Winchester, VA Homes for Sale

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  $605,990 New Construction

  • 4 - 6 Beds
  • 2.5 - 5.5 Baths
  • 2,817+ Sq Ft

  Carlisle Plan at Abrams Pointe - Americana, 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 up to 3,789 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

  

  Maronda Homes

  Builder

  161 Williamson Rd Unit 37110558, Winchester, VA 22602
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  /44

  $496,129 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  117 Wagtail Ln, Winchester, VA 22603

  Embrace the Vera 30-F2 – Homesite 1031 at Hiatt Pointe—a two-car, front-load garage VILLA with three bedrooms, two full bathrooms, and one half bathroom will be ready IMMEDIATELY. Built for the way you live, this factory-framed floorplan makes room for moments big and small. Be welcomed by 9’ ceilings on both levels, oak main stairs, and expertly selected finishes that make this villa feel

  Shannon L Bray Pearson Smith Realty, LLC

  117 Wagtail Ln, Winchester, VA 22603
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  /31

  $599,990 New Construction

  • 3 - 5 Beds
  • 2 - 4 Baths
  • 1,841+ Sq Ft

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

  Experience the epitome of modern living in the Matisse. This thoughtfully designed home offers main-level living at its finest, providing unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island,

  

  Brookfield Residential

  Builder

  105 Wagtail Ln Unit 36578843, Winchester, VA 22603
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  /23

  $168,000

  • Land
  • 10 Acres
  • $16,800 per Acre

  0 Gough Rd Unit LotWP002 20612085, Winchester, VA 22602

  Enjoy rural living and fun on this building lot in the Long Ridge Estates community. This prime building lot is located off of Gough Road in the High View Manor area of the county. This parcel has a septic certification letter on record with the county health department for a four-bedroom septic system. Access is secured via a 50 ft deeded access easement, which has already been installed and

  Chad Pangle Whitetail Properties Real Estate

  0 Gough Rd Unit LotWP002 20612085, Winchester, VA 22602
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  $679,000 Open Sun 11AM - 1PM

  • 6 Beds
  • 4 Baths
  • 3,511 Sq Ft

  1400 Valley Ave, Winchester, VA 22601

  Versatile on Valley!So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out

  Danielle Spriggs Real Broker LLC

  1400 Valley Ave, Winchester, VA 22601
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  /42

  $767,900

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1049 Laurel Grove Rd, Winchester, VA 22602

  Tucked away on a quiet cul-de-sac, this custom 3-bedroom, 3-bath home is sited on a private, wooded lot offering stunning mountain views and a true sense of seclusion. The property provides a serene, park-like setting that feels worlds away, yet is conveniently located. The main-level primary suite features an elegant bathroom with a walk-in shower and soaking tub. The additional Two bedrooms on

  LESLIE WEBB Long & Foster Real Estate, Inc.

  1049 Laurel Grove Rd, Winchester, VA 22602
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  /42

  $549,000

  • 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

  Dan Whitacre Colony Realty

  420 W Cork St, Winchester, VA 22601
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  /59

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 3,296 Sq Ft

  478 Brookneil Dr, Winchester, VA 22602

  Welcome to 478 Brookneil Drive, a solidly built 4-bedroom, 3.5-bath home nestled on 5.16 acres in sought after Brookneil Subdivision. This property blends the best of rural living with the convenience of being just minutes from town, major commuter routes, schools, shopping, 7 minutes to Winchester Medical Center and all that Winchester has to offer.The home itself offers a timeless floor

  Katrina Smith RE/MAX Roots

  478 Brookneil Dr, Winchester, VA 22602
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  /59

  $655,000

  • 4 Beds
  • 3 Baths
  • 4,385 Sq Ft

  150 Harvest Ridge Dr, Winchester, VA 22601

  Find comfort and elegance in this spacious and ready-to-move-in Craftsman-style home in The Village at Harvest Ridge. Designed for a vibrant lifestyle in a welcoming community, this home showcases a harmonious blend of modern comfort and timeless craftsmanship, and offers nearly 4,500 square feet of lovingly maintained living space.Step inside to discover an inviting open floor plan

  Bridget Aikens Colony Realty

  150 Harvest Ridge Dr, Winchester, VA 22601
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  $509,900

  • 4 Beds
  • 2.5 Baths
  • 2,414 Sq Ft

  438 Mountain Falls Blvd, Winchester, VA 22602

  A RARE Find in Wilde Acres for such a MAGNIFICENT Property! So Majestic with Incredible Curb Appeal! You will be SO Taken by the Beauty of this Very Well Maintained Home/LOT (1 AC) & Additional Lots (.25 AC EA) 2 additional LOTS (separate tax records: TAX ID: 58-A02-R-5-5 AND TAX ID: 58-A02-R-5-24). All together 1.5 ACRES! Sit on the new trex deck to view the small creek with a

  Jodi Costello ERA Oakcrest Realty, Inc.

  438 Mountain Falls Blvd, Winchester, VA 22602
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  /65

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 3,283 Sq Ft

  231 Gun Barrel Ln, Winchester, VA 22603

  Spectacular, move-in ready rancher on over 6 acres. Completely remodeled within the past 3 years with all appliances, HVAC systems, roof, flooring and more less than 3 years old. The home offers a beautiful new kitchen with upgraded cabinets and quartz countertops. All bathrooms have also been completely updated with top-of-the-line vanities, tile and flooring. The lower level is finished into

  Dennis Virts RE/MAX Distinctive Real Estate, Inc.

  231 Gun Barrel Ln, Winchester, VA 22603
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  /52

  $556,000

  • 4 Beds
  • 2.5 Baths
  • 2,192 Sq Ft

  109 Murphy Ct, Winchester, VA 22602

  Charming Brick 4-Bedroom Rancher in Sought-After Sovereign Village – Winchester, VAWelcome to your new home in the desirable Sovereign Village neighborhood! This beautifully maintained detached ranch-style home is nestled on a large cul-de-sac lot, offering privacy, space, and comfort both inside and out.Featuring 4 spacious bedrooms, 2 full baths, and 1 half bath, this home boasts a

  Kathrin Donovan Keller Williams Realty

  109 Murphy Ct, Winchester, VA 22602
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  /46

  $489,000

  • 4 Beds
  • 3 Baths
  • 2,654 Sq Ft

  219 Milam Dr, Winchester, VA 22602

  Welcome to 219 Milam Drive, a spacious and updated all-brick rancher tucked in a quiet neighborhood just minutes from downtown Winchester, Route 7, and I-81. This four-bedroom, three-bath home offers over 2,700 square feet of finished living space, including a partially finished basement and additional storage or hobby rooms to suit your needs. Inside, you’ll find warm hardwood flooring, modern

  Kira Grubb Realty ONE Group Old Towne

  219 Milam Dr, Winchester, VA 22602
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  $499,999

  • 3 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  109 Shelby Ct, Winchester, VA 22602

  Welcome to this beautiful colonial home in the sought-after Chapel Hill community. Set on a flat, quarter-acre lot, it pairs a fully fenced, beautifully landscaped backyard with the convenience of a two-car garage. Inside, the main level is warm and welcoming: a separate dining room for gatherings and a bright family room anchored by a gas fireplace and plenty of natural light.The kitchen

  Omar Khatib DMV Realty, INC.

  109 Shelby Ct, Winchester, VA 22602
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  /36

  $564,900

  • 3 Beds
  • 3 Baths
  • 2,726 Sq Ft

  2723 Windwood Dr, Winchester, VA 22601

  Premier Single-Level Living on a Private Cul-de-Sac! Nestled at the end of a quiet, prestigious cul-de-sac, this exquisite one-level ranch home presents a rare opportunity to acquire a property where meticulous maintenance meets masterful design. Shielded from through-traffic and enveloped by landscaped gardens. The home offers an immediate sense of arrival and tranquil privacy. A Grand and

  LESLIE WEBB Long & Foster Real Estate, Inc.

  2723 Windwood Dr, Winchester, VA 22601
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  $550,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  121 N Washington St, Winchester, VA 22601

  A MUST SEE INSIDE!!!! This 2.5 story historic gem offers 3-4 beds, 2.5 baths and gourmet kitchen with brand new state of art appliances includes wine fridge, drawer style microwave, and pot filler. Formal living/dining room(s). Extras include den, office(s), nooks, and 3rd floor bonus room (perfect for kid's getaway). Laundry hook-ups on both main level and 2nd level. This home has been

  M. Kelly Walker RE/MAX Roots

  121 N Washington St, Winchester, VA 22601
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  /57

  $575,000 Open House 10/05

  • 4 Beds
  • 3.5 Baths
  • 4,326 Sq Ft

  106 Homer Dr, Winchester, VA 22602

  Welcome to 106 Homer Dr – a well-maintained 4,326 sq ft colonial home nestled in the desirable Merrimans Chase community. This 4-bedroom, 3.5-bath home features an open floor plan ideal for modern living and entertaining. Enjoy generous living spaces including a finished walk-out basement. Thoughtfully designed with both functionality and comfort in mind, this home offers large bedrooms including

  RoxAnn Grimes RE/MAX Roots

  106 Homer Dr, Winchester, VA 22602
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  /44

  $539,000

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

  420 Westside Station Dr, Winchester, VA 22601

  Location Location. This is not your standard cookie cutter home. This meticulously maintained contemporary home is minutes from Winchester Medical Center and less than a mile to Rt. 37. Hardwood floors throughout the property. Beautiful new deck overlooks spacious backyard that backs to trees. Property offers a living room that serves as a perfect office. Kitchen features granite counters

  Kelly Bauer Coldwell Banker Premier

  420 Westside Station Dr, Winchester, VA 22601
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  $574,999

  • 4 Beds
  • 3.5 Baths
  • 3,824 Sq Ft

  102 Caliber Ct, Winchester, VA 22603

  Beautiful 4-Bedroom Home with Mountain Views – No HOA!Discover this stunning 4-bedroom, 3.5-bath home tucked away in a peaceful cul-de-sac, offering breathtaking northeast-facing views of the mountains and city skyline from the inviting front porch. Designed with both comfort and function in mind, the open-concept main level features a spacious living area, a well-appointed kitchen, and a

  Amy Emerson-Kerns Cambridge Premier Realty, LLC.

  102 Caliber Ct, Winchester, VA 22603
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  /65

  $529,000

  • 4 Beds
  • 2.5 Baths
  • 1,958 Sq Ft

  341 Warm Springs Rd, Winchester, VA 22603

  What a find! Gorgeous views with this 4BR 2.5BA Colonial situated on 1.22 acre lot. Features main level family room, living room, dining room and kitchen. Enjoy the screened in porch with hot tub; refreshing in ground pool with privacy fence. 2 car garage, basement for added comfort. Must see to appreciate!

  Toni Carone Long & Foster Real Estate, Inc.

  341 Warm Springs Rd, Winchester, VA 22603
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  /90

  $515,000

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  2623 Middle Rd, Winchester, VA 22601

  Welcome home to 2623 Middle Rd! Now with a Virtual Tour of this beautiful home! Located near all that Winchester has to offer, Middle Rd is a lovely private oasis to come home to. With a myriad of upgrades including a gorgeous screened in back porch, this home offers many conveniences, a spacious layout and bedrooms, and plenty of room for entertainment, hobbies, and whatever you can dream of.

  Nicole Lewis Coldwell Banker Premier

  2623 Middle Rd, Winchester, VA 22601
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  $550,000

  • 4 Beds
  • 2.5 Baths
  • 1,798 Sq Ft

  720 S Kent St, Winchester, VA 22601

  Welcome to the beautifully preserved American Foursquare where music legend Patsy Cline once lived with her mother—and later, with her husband, Charlie Dick. Built in 1931, this four-bedroom, one-and-a-half-bath home blends timeless character with thoughtful updates, all wrapped in the charm of one of Winchester’s most historic neighborhoods.Inside, you’ll find nearly 1,800 square feet of

  Krissy Cruse Pearson Smith Realty, LLC

  720 S Kent St, Winchester, VA 22601
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  $409,900

  • 3 Beds
  • 2.5 Baths
  • 1,962 Sq Ft

  117 Tye Ct, Winchester, VA 22602

  Modern, Move-In Ready Townhome with Premium UpgradesIdeally located just outside the bustle of Winchester with an easy commute to the DC Metro area, this 2023-built townhome offers the perfect balance of comfort, convenience, and style.Freshly and professionally painted throughout, the home features an open-concept main level with durable LVP flooring, granite countertops,

  Rick Cockrill Keller Williams Realty

  117 Tye Ct, Winchester, VA 22602
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  /49

  $494,970 Open Sun 12PM - 3PM

  • 5 Beds
  • 3 Baths
  • 3,116 Sq Ft

  110 Carter Place, Winchester, VA 22602

  Contract fell through! Interest rates have gone down! Extensive Renovations: The home has been fully renovated in 2025, including updates to kitchen, bathrooms, flooring, and fresh paint throughout. Designed to accommodate two families comfortably, featuring large rooms that are flooded with natural light like the entire house. The lower level is equipped with wheelchair-accessible features,

  Rodrigo Cruz Long & Foster Real Estate, Inc.

  110 Carter Place, Winchester, VA 22602
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  $495,000

  • 4 Beds
  • 4 Baths
  • 1,627 Sq Ft

  201 Parkway St, Winchester, VA 22601

  Freshly Renovated Charmer in Winchester!Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. Recent Updates Include:Fresh interior paint throughoutRenovated kitchen and bathUpdated fixtures and finishesClean, move-in

  Cherish Green Coldwell Banker Elite

  201 Parkway St, Winchester, VA 22601
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  /40

  $559,000

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

  111 Sovereign Ct, Winchester, VA 22602

  Welcome home to this beautifully designed 4-bedroom, 3.5-bathroom residence in the charming community of Freedom Manor! This home offers the perfect blend of style, comfort, and energy efficiency, all in a prime location near shopping and conveniences.Step inside to find an inviting eat-in kitchen featuring sleek quartz countertops, a spacious island, and a gas range—perfect for cooking and

  Natalie Dalecky ERA Oakcrest Realty, Inc.

  111 Sovereign Ct, Winchester, VA 22602
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  /51

  $574,900

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  3336 Hunting Ridge Rd, Winchester, VA 22603

  IMPROVED PRICE! Come home to this beautifully designed POOL HOUSE featuring 4-bedrooms, 3-baths, just in time for summer! This modern home is perfect for those who appreciate privacy and natural beauty, while situated on a gorgeous 5-acre lot. With spacious living areas, sleek finishes, and an open floor plan, this home is the epitome of contemporary modern living.The well-lit kitchen is

  Karl Achstetter Keller Williams Realty

  3336 Hunting Ridge Rd, Winchester, VA 22603
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  /2

  $570,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  114 Harold Ct, Winchester, VA 22602

  Welcome to this beautiful brick-front home, perfectly situated in the highly sought-after Abrams Pointe neighborhood. This move-in ready property, built by Joseph Mohr Construction, has been meticulously maintained by its original owners. An open floorplan begins in the dining space, enhanced by a stylish tray ceiling and classic chair railings, and flows seamlessly into the living area which

  Lisa Lowery Keller Williams Realty

  114 Harold Ct, Winchester, VA 22602
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  /65

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  113 Whipp Dr, Winchester, VA 22602

  This Is It! This sweet 4 bed, 2.5 bath home is ready for You! The moment you enter this charming single-family property you will feel right at home! From the full length front porch step into the open entry and join us in the living area, overlooking the front yard. Beyond that the family room expands right into your eat-in kitchen, all looking out onto your great deck and expansive backyard! The

  Cindy Greenya Keller Williams Realty

  113 Whipp Dr, Winchester, VA 22602
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  /38

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,947 Sq Ft

  266 Pond View Ln, Winchester, VA 22603

  Discover peace and privacy at 266 Pond View Lane. Nestled on 5 scenic acres, this property offers the perfect retreat from the hustle and bustle— A wrap-around gravel driveway welcomes you home, providing plenty of space for parking and easy access to the attached garage! Step inside to find 3 spacious bedrooms, 1 full bathroom, formal dining & 3 spacious living areas! The kitchen offers

  Lisa Behr Coldwell Banker Premier

  266 Pond View Ln, Winchester, VA 22603
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  /14

  $469,700

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

  421 Superior Ave, Winchester, VA 22601

  Renovated and move in ready! Let's start with the new mailbox, new 16' wide asphalt driveway, new 8'x13' concrete patio, and carport with bolts in ceiling for your swing to overlook the large back yard. Then inside, new heat pump and central a/c system, new appliances with fingerprint resistant stainless-steel exterior, stainless steel liner inside the dishwasher, large cu ft counter depth

  Leo Smith CENTURY 21 New Millennium

  421 Superior Ave, Winchester, VA 22601
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  /7

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot C Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr RE/MAX Roots

  Lot C Cather Ln, Winchester, VA 22602
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  /6

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot B Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr RE/MAX Roots

  Lot B Cather Ln, Winchester, VA 22602
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  /7

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot A Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr RE/MAX Roots

  Lot A Cather Ln, Winchester, VA 22602
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  /35

  $334,900

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  2225 Harrison St, Winchester, VA 22601

  2225 Harrison Street located in Winchester, VA. One level living in a home remodeled in the fall of 2023. This property is well suited for any living situation. Perfect for a first time home buyer or someone looking to downsize. Granite countertops and stainless steel appliances complement the kitchen. The primary bedroom with an en suite is the perfect getaway. Call today for your

  Jim Stafford ERA Oakcrest Realty, Inc.

  2225 Harrison St, Winchester, VA 22601
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  /59

  $539,000

  • 2 Beds
  • 2 Baths
  • 1,674 Sq Ft

  411 N Loudoun St Unit 203, Winchester, VA 22601

  City Living with History & Style in the Heart of Old Town Winchester. Welcome to The Fort—a one-of-a-kind residence on the historic site of Fort Loudoun, once George Washington’s headquarters during the French and Indian War. While the fort itself is long gone, this landmark property carries a rich story, having served as a tavern, a girls’ seminary, and apartments before its exquisite

  Stephanie Feltner Realty ONE Group Old Towne

  411 N Loudoun St Unit 203, Winchester, VA 22601
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  /17

  $435,000

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

  122 Cherry Hill Cir, Winchester, VA 22602

  Nestled in the charming Green Acres subdivision, this delightful split-level home offers a perfect blend of comfort and functionality. With five spacious bedrooms and four full bathrooms, there's ample room for everyone to unwind and thrive. The heart of the home features a cozy fireplace, inviting you to gather with loved ones during chilly evenings. The fully finished basement, complete with

  Jen Moore ERA Oakcrest Realty, Inc.

  122 Cherry Hill Cir, Winchester, VA 22602
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  /35

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,993 Sq Ft

  277 McDonald Rd, Winchester, VA 22602

  Beautifully updated 3-bedroom, 2.5-bath home just minutes from Winchester Medical Center and I-81. This move-in-ready property combines timeless charm with modern upgrades throughout.Step into the spacious main level featuring fresh paint, newer carpet, and a bright, updated kitchen with new cabinets and an island bar perfect for entertaining. Upstairs, the primary suite offers a walk-in

  christine ruffner Morris & Co. Realty, LLC

  277 McDonald Rd, Winchester, VA 22602
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  /92

  $1,175,000

  • 4 Beds
  • 3.5 Baths
  • 4,815 Sq Ft

  2321 Cedar Grove Rd, Winchester, VA 22603

  Escape to your own private retreat! This custom log home on 21 wooded acres offers space, comfort, and endless outdoor enjoyment—without the restrictions of an HOA. Featuring over 3,200 sq. ft. on the main level plus 1,600+ finished sq. ft. in the walkout basement, this home provides room for everyone.Inside, you’ll find 4 bedrooms, 3 1/2 baths, and 2 fireplaces, along with an outdoor

  Traci Shoberg RE/MAX Roots

  2321 Cedar Grove Rd, Winchester, VA 22603
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  /56

  $339,999 Open Sat 1PM - 3PM

  • 2 Beds
  • 1.5 Baths
  • 935 Sq Ft

  129 E Cork St, Winchester, VA 22601

  Welcome home to this charming 2-bedroom Craftsman-style home! Inside, you’ll find a warm and comfortable interior filled with character, including beautiful refinished hardwood floors, built-ins in the living room, and a built-in china cabinet in the dining room. The newly remodeled kitchen features newer appliances, while the furnace and AC are approximately 2.5 years old.Upstairs offers

  Melissa Crider Sager Real Estate

  129 E Cork St, Winchester, VA 22601

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