Colonial Homes for Sale in Winchester, VA

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  $425,000 Open Sat 1PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 1,776 Sq Ft

  103 Fenwick Ct, Winchester, VA 22602

  Professional photos to come! Don’t miss this beautifully maintained and extensively updated home offering 5 bedrooms and 3.5 bathrooms, ideally situated on a quiet cul-de-sac with convenient access to Route 7 and Route 81, making commuting a breeze. This versatile floor plan features a rare main-level bedroom with a private entrance and attached full bath, perfect for an in-law suite, au pair

  Matt Leiva Keller Williams Realty

  103 Fenwick Ct, Winchester, VA 22602
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  $499,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,068 Sq Ft

  2510 Windwood Dr, Winchester, VA 22601

  Professional photos coming. Welcome home to this spacious four bedroom, two and a half bath home in the Westridge subdivision. The traditional main level floor plan offers the perfect separation of spaces which include a formal dining room or potential home office/den, a kitchen that opens into a living area perfect for a casual breakfast table and a cozy sofa in front of the fireplace and a

  Dana Cloud Realty ONE Group Old Towne

  2510 Windwood Dr, Winchester, VA 22601
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  $520,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  102 Brockham Ct, Winchester, VA 22602

  The home is almost ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feetof thoughtfully designed living space in the desirable Sovereign Village community. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for gathering

  Marisa Varley ERA Oakcrest Realty, Inc.

  102 Brockham Ct, Winchester, VA 22602
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  $985,000

  • 7 Beds
  • 5.5 Baths
  • 6,540 Sq Ft

  1020 Breckinridge Ln, Winchester, VA 22601

  This property exudes luxury multigenerational living in Meadowbranch! • Main level bedroom + bath• 6500 sq ft• Wet bar in primary suite• 3-car garage• No HOA• Backing to trees, and more..... Approximately 6,500 finished square feet of living space! A place to grow, gather, and stay awhile! A brick-paved, rocking chair-worthy, front porch sets the tone, and the charming side

  Sheila Pack RE/MAX Roots

  1020 Breckinridge Ln, Winchester, VA 22601
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  $415,000

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  4403 Back Mountain Rd, Winchester, VA 22602

  New Price! Nestled on two private wooded acres. New Roof 2023 - A peaceful country retreat with no HOA or restrictions. Colonial-style home features approximately 2,012 square feet of comfortable finished living space plus an unfinished basement. Includes 3 bedrooms and 2.5 baths. The walk-out basement provides excellent storage and potential for future expansion. The main level includes a

  RoxAnn Grimes RE/MAX Roots

  4403 Back Mountain Rd, Winchester, VA 22602
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  $579,900

  • 4 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  157 Oak Dr, Winchester, VA 22603

  Welcome home to 157 Oak Dr. in Winchester, VA—an inviting property offering comfort, thoughtful updates, and a peaceful setting. This home has been refreshed with luxury vinyl plank flooring throughout most of the home and fresh paint, creating a clean, move-in-ready feel. Be Sure to Watch The Video to Experience Even More of This Home!The primary suite has been remodeled, including an

  Phyllis Guthrie Keller Williams Realty

  157 Oak Dr, Winchester, VA 22603
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  $299,900

  • 3 Beds
  • 1 Bath
  • 1,204 Sq Ft

  625 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 new cabinets, granite countertops, stainless steel appliances, a new sink and faucet, and vinyl plank flooring. The bathroom includes a new vanity, vanity

  Jennifer Sacco RE/MAX Roots

  625 Watson Ave, Winchester, VA 22601
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  $375,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  145 Graywolf Trail, Winchester, VA 22602

  Looking for privacy, modern finishes, and a extra lot? This 2021-built Colonial checks all the boxes. Newly build with attached garage offering privacy, modern finishes, and convenient access to Winchester. The home features 3 bedrooms, 2.5 baths, and approximately 2,500 total sqft. Main level includes convenient laundry room, half bath for guests, spacious family room, separate dining area,

  Shelley Belford NextHome Realty Select

  145 Graywolf Trail, Winchester, VA 22602
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  $950,000 Coming Soon

  • 6 Beds
  • 4.5 Baths
  • 4,714 Sq Ft

  226 Summerfield Dr, Winchester, VA 22602

  Nestled in the charming and sought-after Raven Pointe neighborhood,adjacent to farmland yet 7 minutes from Old Town Winchester, thisstunning Colonial home offers a perfect blend of modern comfort andtimeless elegance. This spacious residence boasts 4,714 finishedsquare feet, providing ample room for both relaxation andentertainment. Front porch entrance greets guests with a

  Rebecca Sims Century 21 Redwood Realty

  226 Summerfield Dr, Winchester, VA 22602
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  $1,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,100 Sq Ft

  100 Country Club Cir, Winchester, VA 22602

  This regal 1950s Colonial, named Eagle Gate, sits atop a knoll overlooking 6.34 pastoral acres on the east side of Winchester. This elegant home dazzles with nearly 4,000 finished square feet, three levels, five bedrooms, 4.5 baths, an expansive garage, a swimming pool, and renovations and updates that elevate the living experience to decadent. Majestic pillars are the hallmark of the handsome

  Dan Whitacre Colony Realty

  100 Country Club Cir, Winchester, VA 22602
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  $550,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,439 Sq Ft

  124 Lenore Ln, Winchester, VA 22602

  Welcome to 124 Lenore Lane, a beautifully appointed home in Winchester that blends modern upgrades, thoughtful design, and everyday comfort. This spacious residence offers a layout that works effortlessly for a wide range of lifestyles, with quality finishes throughout, all in a highly desirable community with outstanding amenities. The upper level features four generously sized bedrooms and two

  Sergio Vitela EXP Realty, LLC

  124 Lenore Ln, Winchester, VA 22602
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  $439,900

  • 4 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  1105 Henry Dr, Winchester, VA 22602

  Home offers nearly 3000 sqft of finished living space that has Luxury Vinyl flooring through out both levels (absolutely no carpet) that features 4 bedrooms and 2.5 baths situated on over a 1/2 acre (.61) of ground. Upon entering you will find an open floor plan that encompasses a large living room and dining room with canned lighting then pours into the large eat in kitchen (new appliances) that

  James Amick RE/MAX Roots

  1105 Henry Dr, Winchester, VA 22602
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  $850,000 New Construction

  • 5 Beds
  • 3 Baths
  • 3,057 Sq Ft

  Lot 5 Keval Gyan Way, Winchester, VA 22603

  Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of a large family living in this

  Jim Thomson Realty ONE Group Old Towne

  Lot 5 Keval Gyan Way, Winchester, VA 22603
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  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  129 Doonbeg Ct, Winchester, VA 22602

  ENJOY YOUR RETIREMENT! Newer, beautifully maintained 4-bedroom home with open floor plan and upgrades. On a pleasant cul-de-sac in Cottage Glen, an age 55-plus community that's convenient to I-81 and Rt. 37 and near restaurants, shopping, services, regional Medical Center and historic downtown Winchester. National publications and TV have hailed Winchester as a prime location for retirement.

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  129 Doonbeg Ct, Winchester, VA 22602
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  $479,900

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  620 Crystal Ct, Winchester, VA 22601

  Rare Cul-de-Sac Gem in the Heart of Winchester Discover the perfect blend of tranquility and city convenience at 620 Crystal Court. Situated in a sought-after, quiet cul-de-sac right in the center of Winchester, this stunning 4-bedroom, 2.5-bathroom residence has been thoughtfully updated and is ready for you to call home. Main Level Elegance & Modern UpgradesFrom the moment you step onto the

  VAIBHAV AGARWAL Realty FC, LLC

  620 Crystal Ct, Winchester, VA 22601
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  $535,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  253 Rossmann Blvd, Winchester, VA 22602

  The home is vacant, move-in ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,300 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for

  Marisa Varley ERA Oakcrest Realty, Inc.

  253 Rossmann Blvd, Winchester, VA 22602
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  $699,950 Open Sat 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 5,020 Sq Ft

  108 Norfolk Ct, Winchester, VA 22602

  Welcome to 108 Norfolk Court in Winchester, where luxury, comfort, and an impressive amount of living space come together beautifully. Tucked away on a quiet cul-de-sac, this home offers both privacy and a peaceful setting while still being conveniently close to everything the area has to offer. With 5,020 finished square feet, this property provides the kind of space that makes everyday living

  Brian Yoder Realty ONE Group Old Towne

  108 Norfolk Ct, Winchester, VA 22602
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  $500,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,524 Sq Ft

  2643 Middle Rd, Winchester, VA 22601

  Location Location Location! NO HOA!!! Hardwood floors on the main level. Formal living and dining room leads to the Family room with stone fireplace, breakfast nook and kitchen. Step out on to the deck to enjoy the views. Large fenced level backyard. Large Primary suite with sitting room and luxury bath. Good sized bedrooms one with an attached bath. Lower level leads to a patio and backyard.

  Lorraine Arora Berkshire Hathaway HomeServices PenFed Realty

  2643 Middle Rd, Winchester, VA 22601
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  $335,000

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

  1004 S Cameron St, Winchester, VA 22601

  Renovated 3-bedroom detached home for just $335,000!- -Tucked away on a private 7,840 sq. ft. lot in Winchester, this 1920s charmer gives you the one thing condos and townhouses can’t: freedom. No shared walls, no stairs, and absolutely no HOA telling you what color your door can be.- -Step inside and you’ll instantly feel it, the calm of a bright, open living

  Patricia Salgado Metas Realty Group, LLC

  1004 S Cameron St, Winchester, VA 22601
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  $535,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  100 Brockham Ct, Winchester, VA 22602

  Home will be ready this spring, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,300 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for

  Marisa Varley ERA Oakcrest Realty, Inc.

  100 Brockham Ct, Winchester, VA 22602
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  $539,000

  • 6 Beds
  • 3.5 Baths
  • 2,539 Sq Ft

  100 Alliance Ct, Winchester, VA 22602

  Come enjoy this beautiful 3-year young home. A spacious open floor plan is perfect for large families or entertaining friends and family. LVP flooring runs throughout the whole house except for a small area in the basement. The stunning kitchen features wrap around cabinets, a large center island and a separate pantry for all of your storage needs. There is also a flex space in the main level,

  Elizabeth Flood Keller Williams Realty

  100 Alliance Ct, Winchester, VA 22602
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  $484,900 Open Sat 1PM - 3PM

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

  703 S Loudoun St, Winchester, VA 22601

  Location? Check. Beautiful federal-style architecture? Check. A separate dwelling unit? Check. Endless possibilities? Check!!! This amazing property, located within the Historic Winchester District, presents a one-of-a-kind opportunity to own a piece of history - all just minutes from the Old Town mall. The front of the main home dates back to 1856! You will surely fall in love with the wood

  Kristin Crosby Samson Properties

  703 S Loudoun St, Winchester, VA 22601
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  $365,000 New Construction

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

  513 Pheasant Dr, Winchester, VA 22602

  Welcome to this newly built colonial in Wilde Acres situated on 1/4 acre lot nestled among the trees and surrounded by a wall made of native stone. Upon entry, enjoy the open living area and wood floors which make the space warm and comfortable. The galley kitchen offers ample counterspace and new stainless steel appliances. The convenient main level full bath also has hookup for stackable washer

  Ismael Carino MarketPlace REALTY

  513 Pheasant Dr, Winchester, VA 22602
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  $685,000

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  1950 Melvor Ln, Winchester, VA 22601

  Step into this meticulously maintained colonial home, a testament to quality craftsmanship and thoughtful design by Richmond American Homes. Situated in the desirable Meadow Branch South neighborhood, this residence offers an exceptional living experience with a perfect balance of formal and casual spaces This home is situated in a vibrant community with easy access to major roads, shopping, and

  Kim Kroner Washington Dulles Real Estate Group

  1950 Melvor Ln, Winchester, VA 22601
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  $759,000

  • 6 Beds
  • 3 Baths
  • 4,260 Sq Ft

  705 Treys Dr, Winchester, VA 22601

  Over 4,300 square feet of above-grade living space with a flexible six-bedroom layout, located near the Green Circle Trail, Winchester Medical Center, and downtown Winchester. Welcome to Williamsburg Heights — a well-established neighborhood of attractive homes with no HOA. A welcoming wraparound porch spans the front and side of the home, with a door leading directly into the dining room—perfect

  Natalie Langford ERA Oakcrest Realty, Inc.

  705 Treys Dr, Winchester, VA 22601
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  $580,000

  • 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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  $364,999 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  110 Meadowview Ct, Winchester, VA 22602

  Ready for new owners, this well‐located home on Winchester’s east side offers commuter convenience and solid long‐term potential. The property features 4 Rooms, 2 1/2 Bathrooms, a large, flat, fully fenced yard—perfect for gatherings, play, or pets. Inside, you’ll find a nicely sized bedroom, a brand‐new stove, and a dishwasher. The roof is only one year old. While the home could benefit from

  Isela Melgar Fairfax Realty Select

  110 Meadowview Ct, Winchester, VA 22602
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  $259,000 Open Fri 5:30PM - 6PM

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  109 Ash Hollow Dr, Winchester, VA 22602

  Move-in ready townhouse in a highly convenient commuter location just minutes from Route 7 and I-81. Enjoy quick access to shopping, restaurants, grocery stores, gas stations, drugstores, and local schools—everything you need is close by.Inside, the home has been freshly painted and features upgraded cabinetry in the kitchen, full bath, and half bath. The kitchen also includes stainless steel

  Elcy Pereira Elcy & Co. Realty, LLC.

  109 Ash Hollow Dr, Winchester, VA 22602
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  $535,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  619 Farmington Blvd, Winchester, VA 22602

  The home is vacant, move-in ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feetof thoughtfully designed living space in the desirable Sovereign Village community. The inviting open-concept main level features a spacious kitchen with a large island perfect for

  Marisa Varley ERA Oakcrest Realty, Inc.

  619 Farmington Blvd, Winchester, VA 22602

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