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Homes for Sale near Shepherdstown Elementary School

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  • /51

    $489,000

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

    23 Fairmont Ave, Shepherdstown, WV 25443

    Easy One-Level Living with Expansive Basement in Historic ShepherdstownWelcome to 23 Fairmont Avenue — 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 energy efficiency.Inside, you'll find hardwood floors

    Agent Photo

    Tara Lowe

    Samson Properties

    (304) 944-4596

    23 Fairmont Ave, 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
  • /48

    $299,900

    • 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
  • /75

    $1,149,000

    • 5 Beds
    • 3.5 Baths
    • 3,438 Sq Ft

    151 Summerfield Way, Shenandoah Junction, WV 25442

    Price Reduced!!! Welcome to 151 Summerfield Way, a stunning 2022 home on 5 peaceful acres outside of Shepherdstown, WV. Built in 2022, this property offers the perfect blend of luxury finishes, thoughtful design, and functional space — ideal for both everyday living and entertaining. Every detail of the house has been thoughtfully designed, featuring custom window treatments, wainscoting,

    Liz McDonald Dandridge Realty Group, LLC

    151 Summerfield Way, Shenandoah Junction, WV 25442
  • /73

    $599,900

    • 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
  • /57

    $575,000

    • 4 Beds
    • 3.5 Baths
    • 4,884 Sq Ft

    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
  • /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
  • /44

    $549,000

    • 4 Beds
    • 3.5 Baths
    • 3,010 Sq Ft

    47 Orleans Dr, Shepherdstown, WV 25443

    Welcome to 47 Orleans Drive – Classic Comfort in the Heart of ShepherdstownNestled in the highly sought-after Willow Springs community, this beautiful 4-bedroom, 3.5-bath colonial offers over 3,000 square feet of stylish, functional living space on a half-acre lot.The main level features a modern kitchen with updated appliances, an inviting family room, and spacious living and dining areas.

    Susan Wathen EXP Realty, LLC

    47 Orleans Dr, Shepherdstown, WV 25443
  • /140

    $815,000

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

    213 W High St, Shepherdstown, WV 25443

    Welcome to 213 W High Street! This beautifully preserved 2-story residence rests on a DOUBLE, corner lot in the Historic District. The 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

    Errika Best Greentree Associates of Shepherdstown, Inc.

    213 W High St, Shepherdstown, WV 25443
  • /89

    $575,000

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

    426 Morgana Dr, Shepherdstown, WV 25443

    SELLER OFFERING A FLOORING CREDIT! 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 2020!!) This spacious 4-bedroom, 2.5-bath property offers a thoughtful layout designed for

    Sara Duncan RE/MAX Distinctive Real Estate

    426 Morgana Dr, Shepherdstown, WV 25443
  • /44

    $664,500 Open Sun 1PM - 4PM

    • 3 Beds
    • 3.5 Baths
    • 2,938 Sq Ft

    12 Briar Mountain Dr, Shepherdstown, WV 25443

    Simply charming, three bedroom cape cod is perched into the hillside off a green at the neighboring Cress Creek Golf Course. Located in the sought-after North Hills at Cress Creek - where golf, swimming, dining, and the Potomac River lifestyle await, this home has it all! Hardwood floors stretch through the open concept main floor that has access to a wrapping deck that overlooks the property.

    Adam Miller Coldwell Banker Premier

    12 Briar Mountain Dr, Shepherdstown, WV 25443
  • /95

    $779,000

    • 4 Beds
    • 4.5 Baths
    • 5,485 Sq Ft

    11 Marsh Hawk Way, Shepherdstown, WV 25443

    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 features a cozy wood-burning fireplace, while the formal

    Lauren Seaton Charis Realty Group

    11 Marsh Hawk Way, Shepherdstown, WV 25443
  • /70

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 3,626 Sq Ft

    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 suite with

    Larry DeMarco Century 21 Modern Realty Results

    135 Deep Woods Trail, Shepherdstown, WV 25443
  • /68

    $725,000

    • 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
  • /54

    $479,500

    • 3 Beds
    • 3 Baths
    • 2,236 Sq Ft

    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
  • /12

    $110,000

    • Land
    • 0.25 Acre
    • $440,000 per Acre

    0 W High St, Shepherdstown, WV 25443

    Land listing in historic, Shepherdstown WV! This rare downtown land listing of 0.25 acres is within walking distance to downtown shops and restaurants, Shepherd University, and the C & O Canal. The lot is bordered on one side by a recently rebuilt stone wall and to the front by existing fencing and sidewalks that run throughout town. The beautifully maintained lot is partially wooded with

    Errika Best Greentree Associates of Shepherdstown, Inc.

    0 W High St, Shepherdstown, WV 25443
  • /84

    $389,000

    • 2 Beds
    • 1 Bath
    • 1,658 Sq Ft

    838 Billmyer Mill Rd, Shepherdstown, WV 25443

    MUST SEE! Enjoy country living sitting on the large front porch of this brick raised rancher overlooking beautiful farmland near historic Shepherdstown and Shepherd University. Home features two (2) bedrooms, kitchen, living room, dining room w/exit to a large tiered deck, full bathroom, breezeway w/laundry, plus a large partially finished basement w/woodstore, storage and 2 car attached garage.

    Densil Nibert Nibert Realty & Auctions, LLC

    838 Billmyer Mill Rd, Shepherdstown, WV 25443
  • /40

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    60 Killdeer Ave, Shepherdstown, WV 25443

    This adorable home is nestled just hop, skip and a jump from Historic Shepherdstown and Shepherd University campus. 60 Killdeer Avenue has been lovingly cared for by the same owner for almost two decades and has just recently been updated for your future enjoyment. This brick front rancher has 3 Bedrooms and 1 & 1/2 baths all on one level. A brand new roof was just installed March of 2025.

    Brad Lewis Greentree Associates of Shepherdstown, Inc.

    60 Killdeer Ave, Shepherdstown, WV 25443
  • /20

    $379,900

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

    133 Meadowlark Ln, Shepherdstown, WV 25443

    Welcome to this newly renovated and very charming split foyer residence located in Mecklenburg Heights. Nestled on a generous 0.51-acre lot in historic Shepherdstown, this home is a must see. Inside there are three spacious bedrooms, two full bathrooms, fully finished basement and two car garage. Boasting many upgrades like the new roof and gutters, new heat pump/central air, new flooring, new

    Michael Oates Exit Success Realty

    133 Meadowlark Ln, Shepherdstown, WV 25443
  • /40

    $505,000

    • 3 Beds
    • 2.5 Baths
    • 2,279 Sq Ft

    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. With nearly 2,000 sq ft of thoughtfully designed living space plus a partially finished basement, this home offers the perfect blend of privacy and convenience. The main level features a light-filled family room with expansive windows,

    Liz Owings RE/MAX Roots

    325 Chandler Dr, Shepherdstown, WV 25443
  • /53

    $349,900

    • 3 Beds
    • 2.5 Baths
    • 1,169 Sq Ft

    99 Exeter Ct, Shepherdstown, WV 25443

    This charming split-level home rests on nearly half of an acre at the end of a cul-de-sac within five minutes of downtown, historic Shepherdstown! Hardwood flooring runs throughout the living areas on the main floor including the living, dining and kitchen spaces. Large windows throughout provide an abundance of natural light. The main level flows into three bedrooms along with one full and

    Errika Best Greentree Associates of Shepherdstown, Inc.

    99 Exeter Ct, Shepherdstown, WV 25443
  • /53

    $139,990

    • Land
    • 0.75 Acre
    • $186,653 per Acre

    LOT 9 Briar Mountain Dr, Shepherdstown, WV 25443

    Unbelievable but true, one of the few remaining lots available in this sought after Shepherdstown's Premier 18 hole private golf course community. Located in North Hills at Cress Creek is the final section of Cress Creek. This beautiful lot which borders a working farm preserved by a conservation easement has access to public water and sewer and high speed internet. This cul-de-sac lot is

    John H.K. Christman Coldwell Banker Premier

    LOT 9 Briar Mountain Dr, Shepherdstown, WV 25443
  • /34

    $225,000

    • 2 Beds
    • 1 Bath
    • 786 Sq Ft

    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
  • /6

    $130,000

    • Land
    • 0.69 Acre
    • $188,406 per Acre

    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
  • /39

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,975 Sq Ft

    44 N Tamarac Dr, Shepherdstown, WV 25443

    Terrific floor plan for the buyers that need a bedroom on the first floor, but then more bedrooms and areas for visitors and family available! This beautiful stucco home is sited up high on a corner lot. Lots of nice landscaping surrounds the house. Architectural shingled roof is only two years old. Inside, the two story foyer beckons you to an open, bright (also two story) great room accented

    Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

    44 N Tamarac Dr, Shepherdstown, WV 25443
  • /11

    $140,000

    • Land
    • 0.75 Acre
    • $186,667 per Acre

    LOT 14 Briar Mountain Dr, Shepherdstown, WV 25443

    Build your beautiful home in the highly desirable golf course community, North Hills at Cress Creek! Beautiful views surround this wonderful piece of land that is situated on .754 acres. Call your builder now!

    Suzy Joran Samson Properties

    LOT 14 Briar Mountain Dr, Shepherdstown, WV 25443
  • /78

    $717,500 Open Sun 1PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 5,497 Sq Ft

    60 Horner Farm Ln, Shepherdstown, WV 25443

    Come tour this fantastic move-in ready home located in Shepherdstown, WV. Boasting 4 bedrooms and 4 1/2 baths, this home rests on a corner lot with a partially fenced-in backyard and a new Trex deck. Featuring many upgrades and ample living and storage space throughout including a new upstairs A/C unit, fresh paint on all three floors, new basement carpeting, new washer / dryer, and

    Brandon Darr Samson Properties

    60 Horner Farm Ln, Shepherdstown, WV 25443
  • /53

    $699,900

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft

    130 N Tamarac Dr, Shepherdstown, WV 25443

    Custom built 3 bedroom 2 full bath Craftsman style home in 2023 with single floor living in mind with zero steps and thresholds throughout home.. The attention to detail in this house is 2nd to none. So if your looking for a home straight out of a magazine that you don't have to lift a finger on then look no further. As this house will catch your eye from the time you drive up and and keep

    Travis Davis Pearson Smith Realty, LLC

    130 N Tamarac Dr, Shepherdstown, WV 25443
  • /35

    $950,000

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

    105 Rabbits Rest Ln, Shepherdstown, WV 25443

    Well located, minutes from Historic Shepherdstown, Harpers Ferry, Charles Town, and the Potomac River on 10.08 acres. MARC train stations are available Duffields, Harpers Ferry, or Brunswick. Mountain views from rear of property. Scenic Vista from large windowed great room. Wildlife abounds and a bird lovers paradise. Stunning springtime scenery from ample dogwood trees. Very quiet and serene

    Ryan Gehris USRealty.com LLP

    105 Rabbits Rest Ln, Shepherdstown, WV 25443
  • /50

    $500,000 Open Sun 3PM - 5PM

    • 4 Beds
    • 2.5 Baths
    • 4,032 Sq Ft

    71 Cardinal Dr, Shepherdstown, WV 25443

    Absolutely gorgeous 4-bedroom, 2.5-bathroom home with approximately 4000 total finished square feet. Located in Shepherdstown WV, and just minutes from Shepherd University, this home has been completely re-done and features a NEW ROOF, new gutters and downspouts, two new HVACS, two brand new hot water heaters, new siding, fresh paint, new hardware and fixtures, all new windows, 2 and a

    Sheldon Everhart Freedom Real Estate Group, LLC.

    71 Cardinal Dr, Shepherdstown, WV 25443
  • /20

    $385,000

    • Land
    • 4.00 Acres
    • $96,250 per Acre

    1177 Whitmer Rd Unit 1 LOT, Shenandoah Junction, WV 25442

    Location, Location, Location! Need an amazing commuter location to MD/VA & DC, that is, “THE” perfect place to build your dream home, with No HOA? Look no further, this amazing four-acre, slightly rolling, lot is located on the corner of Whitmer Road and Flowing Springs Road in the Shepherdstown District of West Virginia. This property has been subdivided from a well-known equestrian farm known

    Elizabeth Sager Samson Properties

    1177 Whitmer Rd Unit 1 LOT, Shenandoah Junction, WV 25442
  • /20

    $600,000

    • Land
    • 5 Acres
    • $113,208 per Acre

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

    LAST CHANCE Last river front lot available at Shepherds Cove. Beautiful wooded lot sited on a bluff overlooking the Potomac River. BEAUTIFUL VIEWS UP AND DOWN THE RIVER. Exceptional opportunity.

    Carolyn Snyder Snyder Bailey & Associates

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

    $825,000

    • Land
    • 3.70 Acres
    • $222,973 per Acre

    8285 Martinsburg Pike, Shepherdstown, WV 25443

    PRIME LAND adjacent to Shepherd University, Domino's, and, across the street from WVU Medical PRIME LAND adjacent to Shepherd University, Domino's, and, across the street from WVU Medical Facility and ROC's convenience store! 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.

    Jacqueline Lewis Greentree Associates of Shepherdstown, Inc.

    8285 Martinsburg Pike, Shepherdstown, WV 25443
  • /12

    $1,500,000

    • 4 Beds
    • 1 Bath
    • 2,128 Sq Ft

    308 Amnesty Way, Shepherdstown, WV 25443

    High Demand Shepherdstown, 40 Acres, 5 Approved Subdivided Estate size Building lots No HOA Fees Peaceful Private location Pastoral views Lot 5 has a farm house that can be restored. No known covenants. Private road. Great location near Shepherd University, Bavarian Inn, Cress Creek Golf Course., downtown Shepherdstown with shops and great restaurantsLand lots of land under

    Carolyn Snyder Snyder Bailey & Associates

    308 Amnesty Way, Shepherdstown, WV 25443
  • /13

    $147,000

    • Land
    • 2.04 Acres
    • $72,059 per Acre

    0 Heather Ln, Shepherdstown, WV 25443

    Nestled along the Potomac River, This attractive 2 acre lot is located less than 300 yards from the Potomac River in and it has been PERC for a 3 bedroom.Steamboat Run, a beautiful park-like wooded community with river access, hiking trails,picnic area, and a 16 acre community meadow. The community is only 3 miles fromscenic Shepherdstown, WV, and Shepherd University. There is an

    Mercedes Prohaska Coldwell Banker Premier

    0 Heather Ln, Shepherdstown, WV 25443
  • /17

    $224,900

    • Land
    • 0.29 Acre
    • $775,517 per Acre

    332 W German St, Shepherdstown, WV 25443

    Tyler Burch Burch Real Estate Group, LLC

    332 W German St, Shepherdstown, WV 25443
  • /28

    $506,490 New Construction

    • 4 Beds
    • 3 Baths
    • 2,401 Sq Ft

    101 Open Gate Ln, Shepherdstown, WV 25443

    The beautiful Bristol floorplan offers a front porch-1-level living at its best, the open floor plan offers great entertaining space and 3 bedrooms and 2 full baths on this first level, the kitchen is a dream to cook your family meals huge kitchen island and separate dining area and if you want to take your meal outside then plan to do that on the beautiful covered back porch. The 2nd level

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

    101 Open Gate Ln, Shepherdstown, WV 25443
  • /30

    $439,990 New Construction

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

    55 Open Gate Ln, Shepherdstown, WV 25443

    Private back yard! Located in Tollhouse Woods, Shepherdstown's newest community located just a mile from the downtown area and university. This property backs to a tree line and sits on a private homesite. 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

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

    55 Open Gate Ln, Shepherdstown, WV 25443
  • /31

    $464,990 New Construction

    • 4 Beds
    • 2 Baths
    • 2,969 Sq Ft

    166 Riderwood Way, Shepherdstown, WV 25443

    IMMEDIATE Move In! Backs to open space! Walk out Basement w/ finished Rec Room! Located in Downtown Shepherdstown! This property and sits on a flat and spacious homesite, one of the largest in the community! 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

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

    166 Riderwood Way, Shepherdstown, WV 25443
  • /28

    $459,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,914 Sq Ft

    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 Wood D.R. Horton Realty of Virginia, LLC

    275 Lyon Ridge Rd, Shepherdstown, WV 25443

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