Shepherdstown, WV Homes

/77
$610,000
- 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. This property delivers the perfect fusion of sleek modern style and serene country living, just minutes

Lynn Ober Real Estate Innovations

79 Chandler Dr, Shepherdstown, WV 25443
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/33
$459,990 Sold Aug 05, 2025
- 2,511 Sq Ft
- $183/SF
- 5 Beds
- 3 Baths
- Built 2025
275 Lyon Ridge Rd, Shepherdstown, WV 25443

Immediate Move In! Backs to open space on a gorgeous WALK-OUT BASEMENT HOMESITE! Complete with main level bedroom, and finished basement rec room! One of the best lots in the neighborhood his 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

D.R. Horton

275 Lyon Ridge Rd, Shepherdstown, WV 25443

/18
Est $352,555 Not Listed For Sale
- 1 Bed
- 1.5 Baths
- 1,552 Sq Ft
306 W German St, Shepherdstown, WV 25443

306 W German St, Shepherdstown, WV 25443

/84
$629,000
- 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
/73
$590,000 Sold Aug 05, 2025
- 4,416 Sq Ft
- $134/SF
- 106 Days On Market
- 6 Beds
- 4.5 Baths
- Built 2007
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

/15
Est $303,667 Not Listed For Sale
- 1 Bed
- 1 Bath
- 1,288 Sq Ft
310 W German St, Shepherdstown, WV 25443

310 W German St, 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
/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

/69
Est $537,668 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 5,062 Sq Ft
33 Shaw Place, Shepherdstown, WV 25443

33 Shaw Place, Shepherdstown, WV 25443

/95
$729,000
- 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
/48
$192,000 Sold Jul 31, 2025
- Land
- 5.96 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

/53
Est $406,799 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,290 Sq Ft
527 Maddex Farm Dr, Shepherdstown, WV 25443

527 Maddex Farm Dr, Shepherdstown, WV 25443

/68
$675,000
- 4 Beds
- 3 Baths
- 2,878 Sq Ft
89 Morgan Grove Rd, Shepherdstown, WV 25443

Absolutely gorgeous 4-bedroom, 3-bathroom, home with approximately 2878 total finished square feet, sitting on 8 UNRESTRICTED, PRIVATE ACRES in Shepherdstown. This property is in a great location, only 2.5 miles from Shepherd University and about 5 minutes from downtown Shepherdstown. Updates include: a NEW ROOF, NEW HVAC, new hot water heater, new siding, fresh paint from top to bottom, new wide

Sheldon Everhart Freedom Real Estate Group, LLC.

89 Morgan Grove 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

/47
Est $338,172 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,720 Sq Ft
131 Swearingen Way, Shepherdstown, WV 25443

131 Swearingen Way, Shepherdstown, WV 25443

/45
$794,990
- 5 Beds
- 2.5 Baths
- 2,721 Sq Ft
4781 Scrabble Rd, Shepherdstown, WV 25443

***PRICED BELOW CURRENT APPRAISAL***The George Washington Hollida House | 4781 Scrabble Rd, Shepherdstown, WV 254435 Beds | 2.5 Baths | 2,721 Sq Ft | 5 Unrestricted Acres Step into a piece of West Virginia history with the George Washington Hollida House, a stunning c.1840 brick Colonial I-House nestled on 5 UNRESTRICTED acres in scenic Scrabble, just minutes from historic

Susan Wathen EXP Realty, LLC

4781 Scrabble Rd, 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

/68
Est $517,713 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 4,185 Sq Ft
182 Maddex Square Dr, Shepherdstown, WV 25443

182 Maddex Square Dr, Shepherdstown, WV 25443

/77
$544,900 Under Contract
- 5 Beds
- 4 Baths
- 4,527 Sq Ft
339 Maddex Farm Dr, Shepherdstown, WV 25443

Still available for showings! If you don’t have a home to sell, this home could be yours! JUST 50 MINS TO LEESBURG · 13 MINS TO COMMUTER TRAIN · Over 4,500 finished sqft across 3 levels, offering plenty of space to spread out. Expansive rooms, open floor plan, soaring 2-story foyer, catwalk & elegant columns create an impressive feel. Fresh paint with transferable warranty and brand-new carpet

Steph Mitchell Samson Properties

339 Maddex Farm 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

/19
Est $263,346 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,056 Sq Ft
15 Raven Way, Shepherdstown, WV 25443

15 Raven Way, Shepherdstown, WV 25443

/24
$330,000
- 2 Beds
- 2 Baths
- 1,536 Sq Ft
20 Cavaland Terrace, Shepherdstown, WV 25443

Just minutes from downtown Shepherdstown. Freshly painted and brand new carpets. Updated bathrooms. This is a 2 bedroom with a potential of a 3rd bedroom in the basement. Main bedroom has an oversized walk-in closet along with another large closet. Plenty of storage with a small garage. Walk out basement. Make your appointment today. 911 address is 6266 Engle Moler's Road Shepherdstown WV

Marika Milburn Greentree Associates of Shepherdstown, Inc.

20 Cavaland Terrace, 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

/55
Est $325,455 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,560 Sq Ft
391 Woodcock Ave, Shepherdstown, WV 25443

391 Woodcock Ave, Shepherdstown, WV 25443

/86
$979,900
- 4 Beds
- 4 Baths
- 3,600 Sq Ft
50 Valentine Ct, Shepherdstown, WV 25443

If you want peace and quiet, seclusion, and yet be only 3 miles from Shepherdstown then this is a must see. A well maintained Custom built 4 bedroom 3700 sqft home on 6+ acres just minutes from Historic Shepherdstown and the POTOMAC RIVER. This one has everything you are looking for, starting with the wrap-around covered porch to enjoy your morning coffee while watching the sunrise to finishing

James Amick RE/MAX Roots

50 Valentine Ct, 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

/50
Est $286,708 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
392 Persimmon Ln, Shepherdstown, WV 25443

392 Persimmon Ln, Shepherdstown, WV 25443

/49
$485,000 Open Sat 12PM - 2PM
- 4 Beds
- 4 Baths
- 3,858 Sq Ft
79 Maddex Farm Dr, Shepherdstown, WV 25443

Welcome to the beautiful community of Maddex Farm! This home offers the space you covet with a location you will love! The main level is perfect for entertaining, featuring formal living and dining areas, a morning room, and spacious family room. The kitchen offers plenty of cabinets and counter space and is open to the family room and morning room so you can enjoy every moment. A half bath is

Gavin Washington Weichert Realtors - Blue Ribbon

79 Maddex Farm 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

/43
Est $468,081 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,466 Sq Ft
841 Persimmon Ln, Shepherdstown, WV 25443

841 Persimmon Ln, Shepherdstown, WV 25443

/42
$569,000
- 3 Beds
- 3 Baths
- 2,437 Sq Ft
50 Hartzell Dr, Shepherdstown, WV 25443

This one-owner, semi-detached home offers timeless appeal with the ease of one-level living and a spacious open floor plan. Beautifully upgraded throughout, the home features 3 bedrooms, 3 full baths, and a versatile upper loft—perfect for guests or a private home office.The main level includes a convenient laundry room, a bright and airy living area, and seamless access to the outdoors.

Paula Miller Coldwell Banker Premier

50 Hartzell 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

/74
Est $540,426 Not Listed For Sale
- 4 Beds
- 3 Baths
- 4,108 Sq Ft
564 Steamboat Run Rd, Shepherdstown, WV 25443

564 Steamboat Run Rd, Shepherdstown, WV 25443

/4
$219,900
- 3 Beds
- 1 Bath
- 1,656 Sq Ft
39 Nightingale Ln, Shepherdstown, WV 25443

This charming ranch-style home in the desirable Mecklenburg Heights subdivision presents an excellent investment opportunity. Built in 1975, this detached residence offers a solid foundation with a total finished area of 1,656 square feet, making it an attractive option for both rental income and long-term appreciation. The home features a traditional floor plan that maximizes space and

Jennifer Largent Compass West Realty, LLC

39 Nightingale Ln, 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

/106
Est $692,069 Not Listed For Sale
- 5 Beds
- 4 Baths
- 4,184 Sq Ft
977 Turner Rd, Shepherdstown, WV 25443

977 Turner Rd, 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
/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

/41
Est $623,570 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

/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

Tracy Kable Real Broker, LLC

0 Reachcliff Dr Unit WVJF2019398, Shepherdstown, WV 25443

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West Virginia Jefferson County Shepherdstown

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