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$325,000

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 living and dining areas, creating an ideal space for everyday living and entertaining. The kitchen offers ample cabinetry and workspace with easy access to outdoor living. Upstairs, the spacious primary suite provides a private retreat complete with an en-suite bath, while two additional bedrooms offer flexibility for family, guests, or a home office. The finished lower level expands your living space and is perfect for a recreation room, media room, fitness area, or work-from-home setup, complete with an additional half bath. Enjoy the convenience of living just minutes from downtown Shepherdstown, where you'll find locally owned restaurants, coffee shops, boutiques, and year-round community events. Outdoor enthusiasts will appreciate nearby walking trails, parks, the Potomac River, and easy access to the C&O Canal Towpath. Commuters will enjoy convenient access to Charles Town, Martinsburg, Harpers Ferry, and Maryland and Northern Virginia. Whether you're looking for your first home, a weekend getaway, or an investment opportunity, this move-in-ready townhome offers the perfect combination of comfort, convenience, and the unique lifestyle that makes Shepherdstown one of West Virginia's most sought-after communities.

3 Beds ⋅ 4 Baths

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 living and dining areas, creating an ideal space for everyday living and entertaining. The kitchen offers ample cabinetry and workspace with easy access to outdoor living. Upstairs, the spacious primary suite provides a private retreat complete with an en-suite bath, while two additional bedrooms offer flexibility for family, guests, or a home office. The finished lower level expands your living space and is perfect for a recreation room, media room, fitness area, or work-from-home setup, complete with an additional half bath. Enjoy the convenience of living just minutes from downtown Shepherdstown, where you'll find locally owned restaurants, coffee shops, boutiques, and year-round community events. Outdoor enthusiasts will appreciate nearby walking trails, parks, the Potomac River, and easy access to the C&O Canal Towpath. Commuters will enjoy convenient access to Charles Town, Martinsburg, Harpers Ferry, and Maryland and Northern Virginia. Whether you're looking for your first home, a weekend getaway, or an investment opportunity, this move-in-ready townhome offers the perfect combination of comfort, convenience, and the unique lifestyle that makes Shepherdstown one of West Virginia's most sought-after communities.

45 Ryan Ct, Shepherdstown

Listing courtesy of Samson Properties. Contact: 3049305621

$329,000

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 country! SELLER OFFERS BUYER A $5,000 CREDIT AT CLOSING. This home is conveniently located near the new Shepherdstown Library, Morgan’s Grove Park, and the unique restaurants and shops of historic downtown Shepherdstown. Your options for adventure are nearly endless, with the Potomac River, C&O Canal, Harpers Ferry, Charles Town, Martinsburg, the Appalachian Trail, and lots of Outdoor Recreation with MARC commuter and Amtrak passenger train stations in the area. Visit https://shepherdstown.info/ for more information, to request the email newsletter, and to view the calendar of local events.

3 Beds ⋅ 4 Baths

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 country! SELLER OFFERS BUYER A $5,000 CREDIT AT CLOSING. This home is conveniently located near the new Shepherdstown Library, Morgan’s Grove Park, and the unique restaurants and shops of historic downtown Shepherdstown. Your options for adventure are nearly endless, with the Potomac River, C&O Canal, Harpers Ferry, Charles Town, Martinsburg, the Appalachian Trail, and lots of Outdoor Recreation with MARC commuter and Amtrak passenger train stations in the area. Visit https://shepherdstown.info/ for more information, to request the email newsletter, and to view the calendar of local events.

39 Swearingen Way, Shepherdstown

Listing courtesy of Snyder Bailey & Associates. Contact:

$344,999

New Price Improvement! The premier, three-level, corner lot townhome located in the Colonial Hills neighborhood of 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, 2.5-bath home blends modern luxury with timeless appeal. From the moment you arrive, the home impresses with its freshly painted exterior, professional landscaping, and carefully cleared surroundings for enhanced beauty and safety. Step inside to discover a fully finished lower level, a rare feature in the area, offering the ideal space for a telecommuting professional that is complete with a private home office, studio, and green screen. The heart of the home lies on the main living level, where a gourmet kitchen takes center stage with upgraded cabinetry, brand-new appliances, custom backsplash, and elegant lighting. Enjoy meals in the eat-in kitchen or the adjoining morning room, which flows effortlessly into a spacious living room with an electric fireplace that is perfect for cozy evenings or stylish entertaining. Throughout the home, no detail has been overlooked: Real wood floors on the second level and in the upstairs foyer, engineered wood flooring on the first floor (foyer, hallway, office), new wood steps throughout, marble flooring in the upstairs bathrooms and laundry room, new washer and dryer, first-floor toilet, and updated bath fixtures, crown molding and custom paintwork on the second level, modern circuit breaker and rebuilt heat pump with upgraded components, all-new recessed dimmable lighting, smoke detectors, and mounted TV with soundbar, and a brand-new Trex deck off the morning room, ideal for outdoor living. The third level hosts a serene primary suite retreat, featuring a walk-in closet, luxurious bath with sunken tub, separate shower, and double vanities. Two additional bedrooms share a full hall bath, offering comfortable accommodations for family or guests. With its generous space, elegant updates, and unbeatable location, this home offers a rare opportunity to enjoy the best of Shepherdstown living while being steps from nature, moments from town, and fully ready for modern life. Also, conveniently located to the nearby MARC Train, Shepherd University, C&O Canal, local shopping center, and so much more. Schedule your showing today and experience this exceptional home firsthand!

4 Beds ⋅ 3 Baths

New Price Improvement! The premier, three-level, corner lot townhome located in the Colonial Hills neighborhood of 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, 2.5-bath home blends modern luxury with timeless appeal. From the moment you arrive, the home impresses with its freshly painted exterior, professional landscaping, and carefully cleared surroundings for enhanced beauty and safety. Step inside to discover a fully finished lower level, a rare feature in the area, offering the ideal space for a telecommuting professional that is complete with a private home office, studio, and green screen. The heart of the home lies on the main living level, where a gourmet kitchen takes center stage with upgraded cabinetry, brand-new appliances, custom backsplash, and elegant lighting. Enjoy meals in the eat-in kitchen or the adjoining morning room, which flows effortlessly into a spacious living room with an electric fireplace that is perfect for cozy evenings or stylish entertaining. Throughout the home, no detail has been overlooked: Real wood floors on the second level and in the upstairs foyer, engineered wood flooring on the first floor (foyer, hallway, office), new wood steps throughout, marble flooring in the upstairs bathrooms and laundry room, new washer and dryer, first-floor toilet, and updated bath fixtures, crown molding and custom paintwork on the second level, modern circuit breaker and rebuilt heat pump with upgraded components, all-new recessed dimmable lighting, smoke detectors, and mounted TV with soundbar, and a brand-new Trex deck off the morning room, ideal for outdoor living. The third level hosts a serene primary suite retreat, featuring a walk-in closet, luxurious bath with sunken tub, separate shower, and double vanities. Two additional bedrooms share a full hall bath, offering comfortable accommodations for family or guests. With its generous space, elegant updates, and unbeatable location, this home offers a rare opportunity to enjoy the best of Shepherdstown living while being steps from nature, moments from town, and fully ready for modern life. Also, conveniently located to the nearby MARC Train, Shepherd University, C&O Canal, local shopping center, and so much more. Schedule your showing today and experience this exceptional home firsthand!

420 Starkeys Lndg, Shepherdstown

Listing courtesy of Path Realty. Contact: 3042796950

$535,000

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 large bay window with window seat brings in natural light, and the covered porch extends the living space outdoors with a view of Cress Creek Golf Course, that adds something special to daily life. The upper level includes a primary suite with ensuite bath, a second bedroom, full hall bath, and stacked washer and dryer. On the walkout lower level, a private bedroom suite with full bath, walkthrough closet, and patio access creates flexible space for guests, hobbies, or extended stays. Complete with a 2-car attached garage, this 3 bedroom, 3.5 bath home combines a scenic golf course backdrop with a floor plan designed for comfort, privacy, and ease. All this with easy access to all the restaurants, culture, and community that Shepherdstown, WV has to offer, just an hour outside of Washington, DC.

3 Beds ⋅ 4 Baths

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 large bay window with window seat brings in natural light, and the covered porch extends the living space outdoors with a view of Cress Creek Golf Course, that adds something special to daily life. The upper level includes a primary suite with ensuite bath, a second bedroom, full hall bath, and stacked washer and dryer. On the walkout lower level, a private bedroom suite with full bath, walkthrough closet, and patio access creates flexible space for guests, hobbies, or extended stays. Complete with a 2-car attached garage, this 3 bedroom, 3.5 bath home combines a scenic golf course backdrop with a floor plan designed for comfort, privacy, and ease. All this with easy access to all the restaurants, culture, and community that Shepherdstown, WV has to offer, just an hour outside of Washington, DC.

20 Drennen Ct, Shepherdstown

Listing courtesy of Dandridge Realty Group, LLC. Contact: 3048857645

$535,000

MOTIVATED SELLER...REDUCED $15k....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 an inviting open floor plan that seamlessly connects the main level kitchen and living areas, enhanced by beautiful wood floors and natural light streaming through skylights and sliding doors that lead to the outdoor patio. The eat-in kitchen is an entertainer's dream, featuring upgraded countertops, an island for casual dining, plus a large pantry. Enjoy cozy evenings by the fireplace in the living room, or unwind in the primary suite, complete with a walk-in closet and a spa-like bathroom featuring a soaking tub and separate walk-in shower. The home is set on a well-maintained lot situated on a peaceful cul-de-sac. The attached garage provides convenient parking, with additional driveway space for guests. This property is not just a house; it’s a place to create lasting memories. Don’t miss the opportunity to make it your own! ALSO LISTING AGENT LIVES IN THE NEIGHBORHOOD! REACH OUT FOR ANY QUESTIONS!

3 Beds ⋅ 3 Baths

MOTIVATED SELLER...REDUCED $15k....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 an inviting open floor plan that seamlessly connects the main level kitchen and living areas, enhanced by beautiful wood floors and natural light streaming through skylights and sliding doors that lead to the outdoor patio. The eat-in kitchen is an entertainer's dream, featuring upgraded countertops, an island for casual dining, plus a large pantry. Enjoy cozy evenings by the fireplace in the living room, or unwind in the primary suite, complete with a walk-in closet and a spa-like bathroom featuring a soaking tub and separate walk-in shower. The home is set on a well-maintained lot situated on a peaceful cul-de-sac. The attached garage provides convenient parking, with additional driveway space for guests. This property is not just a house; it’s a place to create lasting memories. Don’t miss the opportunity to make it your own! ALSO LISTING AGENT LIVES IN THE NEIGHBORHOOD! REACH OUT FOR ANY QUESTIONS!

61 Hartzell Dr, Shepherdstown

Listing courtesy of Coldwell Banker Premier. Contact: