Colonial Homes for Sale in Winchester, VA

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  /40

  $399,900

  New Construction

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

  709 Ross St, Winchester, VA 22601

  ***BACK ON THE MARKET, NO FAULT OF SELLER***NEW AND READY TO MOVE IN!!!BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO HOA 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

  Donna Anderson Samson Properties

  709 Ross St, Winchester, VA 22601
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  /79

  $850,000

  • 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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  /52

  $240,000

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  127 8 Brookland Terrace Unit 8, Winchester, VA 22602

  Fantastic location! This spacious second-floor condo offers vaulted ceilings, generously sized rooms, and a bright, open feel throughout. Enjoy relaxing on the private deck overlooking the common area and mature trees. The floor plan features a large living room, separate dining room, two spacious bedrooms, and two full bathrooms. The primary suite includes a private bath, a large closet, and

  Meghan Pachas Realty ONE Group Old Towne

  127 8 Brookland Terrace Unit 8, Winchester, VA 22602
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  /70

  $3,500,000

  • 3 Beds
  • 3.5 Baths
  • 4,421 Sq Ft

  450 Green Spring Rd, Winchester, VA 22603

  Be sure to see the video and 3D tour to fully explore this property! **Briede Family Vineyards** presents an exceptional opportunity to acquire one of Virginia's distinguished boutique vineyard estates. Offering far more than beautiful real estate, it provides the new owners the opportunity to continue a well-established legacy within the Commonwealth's thriving wine industry. Combining

  Rick Guthrie Keller Williams Realty

  450 Green Spring Rd, Winchester, VA 22603
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  /77

  $649,000

  $16K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,904 Sq Ft

  104 Bramble Ct, Winchester, VA 22602

  Welcome home to this beautifully maintained 3-level Colonial, perfectly situated on a quiet cul-de-sac in the highly desirable Oakdale Crossing community. Offering 4 bedrooms, 2.5 baths, and spacious living areas throughout, this home blends timeless style with modern updates. The main level is designed for both everyday living and entertaining, featuring formal living and dining rooms with

  Laura White ERA Oakcrest Realty, Inc.

  104 Bramble Ct, Winchester, VA 22602
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  /63

  $775,000

  • 4 Beds
  • 3.5 Baths
  • 3,757 Sq Ft

  107 Cahille Dr, Winchester, VA 22602

  Welcome to this exceptional 4-bedroom, 3.5-bath Colonial in the sought-after Raven Pointe subdivision, where luxury living extends well beyond the front door. The backyard is a true showstopper, featuring a one-year-old 20' x 40' heated Hayward OmniLogic saltwater pool with a tanning ledge, sunken spa, and Coverstar automatic safety cover. A covered Trex deck with a porch swing overlooks the

  Laura White ERA Oakcrest Realty, Inc.

  107 Cahille Dr, Winchester, VA 22602
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  /82

  $1,239,000

  • 4 Beds
  • 7.5 Baths
  • 5,662 Sq Ft

  1022 Heth Place, Winchester, VA 22601

  This amazing property is ready for you! Located close to Winchester Medical Center, Churches, Shopping, Historic Downtown Winchester, John Kerr Elementary School, and John Handley High School. This property is beautifully landscaped with plush gardens, a koi pond, waterfalls, a large pool, pool room, large deck overlooking the property, and a fenced backyard lined with mature trees for privacy.

  Cynthia Butler Samson Properties

  1022 Heth Place, Winchester, VA 22601
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  /85

  $690,000

  $10K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,918 Sq Ft

  108 Norfolk Ct, Winchester, VA 22602

  Welcome home to Norfolk Ct!!! Oh my, where to begin? If you're looking for a turnkey home with ample space and lots of room for your dreams, then this is the home for you! Located on a quiet Cul-de-Sac, this beautiful brick home welcomes you with an impressive foyer and high ceilings. The first floor of this home houses a lovely kitchen with an ample great room, combination formal living/dining

  Nicole Lewis Coldwell Banker Premier

  108 Norfolk Ct, Winchester, VA 22602
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  /41

  $409,900

  New Construction $10K PRICE INCREASE

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

  123 Killbuck Trail, Winchester, VA 22602

  Limited time builder offering $10,000 in closing costs with acceptable offer. Nearing completion! Premium 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, sleek granite countertops, a central island, and a sunny breakfast

  Jim Thomson Realty ONE Group Old Towne

  123 Killbuck Trail, Winchester, VA 22602
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  /40

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  110 Brookland Ct Unit 10, Winchester, VA 22602

  Welcome home to this one-of-a-kind, fully renovated penthouse condo that has been transformed right down to the studs! Offering luxury finishes rarely found at this price point, this stunning residence is unlike anything else available in Frederick County under $300,000. Every detail has been thoughtfully updated, including a new gas furnace, new HVAC system, new flooring throughout, neutral

  Traci Shoberg Samson Properties

  110 Brookland Ct Unit 10, Winchester, VA 22602
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  /79

  $699,000

  $40K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,825 Sq Ft

  2251 Hunting Ridge Rd, Winchester, VA 22603

  Dream Home! This exquisite Colonial home offers a blend of luxury, comfort and privacy. Built in 2017, the property has a meticulously maintained interior and exterior featuring vinyl siding and stone accents, complemented by beautifully landscaped grounds that span over 5 acres, providing a private retreat surrounded by lush trees and natural beauty. Step inside to discover an inviting open

  Janet Smith NextHome Realty Select

  2251 Hunting Ridge Rd, Winchester, VA 22603
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  /37

  $379,900

  • 2 Beds
  • 1.5 Baths
  • 1,186 Sq Ft

  711 E Cork St, Winchester, VA 22601

  This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

  Marco Novillo Spring Hill Real Estate, LLC.

  711 E Cork St, Winchester, VA 22601
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  /22

  $599,950

  $25K PRICE DROP

  • 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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  /31

  $824,900

  $75K PRICE DROP

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

  230 Conifer Ln, Winchester, VA 22602

  WOW - what a price improvement - schedule your viewing now!! Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse colonial offers the perfect balance of luxury, comfort, and peaceful country living—without sacrificing modern convenience. Built in 2018, this 4-bedroom, 3-bath home offers over 3,100 square feet of beautifully designed living space

  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

  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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  /101

  $889,900

  • 5 Beds
  • 5 Baths
  • 5,226 Sq Ft

  102 Julie Ct, Winchester, VA 22602

  Opportunities of this caliber in the highly coveted Stonebrook Farms community are exceptionally rare. Positioned on a premium cul-de-sac lot backing directly to mature, private woods, this property is a true unicorn in today’s market: a sprawling, intelligently designed estate paired with a resort-style backyard and an exhaustive list of major capital improvements. The main level makes an

  Charles Witt Nova Home Hunters Realty

  102 Julie Ct, Winchester, VA 22602
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  /2

  $325,000

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,678 Sq Ft

  719 National Ave, Winchester, VA 22601

  Priced to sell! A true Federal‐style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it features high ceilings, original hardwood floors, solid wood doors and trim, and a beautiful covered front porch—timeless details that showcase the home’s enduring character. Designed with good bones and a layout that adapts to many

  Windy Harris Hunt Country Sotheby's International Realty

  719 National Ave, Winchester, VA 22601
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  /50

  $1,179,000

  • 4 Beds
  • 5 Baths
  • 4,970 Sq Ft

  1004 Heth Place, Winchester, VA 22601

  Stepping onto the Southern style covered front porc.h you enter the large foyer with a Schoenbek chandelier. There is a living room to the left which opens to a separate dining room with a hand painted blue and gold ceiling. The kitchen is eating size with granite counter and large island. Double doors lead to a small back porch and stairs to the patio. The first floor family room has a gas

  Kathryn Hallett Long & Foster Real Estate, Inc.

  1004 Heth Place, Winchester, VA 22601
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  /77

  $649,000

  $50K PRICE DROP

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

  256 Brookneil Dr, Winchester, VA 22602

  PRICE REDUCTION ALERT! This is your chance to own the private retreat buyers have been waiting for. 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

  Jacquelyn Sowers ERA Oakcrest Realty, Inc.

  256 Brookneil Dr, Winchester, VA 22602
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  /59

  $554,900

  $20K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  660 Beehive Way, Winchester, VA 22601

  Enjoy city living in this spacious and light-filled home featuring 5 bedrooms and 3.5 baths. Fresh new carpeting has been installed on the upper level and in the family room, complemented by hardwood floors throughout the main living areas. The kitchen is equipped with stainless steel appliances, double ovens, and a center island—perfect for cooking and entertaining. Formal living and dining

  Traci Shoberg Samson Properties

  660 Beehive Way, Winchester, VA 22601
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  /103

  $750,000

  • 5 Beds
  • 4.5 Baths
  • 4,731 Sq Ft

  136 Cahille Dr, Winchester, VA 22602

  Nestled towards the end of a quiet dead-end street in the sought-after Raven Pointe community, this stunning 5-bedroom, 4.5-bath home offers the perfect blend of elegance, functionality, and convenience. Ideally located for commuters with easy access to major routes, you’ll enjoy peaceful neighborhood living without sacrificing accessibility. Designed with flexibility in mind, the highly

  Victoria Davis Century 21 Redwood Realty

  136 Cahille Dr, Winchester, VA 22602
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  /20

  $359,900

  New Construction $5K PRICE DROP

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

  813 Crow Dr, Winchester, VA 22602

  New construction is underway on this 3-bedroom, 2.5-bath Colonial offering 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

  Abby Walters Preslee Real Estate

  813 Crow Dr, Winchester, VA 22602
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  /97

  $989,000

  • 4 Beds
  • 4.5 Baths
  • 4,621 Sq Ft

  144 Widener Dr, Winchester, VA 22603

  Exceptional Custom Home with Panoramic Mountain & Pastoral Views in Butler Estates. Nestled in a scenic valley on a private 2-acre cul-de-sac lot in the prestigious Butler Estates subdivision, this stunning 4-bedroom, 4.5-bath residence offers over three finished levels of thoughtfully designed living space, exceptional craftsmanship, and breathtaking Appalachian Mountain & pastural views. From

  Laura White ERA Oakcrest Realty, Inc.

  144 Widener Dr, Winchester, VA 22603
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  /52

  $575,000

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

  440 Canyon Rd, Winchester, VA 22602

  Welcome home to this stunning 5-bedroom, 3-bath, 3-story Colonial located in the highly desirableSovereign Village community on the east side of Winchester. Offering space, comfort, and thoughtfulupdates throughout, this home is designed to fit every stage of life.Step inside to find beautiful hardwood floors and a warm, inviting living room featuring a gas fireplace just off the

  Tami Woerl ERA Oakcrest Realty, Inc.

  440 Canyon Rd, Winchester, VA 22602
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  /33

  $408,000

  Open Sat 1PM - 4PM $7K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  123 Etnam St, Winchester, VA 22602

  Well-maintained colonial available in one of Winchester’s premier subdivisions, Pembridge Heights. The main level features a formal dining room just off the foyer, perfect for family gatherings, which flows into the eat-in kitchen with LVP flooring, stainless steel appliances, a tile backsplash, custom wood cabinetry, and access to the deck overlooking a semi-flat backyard with a koi pond. The

  Paul Sneeringer Keller Williams Realty

  123 Etnam St, Winchester, VA 22602
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  /83

  $670,000

  • 4 Beds
  • 3.5 Baths
  • 3,116 Sq Ft

  107 Dell Ct, Winchester, VA 22602

  Nestled in a private cul-de-sac and ideally located for commuters, this beautifully maintained Colonial offers the perfect blend of comfort, style, and privacy. The home features four spacious bedrooms and three and a half bathrooms, providing plenty of room for both relaxation and entertaining. Step inside to a warm and inviting atmosphere, complemented by thoughtful design and quality finishes

  Rebecca Sims Century 21 Redwood Realty

  107 Dell Ct, Winchester, VA 22602
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  /52

  $559,900

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  104 Monet Terrace, Winchester, VA 22602

  Located in an established cul-de-sac this 4 bedrooms, 2 1⁄2 bath, home has an unfinished basement. Also a deep two vehicle garage and storage building with a fenced yard and rear covered porch. The kitchen has Corian counters and loads of beautiful cabinets, an arch pass through, and hardwood floors. The house has crown molding, chair rail, wainscoting and hardwood floors throughout the main

  Janet Jackson MarketPlace REALTY

  104 Monet Terrace, Winchester, VA 22602
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  /32

  $530,000

  • 3 Beds
  • 1.5 Baths
  • 1,505 Sq Ft

  108 Morgan St, Winchester, VA 22601

  Welcome to this charming historic home in Old Town. A spacious 3-bedroom Colonial, where timeless character meets modern comfort in the heart of Winchester. Thoughtfully updated with today's buyer in mind, this charming residence offers upgraded amenities while preserving its classic appeal. Inside, you'll find generous living spaces filled with natural light, along with a walk-up attic offering

  Stacey Rowe Real Broker LLC

  108 Morgan St, Winchester, VA 22601
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  /42

  $450,000

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

  703 S Loudoun St, Winchester, VA 22601

  ***4.25% INTEREST RATE AVAILABLE*** 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

  John Ginty Samson Properties

  703 S Loudoun St, Winchester, VA 22601
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  /49

  $320,000

  • 4 Beds
  • 2 Baths
  • 2,034 Sq Ft

  410 S Cameron St, Winchester, VA 22601

  Step into a home where timeless character and modern opportunity come together. This spacious property is filled with antique charm and unique details throughout.Featuring 4 bedrooms, 2 full bathrooms, and several versatile flex spaces, this home can easily adapt to your needs or offer increased income potential with a renovation. Enjoy the outdoor living opportunities with a private

  Heloisa Amar Samson Properties

  410 S Cameron St, Winchester, VA 22601
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  /58

  $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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  /38

  $379,999

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,468 Sq Ft

  105 Mesquite Ct, Winchester, VA 22602

  This lovely 3 bedroom 2 and 1/2 bath home in the Apple Ridge neighborhood of Winchester is not far from shopping and dining. Close to Route 81 and Route 7 it's an easy commute . The home has a great covered deck for outdoor entertaining and a large shed for your storage needs. Step into the home by way of a welcoming entryway and comfortable living room. Stainless appliances and granite

  Kathryn Symenow CENTURY 21 New Millennium

  105 Mesquite Ct, Winchester, VA 22602
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  /93

  $724,000

  • 5 Beds
  • 3.5 Baths
  • 4,264 Sq Ft

  342 Canyon Rd, Winchester, VA 22602

  Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side close to Rt 7. Situated on a beautifully landscaped corner lot of nearly .40 acres where the schoolbus stop is at the front door, this impressive home offers over 4,264 finished square feet with a thoughtfully designed floor plan perfect for both everyday

  Michele Gibson Samson Properties

  342 Canyon Rd, Winchester, VA 22602
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  /76

  $719,000

  • 7 Beds
  • 5 Baths
  • 4,736 Sq Ft

  2700 Loyalty Ct, Winchester, VA 22601

  Situated on a prominent corner lot in an exclusive cul-de-sac enclave of distinguished homes, this impressive stone-front residence offers exceptional space, comfort, and timeless appeal in one of the area’s most desirable neighborhoods. Ideally located near fine dining, shopping, banks, and everyday conveniences, the home combines luxury living with unmatched accessibility.Built in 2011 and

  Elcy Pereira Elcy & Co. Realty, LLC.

  2700 Loyalty Ct, Winchester, VA 22601
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  /42

  $449,000

  • 4 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  420 W Cork St, Winchester, VA 22601

  Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, dining room and kitchen. Upstairs you will find 4 sizable bedrooms and a full bath. The top level is a

  Dan Whitacre Colony Realty

  420 W Cork St, Winchester, VA 22601
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  /2

  $525,000

  • 5 Beds
  • 4 Baths
  • 2,288 Sq Ft

  144 Morning Glory Dr, Winchester, VA 22602

  Nestled in the charming Apple Ridge community, this stunning Colonial-style home offers a perfect blend of comfort and elegance. Set on a generous 0.4-acre lot, the property backs onto serene open common areas and lush trees, providing a tranquil retreat right in your backyard. Enjoy the luxury of multiple balconies, a spacious deck, and a welcoming porch, ideal for relaxing or entertaining while

  James Powell RE/MAX Supercenter

  144 Morning Glory Dr, Winchester, VA 22602
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  /34

  $435,000

  $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,682 Sq Ft

  21 E Germain St, Winchester, VA 22601

  Seller offering closing cost assistance on select offers—contact the listing agent for details. Welcome to this beautifully renovated historic home in the heart of Old Town Winchester, where timeless charm meets modern living. This move-in-ready 4-bedroom, 2-bath home has been thoughtfully updated throughout, featuring a stunning kitchen with quartz countertops, custom cabinetry, stainless steel

  Diego Ferrando Samson Properties

  21 E Germain St, Winchester, VA 22601
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  /63

  $824,900

  $64K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 4,891 Sq Ft

  161 Skylar Lanes Way, Winchester, VA 22603

  PRICED BELOW RECENT Gorgeous Country Home on Two Acres — Nearly 5,000 Sq Ft of Well-Appointed Living!! Welcome to 161 Skylar Lanes Way, a thoughtfully-updated and well-maintained six-bedroom, five-bath home just 20 minutes from downtown Winchester. This inviting property features modern updates and practical design throughout - see the attached list of recent upgrades! Bright and airy, the

  Kristin Crosby Samson Properties

  161 Skylar Lanes Way, Winchester, VA 22603
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  /46

  $339,000

  $21K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  307 1/2 E Piccadilly St, Winchester, VA 22601

  Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you’ll

  Nate Crandell HoneyWay

  307 1/2 E Piccadilly St, Winchester, VA 22601
• 

  

  /51

  $379,000

  • 3 Beds
  • 4 Baths
  • 2,592 Sq Ft

  2055 Cidermill Ln, Winchester, VA 22601

  Welcome home to this beautifully maintained 3-bedroom, 2-full-bath/2 half bath, end-of-row townhouse! Perfectly situated in a highly desirable, family-friendly neighborhood, step inside to find gleaming hardwood floors and large, sunlit rooms that offer plenty of space to live and entertain. The heart of the home features a spacious kitchen that flows seamlessly onto a private rear deck—perfect

  Karen O'Hare Colony Realty

  2055 Cidermill Ln, Winchester, VA 22601

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