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Newest Homes for Sale in Shepherdstown, WV

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  • /48

    $325,000

    • 3 Beds
    • 4 Baths
    • 1,750 Sq Ft

    45 Ryan Ct, Shepherdstown, WV 25443

    Welcome to 45 Ryan Court, where low-maintenance living meets the charm and character of historic Shepherdstown. Nestled in the desirable Maddex Farm community, this spacious three-level townhome offers approximately 1,900 square feet of comfortable living space with 3 bedrooms, 2 full baths, and 2 half baths. The inviting main level features a bright, open floor plan that seamlessly connects the

    Agent Photo

    Tara Lowe

    Samson Properties

    45 Ryan Ct, Shepherdstown, WV 25443
  • /65

    $597,000

    • 4 Beds
    • 4 Baths
    • 4,530 Sq Ft

    262 Canal Way, Shepherdstown, WV 25443

    Welcome to 262 Canal Way, Shepherdstown, WV, where thoughtful upgrades and an exceptional location come together in one beautiful home. Nestled in one of Shepherdstown's most desirable neighborhoods, this spacious residence offers the perfect blend of elegance, comfort, and functionality. Step inside to find beautiful hardwood floors flowing throughout the main living areas, creating a warm and

    Agent Photo

    Tara Lowe

    Samson Properties

    262 Canal Way, Shepherdstown, WV 25443
  • /2

    $722,400

    • Land
    • 17.2 Acres
    • $42,000 per Acre

    0 Otter Run Place Unit WVBE2052432, Shepherdstown, WV 25443

    Discover a remarkable 17.2-acre lot, perfectly poised for investment or your dream retreat. This parcel offers a level terrain, ensuring ease of development while providing a serene escape from the hustle and bustle. Nestled on a no-thru street, it guarantees privacy and tranquility, making it an ideal canvas for your vision. Imagine waking up to breathtaking views of lush pastures and towering

    Brenda House Samson Properties

    0 Otter Run Place Unit WVBE2052432, Shepherdstown, WV 25443
  • /41

    $329,000

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

    39 Swearingen Way, Shepherdstown, WV 25443

    Welcome to this Sun-Drenched and Spacious Townhome with Brick Façade, Serene Wooded Views, 3 Bedrooms, 2 Full Bathrooms, and 2 Half Baths. Recent updates include Refinished Hardwood Floors, Newly Installed Redefined Pine Floors, recent New Deck Floor Boards, and an almost new HVAC System that was installed in 2024. Comcast cable and Xfinity are available. Enjoy the perfect blend of town and

    Agent Photo

    Richard Kendall

    Snyder Bailey & Associates

    39 Swearingen Way, Shepherdstown, WV 25443
  • /17

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,560 Sq Ft

    17 Old Prospect Ave, Shepherdstown, WV 25443

    Charming home just outside of town limits. Walking distance to downtown Shepherdstown with convenient access to local restaurants, shops, parks, and the University. This residence features a welcoming atmosphere with spacious living areas, abundant natural light, and lots of character. Enjoy outdoor living with a beautiful back yard and mature landscaping. Close to commuter routes while

    Brant Lowe Path Realty

    17 Old Prospect Ave, Shepherdstown, WV 25443
  • /22

    $181,000

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft

    7341 Martinsburg Pike, Shepherdstown, WV 25443

    3 Bedroom 1 Bath home conveniently located in Shepherdstown. Convenient to shops, restaurants, college, and recreational C&O Canal & River. “This property is subject to a 3 Day First Look Period. Seller will negotiate ALL offers after the period expires.” Buyers should exercise due diligence to verify all information & property details.

    Michelle Garrett Prime Location Realty, LLC

    7341 Martinsburg Pike, Shepherdstown, WV 25443
  • /64

    $575,000

    • 4 Beds
    • 3.5 Baths
    • 2,866 Sq Ft

    637 Persimmon Ln, Shepherdstown, WV 25443

    Move In Ready, 4 bed, 3.5 bath Farmette on 2.25 Unrestricted acres in Shepherdstown. This home has many updates including a NEW ROOF, 2 New HVAC Units, New Hot Water Heater, New bathrooms with custom tile and quartz tops, New LVP flooring, fresh paint from top to bottom, New hardware and fixtures. The brand new kitchen features stainless steel appliances and quartz counter tops. Other features

    Sheldon Everhart Freedom Real Estate Group, LLC.

    637 Persimmon Ln, Shepherdstown, WV 25443
  • /41

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft

    122 Hensel Dr, Shepherdstown, WV 25443

    Main level living never looked so easy in this newly renovated and move-in ready contemporary home in the desirable Maddex Farm community with its connecting pathways to the town and University. Brand new architectural shingle roof, freshly painted with hardwood floors, and new carpet in the bedrooms and luxury vinyl tile in the bathrooms - this home has been renovated on all levels, inside and

    Adam Miller Coldwell Banker Premier

    122 Hensel Dr, Shepherdstown, WV 25443
  • /60

    $635,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    185 Shepherd Ln, Shepherdstown, WV 25443

    Set on 4.07 acres just minutes from downtown Shepherdstown, this spacious home offers room to spread out, a peaceful setting, and the opportunity to make it your own. A covered front porch leads into a well-designed main level with formal living and dining rooms featuring hardwood floors, a comfortable family room with built-in shelving and a wood-burning fireplace that is currently capped, a

    Liz McDonald Dandridge Realty Group, LLC

    185 Shepherd Ln, Shepherdstown, WV 25443
  • /45

    $439,000

    • 3 Beds
    • 2 Baths
    • 2,611 Sq Ft

    561 Billmyer Mill Rd, Shepherdstown, WV 25443

    Charming Country Retreat nestled on a peaceful 1.63-acre private parcel along a quiet country road just outside historic Shepherdstown, this inviting 1963-built home offers the perfect blend of timeless character and versatile living space. With approximately 2500 total square feet, 3 bedrooms, and 2 bathrooms, this single-family residence sits on unrestricted land—ideal for those seeking freedom

    Angela Kable Johnson Samson Properties

    561 Billmyer Mill Rd, Shepherdstown, WV 25443
  • /36

    $348,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,880 Sq Ft

    420 Starkeys Landing, Shepherdstown, WV 25443

    Price Improvement! Premier, three-level, corner lot townhome located 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,

    Andrew Lowe Path Realty

    420 Starkeys Landing, Shepherdstown, WV 25443
  • /56

    $515,000

    Open Sun 1PM - 3PM $10K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,902 Sq Ft

    65 Maddex Farm Dr, Shepherdstown, WV 25443

    As soon as you enter this beautiful home you realize this is a well maintained one! Nice open stairway and two-story foyer to the second floor. Sparkling wood floors and laminate floors as well. First floor offers living room as well as a family room off the kitchen. Formal dining but breakfast room also and, counter seating in a beautifully laid out kitchen. Granite counters, gas stove, built in

    Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

    65 Maddex Farm Dr, Shepherdstown, WV 25443
  • /69

    $600,000

    • 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 6.01 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

    Sheldon Everhart Freedom Real Estate Group, LLC.

    89 Morgan Grove Rd, Shepherdstown, WV 25443
  • /64

    $535,000

    $15K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,295 Sq Ft

    20 Drennen Ct, Shepherdstown, WV 25443

    Overlooking Cress Creek Golf Club in Shepherdstown, this villa-style duplex offers a setting that feels peaceful, established, and easy to enjoy. Hardwood floors run throughout the main level, where the layout balances comfort and function with a formal dining room, an eat-in kitchen with table space, and a spacious living room centered around a wood burning fireplace with built-in shelving. A

    Liz McDonald Dandridge Realty Group, LLC

    20 Drennen Ct, Shepherdstown, WV 25443
  • /41

    $680,000

    $520K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,578 Sq Ft

    432 S Church St, Shepherdstown, WV 25443

    Welcome to 432 South Church Street in Shepherdstown, West Virginia — a charming Colonial Revival home on a half-acre lot in the heart of town. This is your opportunity to own a spacious lot just outside of town limits. A piece of history, this home has been owned by the same family for almost 90 years! Inside, hardwood floors run throughout the main living spaces. The large family room includes a

    Brant Lowe Path Realty

    432 S Church St, Shepherdstown, WV 25443
  • /82

    $599,000

    $26K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,950 Sq Ft

    49 Appomattox Ln, Shepherdstown, WV 25443

    Stunning 5-bedroom, 3.5-bath Colonial tucked away on a private half-acre lot backing to mature trees in the sought-after Willow Springs Acres community of Shepherdstown, WV. Offering spacious living across three finished levels, this home combines timeless style, functional design, and peaceful outdoor living. Step inside to a dramatic 2-story foyer flanked by a private home office and elegant

    Liz McDonald Dandridge Realty Group, LLC

    49 Appomattox Ln, Shepherdstown, WV 25443
  • /38

    $215,000

    • Land
    • 5.96 Acres
    • $36,074 per Acre

    0 Swift River Way Unit WVBE2050696, Shepherdstown, WV 25443

    Nestled on an expansive 5.96-acre canvas, in the private, gated community Shepherds Cove, this exceptional land opportunity offers a rare blend of natural beauty and luxurious potential. Imagine crafting your dream home surrounded by the serene embrace of towering trees and lush woods, where every sunrise and sunset paints the sky in breathtaking hues. The phenomenal sellers have crafted a true

    Errika Best Greentree Associates of Shepherdstown, Inc.

    0 Swift River Way Unit WVBE2050696, Shepherdstown, WV 25443
  • /5

    $179,900

    • Land
    • 32,234 Sq Ft
    • $243,108 per Acre

    Lot #14 (North Hills Briar Mountain Dr, Shepherdstown, WV 25443

    Build your dream home on this one of kind opportunity. Property features 0.75 Acres with public water and sewer available. One of the last remaining lots located in the North Hills section of The Club at Cress Creek which is the Eastern Panhandles only Private Country Club that features Golf, Tennis, Swimming, and Dining.

    Charles Shultz Path Realty

    Lot #14 (North Hills Briar Mountain Dr, Shepherdstown, WV 25443
  • /46

    $549,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,239 Sq Ft

    61 Hartzell Dr, Shepherdstown, WV 25443

    This delightful semi detached home offers a perfect blend of comfort and style with an association that covers lawn care, snow removal, and common area maintenance, you can spend more time enjoying your home and less time on upkeep. Built in 2008, the villa-style residence boasts 2 spacious bedrooms and the adjoining room can easily be converted to 3rd and 2.5 bathrooms. Step inside to discover

    Paula Miller Coldwell Banker Premier

    61 Hartzell Dr, Shepherdstown, WV 25443
  • /21

    $300,000

    • Studio
    • 1,920 Sq Ft

    202 Old Martinsburg Rd, Shepherdstown, WV 25443

    This 2-unit duplex just outside Shepherdstown offers incredible flexibility and income potential. Whether you're an investor seeking a strong rental opportunity or an owner-occupant looking to offset your mortgage, this property checks all the boxes. Live in one unit and rent the other, or maximize income by leasing both. Ideal for those with students attending Shepherd University, this property

    Agent Photo

    Charlotte Sherman

    Century 21 Modern Realty Results

    202 Old Martinsburg Rd, Shepherdstown, WV 25443
  • /102

    $850,000

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,628 Sq Ft

    22 Fairmont Ave, Shepherdstown, WV 25443

    Just two blocks from the vibrant Shepherdstown Historic District and set along the quiet tree-lined street of Fairmont Avenue, this charming brick colonial offers a rare and compelling balance: immediate access to the character, walkability, and charm of historic Shepherdstown—while enjoying the flexibility and ease of living just outside the district’s formal guidelines. Beyond the main

    Morgan Boyer Hunt Country Sotheby's International Realty

    22 Fairmont Ave, Shepherdstown, WV 25443
  • /66

    $687,000

    $28K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,583 Sq Ft

    48 Field Crest Ct, Shepherdstown, WV 25443

    NEWLY PRICE ADJUSTED- SELLER MOTIVATED! Don’t lose the opportunity to own this AMAZING BREATHTAKING VIEWS! on a property located in one of the nicest subdivisions in Jefferson County.Amazing views from all windows, Home over 5,600 finished square feet. Kitchen with updated stainless appliances, breakfast area adjacent to living room.Beautiful wood floors throughout most of the house.

    Agent Photo

    Piedad Suarez

    Spring Hill Real Estate, LLC.

    48 Field Crest Ct, Shepherdstown, WV 25443
  • /67

    $309,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,352 Sq Ft

    19 Cardinal Dr, Shepherdstown, WV 25443

    Bill Cafferky Snyder Bailey & Associates

    19 Cardinal Dr, Shepherdstown, WV 25443
  • /50

    $140,000

    $10K PRICE INCREASE
    • Land
    • 32,670 Sq Ft
    • $186,667 per Acre

    LOT 9 Briar Mountain Dr, Shepherdstown, WV 25443

    Lot 9, Briar Mountain Drive, North Hills at Cress Creek is one of the last remaining lots available in the sought after Shepherdstown's Premier 18 hole private golf course community. The cul-de-sac lot with access to water and sewer is waiting for your custom home to be built. This beautiful lot which borders a working farm preserved by a conservation easement offers peaceful privacy. Whether you

    Dianne Maselli Coldwell Banker Premier

    LOT 9 Briar Mountain Dr, Shepherdstown, WV 25443
  • /20

    $949,000

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

    105 Rabbits Rest Ln, Shepherdstown, WV 25443

    Price Improvement! Experience the perfect blend of privacy, luxury, and country living at this stunning Lindal Cedar Home nestled on 10.08 unrestricted acres in sought-after Shepherdstown. This exceptional property offers a rare opportunity for those seeking space to spread out while remaining conveniently located near Historic Shepherdstown, Harpers Ferry, Charles Town, and MARC train stations

    Jennifer Fortson Charis Realty Group

    105 Rabbits Rest Ln, Shepherdstown, WV 25443
  • /3

    $500,000

    • Land
    • 29,185 Sq Ft
    • $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. Also,

    Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

    Lot 2 Martinsburg Pike, Shepherdstown, WV 25443
  • /3

    $500,000

    • Land
    • 34,412 Sq Ft
    • $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
  • /17

    $209,000

    • Land
    • 4.36 Acres
    • $47,936 per Acre

    Lot #20 Shepherds Cove Swift River Way, Shepherdstown, WV 25443

    Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Lot 20 is an exceptional opportunity READY TO BUILD, beautiful wooded lot with well installed, lot has been cleared for house construction, community septic. Peaceful, tranquil setting. Shepherd Cove is a small , resort-like community of 19 lots with only 3 remaining. These large private lots have marina privileges, and private

    Carolyn Snyder Snyder Bailey & Associates

    Lot #20 Shepherds Cove Swift River Way, Shepherdstown, WV 25443
  • /18

    $562,000

    • Land
    • 5.3 Acres
    • $106,038 per Acre

    LOt 9 Shepherds Cove Swift River Way, Shepherdstown, WV 25443

    LAST RIVER FRONT lot available at Shepherds Cove 5.4 Acre beautiful wooded lot sited on a bluff overlooking the Potomac River. BEAUTIFUL UNOBSTRUCTED VIEWS UP AND DOWN THE RIVER. Located in the shadow of historic Shepherdstown ,Shepherds Cove is a unique community for those selective home buyers who prefer woods and natural topography as their view , and golf carts as their preferred means to go

    Carolyn Snyder Snyder Bailey & Associates

    LOt 9 Shepherds Cove Swift River Way, Shepherdstown, WV 25443
  • /2

    $650,000

    • Land
    • 3.7 Acres
    • $175,676 per Acre

    8285 Martinsburg Pike, Shepherdstown, WV 25443

    This TPRIME LAND adjacent to Shepherd University, Domino's, and, across the street from WVU Medical facility and ROC's convenience store has A MAJOR PRICE REDUCTION!!SENECA CROSSING NORTHSIDE apartment concept... 40 units have been approved for this site...five buildings of eight units each. Perfect site for much needed apartments. House on the property is unlivable and there is approval to

    Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

    8285 Martinsburg Pike, Shepherdstown, WV 25443
  • /17

    $183,000

    • Land
    • 3.39 Acres
    • $53,982 per Acre

    Lot #5 Shepherds Cove Swift River Way, Shepherdstown, WV 25443

    Shepherds Cove Potomac River Waterfront Community, Shepherdstown WV Home Sites in a small , resort-like community. Hurry the last 4 lots available in a community of 19 lots. Large private lots with marina privileges,. Enjoy the beauty of nature in the wooded setting. Hiking trails and Biking paths boating, fishing, swimming, kayak and canoe. Marina with individual dock space may be available ,

    Carolyn Snyder Snyder Bailey & Associates

    Lot #5 Shepherds Cove Swift River Way, Shepherdstown, WV 25443

Frequently Asked Questions

What is the average home price in Shepherdstown, WV?
Homes for sale in Shepherdstown, WV have an average home price of $518,973.
Are home prices dropping in Shepherdstown?
Yes, home prices in Shepherdstown are down 11% in the last 12 months.
How many homes have sold over the last 12 months in Shepherdstown, WV?
146 homes have sold in Shepherdstown, WV over the last 12 months.
What is the average household income in Shepherdstown, WV?
The average household income in Shepherdstown, WV is $105K.
What are the most popular zip codes in Shepherdstown, WV?
The most popular zip codes in Shepherdstown, WV include 25443, 21782, 25404, 25425 and 25430.
How much do you need to make to afford a house in Shepherdstown?
The median home price in Shepherdstown is $475,000. If you put a 20% down payment of $95,000 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $2,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $103K a year to afford the median home price in Shepherdstown. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Shepherdstown is $105K.
How are the schools in Shepherdstown, WV?
Shepherdstown, WV has highly rated public and private schools. Some of the best schools in Shepherdstown based on Niche Grades are C.W. Shipley Elementary School, Shepherdstown Middle School and Jefferson High School. Browse all the schools in Shepherdstown, WV to learn more.

Home Price Trends

Median Sale Price
$465,000
Median Single Family Sale Price
$469,990
Median Townhouse Sale Price
$338,500
Median 2 Bedroom Sale Price
$293,750
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$185
Number of Homes for Sale
19
Last 12 months Home Sales
146
Months of Supply
1.60
Median List Price
$475,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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