4,484

Jefferson, WV Homes

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  • /34

    $629,900 Pending

    • 3 Beds
    • 3.5 Baths
    • 4,277 Sq Ft

    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

    Agent Photo

    Joseph Sturm

    Real Property Solutions, LLC

    (304) 773-3299

    83 Green Bulrush Ct, Shepherdstown, WV 25443
  • /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
  • /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
    • /10

      Est $189,326 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 740 Sq Ft

      114 College St, Shepherdstown, WV 25443

      114 College St, Shepherdstown, WV 25443
  • /21

    $150,000

    • Land
    • 5.00 Acres
    • $30,000 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 terrain with lots of paw

    Agent Photo

    Tara Lowe

    Samson Properties

    (304) 381-1363

    Lot 61-A Scrabble Rd, 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
  • /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
    • /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
  • /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

    Agent Photo

    Suzanne Frund

    Samson Properties

    (304) 449-5608

    308 Maddex Dr, 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
    • /57

      Est $645,879 Not Listed For Sale

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

      224 Shveda Way, Shepherdstown, WV 25443

      224 Shveda Way, 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

    Agent Photo

    Robert Bir

    Samson Properties

    (304) 318-7028

    110 College St, 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
    • /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
  • /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

    Agent Photo

    Tara Lowe

    Samson Properties

    (304) 459-2609

    501 Maddex Farm Dr, 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
    • /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
  • /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

    Agent Photo

    Matt Ridgeway

    RE/MAX Real Estate Group

    (304) 898-1658

    150 Morgana Dr, 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
    • /34

      Est $371,404 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
  • /52

    $484,000 Open Sun 12PM - 2PM

    • 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

    Agent Photo

    Tara Lowe

    Samson Properties

    (304) 944-4596

    23 Fairmont Ave, 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
    • /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
  • /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
  • /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
    • /39

      Est $342,505 Not Listed For Sale

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

      8709 Shepherdstown Pike, Shepherdstown, WV 25443

      8709 Shepherdstown Pike, 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
  • /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
    • /51

      Est $608,475 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
  • /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
    • /88

      Est $610,660 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
  • /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
    • /40

      Est $1,312,504 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
  • /41

    $360,500 Sold Jun 30, 2025

    • 2,076 Sq Ft
    • $174/SF
    • 24 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    38 Wheat Ct, Shepherdstown, WV 25443

    $40k PRICE REDUCTION! This picturesque rancher is set on a quiet cul-de-sac in the Maddex Farm community with an ideal location that has all of Shepherdstown within its reach. The brick-front home is nestled into a beautifully landscaped lot that backs to trees and borders the Shepherd University Wellness Center, along with a pedestrian path that allows access to all the conveniences that

    Adam Miller Coldwell Banker Premier

    38 Wheat Ct, Shepherdstown, WV 25443
    • /53

      Est $333,202 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 Open Sat 1PM - 3PM

    • 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
  • /70

    $485,000 Sold Jun 30, 2025

    • 2,772 Sq Ft
    • $175/SF
    • 13 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2007

    44 Folks Point, Shepherdstown, WV 25443

    Safe end of the Cul-De-Sac location minutes and walkable to Morgan's Grove Park and the NEW Shepherdstown Library and just a short bike or drive to downtown Shepherdstown and Shepherd University, this Colonial Hills Home is just perfect in so many ways. Home has fresh carpet installed May 2025, newer appliances, gleaming hardwood floors, an incredible plant loving sunroom, stone fireplace, and

    Adam Shively Samson Properties

    44 Folks Point, Shepherdstown, WV 25443

Showing Results 1 - 40, Page 1 of 18

Home Trends in Shepherdstown, WV

Housing Trends

Median Sale Price
$523,245
Median Single Family Sale Price
$549,000
Median Townhouse Sale Price
$479,000
Average Price Per Sq Ft
$213
Number of Homes for Sale
4
Last 12 months Home Sales
86
Months of Supply
0.60
Median List Price
$549,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
20%
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