Newest Homes for Sale in Winchester, VA

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  /25

  $479,900

  • 3 Beds
  • 2 Baths
  • 2,025 Sq Ft

  654 Treys Dr, Winchester, VA 22601

  Welcome to 654 Treys Drive - Great corner lot in Williamsburg Heights! No HOA! One story home built in 1986 on crawl space with 3 bedrooms and 2 baths. Gas heat, and electric air conditioning. Beautiful wood floors. Great room with cathedral ceiling. Glassed in sunroom for cozy evenings. Spacious 2-car garage perfect for additional storage. Gas fireplace has not been used for 10 years. Sorry no

  Don Butler Virginia Property Group, Inc.

  654 Treys Dr, Winchester, VA 22601
• Explore Winchester

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  /24

  $329,000

  • 4 Beds
  • 2 Baths
  • 1,163 Sq Ft

  1044 Orchard Ave, Winchester, VA 22601

  Fully renovated in 2021 and move-in ready! This charming home is conveniently located just off Route 7 East—perfect for commuters! Enjoy peace of mind with major updates throughout, including brand-new windows, new HVAC, updated electrical system, and all-new appliances, including washer and dryer.The stunning, completely remodeled kitchen features granite countertops, stainless steel

  Julie Shiley Coldwell Banker Realty

  1044 Orchard Ave, Winchester, VA 22601
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  /65

  $599,999

  Open Sat 11AM - 12:30PM

  • 5 Beds
  • 3.5 Baths
  • 3,135 Sq Ft

  128 Thornton Way, Winchester, VA 22602

  Welcome to 128 Thornton Way in desirable Senseny Village! Built in 2024 and still showing like new, this stunning 5-bedroom colonial offers the perfect blend of modern design, energy efficiency, and a convenient Winchester location. From the moment you arrive, the striking blue exterior and inviting covered front porch create exceptional curb appeal. Inside, you'll find a bright, open-concept

  Chris Roszko Colony Realty

  128 Thornton Way, Winchester, VA 22602
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  /67

  $519,900

  • 4 Beds
  • 2.5 Baths
  • 2,014 Sq Ft

  502 Fortress Dr, Winchester, VA 22603

  Discover the charm of this stunning Colonial-style home, nestled in a vibrant community that offers the perfect blend of comfort and convenience. Built in 2003, this meticulously maintained residence boasts 2,014 square feet of living space, featuring four spacious bedrooms and two full bathrooms, ideal for creating lasting memories. The heart of this home is its inviting living area, complete

  Sky Raciborski Realty ONE Group Old Towne

  502 Fortress Dr, Winchester, VA 22603
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  /47

  $439,934

  • 4 Beds
  • 2 Baths
  • 1,868 Sq Ft

  187 Village Ct, Winchester, VA 22602

  Move-In Ready! No HOA! Updated Split Foyer with Fresh Paint from Top to Bottom, All New Carpet, Granite Counters & Stainless Steel Appliances In Kitchen, Gleaming Hardwoods & New LVP on the Main Level, 3 BR & 2 BA Upstairs, 4th BR + Large Rec Room & Laundry Room in Basement, Deck off the Main Level overlooks treed back yard. Covered Front Porch, Oversized 2 Car Garage + Ample Driveway Parking &

  Bob Caines RE/MAX Distinctive Real Estate, Inc.

  187 Village Ct, Winchester, VA 22602
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  /39

  $320,000

  • 3 Beds
  • 1 Bath
  • 1,988 Sq Ft

  528 Battle Ave, Winchester, VA 22601

  Adorable Cape Cod in the heart of Winchester! Beautifully appointed with hardwood floors, signature arched doorways from that era adding tons of charm to this lovely home. Two main floor bedrooms, renovated and updated bath, living room with gas fireplace and brick surround, kitchen with brand new gas range, expanded space perfect for dining and entertaining with doors to the front and rear

  Beckwith Bolle Carter Braxton Preferred Properties

  528 Battle Ave, Winchester, VA 22601
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  /37

  $549,000

  • 4 Beds
  • 3.5 Baths
  • 2,884 Sq Ft

  111 Sovereign Ct, Winchester, VA 22602

  Welcome to 111 Sovereign Ct in the sought-after Freedom Manor community. This well-maintained home has four bedrooms, three and a half baths, and three finished levels. The main level is designed for effortless living, anchored by a custom kitchen that flows seamlessly into the family room. For special occasions, enjoy the formal dining room with elegant crown molding and chair rails,

  Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

  111 Sovereign Ct, Winchester, VA 22602
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  /32

  $450,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  703 S Loudoun St, Winchester, VA 22601

  Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main

  John Ginty Samson Properties

  703 S Loudoun St, Winchester, VA 22601
• 

  

  /4

  $94,999

  • Land
  • 21,780 Sq Ft
  • $189,998 per Acre

  1184 N Frederick Pike, Winchester, VA 22603

  Great location on busy N. Frederick Pike with good road frontage, Zoned B-2, down from Sunnyside and Martin's Shopping Center, minutes from VA Bypass 37 & Winchester Medical Center. Site is ideal for any retail or services business.

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 329-8150

  1184 N Frederick Pike, Winchester, VA 22603
• 

  

  /23

  $49,000

  • Land
  • 1.49 Acres
  • $32,886 per Acre

  Lot 37 Poplar Trail, Winchester, VA 22602

  Build your dream home on this spacious 1.49-acre corner lot located in the desirable Shawneeland community. Offering ample space and flexibility for your future home, this property is ready for its next owner to bring their vision to life. With a reasonable offer, the seller will provide two sets of architectural plans to help jumpstart the building process: Plan #1: Approximately 1,541 square

  Jennifer Forsch Pearson Smith Realty, LLC

  Lot 37 Poplar Trail, Winchester, VA 22602
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  /44

  $445,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,528 Sq Ft

  102 Fortress Dr, Winchester, VA 22603

  Welcome home to this beautifully updated property where thoughtful design, quality finishes, and exceptional outdoor living come together. The inviting family room features soaring vaulted ceilings and a stunning porcelain-surround gas fireplace, creating the perfect space to gather and unwind. Newly refinished hardwood floors flow throughout the main living areas, complemented by recessed

  

  Tricia Filbert

  Samson Properties

  (540) 405-8241

  102 Fortress Dr, Winchester, VA 22603
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  /54

  $649,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,005 Sq Ft

  140 Cahille Dr, Winchester, VA 22602

  Welcome to effortless main-level living in this beautifully appointed home, where spacious interiors, elegant finishes, and exceptional functionality come together seamlessly. Thoughtfully designed with three bedrooms on the main level, this residence offers the convenience of single-level living while providing an expansive finished lower level for additional recreation, entertaining, and guest

  Matt Boyer Keller Williams Realty

  140 Cahille Dr, Winchester, VA 22602
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  /70

  $474,500

  • 3 Beds
  • 3.5 Baths
  • 2,650 Sq Ft

  121 Cherokee Trail, Winchester, VA 22602

  Lake and mountain views, a private in-ground pool, and an adjoining 1-acre lot — this beautifully updated Shawneeland home sits on .37 acres and conveys with an additional acre of record (Tax Map ID #49A031A13A), for approximately 1.37 acres of mountain privacy. Filled with natural light, the home features hardwood floors, fireplaces throughout, and a renovated kitchen with quartz countertops,

  Sebastian Langenberg Corcoran McEnearney

  121 Cherokee Trail, Winchester, VA 22602
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  /43

  $559,900

  • 4 Beds
  • 2.5 Baths
  • 2,302 Sq Ft

  105 Travis Ct, Winchester, VA 22602

  Tucked just outside Winchester City limits, this spacious three-level Colonial offers a comfortable layout with plenty of room for everyday living, entertaining, and making memories. The main level features beautiful wood floors, a formal dining room, a welcoming living area, and an easy flow from the kitchen to the breakfast area and family room.The kitchen features granite countertops and

  Tina Nichols Samson Properties

  105 Travis Ct, Winchester, VA 22602
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  /40

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft

  126 Wickham Terrace, Winchester, VA 22602

  Welcome to 126 Wickham Terrace in Winchester, Virginia! Located in the highly sought-after Sovereign Village community on Winchester's east side, this charming Colonial-style home is sure to impress. Boasting an expansive open floor plan, this home offers 4 bedrooms, 3.5 bathrooms, an unfinished lower level with room for future expansion, and a 2-car garage, all situated on a spacious 0.42-acre

  Lisa Behr Hunt Country Sotheby's International Realty

  126 Wickham Terrace, Winchester, VA 22602
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  /2

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,465 Sq Ft

  632 Watson Ave, Winchester, VA 22601

  * Nestled in Orchard Terrace, this beautifully updated Colonial home is ideally located within Winchester city limits, just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment. The updated kitchen features granite countertops, new stainless steel appliances, and new vinyl plank flooring. The bathrooms includes new vanities, faucet, tub, shower and new vinyl

  Jennifer Sacco RE/MAX Roots

  632 Watson Ave, Winchester, VA 22601
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  /34

  $657,490

  New Construction $4K PRICE INCREASE

  • 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
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  /32

  $633,490

  New Construction $2K PRICE INCREASE

  • 4 Beds
  • 3 Baths
  • 2,818 Sq Ft

  237 Hydrangea Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 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 dining room seamlessly connects with the living room and kitchen,

  D.R. Horton Builder

  237 Hydrangea Way, Winchester, VA 22602
• 

  

  /34

  $653,490

  New Construction $3K PRICE INCREASE

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

  239 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

  239 Hydrangea Way, Winchester, VA 22602
• 

  

  /67

  $765,000

  New Construction Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 3,476 Sq Ft

  230 Tranquil Wood Ln, Winchester, VA 22602

  Tucked away on over 3 private acres in the scenic countryside of Frederick County, this newly completed modern farmhouse offers peaceful country living with the convenience of nearby Winchester ammenities and major commuter routes. Custom built by Water Creek Homes, the home showcases quality craftsmanship, elevated finishes, and carefully curated details throughout. Designed to stand apart from

  Brittney Hunt Pearson Smith Realty LLC

  230 Tranquil Wood Ln, Winchester, VA 22602
• 

  

  /31

  $568,990

  New Construction $4K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,748 Sq Ft

  227 Hydrangea Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 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 dining room seamlessly connects with the living room and kitchen,

  D.R. Horton Builder

  227 Hydrangea Way, Winchester, VA 22602
• 

  

  /40

  $613,490

  New Construction $7K PRICE INCREASE

  • 4 Beds
  • 3 Baths
  • 2,818 Sq Ft

  121 Scented Rose Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 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 dining room seamlessly connects with the living room and

  D.R. Horton Builder

  121 Scented Rose Way, Winchester, VA 22602
• 

  

  /33

  $603,490

  New Construction $3K PRICE DROP

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

  117 Scented Rose 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 four windows that let in

  D.R. Horton Builder

  117 Scented Rose Way, Winchester, VA 22602
• 

  

  /27

  $359,900

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,743 Sq Ft

  601 Gray Ave, Winchester, VA 22601

  Welcome to Gray Avenue! This beautifully updated 3-bedroom, 2-bath home offers over 1,700 square feet of stylish living space, blending timeless charm with modern finishes throughout. Rich hardwood floors flow throughout the home, creating warmth and character from the moment you step inside. The sun-filled living room feels bright and inviting, highlighted by a custom light fixture and a

  

  Walther Vasquez Johnson

  Samson Properties

  (540) 701-0507

  601 Gray Ave, Winchester, VA 22601
• 

  

  /30

  $325,000

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,273 Sq Ft

  629 National Ave, Winchester, VA 22601

  Beautifully charming and completely move-in ready, this updated 4-bedroom, 2-bath home offers the perfect blend of style, comfort, and functionality. Step inside to find updated flooring and an open-concept main living area designed for today's lifestyle. The heart of the home is the stunning kitchen, featuring granite countertops, white cabinetry, updated fixtures, and a spacious center island

  

  Walther Vasquez Johnson

  Samson Properties

  (540) 889-0898

  629 National Ave, Winchester, VA 22601
• 

  

  /20

  $365,000

  New Construction Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  813 Crow Dr, Winchester, VA 22602

  This newly constructed 3-bedroom, 2.5-bath Colonial offers approximately 1,512 finished square feet, a 1-car garage, and a thoughtfully designed floor plan with quality finishes throughout. The main level features an open-concept layout with luxury vinyl plank flooring, a spacious family room, dining area, and a well-appointed kitchen with upgraded countertops and pantry. A convenient half bath

  Abby Walters Preslee Real Estate

  813 Crow Dr, Winchester, VA 22602
• 

  /2

  $449,900

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,086 Sq Ft

  507 S Loudoun St, Winchester, VA 22601

  Step into a rare blend of historic charm and modern convenience in this beautifully renovated 1865 Colonial located just blocks from Winchester's vibrant Old Town Walking Mall. Rich in character, this 3-bedroom, 2.5-bath home showcases hardwood floors, an elegant walnut staircase, a striking entry door, and timeless architectural details throughout. The updated kitchen features stainless steel

  Jen Richards MarketPlace REALTY

  507 S Loudoun St, Winchester, VA 22601
• 

  /2

  $559,900

  Coming Soon

  • 2 Beds
  • 2.5 Baths
  • 2,031 Sq Ft

  411-U105 N Loudoun St Unit 105, Winchester, VA 22601

  Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the vibrant Walking Mall, this beautifully renovated 2-bedroom, 2.5-bath condominium seamlessly blends historic character with modern luxury. Unit 105 features an open-concept floor plan with soaring ceilings, rich architectural

  Jen Richards MarketPlace REALTY

  411-U105 N Loudoun St Unit 105, Winchester, VA 22601
• 

  /2

  $389,990

  • 3 Beds
  • 1 Bath
  • 2,102 Sq Ft

  519 Fairmont Ave, Winchester, VA 22601

  Expect a long love affair with this home.Some homes feel like they were built with patience, pride, and a sense of permanence—and this historic Winchester beauty has that feeling the moment you step inside. Set near Old Town Winchester and positioned right next to the approved Cider Hill Neighborhood Design District, it offers something rare: preserved historic character today, with a

  Hannah Won Samson Properties

  519 Fairmont Ave, Winchester, VA 22601
• 

  

  /30

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,909 Sq Ft

  527 Grouse Dr, Winchester, VA 22602

  Welcome to 527 Grouse Drive—almost new construction offering the perfect blend of modern finishes, functional living space, and peaceful mountain surroundings. This beautifully updated split foyer home features 3 bedrooms, 2.5 bathrooms, and over 1,900 finished square feet situated on a spacious lot.Open-concept layout filled with natural light, fresh paint throughout, updated light fixtures,

  Amanda Magana RE/MAX Roots

  527 Grouse Dr, Winchester, VA 22602
• 

  

  /3

  $425,000

  • 4 Beds
  • 3 Baths
  • 2,157 Sq Ft

  1709 Brandon Dr, Winchester, VA 22601

  Spacious Home in a Prime Location! Discover the potential of this well-built Cape Cod offering generous living spaces and timeless charm. The welcoming living and dining area features a cozy fireplace, creating the perfect setting for gatherings and everyday living. The main level includes a desirable primary suite with a private full bath, an additional bedroom, and a hall bath for added

  Darcy Amburn Colony Realty

  1709 Brandon Dr, Winchester, VA 22601
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  /110

  $975,000

  • 5 Beds
  • 4.5 Baths
  • 5,659 Sq Ft

  128 Babbs Run Ln, Winchester, VA 22603

  Luxury custom home with a primary bedroom on the main floor. 5 partially wooded acres with an in-ground saltwater pool, upper-level Trex decks, screened porch, outdoor fireplace, and attached side-entry 4-car garage. Designed for entertaining and multi-generational living, this 5-bedroom, 4.5-bath home offers upscale finishes throughout plus a fully finished walkout basement with a second

  Sheila Pack RE/MAX Roots

  128 Babbs Run Ln, Winchester, VA 22603
• 

  

  /18

  $315,000

  • Land
  • 13.8 Acres
  • $22,826 per Acre

  431 Wembley Ct, Winchester, VA 22603

  Welcome to 431 Wembley Court in Winchester, VA — where your HOA probably can’t tell you not to buy a tractor, build a bonfire the size of a small moon, or disappear into the woods for the weekend. This 13.8-acre slice of freedom is ready for whatever adventure you’ve been dreaming about. Hunt, hike, ride ATVs, camp, build your dream home, start a mini farm, create the ultimate weekend getaway, or

  Brian Yoder Realty ONE Group Old Towne

  431 Wembley Ct, Winchester, VA 22603
• 

  

  /45

  $514,900

  • 4 Beds
  • 2.5 Baths
  • 3,152 Sq Ft

  407 Tamarack Cir, Winchester, VA 22602

  Beautiful colonial located on a quiet cul-de-sac. The formal living and dining rooms feature hardwood floors, crown molding, and chair rail. The light-filled, spacious kitchen offers an island and an eat-in area, perfect for everyday living and entertaining. A half bath completes the main level.Upstairs, enjoy a relaxing primary suite with a walk-in closet and attached bath with dual sinks,

  Heloisa Amar Samson Properties

  407 Tamarack Cir, Winchester, VA 22602
• 

  

  /64

  $519,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,837 Sq Ft

  1317 Caroline St, Winchester, VA 22601

  Conveniently located in the heart of Winchester, this spacious brick ranch offers the perfect combination of timeless character, thoughtful updates, and flexible living space. Situated on a nearly half-acre corner lot, the property provides room to spread out while remaining just minutes from Winchester Medical Center, shopping, dining, and major commuter routes. Inside, you'll find beautiful

  Kristina Towns Weichert Realtors - Blue Ribbon

  1317 Caroline St, Winchester, VA 22601
• 

  

  /128

  $849,000

  • 5 Beds
  • 3 Baths
  • 3,816 Sq Ft

  440 Bristol Dr, Winchester, VA 22603

  Some homes check a few boxes. 440 Bristol Drive showed up with its own notebook and started making new boxes. Nestled on 13.8 gorgeous acres in Winchester, this stunning log cabin retreat offers just under 4,500 finished square feet, 5 bedrooms, and 3 full bathrooms. It feels less like a house and more like the place people imagine when they say, "One day I'd love to own some land." Want to fish

  Brian Yoder Realty ONE Group Old Towne

  440 Bristol Dr, Winchester, VA 22603
• 

  

  /76

  $615,434

  New Construction Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  116 Magpie Ln, Winchester, VA 22603

  READY FOR IMMEDIATE DELIVERY! The Sierra 39-F2 at Hiatt Pointe (55+) delivers single-family living at its finest — 3 bedrooms, 3 full baths, 2-car front-load garage, and an open-concept floorplan designed for the way you actually live. Enter through the front porch into a light-filled main level featuring 9' ceilings, oak stairs, and luxury vinyl plank flooring throughout. The chef's kitchen

  Dimitri Sotiropoulos Keller Williams Realty

  116 Magpie Ln, Winchester, VA 22603
• 

  

  /3

  $639,900

  Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 3,246 Sq Ft

  160 Shirley Ct, Winchester, VA 22603

  A private 5.06-acre retreat where classic Colonial charm meets modern comfort, just minutes from the best of Winchester and the Shenandoah Valley. Nestled on a beautifully maintained homesite in Frederick County, this charming Colonial offers the perfect combination of peaceful country living and convenient access to shopping, dining, recreation, and entertainment. From the moment you arrive, the

  Danielle Dojcak Century 21 Redwood Realty

  160 Shirley Ct, Winchester, VA 22603
• 

  

  /64

  $550,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  314 Greenfield Ave, Winchester, VA 22602

  Nestled on a picturesque one-acre wooded lot, this beautifully maintained 4-bedroom, 2.5-bath home offers the perfect combination of privacy, comfort, and convenience. A charming brick sidewalk welcomes you to the front entrance, setting the tone for the warmth and character found throughout the home. Inside, you'll find beautiful wood floors and a spacious floor plan designed for both everyday

  Leah Clowser RE/MAX Roots

  314 Greenfield Ave, Winchester, VA 22602
• 

  /2

  $370,000

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  2294 Welltown Rd, Winchester, VA 22603

  Charming, full of character, and ready for its next chapter! This one-level home sits on a beautiful 1.55-acre lot in Winchester, offering plenty of space to spread out and enjoy country living while still being conveniently located. Inside, you'll find original hardwood floors, a functional layout, and the kind of solid craftsmanship that's hard to find in newer homes. Whether you're looking for

  Meghan Pachas Realty ONE Group Old Towne

  2294 Welltown Rd, Winchester, VA 22603

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