Shepherdstown, WV Homes

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  /10

  $200,000 Under Contract

  • Land
  • 5.68 Acres
  • $35,211 per Acre

  0 Shepherd Grade Rd Unit WVJF2020204, Shepherdstown, WV 25443

  Discover a rare opportunity to own a stunning 5.68-acre lot 1 1/2 miles from Historic Shepherdstown, WV, where nature and history converge. This cleared and level parcel boasts grassy fields, views of Cress Creek Golf Course, creating an idyllic backdrop for your dream home. Imagine waking up to the gentle sounds of nature and the sight of trees swaying in the breeze, all while enjoying the

  Jeff Wishmyer Burch Real Estate Group, LLC

  0 Shepherd Grade Rd Unit WVJF2020204, Shepherdstown, WV 25443
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  /22

  $329,900 Sold Jun 13, 2025

  • 1,400 Sq Ft
  • $236/SF
  • 65 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  92 Perth Way, Shepherdstown, WV 25443

  Price Improvement! Now available! Charming, one-level living in an established neighborhood and conveniently located to all things Shepherdstown! Offering three bedrooms and two baths, this ranch-style home has been updated and upgraded featuring new appliances, fixtures, countertops, flooring, primary bedroom deck, and a rear privacy fence. As you enter the home, take notice of the natural

  Andrew Lowe Path Realty

  92 Perth Way, Shepherdstown, WV 25443
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  /49

  Est $631,757 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,042 Sq Ft

  70 Juniper Dr, Shepherdstown, WV 25443

  70 Juniper Dr, Shepherdstown, WV 25443
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  /100

  $1,249,000 Under Contract

  • 7 Beds
  • 8 Baths
  • 4,972 Sq Ft

  300 W German St, Shepherdstown, WV 25443

  Welcome to The Thomas Shepherd Inn, a celebrated gem in the heart of Shepherdstown — West Virginia’s oldest town and one of its most beloved destinations. Voted WV’s “Best Bed and Breakfast” in 2023, this turnkey property offers a rare opportunity to own a thriving inn with reservations booked well into next year. Whether you continue its legacy as a B&B or reimagine it as a private residence,

  Josh Medina ERA Oakcrest Realty, Inc.

  300 W German St, Shepherdstown, WV 25443
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  /61

  $350,000 Sold Jun 13, 2025

  • 2,567 Sq Ft
  • $136/SF
  • 182 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1979

  18 Woodcock Ave, Shepherdstown, WV 25443

  One owner split-level home in Mecklenburg Heights on a corner park-like lot, surrounded by trees. Through the double door entry, you will find a large foyer that connects you to the rest of the home. On the main level, you have a large living room with fireplace and dining area, eat-in kitchen and two additional exterior doors which lead to a fully fenced-in backyard. As you head up a few

  Bill Dixon Dandridge Realty Group, LLC

  18 Woodcock Ave, Shepherdstown, WV 25443
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  /89

  Est $711,844 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,698 Sq Ft

  32 Juniper Dr, Shepherdstown, WV 25443

  32 Juniper Dr, Shepherdstown, WV 25443
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  /50

  $449,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  174 Byer Ln, Shepherdstown, WV 25443

  BACK ON THE MARKET AT NO FAULT OF THE SELLER!!! Well maintained 2080sf ranch style home in a cozy spacious setting of 3 acres just minutes from downtown Shepherdstown. Very large decks on both the front and rear of the home. The back deck has a view of a neighboring lake in the fall and winter months, and can be accessed from the living area as well as the primary bedroom. Stunning hardwood

  Chris Hoffmaster Berkshire Hathaway Homeservices Homesale Realty

  174 Byer Ln, Shepherdstown, WV 25443
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  /76

  $898,750 Sold Jun 06, 2025

  • 2,629 Sq Ft
  • $342/SF
  • 9 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1780

  6531 Engle Molers Rd, Shepherdstown, WV 25443

  Step back in time and experience the charm and character of this 1780 log farmhouse—an exceptional home for those who appreciate antique craftsmanship and the stories of the past. Originally owned by George Morgan, a Revolutionary War soldier who fought alongside Gen. Washington at Piscataway in 1776, this home stood as a silent witness to generations of history. By the early 1800s, the property

  Tracy Kable Real Broker, LLC

  6531 Engle Molers Rd, Shepherdstown, WV 25443
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  /32

  Est $563,582 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  131 N Tamarac Dr, Shepherdstown, WV 25443

  131 N Tamarac Dr, Shepherdstown, WV 25443
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  /56

  $349,900 Under Contract

  • 3 Beds
  • 3 Baths
  • 3,480 Sq Ft

  21 Rock Spring Ln, Shepherdstown, WV 25443

  Welcome to this adorable cottage-style cape cod. Just minutes from Shepherdstown, you'll find plenty of paved parking, and a cute front porch. Inside you have one-level-living with kitchen, primary bedroom and full, updated bath (including oversized walk-in shower) along with washer and dryer all conveniently located on the main floor. The kitchen offers plenty of counter space, stainless steel

  Debbie Hugo Samson Properties

  21 Rock Spring Ln, Shepherdstown, WV 25443
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  /53

  $425,000 Sold Jun 04, 2025

  • 2,289 Sq Ft
  • $186/SF
  • 2 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2013

  25 Folks Point, Shepherdstown, WV 25443

  ***HIGHEST AND BEST DEADLINE MONDAY, APRIL 21st @ 9AM***This beautifully maintained 3-bedroom colonial in sought-after Colonial Hills offers modern updates and an unbeatable location. Built in 2013, this brick and vinyl-sided home sits on a landscaped quarter-acre lot in a cul-de-sac. The fenced backyard features a composite deck and a newly added cement patio off the walkout basement—perfect for

  Tracy Kable Real Broker, LLC

  25 Folks Point, Shepherdstown, WV 25443
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  /57

  Est $814,937 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,674 Sq Ft

  260 S Tamarac Dr, Shepherdstown, WV 25443

  260 S Tamarac Dr, Shepherdstown, WV 25443
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  /32

  $350,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,308 Sq Ft

  302 Starkeys Landing, Shepherdstown, WV 25443

  ***Motivated Seller, CLOSING COST ASSISTANCE UP TO $10K*** Updated end unit town home located in the Colonial Hills community of Shepherdstown. All three levels are finished and were upgraded with bump outs. Walk in at the lower level to an over-sized family room with full egress window, half bath, laundry room and entry to the attached one car garage. The main level features a dining/sunroom off

  Gregorio Garcia Samson Properties

  302 Starkeys Landing, Shepherdstown, WV 25443
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  /70

  $537,400 Sold Jun 03, 2025

  • 1,734 Sq Ft
  • $310/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  1201 Morgan Grove Rd, Shepherdstown, WV 25443

  Welcome to Historic Shepherdstown, WV. Welcome home to this custom-built Cape Cod style home located just outside of Shepherdstown, WV. Situated on a little over 2 acres located just a little over a mile outside of town. Enjoy the feeling of being “away from it all” while still being close to town. This is a custom built, cedar sided home that has only ever been lived in by the original owner.

  Aaron Sholley Samson Properties

  1201 Morgan Grove Rd, Shepherdstown, WV 25443
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  /43

  Est $439,969 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,838 Sq Ft

  341 S Hills Dr, Shepherdstown, WV 25443

  341 S Hills Dr, Shepherdstown, WV 25443
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  /62

  $480,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  1337 Cedar Ln, Shepherdstown, WV 25443

  Back on the market at no fault of seller...Welcome to this custom log home on three acres, located near the Jefferson County line. Offering rustic charm with modern updates, this property features three bedrooms, two full bathrooms, a full unfinished basement, and an attached one-car garage. The wraparound porch includes both open and screened-in sections, perfect for outdoor relaxation or

  Lesley Lopez ERA Liberty Realty

  1337 Cedar Ln, Shepherdstown, WV 25443
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  /28

  $309,900 Sold May 27, 2025

  • 2,380 Sq Ft
  • $130/SF
  • 23 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2007

  123 Swearingen Way, Shepherdstown, WV 25443

  Spacious 3-Level Townhouse with Garage Near Shepherd University – Great Investment or Owner-Occupied Opportunity!Welcome to this interior townhouse offering three fully finished levels of comfortable living space, perfectly located just minutes from Shepherd University. Whether you're an investor looking for a high-potential rental property or a homeowner seeking ample space in a prime

  Steve Sounders Samson Properties

  123 Swearingen Way, Shepherdstown, WV 25443
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  /60

  Est $676,290 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,276 Sq Ft

  291 S Hills Dr, Shepherdstown, WV 25443

  291 S Hills Dr, Shepherdstown, WV 25443
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  /36

  $419,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  168 Ella Dr, Shepherdstown, WV 25443

  NEW PRICE IMPROVEMENT!!!Equestrian Paradise in the Sought-After Shepherdstown Area! Tucked away in a private river-access community just minutes from Shepherd University, this horse-ready haven offers the lifestyle you’ve been dreaming of. Whether you're an equestrian enthusiast or simply craving wide open spaces, this property is designed for both you and your animals.Bring your

  Jill Bevins Samson Properties

  168 Ella Dr, Shepherdstown, WV 25443
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  /36

  $290,000 Sold May 20, 2025

  • 1,980 Sq Ft
  • $146/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2007

  127 Swearingen Way, Shepherdstown, WV 25443

  This beautiful townhouse has been freshly painted throughout, real hardwood floors and steps professionally refinished, new bathroom tile and basement flooring, new lighting fixtures and appliances. Perfectly located in Shepherdstown making this a great location for commuters, students, etc. All the bedrooms are very large and spacious, featuring walk in closets. Master bedroom has a very nice

  Donna Marrone DM Executive Properties, LLC

  127 Swearingen Way, Shepherdstown, WV 25443
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  /71

  Est $846,690 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,631 Sq Ft

  44 Red Blossom Cir, Shepherdstown, WV 25443

  44 Red Blossom Cir, Shepherdstown, WV 25443
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  /5

  $659,999 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,282 Sq Ft

  0 Beasley Dr, Shepherdstown, WV 25443

  TO BE BUILT - 3 bedroom, 2 and 1/2 bathrooms on over 4 acres. This beautiful homesite is located in historic Shepherdstown. The front entrance has a 46' covered porch with with columns and double doors that open to a spacious foyer. Let the kitchen be the focal point of this open concept with a 7' kitchen island with prep sink and eating bar. Enormous 11'x5' pantry with window. The kitchen

  Scott Wachtel Path Realty

  0 Beasley Dr, Shepherdstown, WV 25443
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  /45

  $540,000 Sold May 05, 2025

  • 3,590 Sq Ft
  • $150/SF
  • 270 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1978

  41 Cavalier View Ct, Shepherdstown, WV 25443

  Welcome to your private retreat just on the outskirts of historic Shepherdstown. This stunning 4-bedroom, 4-bathroom home rests on over 3 acres of land. A pine tree lined driveway welcomes you, leading to a serene waterscape featuring a waterfall, stream, and koi pond. Step onto the spacious front porch framed by this tranquil setting. At the rear, a newly installed patio complements the home's

  William Smoot Exit Success Realty

  41 Cavalier View Ct, Shepherdstown, WV 25443
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  /108

  Est $652,619 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,869 Sq Ft

  250 Meadow Ridge Dr, Shepherdstown, WV 25443

  250 Meadow Ridge Dr, Shepherdstown, WV 25443
• 

  /2

  $315,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft

  136 Woodcock Ave, Shepherdstown, WV 25443

  Welcome to 136 Woodcock Ave — a spacious 3-bedroom, 1.5-bath rancher set on nearly half an acre in the established Mecklenburg Heights community. Offering comfortable one-level living and a wide, gently wooded lot, this home blends everyday ease with the quiet charm of a well-loved neighborhood just minutes from historic Shepherdstown. Step inside to a bright living room that sets a warm,

  Carolyn Young Samson Properties

  136 Woodcock Ave, Shepherdstown, WV 25443
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  /43

  $580,000 Sold May 01, 2025

  • 2,594 Sq Ft
  • $224/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2019

  71 Rolling Green Ct, Shepherdstown, WV 25443

  Now available! Meticulously maintained, custom-built home located in the desirable neighborhood of Deerfield Village and minutes from the local park, shopping center, Shepherd University, and downtown Shepherdstown shops and eateries. This 4 bedroom, 2.5 bath home features an open floor plan on the main level with a gourmet kitchen and Kitchen Aid appliances, double ovens, granite countertops,

  Andrew Lowe Path Realty

  71 Rolling Green Ct, Shepherdstown, WV 25443
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  /54

  Est $674,776 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,711 Sq Ft

  168 Meadow Ridge Dr, Shepherdstown, WV 25443

  168 Meadow Ridge Dr, Shepherdstown, WV 25443
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  /38

  $652,500 Sold May 01, 2025

  • 2,235 Sq Ft
  • $292/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths

  Lot 51 Mandela Rd, Shepherdstown, WV 25443

  **Multiple offers received. Contract Deadline: Best and final contract offers are due by Wednesday, 4/2/25 at 5:00 PM. Brand new construction! This modern style farmhouse home plan features 4 bedrooms, 2.5 baths, nice upgrades, and is located on 2.65 acres in a desirable river access neighborhood. Quality construction by local builder with stainless steel kitchen appliance package,

  Andrew Lowe Path Realty

  Lot 51 Mandela Rd, Shepherdstown, WV 25443
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  /36

  Est $289,631 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft

  224 Spring Warbler Way, Shepherdstown, WV 25443

  224 Spring Warbler Way, Shepherdstown, WV 25443
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  /59

  $460,000 Sold Apr 30, 2025

  • 2,935 Sq Ft
  • $157/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2010

  451 Maddex Farm Dr, Shepherdstown, WV 25443

  Amazing location just outside Shepherdstown, walkable to Shepherd University and downtown. This 4 BR 2.5 BA house backs to the wooded area behind the community and is in great shape. New carpet has just been put in throughout most of the home, home has new paint, and all systems are in great shape. Fenced backyard welcomes the birds and creates a welcoming space for pets and family. Driveway

  Adam Shively Samson Properties

  451 Maddex Farm Dr, Shepherdstown, WV 25443
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  /92

  Est $560,136 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,663 Sq Ft

  57 Heritage Dr, Shepherdstown, WV 25443

  57 Heritage Dr, Shepherdstown, WV 25443
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  /49

  $489,990 Sold Apr 29, 2025

  • 2,914 Sq Ft
  • $168/SF
  • 15 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2025

  184 Riderwood Way, Shepherdstown, WV 25443

  Immediate Move In ! Backs to open space on a gourgeous walk out 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 in

  Kathleen Cassidy D R Horton Realty of Virginia LLC

  184 Riderwood Way, Shepherdstown, WV 25443
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  /43

  Est $349,513 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,576 Sq Ft

  8008 Shepherdstown Pike, Shepherdstown, WV 25443

  8008 Shepherdstown Pike, Shepherdstown, WV 25443
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  /31

  $506,490 Sold Apr 28, 2025

  • 2,401 Sq Ft
  • $211/SF
  • 94 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  133 Open Gate Ln, Shepherdstown, WV 25443

  Beautiful Rancher 4 bedroom and 3 full bath home on a corner home site in Shepherstown WV, the home offers 3 bedrooms on the first level and 2 full baths and then walk up to a 2nd level that opens to a large finished area and includes a bedroom and full bath. This home offers a covered back porch for summer entertainment. Beautiful open floor plan with lots of windows for natural light and 2

  Kathleen Cassidy D R Horton Realty of Virginia LLC

  133 Open Gate Ln, Shepherdstown, WV 25443
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  /43

  Est $650,769 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,972 Sq Ft

  7766 Shepherdstown Pike, Shepherdstown, WV 25443

  7766 Shepherdstown Pike, Shepherdstown, WV 25443
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  /49

  $585,000 Sold Apr 25, 2025

  • 1,632 Sq Ft
  • $358/SF
  • 4 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1892

  67 Old Prospect Ave, Shepherdstown, WV 25443

  Just a 2.5 block walk to the center of Historic Shepherdstown (German Street), this beautifully remodeled home seamlessly blends classic charm with modern comfort. Thoughtfully updated throughout, it features a fully renovated kitchen with stainless steel appliances, a spacious island, and a pantry adorned with a stunning antique door. The bathrooms have been stylishly refreshed, adding to the

  Amanda Linthicum AEK Real Estate, LLC

  67 Old Prospect Ave, Shepherdstown, WV 25443
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  /70

  Est $386,135 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,508 Sq Ft

  365 Big Oak Dr, Shepherdstown, WV 25443

  365 Big Oak Dr, Shepherdstown, WV 25443
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  /33

  $417,990 Sold Apr 25, 2025

  • 1,906 Sq Ft
  • $219/SF
  • 66 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  284 Lyon Ridge Rd, Shepherdstown, WV 25443

  Immediate Move In! 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 countertops and espresso cabinets give the updated look you've always wanted. Located next to Morgan's Grove Park and just down the street from Downtown Shepherdstown!

  Kathleen Cassidy D R Horton Realty of Virginia LLC

  284 Lyon Ridge Rd, Shepherdstown, WV 25443
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  /47

  Est $466,622 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  129 Morgan Grove Rd, Shepherdstown, WV 25443

  129 Morgan Grove Rd, Shepherdstown, WV 25443
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  /32

  $380,000 Sold Apr 17, 2025

  • 2,214 Sq Ft
  • $172/SF
  • 58 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1966

  53 Billmyer Mill Rd, Shepherdstown, WV 25443

  Nestled on a spacious 0.5-acre lot, 53 Billmyer Mill Rd is a charming Cape Cod-style home that perfectly balances classic design and modern comforts. Conveniently located just minutes from downtown Shepherdstown, this delightful residence features an updated kitchen with elegant quartz countertops, making it a joy to cook and entertain.The cozy living room boasts a working fireplace,

  Mercedes Prohaska Coldwell Banker Premier

  53 Billmyer Mill Rd, Shepherdstown, WV 25443

Showing Results 201 - 240, Page 6 of 18