Colonial Homes for Sale in Winchester, VA

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  /64

  $374,900 New Construction

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

  506 Grouse Dr, Winchester, VA 22602

  Nestled in the charming Wilde Acres community, this stunning new construction home, completed in 2025,offers a perfect blend of modern design and traditional comfort. The Colonial architectural style, adorned with durable vinyl siding, invites you into a warm and welcoming space. Step inside to discover a thoughtfully designed interior featuring a traditional floor plan that seamlessly connects

  Steve DuBrueler Coldwell Banker Premier

  506 Grouse Dr, Winchester, VA 22602
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  /27

  $399,900 New Construction

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

  211 Inca Trail, Winchester, VA 22602

  4-28-26 To be completion early May. Painted and hardwoods finished! Cabinets next. Getting close.Current Shawneeland Inventory208 Beaver Trail210 Beaver Trail212 Falcon Trail211 Inca Trail103 Tonto Trail123 Killbuck Trail116 Pinto TrailPremium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including

  Jim Thomson Realty ONE Group Old Towne

  211 Inca Trail, Winchester, VA 22602
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  /40

  $399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,251 Sq Ft

  709 Ross St, Winchester, VA 22601

  ***PRICE REDUCTION***NEW AND READY TO MOVE IN!!!BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The great room leads into the spacious kitchen featuring an

  Donna Anderson Samson Properties

  709 Ross St, Winchester, VA 22601
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  /79

  $860,000

  • 5 Beds
  • 5.5 Baths
  • 6,256 Sq Ft

  150 Ewell Dr, Winchester, VA 22602

  Welcome to Equestrian Estates, a highly sought-after Winchester community with no HOA, where space, style, and flexibility come together beautifully. This stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of finished living space on nearly 3 private acres, creating the perfect setting for both everyday living and entertaining. The home was not available for showings over the past

  Sherry Santmyer Hunt Country Sotheby's International Realty

  150 Ewell Dr, Winchester, VA 22602
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  /40

  $421,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,277 Sq Ft

  422 S Loudoun St, Winchester, VA 22601

  Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the charm of yesteryear this home offers the conveniences of modern living. Traditionally appointed, the main level of the home provides the perfect separation of spaces with a large formal living room, dining room, gourmet kitchen, additional full bath and main level

  Dana Cloud Realty ONE Group Old Towne

  422 S Loudoun St, Winchester, VA 22601
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  /119

  $1,200,000

  • 4 Beds
  • 6 Baths
  • 3,877 Sq Ft

  1617 Merrimans Ln, Winchester, VA 22602

  Set on 7 picturesque acres, this exceptional property in Merrifield Estates offers space, comfort, and versatility both inside and out. The home, designed by Hilton Head architect Eric Moser and later built by Ritter Construction features 4 generously sized bedrooms and 4 full and 2 half bathrooms, with a well-designed layout that includes a main level primary suite, formal living room with

  John Scully Colony Realty

  1617 Merrimans Ln, Winchester, VA 22602
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  /11

  $699,900

  • Studio
  • 3,190 Sq Ft

  434 Fairmont Ave, Winchester, VA 22601

  ATTENTION ALL INVESTORS OR FUTURE LANDLORDS COME CHECKOUT THIS MULTI FAMILY 3 UNIT PROPERTY. IT CONSIST OF 2 HOUSES. EACH UNIT IS A 2 BED 1BATH EACH HAVE STOVE REFRIGERATOR MICROWAVE WASHER DRYER. CURRENTLY FULLY RENTED. SO NOW IS YOUR CHANCE TO OWN A TURNKEY RENTAL PROPERTY ALL WELL MAINTAINED WITH OFF STREET PARKING. CLOSE TO DOWNTOWN & SHOPPINGRESTRICTED SHOWINGS. NEW PIC'S COMING SOON.

  Richard Kozlowski Long & Foster Real Estate, Inc.

  434 Fairmont Ave, Winchester, VA 22601
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  /22

  $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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  /17

  $399,900 New Construction

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

  123 Killbuck Trail, Winchester, VA 22602

  Current Shawneeland Inventory208 Beaver Trail210 Beaver Trail212 Falcon Trail211 Inca Trail103 Tonto Trail123 Killbuck Trail116 Pinto TrailPremium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms.Gourmet Kitchen: Equipped with upgraded cabinetry,

  Jim Thomson Realty ONE Group Old Towne

  123 Killbuck Trail, Winchester, VA 22602
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  /94

  $950,000

  • 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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  /108

  $1,325,000

  • 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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  /31

  $915,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 4,330 Sq Ft

  512 S Loudoun St, Winchester, VA 22601

  Pictures posted by May 08.. Distinctive home on the historic register, this property has been featured on the Winchester homes tour ---Walk two blocks into the heart of Winchester. Gorgeous inside and out. Fully renovated, 4 levels with a log cabin room (in the blue building), remodeled kitchen with gas cooking, large pantry, eat=in space by the window. All three full and two half baths

  Roxanne Watts Coldwell Banker Realty

  512 S Loudoun St, Winchester, VA 22601
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  /55

  $429,999

  • 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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  /22

  $625,000

  • 5 Beds
  • 2 Baths
  • 1,948 Sq Ft

  446 N Loudoun St, Winchester, VA 22601

  Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking

  Lawrence Lessin Homes By Owner, Inc.

  446 N Loudoun St, Winchester, VA 22601
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  /79

  $899,900

  • 4 Beds
  • 3 Baths
  • 3,943 Sq Ft

  230 Conifer Ln, Winchester, VA 22602

  Stunning Modern Farmhouse Colonial with Breathtaking Mountain Views Welcome to this exceptional modern farmhouse colonial, perfectly positioned to capture sweeping mountain views—especially from the inviting front porch. Nestled on a picturesque knoll, the home overlooks a tranquil pond and a landscape dotted with beautiful, stately homes. Enjoy frequent wildlife sightings and the peaceful charm

  Traci Shoberg Samson Properties

  230 Conifer Ln, Winchester, VA 22602
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  /49

  $850,000 New Construction

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

  Lot 5 Keval Gyan Way, Winchester, VA 22603

  Model available to see! 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

  Jim Thomson Realty ONE Group Old Towne

  Lot 5 Keval Gyan Way, Winchester, VA 22603
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  /74

  $869,000

  • 5 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  107 Launchris Dr, Winchester, VA 22602

  Step into timeless elegance with this stately Colonial, set on nearly an acre of picturesque land. Blending classic charm with thoughtful modern upgrades, this home offers the perfect balance of comfort, space, and sophistication. The current owner has invested over $150,000 in upgrades since purchasing, including a fully renovated HVAC system with all-new ductwork and high-end components

  Laura White ERA Oakcrest Realty, Inc.

  107 Launchris Dr, Winchester, VA 22602
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  /50

  $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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  /55

  $469,900

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

  620 Crystal Ct, Winchester, VA 22601

  Back and better than EVER! New Sales Price!! Rare Cul-de-Sac Gem in the Heart of Winchester! Now priced nearly $20,000 under appraisal value!! 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

  VAIBHAV AGARWAL Realty FC, LLC

  620 Crystal Ct, Winchester, VA 22601
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  /77

  $699,000

  • 4 Beds
  • 3.5 Baths
  • 3,120 Sq Ft

  256 Brookneil Dr, Winchester, VA 22602

  Step into something special at 256 Brookneil Dr—where space, privacy, and flexibility come together beautifully. Nestled on 2.1 wooded acres just minutes from Winchester, this property offers a peaceful retreat with the soothing sounds of nature all around. Whether you're sipping coffee on the deck or unwinding after a long day, the setting delivers the kind of tranquility that’s hard to find.

  Jacquelyn Sowers ERA Oakcrest Realty, Inc.

  256 Brookneil Dr, Winchester, VA 22602
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  /123

  $1,050,000

  • 4 Beds
  • 4 Baths
  • 5,069 Sq Ft

  1460 Pitcock Ln, Winchester, VA 22602

  Escape to Your Private Retreat – Just 10 Minutes from Winchester!Don’t miss the 3D tour attached to this listing! Welcome to a truly one-of-a-kind property offering 27.65 secluded acres across three parcels, complete with towering trees, a tranquil pond, and breathtaking natural surroundings. This charming log home is rich with character and history—originally relocated here in the 1960s,

  Sheila Pack RE/MAX Roots

  1460 Pitcock Ln, Winchester, VA 22602
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  /59

  $674,900

  • 4 Beds
  • 3.5 Baths
  • 3,924 Sq Ft

  146 Darby Dr, Winchester, VA 22602

  Beautiful brick-front home in sought-after Ravenwing offering three finished levels and exceptional space throughout! This 4-bedroom, 3.5-bath home features a welcoming main level with formal living and dining rooms, plus a cozy family room with a gas fireplace—perfect for relaxing or entertaining.Dual staircases lead to the expansive upper level, highlighted by two owner’s suites, each with

  Traci Shoberg Samson Properties

  146 Darby Dr, Winchester, VA 22602
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  /87

  $459,000

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  228 Cavalry Dr, Winchester, VA 22602

  Cul-de-sac setting, a front porch you’ll actually use, and a backyard designed to enjoy—this home makes everyday living easy. Located in Pioneer Heights on the east side of Winchester, this home offers a practical layout with thoughtful updates throughout. The kitchen is both functional and inviting with granite countertops, a 5-burner gas cooktop, stainless steel appliances, and an island for

  Natalie Langford ERA Oakcrest Realty, Inc.

  228 Cavalry Dr, Winchester, VA 22602
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  /65

  $585,000

  • 3 Beds
  • 3.5 Baths
  • 3,465 Sq Ft

  450 Fishel Rd, Winchester, VA 22602

  Welcome to this 3-bed, 3-and-a-half-bath all-brick estate offering the perfect blend of privacy, space, and convenience, set on 4 picturesque wooded acres just 15 minutes from Winchester and close to major commuter routes. The main level features a welcoming living room with a gas fireplace, a formal dining room, a spacious kitchen with Corian counters, and convenient first-floor laundry.

  Kristin Higy Dandridge Realty Group, LLC

  450 Fishel Rd, Winchester, VA 22602
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  /52

  $565,000

  • 4 Beds
  • 3.5 Baths
  • 2,989 Sq Ft

  1300 Caroline St, Winchester, VA 22601

  Welcome to 1300 Caroline Street—where timeless design meets everyday functionality in one of Winchester’s most convenient locations. Perfectly positioned on a spacious 0.31-acre corner lot, this beautifully maintained residence offers 4 bedrooms, 3.5 bathrooms, a finished basement, and a desirable 2-car side-load garage. The main level showcases a thoughtfully renovated kitchen featuring updated

  Lisa Behr Hunt Country Sotheby's International Realty

  1300 Caroline St, Winchester, VA 22601
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  /45

  $479,900 Open House 5/10

  • 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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  /36

  $350,000 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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  /8

  $689,000

  • 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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  /50

  $565,000 Open House 5/16

  • 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

Showing Results 41 - 69, Page 2 of 2