Winchester, VA Homes for Sale

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  /76

  $989,000

  • 4 Beds
  • 3.5 Baths
  • 4,152 Sq Ft

  137 Old Forest Cir, Winchester, VA 22602

  Nestled in the highly sought-after Stonebrook neighborhood, this incredibly quiet wooded property offers the perfect blend of privacy and convenience. This 2.6 acre estate provides a peaceful country setting while remaining close to modern amenities.Step inside and discover a thoughtfully updated home featuring 4 bedrooms and 3.5 bathrooms. The inviting living spaces include a warm and

  Melissa Perozich Century 21 Redwood Realty

  137 Old Forest Cir, Winchester, VA 22602
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  /21

  $399,990

  New Construction $5K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 1,905 Sq Ft

  134 Swansong Place, Winchester, VA 22603

  The three-level Skyline model masterfully combines a traditional exterior with a contemporary, open-concept floor plan. On the main level, you’ll find an expansive living room, bathed in natural light from numerous windows, flows effortlessly into the dining area and kitchen. The kitchen is designed with an L-shaped countertop and an island that borders the dining room. A cozy nook serves as a

  Brookfield Residential Builder

  134 Swansong Place, Winchester, VA 22603
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  /29

  $369,999

  Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,387 Sq Ft

  2919 S Pleasant Valley Rd, Winchester, VA 22601

  Please text the listing agent at (703)296-1414 to request the CODE for showings. Welcome to this adorable and beautifully refreshed Cape Cod, ideally located on a quiet street in Winchester City with no HOA! This move-in-ready home offers a comfortable and versatile floor plan, featuring a primary suite on the main level, plus two spacious bedrooms and a second full bathroom upstairs.Enjoy

  Patricia Rivas Plata Keller Williams Realty Dulles

  2919 S Pleasant Valley Rd, Winchester, VA 22601
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  /70

  $659,900

  • 4 Beds
  • 4.5 Baths
  • 4,271 Sq Ft

  291 Huntersridge Rd, Winchester, VA 22602

  Space, style, and room to live your best life come together in this 4-bedroom, 4.5-bath, 3-level Colonial in desirable Oakdale Crossing. With flexible spaces, great indoor-outdoor living, and a location close to everything Winchester has to offer, this home is ready for whatever comes next.The main level features an open, inviting flow between the kitchen, breakfast room, and family room,

  Laura White ERA Oakcrest Realty, Inc.

  291 Huntersridge Rd, Winchester, VA 22602
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  /22

  $269,000

  • Land
  • 42,253 Sq Ft
  • $277,320 per Acre

  823 Armistead St, Winchester, VA 22601

  *** Price shown is for lot only. Seller is willing to assist Buyer in building this beautiful home plandesigned by Seller customized for this lot and optimized for cost effective construction. Closingon the lot may occur upon issuance of the Building Permit in Buyer’s name by the City ofWinchester. ***This modern farmhouse style home includes 5,630 square feet of living space

  Janet Flaherty Keller Williams Realty

  823 Armistead St, Winchester, VA 22601
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  /48

  $389,999

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  709 Dicks Hollow Rd, Winchester, VA 22603

  Exceptional value meets impeccable quality! From the bright, welcoming entryway to the beautifully crafted living spaces, every detail of this home speaks to superior craftsmanship. Perfect for discerning buyers seeking a flawless blend of style and convenience, this property presents a rare window of opportunity. Schedule your showing today and secure this incredible home before it’s gone!

  Fehiber Rosario NBI Realty, LLC

  709 Dicks Hollow Rd, Winchester, VA 22603
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  /2

  $215,000

  • Land
  • 26,571 Sq Ft
  • $352,459 per Acre

  40 Huntersridge Rd, Winchester, VA 22602

  A rare offering in the established Oakdale Crossing Community. This 0.61 acre-lot boasts a flat topography, tucked on a quiet cul-de-sac, and framed with large lush trees. Enjoy the perfect blend of seclusion and proximity with a short drive to the Winchester Country Club, Jim Barnett Park, Major shopping & dining, and the downtown walking mall. + prime location for commuters with easy access to

  Jocelyn Tweedie Hunt Country Sotheby's International Realty

  40 Huntersridge Rd, Winchester, VA 22602
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  /33

  $447,000

  $3K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  310 Longview Ave, Winchester, VA 22601

  Discover a stunning blend of Colonial and Contemporary architecture in this exquisite 3-bedroom, 2.5-bathroom residence, built in 2024. Step inside to find luxurious vinyl plank flooring and plush carpeting that exude warmth and sophistication. The gourmet kitchen is a chef's dream, equipped with high-end appliances including a sleek wall oven, cooktop, and energy-efficient refrigerator, ensuring

  Dave Milburn Coldwell Banker Realty

  310 Longview Ave, Winchester, VA 22601
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  /58

  $585,000

  $5K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 2,672 Sq Ft

  220 Snappy Ln, Winchester, VA 22602

  Stunning two-level home sits on a flat, picturesque 5 acres, with spacious 6-bedroom, 4-bathroom This single-family home offering about 2,672 sq ft of living space.The main level features a bright living room, a well-equipped kitchen with ample counter space, multiple dining areas, and generously sized bedrooms. A large deck provides easy outdoor access and is perfect for

  Mauricio Argandona Fairfax Realty Select

  220 Snappy Ln, Winchester, VA 22602
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  /72

  $645,000

  • 4 Beds
  • 3.5 Baths
  • 3,582 Sq Ft

  200 Fairfield Dr, Winchester, VA 22602

  Come and discover this impressive beauty where easy main-level living meets exceptional indoor-outdoor entertaining. This beautifully appointed Cape Cod offers the convenience of a spacious main-level primary suite, while the heart of the home flows seamlessly from the well-appointed kitchen to a covered rear porch overlooking the sparkling inground pool and hot tub. With ceiling fans and a TV,

  Angela Duncan MarketPlace REALTY

  200 Fairfield Dr, Winchester, VA 22602
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  /45

  $550,000

  $35K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  140 Poe Dr, Winchester, VA 22602

  Modern craftsman home in one of Winchester’s newer communities. Easy access to RT 50 and I81, Shenandoah University, Jim Barnett Park, shopping, and restaurants. Old Town Winchester three miles away.This ranch home offers an open-floor concept with custom living upgrades. Dining room includes a coffee station/wet bar with a refrigerator and the living room has an electric fireplace with a

  Carolyn Young Samson Properties

  140 Poe Dr, Winchester, VA 22602
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  /28

  $559,990

  New Construction

  • 3 - 5 Beds
  • 1 Bath
  • 2,132+ Sq Ft

  Rockwell Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

  Welcome home to the Rockwell, a versatile main-level living home designed for your lifestyle. The Rockwell's open-concept main floor seamlessly blends the kitchen, breakfast nook, and family room, creating a spacious and inviting atmosphere. The kitchen is a culinary enthusiast's dream, featuring a functional island with optional extension, ample storage, and a butler's pantry. The adjacent

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578845, Winchester, VA 22603
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  /50

  $390,000

  $10K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,011 Sq Ft

  605 Dunlap St, Winchester, VA 22601

  Priced to reflect the need for some updating, this home offers opportunities and personalization while remaining move-in ready 1011sf total living space.This home is in very good shape. The sellers are selling this property completely As-IS. NO HOA Perfectly home on a quiet lot embraced by mature, stately trees, this 5-bedroom, 2 full-bathroom home offers both seclusion and incredible

  Alexandra Brown Spring Hill Real Estate, LLC.

  605 Dunlap St, Winchester, VA 22601
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  /82

  $325,000

  $45K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  2431 Cedar Creek Grade, Winchester, VA 22602

  This is a unique opportunity to purchase a piece of history. The Glass Mill (Glass/Rinker/Cooper Mill) is available. The Mill was constructed during the years 1812-1815. At the base, the structure has stone walls that are 3' thick, tapering to about half that at the gable ends. The Mill has a "mechanics level", the lower level with dirt floor and water source when the Grist wheel was in place.

  Edward Beightol Cedar Creek Real Estate

  2431 Cedar Creek Grade, Winchester, VA 22602
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  /58

  $715,000

  $35K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,096 Sq Ft

  3764 Northwestern Pike, Winchester, VA 22603

  RARE FIND! Discover the freedom and possibilities that come with 12.17 wooded acres—no HOA, no restrictions, just endless opportunity. Whether you're dreaming of creating a self-sufficient homestead, establishing a hobby farm, enjoying outdoor recreation, or simply escaping to your own private retreat, this exceptional property is ready to make it happen. The outdoor amenities are truly

  Diva Bunting Touchstone Realty, LLC

  3764 Northwestern Pike, Winchester, VA 22603
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  /12

  $99,500

  • Land
  • 5.5 Acres
  • $18,091 per Acre

  0 Ln, Winchester, VA 22603

  Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Ln, Winchester, VA 22603
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  /14

  $469,990

  New Construction $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,953 Sq Ft

  132 Wappinger Terrace, Winchester, VA 22602

  The Pine offers just under 2,000 square feet of thoughtfully designed living space, featuring four bedrooms, two-and-a-half baths, and a two-car garage. The open-concept layout includes a modern kitchen with stainless steel appliances, quartz countertops, and stylish gray cabinetry, creating an ideal setting for both everyday living and entertaining. Move-in ready and available for a summer move,

  D.R. Horton Builder

  132 Wappinger Terrace, Winchester, VA 22602
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  /11

  $4,000,000

  • Land
  • 19 Acres
  • $210,526 per Acre

  368 Victory Rd, Winchester, VA 22602

  19 Acres, Prime Commercial or FLEX Development Opportunity! Zoned B2, General Commercial. Major commuter corridor to Northern VA, adjacent to Airport Business Park, FBI Records Center, Navy Federal Credit Union headquarters, and new One Logistics Park. Also #1 commuter route to Northern VA! Excellent visibility, flat topo, and dual access on Victory Lane and Independence! Sale includes 14.06

  Gillian Greenfield Coldwell Banker Premier

  368 Victory Rd, Winchester, VA 22602
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  /19

  $420,000

  • 4 Beds
  • 2 Baths
  • 1,936 Sq Ft

  102 Geneva Place, Winchester, VA 22603

  Location Location Location, Nice home tucked away in a cul-de-sac, this ranch style home offers 4 bedrooms and 2 full bathrooms. Eat in kitchen that has room for a table and chairs. This home has an addition built on that offers a large family room and the fourth bedroom. The floors have not been finished in the addition and is waiting for your touches. There is a deck off of the kitchen waiting

  Janet Broyles CENTURY 21 New Millennium

  102 Geneva Place, Winchester, VA 22603
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  /4

  $682,520

  New Construction $3K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,813 Sq Ft

  111 Malbec Ct, Winchester, VA 22602

  The Carlisle home design by Maronda Homes offers the perfect balance of style, space, and flexibility—designed to meet the needs of modern families and active lifestyles. Featuring 4 to 6 bedrooms, 2.5 to 5 bathrooms, and 3,614 square feet of living space, the Carlisle provides room to grow without sacrificing comfort or function.From the welcoming front entry to the spacious open-concept layout,

  Maronda Homes Builder

  111 Malbec Ct, Winchester, VA 22602
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  /42

  $429,900

  $60K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft

  430 Babbs Mountain Rd, Winchester, VA 22603

  Desirable location off of Apple Pie Ridge. With some TLC, this 3-bedroom, 2.5-bath home set on 2.68 wooded acres just minutes from Winchester Medical Center, offering a private, peaceful setting with everyday convenience. Enjoy the outdoors from the covered front porch or rear deck—perfect for relaxing or entertaining. Inside, the spacious kitchen features a center island, stainless steel

  Sheila Pack RE/MAX Roots

  430 Babbs Mountain Rd, Winchester, VA 22603
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  /74

  $649,000

  $26K PRICE DROP

  • 7 Beds
  • 3.5 Baths
  • 4,116 Sq Ft

  256 Skylar Lanes Way, Winchester, VA 22603

  Welcome to this beautifully maintained home in the highly sought-after Walnut Springs Estates subdivision, offering exceptional space,comfort, and versatility on a private 2-acre lot. With up to 7 bedrooms and 3.5 bathrooms, this property is ideal for growing families, multi-generationalliving, or those who simply desire room to spread out. The inviting living room features a cozy electric

  Brian Ratliff Old Dominion Realty

  256 Skylar Lanes Way, Winchester, VA 22603
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  /83

  $1,025,000

  • 5 Beds
  • 3.5 Baths
  • 3,870 Sq Ft

  632 Stonymeade Dr, Winchester, VA 22602

  Opportunities in Stonymeade don't come along often—and once you arrive, it's easy to understand why. Tucked away on 3.2 beautifully maintained acres with a wooded perimeter, this custom-built Joe Mohr home feels wonderfully removed from the world, yet shops, restaurants and Winchester Medical Center are just 5–7 minutes away and Old Town Winchester is only 10 minutes from your

  Katrina Smith Samson Properties

  632 Stonymeade Dr, Winchester, VA 22602
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  /17

  $240,000

  • 2 Beds
  • 1 Bath
  • 997 Sq Ft

  187 Valley Mill Rd, Winchester, VA 22602

  Great investment opportunity for this centrally located rambler! Just minutes from Route 7 and I-81, this property offers convenient access to shopping, restaurants, and everyday amenities.The current tenant is under lease through 11/13/26, providing immediate rental income for an investor. With some sweat equity and a few updates, there is potential to increase the rental income

  Heloisa Amar Samson Properties

  187 Valley Mill Rd, Winchester, VA 22602
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  /111

  $2,599,000

  • 4 Beds
  • 6 Baths
  • 4,753 Sq Ft

  144 Robinson Dr, Winchester, VA 22602

  This upscale custom home blends clean, modern comfort with rustic charm—and does it sublimely with nearly 5,000 finished square feet on one level, including a separate in-law suite. Resting on 5.38 pastoral acres, the handsome façade includes charming details like exposed beams, stonework, classic exterior barn lighting, a metal roof, and a grand covered porch with stunning details that preview

  Dan Whitacre Colony Realty

  144 Robinson Dr, Winchester, VA 22602
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  /15

  $89,000

  • Land
  • 6.11 Acres
  • $14,566 per Acre

  0 Pack Horse Road Lot A Unit VAFV2042702, Winchester, VA 22603

  The rural America many people desire is available on state maintained Pack Horse Road. There are 3 lots being sold separately and this 6.11 lot A is wooded, has a Frederick County cert letter (see documents from health department however buyer should do due diligence). Unrestricted and so think about the possibilities for a homestead, simple get away to enjoy quiet and tranquility, and/or the new

  Dave Spence RE/MAX Roots

  0 Pack Horse Road Lot A Unit VAFV2042702, Winchester, VA 22603
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  /36

  $415,000

  • 4 Beds
  • 3.5 Baths
  • 2,261 Sq Ft

  125 Cheshire Ct, Winchester, VA 22602

  Beautiful and well-maintained 4 bedroom, 3.5 bath townhouse at the end of a quiet cul-de-sac on the east side of Winchester. Conveniently located to Rt 7 and I-81 and historic downtown Winchester. The 3-level townhouse backs to a wooded tree area and has a fenced rear yard. New luxury vinyl floor installed in majority of the home. As you enter, you will be welcomed into a large foyer with

  Eric Kronenwetter RE/MAX Roots

  125 Cheshire Ct, Winchester, VA 22602
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  /39

  $539,990

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,511 Sq Ft

  HAYDEN Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  The Hayden is a two-story plan with 6 bedrooms and 3 bathrooms in over 3,100 total square feet. The main level features a flex room adjacent to the foyer, ideal for a formal dining room or home office. The gourmet kitchen has an oversized island for extra seating and a large pantry, and it opens to the dining area and a spacious living room. A bedroom with a full bathroom completes the main

  D.R. Horton Builder

  137 Seminole Dr Unit 36203781, Winchester, VA 22602
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  /14

  $104,500

  • Land
  • 5.5 Acres
  • $19,000 per Acre

  0 Hodges Lot 13 Ln, Winchester, VA 22603

  Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Hodges Lot 13 Ln, Winchester, VA 22603
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  /50

  $539,000

  $11K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,414 Sq Ft

  3336 Hunting Ridge Rd, Winchester, VA 22603

  Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level with large pantry and large eat in kitchen with breakfast bar, granite countertops (new in Jan/Feb 2025) Family room formal dining room and living room (currently being used as a dining room) Large flat back yard with above ground

  Leslie Carter Carter Real Estate, Inc.

  3336 Hunting Ridge Rd, Winchester, VA 22603
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  /19

  $385,490

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  648 Arden Ct, Winchester, VA 22601

  648 Arden Court is an attractive new 3 level townhome backing to trees with brick in Winchester's premier Meadow Branch community for September move-in. Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, grey cabinets, and stainless-steel appliances.

  D.R. Horton Builder

  648 Arden Ct, Winchester, VA 22601
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  /36

  $370,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,772 Sq Ft

  100 Stribling Way, Winchester, VA 22602

  Welcome to this bright and inviting end-unit townhome in Winchester! Additional windows fill the home with natural light, while the open layout creates an easy flow between the kitchen and living spaces, perfect for everyday living and entertaining. The kitchen features stainless steel appliances, and upstairs you’ll enjoy the convenience of laundry on the bedroom level. The walk-in level

  Raven Staub Samson Properties

  100 Stribling Way, Winchester, VA 22602
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  /70

  $499,900

  Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,317 Sq Ft

  938 Wayne Dr, Winchester, VA 22601

  Beautifully maintained and updated home located in popular area close to Medical Center, schools , services and amenities and with easy access to commuter thoroughfares. Designed with lovely traditional public rooms, the open atmosphere of the Family Room/kitchen/deck lends itself to gatherings and convenient entertaining, complemented by a level, partially fenced backyard. The upper level has a

  Dallas Croft Samson Properties

  938 Wayne Dr, Winchester, VA 22601
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  /41

  $425,000

  • 5 Beds
  • 2 Baths
  • 1,952 Sq Ft

  206 Dogwood Rd, Winchester, VA 22602

  Welcome to 206 Dogwood Rd. Well maintained 5 Bedroom 2 Bath Cape Cod in a quiet neighborhood conveniently located a short distance from the downtown area. HVAC has just been installed..The house is on your own septic system. Sunroom with a laundry was added in 2007. An additional lot is included with this house.....Lot number #55-B-3-2-63 Lot 63 making the total area 1 acre. The Basement has some

  William Wertz Wildhawks Realty LLC

  206 Dogwood Rd, Winchester, VA 22602
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  /31

  $519,990

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,415 Sq Ft

  ELM Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  Introducing the Elm, a contemporary 2,415 square feet two-story home, featuring five bedrooms, three bathrooms, a loft, and a two-car garage. As you step into the distinct foyer you will appreciate the open concept floorplan. The spacious kitchen boasts an abundance of cabinetry and counter space, an ample walk-in pantry, a large island with room for seating and stainless-steel appliances. The

  D.R. Horton Builder

  137 Seminole Dr Unit 36203780, Winchester, VA 22602
• 

  

  /15

  $110,000

  • Land
  • 6.42 Acres
  • $17,134 per Acre

  0 Pack Horse Road Lot C Unit VAFV2042708, Winchester, VA 22603

  The rural America many people desire is available on state maintained Pack Horse Road. There are 3 lots being sold separately and this 6.42 lot C is wooded, has septic already installed, has a Frederick County cert letter (see documents from health department however buyer should do due diligence). Unrestricted and so think about the possibilities for a homestead, simple get away to enjoy quiet

  Dave Spence RE/MAX Roots

  0 Pack Horse Road Lot C Unit VAFV2042708, Winchester, VA 22603
• 

  

  /22

  $399,999

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  118 Nepal Ct, Winchester, VA 22602

  | Summer 2026 Delivery AvailableSt. Paul TBB | 4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level + Larger DeckBeautiful wooded homesites available!Offering up to 2,000 sq. ft. of modern, open-concept livingHome HighlightsOpen-concept main level – perfect for entertainingGranite countertopsStainless steel appliancesLuxury vinyl plank flooringUpper

  Jimmy Thomas New Home Star Virginia, LLC

  118 Nepal Ct, Winchester, VA 22602
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  /38

  $420,000

  • 2 Beds
  • 2 Baths
  • 1,431 Sq Ft

  1826 Kershaw Ln, Winchester, VA 22601

  Welcome to 1826 Kershaw Lane in Willow Lawn Cottages, one of Winchester, Virginia's most sought-after 55+ active adult communities, offering low-maintenance, single-level living just minutes from Historic Old Town Winchester.This beautifully maintained 2-bedroom, 2-bath ranch home showcases exceptional pride of ownership with beautiful hardwood flooring, soaring vaulted ceilings, and an open

  RoxAnn Grimes RE/MAX Roots

  1826 Kershaw Ln, Winchester, VA 22601
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  /33

  $609,990

  New Construction $44K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,865 Sq Ft

  234 Hydrangea Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Clifton floorplan is a thoughtfully designed 1,865 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The kitchen opens to a large great room with two windows that let in

  D.R. Horton Builder

  234 Hydrangea Way, Winchester, VA 22602
• 

  

  /63

  $510,000

  $79K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  832 Winder Ct, Winchester, VA 22601

  Listed below recent appraised value.All-brick rancher located in the sought-after Early’s Green at Meadow Branch community, offering 1,974 finished square feet with 9-foot ceilings and true one-level living. The open floor plan provides excellent flow and is ideal for both everyday living and entertaining.Recent interior updates include new hardwood flooring in the main living room,

  Barton Chasler Realty ONE Group Old Towne

  832 Winder Ct, Winchester, VA 22601

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