Jefferson, WV Homes

• 

  

  

  /54

  $699,900

  • 4 Beds
  • 4 Baths
  • 3,060 Sq Ft

  150 Morgana Dr, Shepherdstown, WV 25443

  This all-brick colonial is a true classic. It sits of over 3 and 1/2 acres of Jefferson County's finest land. Your large lot is surrounded with trees for tons of privacy. Once you clear the trees on your long driveway you will be taken away by this home's curb appeal. A beautiful concrete path leads you from the driveway, passed the manicured landscaping, to the lovely front porch. Can't you just

  

  Matt Ridgeway

  RE/MAX Real Estate Group

  (304) 898-1658

  150 Morgana Dr, Shepherdstown, WV 25443
• 

  Explore Shepherdstown

• 

  

  

  /22

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Townhouse for Rent

  20 Cavaland Terrace, Shepherdstown, WV 25443

  Just minutes from downtown Shepherdstown. This rental will be available March 1st. No pets, No Smoking, and credit score must be 650 or above. Owner will manage property. Looking for Professional applicants. This is a 2 bedroom with a potential of a 3rd bedroom in the basement. Main bedroom has walk in closet and large closet. Walk out basement. Make your appointment today. 911 address is 6266

  Marika Milburn Greentree Associates of Shepherdstown, Inc.

  20 Cavaland Terrace, Shepherdstown, WV 25443
• 

  

  

  /6

  $120,000 Sold Jul 31, 2025

  • Land
  • 0.69 Acre
  • $173,913 per Acre

  • 99 Days On Market

  LOT 18 N Tamarac Dr, Shepherdstown, WV 25443

  Prime Building Site in Exclusive Fernbank at Cress Creek! Situated perfectly in a serene cul-de-sac, this 0.69-acre lot is a gem waiting for your dream home. The front of the lot is level, gradually sloping down where the house would be sited, making it ideal for a walkout with stunning views. This beautiful lot has access to public water/sewer and high-speed internet. Its location is

  Mercedes Prohaska Coldwell Banker Premier

  LOT 18 N Tamarac Dr, Shepherdstown, WV 25443
• 

  

  

  /10

  Est $192,388 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  114 College St, Shepherdstown, WV 25443

  114 College St, Shepherdstown, WV 25443
• 

  

  

  /52

  $484,000

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

  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

  (304) 944-4596

  23 Fairmont Ave, Shepherdstown, WV 25443
• 

  

  /15

  $2,650 per month

  • 4 Beds
  • 4 Baths
  • 3,302 Sq Ft
  • House for Rent

  72 Maddex Farm Dr, Shepherdstown, WV 25443

  Absolutely immaculate Victoria Model in the highly desired Maddex Farm community. Like new carpet through out, wood floors in foyer, vinyl in kitchens and baths, granite counters, new/Like new appliances, partially finished basement with built in book cases, and half bath, Master suite with whirlpool tub/dual vanity/walk-in closet, unfinished basement space for storage, two car garage, fenced in

  Brad Lewis Greentree Associates of Shepherdstown, Inc.

  72 Maddex Farm Dr, Shepherdstown, WV 25443
• 

  

  /48

  $192,000 Sold Jul 31, 2025

  • Land
  • 6 Acres
  • $32,215 per Acre

  • 177 Days On Market

  Lot 6 Swift River Way, Shepherdstown, WV 25443

  Nestled in the heart of the Potomac River Water Community, this 5.96-acre lot in Shepherds Cove is the perfect place to build your forever home! With ready-to-build access and exclusive community perks, this private wooded lot offers the best of nature, adventure, and luxury living. Enjoy Potomac River access for all your favorite water activities—boating, fishing, swimming, or a peaceful paddle

  Cheryl Yates ERA Liberty Realty

  Lot 6 Swift River Way, Shepherdstown, WV 25443
• 

  

  /41

  Est $590,593 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,144 Sq Ft

  277 Shveda Way, Shepherdstown, WV 25443

  277 Shveda Way, Shepherdstown, WV 25443
• 

  

  /21

  $145,000

  • Land
  • 5.00 Acres
  • $29,000 per Acre

  Lot 61-A Scrabble Rd, Shepherdstown, WV 25443

  5 Acres of Prime Land – Shepherdstown, WV just over onto the Berkeley County border.Looking to build your dream home or invest in a peaceful getaway? This beautiful 5.002-acre lot—Lot 61-A of the Snook Subdivision—offers the perfect blend of seclusion and accessibility in scenic Berkeley County. Property Highlights:5.002 Acres nestled among mature trees and gently rolling

  

  Tara Lowe

  Samson Properties

  (304) 381-1363

  Lot 61-A Scrabble Rd, Shepherdstown, WV 25443
• 

  

  /34

  $565,000 Sold Jul 31, 2025

  • 4,277 Sq Ft
  • $132/SF
  • 252 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2018

  83 Green Bulrush Ct, Shepherdstown, WV 25443

  Another price reduction, motivated seller! Welcome to this stunning craftsman-style home, featuring 3 bedrooms, 3.5 baths, 3 car garage and built with durable 2x6 construction just six years ago. A stamped concrete sidewalk leads to a semi-wraparound covered front porch, inviting you inside. Upon entry, you’re greeted by a spacious family room with a vaulted ceiling and an additional

  Joseph Sturm Real Property Solutions, LLC

  83 Green Bulrush Ct, Shepherdstown, WV 25443
• 

  

  /57

  Est $656,344 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,860 Sq Ft

  224 Shveda Way, Shepherdstown, WV 25443

  224 Shveda Way, Shepherdstown, WV 25443
• 

  

  /53

  $479,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,722 Sq Ft

  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

  (304) 449-5608

  308 Maddex Dr, Shepherdstown, WV 25443
• 

  

  /76

  $663,000 Sold Jul 30, 2025

  • 2,452 Sq Ft
  • $270/SF
  • 93 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  3897 Scrabble Rd, Shepherdstown, WV 25443

  Idyllic Farmette Just Outside Shepherdstown! Escape to 11.39 acres of peaceful country living just minutes from historic Shepherdstown. This beautifully updated farmhouse blends modern comforts with charm, featuring new siding and a new roof. Inside, you'll find 3 bedrooms, an office, and 2 full baths. The spacious kitchen is designed for both function and style, featuring updated

  Monika Foster Samson Properties

  3897 Scrabble Rd, Shepherdstown, WV 25443
• 

  

  /56

  Est $827,497 Not Listed For Sale

  • 7 Beds
  • 2.5 Baths
  • 3,168 Sq Ft

  214 W German St, Shepherdstown, WV 25443

  214 W German St, Shepherdstown, WV 25443
• 

  

  /6

  $54,990 Under Contract

  • Land
  • 0.13 Acre
  • $423,000 per Acre

  110 College St, Shepherdstown, WV 25443

  Unique buildable lot only blooks to Shepherd University and downtown Shepherdstown. Quiet street located in the Historic Distric of Shepherdstown. Well established neighborhood. Possibility of 2 townhomes could be built on lot. Please contact the City of Shepherdstown to verify possibilities. Go and Show

  

  Robert Bir

  Samson Properties

  (304) 318-7028

  110 College St, Shepherdstown, WV 25443
• 

  

  /99

  $567,500 Sold Jul 29, 2025

  • 2,803 Sq Ft
  • $202/SF
  • 12 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2021

  84 Sage Place, Shepherdstown, WV 25443

  Welcome to 84 Sage Place – Thoughtfully Designed for Easy LivingTucked into one of Shepherdstown’s most desirable and peaceful walkable neighborhoods, 84 Sage Place offers the perfect setting for those seeking to “age in place” in style and comfort. This immaculate, beautifully appointed home offers privacy, serenity, and low-maintenance living, all just a short stroll from the heart of

  Tara Lowe Samson Properties

  84 Sage Place, Shepherdstown, WV 25443
• 

  

  /31

  Est $560,410 Not Listed For Sale

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

  50 Lamar Ln, Shepherdstown, WV 25443

  50 Lamar Ln, Shepherdstown, WV 25443
• 

  

  /64

  $380,000

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

  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

  (304) 459-2609

  501 Maddex Farm Dr, Shepherdstown, WV 25443
• 

  

  /49

  $575,000 Sold Jul 25, 2025

  • 2,916 Sq Ft
  • $197/SF
  • 55 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1982

  1075 Willowdale Dr, Shepherdstown, WV 25443

  **Back to Active on the market because tye previous buyers could not satisfy a contingency!** Welcome to your sanctuary! This all-brick home is move-in ready while offering a unique opportunity to create your dream home in a tranquil setting. Built in 1982, this traditional, center-hall colonial residence has an updated kitchen, remodeled upstairs baths, & plenty of room to spread out on three

  Susan Reichel Coldwell Banker Premier

  1075 Willowdale Dr, Shepherdstown, WV 25443
• 

  

  /34

  Est $357,512 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  262 Old Martinsburg Rd, Shepherdstown, WV 25443

  262 Old Martinsburg Rd, Shepherdstown, WV 25443
• 

  

  /48

  $279,900

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  46 Finch Ln, Shepherdstown, WV 25443

  Adorable Ranch style home set back to the trees and privacy in the rear of Mecklenburg Heights. This quiet community is one of the few affordable options in the Shepherdstown zip code. Home has newer HVAC, newer roof, upgraded kitchen, new LVP Floors, refurbished bathroom, and is freshly painted. The rear yard is a true private retreat oasis. Nice storage shed with electric could make a very

  Adam Shively Samson Properties

  46 Finch Ln, Shepherdstown, WV 25443
• 

  

  /76

  $860,000 Sold Jul 21, 2025

  • 3,957 Sq Ft
  • $217/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1789

  100 W New St, Shepherdstown, WV 25443

  Your chance to own a piece of history. This property has been impeccably restored by master craftsman. Recipient of the 2021 Shepherdstown Historic Preservation award. Number 35 on the the historic home tour. Chris Clise built the house in 1789 after purchasing the lot from Abraham Shepherd in 1785. To spite its age the home is extremely cozy with heated floors in all 3 bathrooms, instant hot

  Derek Eisenberg Continental Real Estate Group

  100 W New St, Shepherdstown, WV 25443
• 

  

  /85

  Est $791,573 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,743 Sq Ft

  106 N Duke St, Shepherdstown, WV 25443

  106 N Duke St, Shepherdstown, WV 25443
• 

  

  /73

  $599,900 Pending

  • 6 Beds
  • 4.5 Baths
  • 4,416 Sq Ft

  72 Rolling Green Ct, Shepherdstown, WV 25443

  This magnificent Shepherdstown home in Prestigious Deerfield Village offers well over 4000 Square Feet and includes 6 bedroom and 4.5 bathroom. Owners took the feedback from the previous listing and enhanced this property even more. The home is move in ready with nothing needed to make it your own. You feel the pride in ownership with the opening of the custom front door into the curved stairs

  Adam Shively Samson Properties

  72 Rolling Green Ct, Shepherdstown, WV 25443
• 

  

  /70

  $574,000 Sold Jul 18, 2025

  • 2,445 Sq Ft
  • $235/SF
  • 32 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1890

  103 W High St, Shepherdstown, WV 25443

  Just REDUCED! Nestled in the heart of historic Shepherdstown, this one-of-a-kind property offers more than just charm—it offers opportunity. With no HOA and a detached two-level guest cottage, this property presents a rare chance for income potential. Use it as a short-term or long-term rental, private home office, or an inspiring artist's studio—the flexibility is yours.Located just minutes

  Christine Adkins EXP Realty, LLC

  103 W High St, Shepherdstown, WV 25443
• 

  

  /39

  Est $384,141 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  8709 Shepherdstown Pike, Shepherdstown, WV 25443

  8709 Shepherdstown Pike, Shepherdstown, WV 25443
• 

  

  /84

  $649,000

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

  211 Heritage Dr, Shepherdstown, WV 25443

  This stunning mostly all brick Colonial offers over 4,000 finished square feet of living space. Nestled on 1.41 acres and backing to trees for added privacy, located in a quiet cul-de-sac, the home boasts extensive landscaping, a paved driveway, and a 2-car garage. Relax or entertain on the large back deck, perfect for gatherings with friends and family. Inside, you'll find 4 generously sized

  Brandi Marcum Pearson Smith Realty, LLC

  211 Heritage Dr, Shepherdstown, WV 25443
• 

  

  /75

  $575,000 Sold Jul 17, 2025

  • 1,977 Sq Ft
  • $291/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2019

  86 Green Bulrush Ct, Shepherdstown, WV 25443

  Welcome to The Springs at Shepherdstown! This beautiful 4-bedroom, 3 full bathroom ranch-style home sits on just under an acre and offers a perfect blend of comfort, space, and style. Step into a large foyer with ample room for a drop zone, accented by luxury vinyl plank flooring that flows seamlessly throughout the common areas. The open-concept design features a spacious family room that

  Jennifer Forsch Pearson Smith Realty, LLC

  86 Green Bulrush Ct, Shepherdstown, WV 25443
• 

  

  /51

  Est $619,909 Not Listed For Sale

  • Studio
  • 3,513 Sq Ft

  305 W German St, Shepherdstown, WV 25443

  305 W German St, Shepherdstown, WV 25443
• 

  

  /39

  $689,900

  • 6 Beds
  • 4.5 Baths
  • 3,300 Sq Ft

  927 Persimmon Ln, Shepherdstown, WV 25443

  Nestled in the tranquil setting of Shepherdstown, this beautiful Colonial home offers a serene retreat with tons of amenities! Boasting 6 bedrooms and 4.5 bathrooms, it sits on nearly 4 acres of picturesque land. The partially fenced property includes a charming chicken coop, as well as other livestock included areas, perfect for fulfilling your farm dreams. Enjoy leisurely days on the back deck

  Brianna Goetting Pearson Smith Realty, LLC

  927 Persimmon Ln, Shepherdstown, WV 25443
• 

  

  /28

  $459,990 Sold Jul 16, 2025

  • 2,914 Sq Ft
  • $158/SF
  • 10 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2025

  275 Lyon Ridge Rd, Shepherdstown, WV 25443

  IMMEDIATE DELIVERY! Backs to open space on a gorgeous walk out homesite! Complete with main level bedroom and finished basement rec room! One of the best lots in the neighborhood, this property sits on a spacious and very usable walkout homesite that backs to trees. 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

  275 Lyon Ridge Rd, Shepherdstown, WV 25443
• 

  

  /88

  Est $617,256 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,040 Sq Ft

  1899 Trough Rd, Shepherdstown, WV 25443

  1899 Trough Rd, Shepherdstown, WV 25443
• 

  

  /135

  $775,000

  • 4 Beds
  • 2.5 Baths
  • 3,459 Sq Ft

  213 W High St, Shepherdstown, WV 25443

  Welcome to 213 W High Street! *Please note that the new listing and price reflects home sale with Lot A (0.47 acres).* This charming home showcases original architectural elements and offers the perfect balance of comfort, style, and history. Its plaster walls, wood floors and double-hung wood windows have been lovingly maintained. It exudes historical character as you enter through the original

  Errika Best Greentree Associates of Shepherdstown, Inc.

  213 W High St, Shepherdstown, WV 25443
• 

  

  /68

  $600,000 Sold Jul 11, 2025

  • 2,861 Sq Ft
  • $210/SF
  • 9 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2006

  60 Reachcliff Dr, Shepherdstown, WV 25443

  Refined One-Level Villa with Expansive Walk-Out Basement in Sought-After Cress Creek – 60 Reachcliff Dr, Shepherdstown.Discover effortless elegance and peaceful living in this beautifully maintained villa, ideally situated on a private, landscaped lot in Shepherdstown’s prestigious Cress Creek golf community. Designed for ease and comfort, this home offers luxurious one-level living with

  Tara Lowe Samson Properties

  60 Reachcliff Dr, Shepherdstown, WV 25443
• 

  

  /40

  Est $1,259,686 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,584 Sq Ft

  1901 Trough Rd, Shepherdstown, WV 25443

  1901 Trough Rd, Shepherdstown, WV 25443
• 

  

  /89

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 3,009 Sq Ft

  426 Morgana Dr, Shepherdstown, WV 25443

  Seller has purchased a one year home warranty for the buyer, AND seller is offering a flooring credit on this beauty! Also BRAND NEW water heater and water softener just installed and the seller went ahead and pumped the septic! Ready for the new owner! Welcome to 426 Morgana Drive, a beautiful home nestled in the sought-after Morgana community in historic Shepherdstown! (Last one sold in

  Sara Duncan RE/MAX Distinctive Real Estate

  426 Morgana Dr, Shepherdstown, WV 25443
• 

  

  /30

  $240,000 Sold Jul 11, 2025

  • 1,208 Sq Ft
  • $199/SF
  • 12 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  405 Old Martinsburg Rd, Shepherdstown, WV 25443

  Charming 2-bedroom, 1-bath farmhouse in historic Shepherdstown! This affordable two-story home features exposed log beams, wood floors (including wide plank), built-in shelves, and a covered slate rear porch. Enjoy the peaceful wooded .47-acre lot with beautiful redbuds, bluebells and other plants creating a tranquil garden setting to be enjoyed from the a rear porch and patio. What a perfect

  Brian Masemer RE/MAX Real Estate Group

  405 Old Martinsburg Rd, Shepherdstown, WV 25443
• 

  

  /53

  Est $323,119 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,680 Sq Ft

  294 Starkeys Landing, Shepherdstown, WV 25443

  294 Starkeys Landing, Shepherdstown, WV 25443
• 

  

  /95

  $749,000

  • 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
• 

  

  /119

  $975,000 Sold Jul 01, 2025

  • 5,778 Sq Ft
  • $169/SF
  • 74 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1974

  115 Windward Ln, Shepherdstown, WV 25443

  PRICE REDUCTION! BACK ON THE MARKET, NO FAULT OF THE SELLERS. Home Inspection report is available. This is a rare one of a kind property that will not come around often, located in the much sought after Shepherdstown area! This property is directly across the street from Cress Creek, a private golf course, and approximately 1.5 miles from the quaint Shepherdstown downtown area and Shepherd

  Tracy Palmer Samson Properties

  115 Windward Ln, Shepherdstown, WV 25443

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