on a spacious and very usable walkout homesite. Only a stone's throw away from Morgan's Grove Park Entrance. This 2 Story single family home marries features and affordability and comes with everything included. 5 Bedrooms, LVP floors in

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

  165 Riderwood Way, Shepherdstown, WV 25443
• 

  

  /32

  Est $320,552 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
• 

  

  /60

  $899,999

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

  11 Mistle Toe Ln, Shepherdstown, WV 25443

  Delivery date 2/2/2026! This home will have Sage Green Hardiboard 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 comfort

  Rick Boswell Gain Realty

  11 Mistle Toe Ln, Shepherdstown, WV 25443
• 

  

  /28

  $439,990 Sold Sep 18, 2025

  • 2,200 Sq Ft
  • $200/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  17 Open Gate Ln, Shepherdstown, WV 25443

  Corner Lot! 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 countertops and white cabinets give the updated look you've always wanted. Located next to Morgan's Grove Park and just down the street from Downtown Shepherdstown!

  D.R. Horton

  17 Open Gate Ln, Shepherdstown, WV 25443
• 

  

  /36

  Est $310,818 Not Listed For Sale

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

  384 Starkeys Landing, Shepherdstown, WV 25443

  384 Starkeys Landing, Shepherdstown, WV 25443
• 

  

  /61

  $949,999

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

  10 Mistle Toe Ln, Shepherdstown, WV 25443

  March 2 2026 delivery 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 garage with

  Rick Boswell Gain Realty

  10 Mistle Toe Ln, Shepherdstown, WV 25443
• 

  

  /40

  $460,000 Sold Sep 18, 2025

  • 2,279 Sq Ft
  • $202/SF
  • 101 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1999

  325 Chandler Dr, Shepherdstown, WV 25443

  Welcome home to this beautiful 3 bedroom, 2.5 bath colonial, perfectly tucked away on 3 private acres just minutes from the charm of downtown Shepherdstown. This home offers the ideal blend of peace, privacy, and convenience. The main level features a bright and airy family room with expansive windows, seamlessly flowing into the inviting kitchen equipped with stainless steel appliances, a

  Liz Owings RE/MAX Roots

  325 Chandler Dr, Shepherdstown, WV 25443
• 

  

  /54

  Est $403,673 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
• 

  

  /80

  $1,199,999

  • 5 Beds
  • 4.5 Baths
  • 3,428 Sq Ft

  17 Mistle Toe Ln, Shepherdstown, WV 25443

  New 19 home Community in Shepherdstown! March 30 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 discover a thoughtfully

  Rick Boswell Gain Realty

  17 Mistle Toe Ln, Shepherdstown, WV 25443
• 

  

  /54

  $452,500 Sold Sep 18, 2025

  • 2,236 Sq Ft
  • $202/SF
  • 69 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1978

  95 Devon Way, Shepherdstown, WV 25443

  This newly renovated home on almost an acre is situated in Chaplines Choice. The home features 3 bedrooms, 3 bathrooms, and a flex room in the basement that is perfect for a home office, gym or whatever you desire. As you approach the home you will love the exterior which includes new windows, vinyl siding, architectural shingle roof and exterior doors. Upon entering the front door, you will

  Nicole Bonner Pearson Smith Realty, LLC

  95 Devon Way, Shepherdstown, WV 25443
• 

  

  /40

  Est $528,757 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
• 

  

  /49

  $899,999

  • 4 Beds
  • 4.5 Baths
  • 2,896 Sq Ft

  9 Mistle Toe Ln, Shepherdstown, WV 25443

  Delivery 2/15/2026! 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 timeless charm. A

  Rick Boswell Gain Realty

  9 Mistle Toe Ln, Shepherdstown, WV 25443
• 

  

  /52

  $465,000 Sold Sep 17, 2025

  • 2,036 Sq Ft
  • $228/SF
  • 66 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1966

  23 Fairmont Ave, Shepherdstown, WV 25443

  Owned Solar Panels, EV Charger, New Water Heater, Easy One-Level Living with Expansive Basement in Historic Shepherdstown23 Fairmont Avenue is a solid all-brick ranch offering the simplicity of single-level living paired with the flexibility of a full, unfinished basement. Just minutes from downtown Shepherdstown, this home is perfect for buyers who value space, low maintenance, and

  Tara Lowe Samson Properties

  23 Fairmont Ave, Shepherdstown, WV 25443
• 

  

  /36

  Est $526,351 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,430 Sq Ft

  174 Canal Way, Shepherdstown, WV 25443

  174 Canal Way, Shepherdstown, WV 25443
• 

  

  /29

  $150,000

  • 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
• 

  

  /83

  $545,000 Sold Sep 17, 2025

  • 4,774 Sq Ft
  • $114/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2005

  85 Butcher Ct, Shepherdstown, WV 25443

  Located in the established Maddex Farm subdivision in Shepherdstown, this thoughtfully renovated 4-bedroom, 3.5-bath colonial offers spacious living and quality upgrades just minutes from town. With a main-level primary suite, finished walkout basement, and beautifully landscaped fenced yard, this home is designed for both comfort and functionality.Inside, hardwood floors flow throughout

  Tracy Kable Real Broker, LLC

  85 Butcher Ct, Shepherdstown, WV 25443
• 

  

  /78

  Est $434,369 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
• 

  

  /29

  $179,500

  • Land
  • 0.66 Acre
  • $271,970 per Acre

  0 Reachcliff Dr Unit WVJF2019398, Shepherdstown, WV 25443

  Tucked within one of the Eastern Panhandle’s most sought-after communities, Lot 107 on Reachcliff Drive presents a once-in-a-generation opportunity to build your custom home in Fernbank—known for its natural beauty, welcoming neighbors, and golf course setting. This lot provides 89' of frontage along the 5th fairway. Positioned at the highest elevation in the neighborhood, this wooded lot offers

  Tracy Kable Real Broker, LLC

  0 Reachcliff Dr Unit WVJF2019398, Shepherdstown, WV 25443
• 

  

  /52

  $438,000 Sold Sep 16, 2025

  • 4,000 Sq Ft
  • $110/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2011

  467 Maddex Farm Dr, Shepherdstown, WV 25443

  Enjoy all the amenities of a college town, great restaurants and nearby shopping. Shepherdstown College has a Wellness center, with pool and aquatics. Memberships available to Shepherdstown residents. Meanwhile enjoy the quiet Maddex Farm neighborhood with a large well lived in home enjoyed by a large family. Fenced yard for your pets and back yard cook outs. ** Possible VA Assumable loan

  Jeanne Cooper Century 21 Redwood Realty

  467 Maddex Farm Dr, Shepherdstown, WV 25443
• 

  

  /38

  Est $461,800 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
• 

  

  /36

  $375,000

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft

  420 Starkeys Landing, Shepherdstown, WV 25443

  Elegant Three-Level Townhome in Historic Shepherdstown, WV! Welcome to this beautifully renovated, move-in ready townhome, ideally located across from Morgan’s Grove Park and just minutes from downtown Shepherdstown’s shops, dining, and cultural charm. Offering almost 2,900 finished square feet across three thoughtfully designed levels, this 4-bedroom, 2.5-bath home blends modern luxury with

  Andrew Lowe Path Realty

  420 Starkeys Landing, Shepherdstown, WV 25443
• 

  

  /57

  $585,000 Sold Sep 12, 2025

  • 4,884 Sq Ft
  • $120/SF
  • 41 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2005

  164 Butcher Ct, Shepherdstown, WV 25443

  Welcome to 164 Butcher Court, a well-appointed and beautifully maintained 4-bedroom, 3.5-bath colonial offering nearly 5,000 square feet of finished living space, situated on a large .37-acre lot at the end of a quiet cul-de-sac with no through traffic in the peaceful Maddex Farms community of Shepherdstown. This spacious and meticulously cared for home combines thoughtful design, inviting

  Carolyn Young Samson Properties

  164 Butcher Ct, Shepherdstown, WV 25443
• 

  

  /67

  Est $487,449 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
• 

  

  /29

  $299,900

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

  115 Swearingen Way, Shepherdstown, WV 25443

  Interior town home, 3BR, 2 1/2 bath, with over 2,220 finished square feet in the highly desired community of Colonial Hills Subdivision. 3 levels: Main level with foyer, half bath, laundry, rec room with sliding glass door to rear yard, potential 4th bedroom and a 1 car garage. Second level consists of a large living room, eat-in kitchen and sunroom/breakfast room. Third level consists of the

  Brad Lewis Greentree Associates of Shepherdstown, Inc.

  115 Swearingen Way, Shepherdstown, WV 25443
• 

  

  /70

  $625,000 Sold Sep 04, 2025

  • 3,626 Sq Ft
  • $172/SF
  • 111 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2001

  135 Deep Woods Trail, Shepherdstown, WV 25443

  Welcome home to this spacious and versatile 5-bedroom property, ideally nestled in a serene, partially wooded setting just minutes from historic Shepherdstown. Located in a quiet, smaller subdivision near Morgan’s Grove Park, this exceptional home offers the perfect blend of privacy, comfort, and convenience on an extraordinary 3.25 acre lot.The main level features a desirable primary

  Larry DeMarco Century 21 Modern Realty Results

  135 Deep Woods Trail, Shepherdstown, WV 25443
• 

  

  /31

  Est $478,751 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
• 

  /2

  $139,900

  • Land
  • 2.61 Acres
  • $53,602 per Acre

  0 Comstock Dr Unit WVBE2042662, Shepherdstown, WV 25443

  Build your dream home on this beautiful lot in the desirable riverfront community of Potomac River Farms. Recently perc’d for a class 2 septic system, this property offers a quiet country setting with a Shepherdstown address while being conveniently located in Berkeley County. Perfect for those who enjoy water recreation, the community river access is just around the curve at the end of the

  Eric Exline Roger Fairbourn Real Estate LLC

  0 Comstock Dr Unit WVBE2042662, Shepherdstown, WV 25443
• 

  

  /41

  $438,000 Sold Sep 02, 2025

  • 2,374 Sq Ft
  • $184/SF
  • 23 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2007

  132 Thatcher Ct, Shepherdstown, WV 25443

  ****$5,000.00 IN CLOSING COST **** Tucked into the desirable Maddex Farms community, this spacious 4-bedroom, 3.5-bath home offers room to grow and roam in an unbeatable location. Just minutes from downtown Shepherdstown and Shepherd University, you’ll love the walkability to dining, shopping, and local charm. The main level includes a bright and open morning room just off the large, updated

  Deb Crosley Keller Williams Realty

  132 Thatcher Ct, Shepherdstown, WV 25443
• 

  

  /39

  Est $412,354 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
• 

  

  /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.

  Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

  Lot 2 Martinsburg Pike, Shepherdstown, WV 25443
• 

  

  /34

  $197,000 Sold Aug 26, 2025

  • 786 Sq Ft
  • $251/SF
  • 68 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  111 Ray St, Shepherdstown, WV 25443

  Imagine owning your own piece of Shepherdstown—charming, walkable, and full of character. Just blocks from Shepherd University and downtown, 111 Ray Street is both cozy and incredibly functional. This updated 2-bedroom cottage offers flexible living space and thoughtful design in a compact footprint.Inside, you’ll find durable luxury vinyl plank flooring, a welcoming living room, and a crisp

  Liz McDonald Dandridge Realty Group, LLC

  111 Ray St, Shepherdstown, WV 25443
• 

  

  /89

  Est $903,000 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
• 

  

  /3

  $500,000

  • Land
  • 0.79 Acre
  • $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
• 

  

  /53

  $476,200 Sold Aug 22, 2025

  • 3,722 Sq Ft
  • $128/SF
  • 27 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  308 Maddex Dr, Shepherdstown, WV 25443

  Location is paramount! Nestled just a short stroll from downtown Shepherdstown and the esteemed Shepherd University, this exquisite four-bedroom, 2.5 bath home awaits your arrival. Take a leisurely walk into town, the local food store or to Shepherd University. With its inviting open floor plan, the expansive family room and charming morning room create a warm and welcoming atmosphere. The

  Suzanne Frund Samson Properties

  308 Maddex Dr, Shepherdstown, WV 25443
• 

  

  /51

  Est $872,482 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
• 

  

  /23

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft

  133 Meadowlark Ln, Shepherdstown, WV 25443

  Open to "Rent to Own" but must use preferred lender and show ability to purchase within one year time frame. Call listing agent for details. Nestled on a generous half-acre lot in historic Shepherdstown, this Split foyer home is a must see within Mecklenburg Heights where there's no HOA, only a road Maintenance Agreement. "Move-in-Ready" and updated inside and out this property works for any type

  Michael Oates Exit Success Realty

  133 Meadowlark Ln, Shepherdstown, WV 25443

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