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Winchester, VA Houses for Sale

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  • /49

    $299,000

    • 2 Beds
    • 2 Baths
    • 2,795 Sq Ft

    159 Ashton Dr, Winchester, VA 22603

    Great Location! 2-Bedroom, 2-Bath Ranch with Great Potential! Sold "AS IS"Discover the possibilities in this spacious ranch-style home featuring 2 bedrooms and 2 full bathrooms. A large living room with a wood-burning fireplace. Kitchen and separate dining room. Hardwood flooring under carpet. The full basement offers a full bath, ample space for storage, a workshop, or future finished

    RoxAnn Grimes RE/MAX Roots

    159 Ashton Dr, Winchester, VA 22603
  • /30

    $344,900

    • 3 Beds
    • 2 Baths
    • 1,529 Sq Ft

    966 Woodstock Ln, Winchester, VA 22601

    Seller will contribute up to $5,000 toward home upgrades or buyer’s closing costs with a full-price offer at settlement. Beautiful 3-bedroom, 2-bath split-foyer home in the heart of Winchester City! The main level features hardwood floors, an open kitchen/dining/living layout, and an eat-in kitchen with stainless steel appliances and upgraded countertops. The upper-level bath includes a tiled

    Anselm Tamasang Weichert Realtors - Blue Ribbon

    966 Woodstock Ln, Winchester, VA 22601
  • /51

    $935,000

    • 3 Beds
    • 2.5 Baths
    • 2,624 Sq Ft

    3328 Millwood Pike, Winchester, VA 22602

    Nestled on an expansive 20.54-acre lot, this stunning ranch-style home, built in 2023, offers a harmonious blend of luxury and comfort. The exterior showcases a sophisticated combination of HardiPlank, masonry, and stone, creating a timeless appeal that invites you to explore the beauty within. Step inside to discover an open floor plan that seamlessly connects the living, dining, and kitchen

    Erika De Azagra ERA Oakcrest Realty, Inc.

    3328 Millwood Pike, Winchester, VA 22602
  • /38

    $419,000

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    163 Margaret Ln, Winchester, VA 22603

    (Magnificent Margaret) This home has a lot to offer: All bedrooms and bathrooms on the main level, fully updated kitchen with Stainless Steel Appliances (Fridge, Dishwasher, Stove, Microwave) Quartz counter top, built in pantry, remodeled bathrooms with a double vanity in the primary bathroom and a walk-in tile shower, Central Heating & Air, New windows, Laundry room, large driveway, two car

    Michael Sprague Samson Properties

    163 Margaret Ln, Winchester, VA 22603
  • /69

    $369,900 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,293 Sq Ft

    301 Liberty Ave, Winchester, VA 22601

    Welcome to 301 Liberty Ave, FALL IN LOVE with this charming all brick colonial residence situated in the heart of downtown Winchester. Just blocks away from the scenic walking mall you’ll discover an array of quaint shops, restaurants and the renowned Apple Blossom Parade route. This meticulously fully remodeled home boasts three spacious bedrooms and two luxurious bathrooms and is ready for a

    John Ashton Equity Realty

    301 Liberty Ave, Winchester, VA 22601
  • /54

    $595,000

    • 4 Beds
    • 2.5 Baths
    • 3,490 Sq Ft

    120 Armstrong Place, Winchester, VA 22602

    Your opportunity to live next to the Golf course/Winchester Country Club in Fairway Estates! Spacious brick rancher with a finished basement and a 2-car garage. 2 gas fireplaces and 1 wood burning.Many updates to include: Roof 2021, HVAC's 2018, furnace serviced annually, water heater 2010, sump pump 2015, sunroom roof 2024, leaf filters & gutters, new garage door 2023, new smoke

    Sheila Pack RE/MAX Roots

    120 Armstrong Place, Winchester, VA 22602
  • /16

    $299,900

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    20 E Hart St, Winchester, VA 22601

    This is a completely restored Winchester classic within walking distance to the downtown area and Handley High school. Located at the end of street. Home improvements include new HVAC, plumbing, electric and appliances. Interior pictures will follow as soon as painting has been completed.

    Meridee Powars Link Realty Services LLC

    20 E Hart St, Winchester, VA 22601
  • /34

    $364,900

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

    3 N Purcell Ave, Winchester, VA 22601

    This charming 4-bedroom bungalow, beautifully renovated in 2015, offers a perfect blend of modern comfort and classic appeal. Step inside to discover hardwood floors and crown moldings that enhance the inviting atmosphere. The country-style kitchen features ample table space, ideal for gatherings. With two full bathrooms and an entry-level bedroom, convenience is at your fingertips. Outside,

    mary kakouras On The Market Properties

    3 N Purcell Ave, Winchester, VA 22601
  • /44

    $359,000

    • 2 Beds
    • 1 Bath
    • 1,348 Sq Ft

    242 Footstone Ln, Winchester, VA 22603

    Peaceful Country Retreat on 4.7 Acres – Minutes from WinchesterDiscover the perfect blend of comfort, charm, and privacy in this unique country home, ideally situated just minutes from Winchester. Nestled on a quiet gravel lane with a road maintenance agreement in place, this beautifully maintained property features a timeless stone and brick exterior and rich hardwood floors throughout.

    Kristina Towns Weichert Realtors - Blue Ribbon

    242 Footstone Ln, Winchester, VA 22603
  • /49

    $325,000

    • 4 Beds
    • 1.5 Baths
    • 1,199 Sq Ft

    118 E Monmouth St, Winchester, VA 22601

    Charming Remodeled Colonial in Historic Old Town WinchesterYou’ll fall in love with this beautifully updated Colonial located in the heart of Winchester’s Historic District. Just steps from the Downtown Pedestrian Mall, Handley High School, and local shops and restaurants, this home blends timeless character with modern convenience.• 4 Bedrooms 1.5 Bathrooms• Restored original

    Scott Dawson Oakcrest Commercial LLC.

    118 E Monmouth St, Winchester, VA 22601
  • /39

    $324,900

    • 4 Beds
    • 3 Baths
    • 2,369 Sq Ft

    102 Elk Trail, Winchester, VA 22602

    Split Foyer with plenty of space and a heck of a view in the private community of Wilde Acres. From your breakfast room you will pan out to see the Shenandoah valley and your private backyard is set with a wooded backdrop. this 4 bedroom abode adopts the sense of open space along with traditional bedroom layout on the main floor with your entertaining room both off the kitchen and in the

    Dave Spence RE/MAX Roots

    102 Elk Trail, Winchester, VA 22602
  • /41

    $338,000

    • 3 Beds
    • 1.5 Baths
    • 1,192 Sq Ft

    316 Virginia Ave, Winchester, VA 22601

    Well maintained Colonial offering timeless character and modern potential in the heart of Winchester. This 3-bedroom, 1 1/2 bath home features beautiful hardwood floors, a spacious living area, formal dining room, and a well-sized kitchen with ample pantry storage. Finished basement with lots of space and also huge attic space with room for storage or play room. 15 Year old roof, new

    Berta Vasquez Samson Properties

    316 Virginia Ave, Winchester, VA 22601
  • /57

    $600,000

    • 4 Beds
    • 2.5 Baths
    • 2,189 Sq Ft

    108 Kinross Dr, Winchester, VA 22602

    Welcome home to Kinross Drive in the highly sought after neighborhood of Ravenwing. This beautifully maintained home offers the perfect blend of comfort and convenience. Ideally located just minutes from historic downtown Winchester, major commuter routes, and a wide variety of shopping and dining. You'll enjoy both accessibility and charm.Inside, you'll find gleaming hardwood floors and,

    Amy Capitano MarketPlace REALTY

    108 Kinross Dr, Winchester, VA 22602
  • /53

    $652,500

    • 4 Beds
    • 3.5 Baths
    • 2,981 Sq Ft

    124 Triangle Ct, Winchester, VA 22602

    Don’t miss your chance to own this gorgeous home in Abrams Pointe! Built in 2024, this colonial home is nearly new and features 4 bedrooms, 3.5 bathrooms, a 3-car garage, a private study, and a fenced yard, all on a .28 acre premium lot. The covered front porch will be sure to impress you upon arriving, as well as the grand two-story foyer with an abundance of windows and natural lighting. Just

    Crystal Dudurich ERA Liberty Realty

    124 Triangle Ct, Winchester, VA 22602
  • /93

    $898,000

    • 4 Beds
    • 3.5 Baths
    • 3,532 Sq Ft

    430 Saddleback Ln, Winchester, VA 22602

    Welcome to 430 Saddleback Lane in Sheridan's Miss. Located minutes to downtown Winchester, VA. This 8.51 acre lot features lush landscaping and mature trees, with just the right amount of open space. The in ground salt water pool is the perfect spot for these hot summer days! This home has been well maintained and it shows. Enjoy morning coffee on your covered wrap around deck on the

    Jim Stafford ERA Oakcrest Realty, Inc.

    430 Saddleback Ln, Winchester, VA 22602
  • /35

    $349,990

    • 3 Beds
    • 2 Baths
    • 2,302 Sq Ft

    1005 Pennsylvania Ave, Winchester, VA 22601

    A classic brick ranch in Winchester, VA, has three bedrooms and two full bathrooms. The basement includes a separate entrance, a laundry area, a full bathroom, and an additional bonus room. Recent updates include: finished basement, new HVAC system, complete renovations of both bathrooms, new hardwood flooring, and an updated kitchen with new cabinets and countertops. No HOA restrictions.

    Nathalie Acosta Spring Hill Real Estate, LLC.

    1005 Pennsylvania Ave, Winchester, VA 22601
  • /129

    $1,195,000

    • 5 Beds
    • 4.5 Baths
    • 5,426 Sq Ft

    410 Valley View Dr, Winchester, VA 22603

    Fresh to market is this unexpected property that offers the sense of home combined with the amenities of a full-time retreat. This country escape is located within minutes of town with NO HOA. Markets, restaurants, stores, shopping are handy for a quick errand and allows you to get back fast and enjoy a lazy day at the pool. Additional offerings include 9.83 private acres, a fully outfitted

    Angela Duncan MarketPlace REALTY

    410 Valley View Dr, Winchester, VA 22603
  • /41

    $430,000

    • 3 Beds
    • 1 Bath
    • 1,925 Sq Ft

    103 Blue Ridge Ln, Winchester, VA 22602

    Welcome to this beautifully renovated brick rancher on a spacious 0.55-acre lot in a quiet neighborhood just outside Stephens City and Winchester. This move-in-ready 3-bedroom 1-bathroom home offers a perfect blend of modern updates and comfortable living. Step inside to find luxury vinyl plank flooring throughout, fresh lighting fixtures, and a completely updated kitchen featuring quartz

    Jon Fleming Weichert Realtors - Blue Ribbon

    103 Blue Ridge Ln, Winchester, VA 22602
  • /31

    $390,000

    • 2 Beds
    • 2 Baths
    • 1,686 Sq Ft

    109 Cranberry Ct, Winchester, VA 22602

    Beautiful 2 bedroom, 2 full bath home in one of Winchester's most sought after 55+ communities, Cross Creek! Open and spacious, with a cozy fireplace in the living room, bright and sunny eat-in kitchen has plenty of cabinets and ample room for table and chairs. Dining area is open to the large living room, with a bonus fully enclosed sunroom overlooking the fenced backyard! Amenities include

    Meghan Pachas Realty ONE Group Old Towne

    109 Cranberry Ct, Winchester, VA 22602
  • /50

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    416 Bluebird Trail, Winchester, VA 22602

    Just Listed – Beautifully Remodeled 3 Bedroom, 2 Bath Rambler! Step into comfort and style with this newly remodeled rambler featuring 3 spacious bedrooms and 2 modern bathrooms. Every inch of this home has been updated – including brand-new appliances, luxury flooring throughout, and fresh finishes that make it move-in ready. Enjoy peaceful wooded views from your private back deck, perfect for

    Lisa Blansett Mountains Edge Realty LLC

    416 Bluebird Trail, Winchester, VA 22602
  • /16

    $244,900

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    3253 Front Royal Pike, Winchester, VA 22602

    This home offers hardwood floors in the living room, dining room, and one bedroom. A cozy fireplace adds warmth and character, while two separate porches provide wonderful outdoor living space. The durable, low-maintenance brick and vinyl exterior and a partially finished basement offer practicality and storage. This property presents a fantastic opportunity to bring your vision and

    Derek Greene The Greene Realty Group

    3253 Front Royal Pike, Winchester, VA 22602
  • /58

    $699,999

    • 5 Beds
    • 3.5 Baths
    • 4,144 Sq Ft

    108 Katie Ln, Winchester, VA 22602

    Welcome to 108 Katie Lane in beautiful Stonebrook Farms. This classic brick home has space, charm, and a setting that feels like home the moment you pull up. With five large bedrooms, including a comfortable primary suite, there is room for everyone.The main level features an open floor plan with hardwood floors throughout, creating a warm and welcoming feel. A gas fireplace adds a cozy

    Sharon Farinholt Realty ONE Group Old Towne

    108 Katie Ln, Winchester, VA 22602
  • /68

    $794,950

    • 5 Beds
    • 4.5 Baths
    • 4,434 Sq Ft

    111 Abrams Pointe Blvd, Winchester, VA 22602

    Gracious living abounds in this 3 years young Preston model in the prestigious community of Abrams Pointe. Designed for daily living and entertaining with several upgrades and custom features, this home offers it all on a .49AC lot backing to trees for privacy. The first floor offers 10' high ceilings and 9' doors for added ambiance. A custom double sliding glass door in the great room provides

    Becky Hanrahan Coldwell Banker Realty

    111 Abrams Pointe Blvd, Winchester, VA 22602
  • /33

    $379,999

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    107 Fay St, Winchester, VA 22602

    This beauty will be available mid august or earlier has exceptional renovation and superb location off Rt.11 and great proximity to I-81/Rt.37 corridor. They have done all the big ticket items like installing a new roof, upgrading the baths, BRAND NEW WINDOWS (we all love those!), and considered the most important..newly installed HVAC for keeping your home cool during the summer and warm

    Dave Spence RE/MAX Roots

    107 Fay St, Winchester, VA 22602
  • /30

    $370,000

    • 4 Beds
    • 2 Baths
    • 1,534 Sq Ft

    323 Russelcroft Rd, Winchester, VA 22601

    Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living space. Beautiful cared for by the homeowners. 3 bedrooms 2 full baths detached home .Beautiful Detached home with 3 bedrooms and 2 full baths + bonus room on the basement isfull finished with a family room. Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living

    Alexandra Brown Berkshire Hathaway HomeServices PenFed Realty

    323 Russelcroft Rd, Winchester, VA 22601
  • /49

    $629,900

    • 4 Beds
    • 3.5 Baths
    • 3,829 Sq Ft

    114 Nassau Dr, Winchester, VA 22602

    Beautifully updated 4 bed, 3.5 bath colonial in a prime commuter location just minutes from I-81 and Route 7. Enjoy outdoor living with a fenced backyard, low-maintenance composite decking, brick patio, outdoor fireplace, and a storage shed. The spacious primary suite includes a large walk-in closet. The finished basement is ideal for entertaining, featuring a full bath and wet bar. Recent

    Sheila Pack RE/MAX Roots

    114 Nassau Dr, Winchester, VA 22602
  • /64

    $249,500

    • 3 Beds
    • 1 Bath
    • 946 Sq Ft

    208 Opossum Trail, Winchester, VA 22602

    Welcome to this charming two-story home nestled in a peaceful country setting, surrounded by mature trees, vibrant flower beds, and a majestic weeping willow that graces the front yard. The cozy and convenient main-level primary suite features a spacious double-door walk-in closet, and the open floor plan offers the perfect blend of comfort and function—flooded with natural light and ideal for

    Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

    208 Opossum Trail, Winchester, VA 22602
  • /40

    $915,000

    • 5 Beds
    • 6.5 Baths
    • 4,301 Sq Ft

    254 Whistlewood Ln, Winchester, VA 22602

    Situated in the picturesque countryside of Winchester Virginia boasting a modern aesthetic and elevation. Welcome home to 254 Whistlewood Ln! The home is beautifully positioned within the Royal Oaks community on a private 5 acre lot! It benefits from the serenity one would expect from a countryside home and the convenience of a short distance to town, commuter routes and just 15 minutes to

    Stuart Pollard Pearson Smith Realty, LLC

    254 Whistlewood Ln, Winchester, VA 22602
  • /13

    $349,999

    • 5 Beds
    • 2 Baths
    • 1,584 Sq Ft

    505 Green St, Winchester, VA 22601

    Charming 3-Level Split Home in the Heart of Winchester!This split level home could be your forever home! Surrounded by parks, top-rated schools, and everyday amenities. Quick access to Route 7 and Interstate 81 commuting is breeze! Upstairs, you’ll find three generously sized bedrooms and a full bathroom, offering a peaceful seperate area. The main level boasts a warm and

    Julissa Rodriguez Vaze Realty

    505 Green St, Winchester, VA 22601
  • /22

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    1399 Chestnut Grove Rd, Winchester, VA 22603

    One Level home on a private 5 acre lot. Bring your horses, goats, chickens - this is the perfect farmette! Absolutely beautiful setting that includes a paddock and a barn/shed. New roof April 2025. New Laminate flooring in kitchen. Only 10 minutes from downtown Winchester and convenient to grocery, farmers’ markets, and the hospital. House is full of character and has an open floor plan! The

    Emma Kerns MarketPlace REALTY

    1399 Chestnut Grove Rd, Winchester, VA 22603
  • /22

    $270,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    303 Fox Dr, Winchester, VA 22601

    Charming Renovated Ranch in the Wooded Community of Wild Acres Welcome to this beautifully renovated 2-bedroom, 1-bath ranch-style home nestled in the serene and private subdivision of Wild Acres. Tucked among the trees, this 960 sq ft home offers the perfect blend of modern updates and cozy charm. Perk is for a one bedroom but home technically has two bedroomsInside, you'll find

    Brandy Clem Johnston and Rhodes Real Estate

    303 Fox Dr, Winchester, VA 22601
  • /52

    $650,000

    • 6 Beds
    • 3 Baths
    • 2,568 Sq Ft

    1301 Front Royal Pike, Winchester, VA 22602

    UNIQUE AND HISTORIC! UNPACK THE POTENTIAL OF THIS 214-YEAR-OLD SHENANDOAH VALLEY HOME AND TURN IT INTO AN ELEGANT SHOWPLACE! If houses could talk, this one would speak volumes. Built in 1811, during the nation's infancy, it later bore witness to the Civil War in which it was said to have been a hospital. In 1864, it was a division headquarters for George Armstrong Custer. The flat roof

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    1301 Front Royal Pike, Winchester, VA 22602
  • /94

    $699,999

    • 6 Beds
    • 3.5 Baths
    • 4,365 Sq Ft

    122 Poe Dr, Winchester, VA 22602

    Welcome to your dream home to own this immaculate 6-Bedroom with amazing Blue Ridge Views. This beautiful home built 2023 has been adorably well cared for and nestled in one of Winchester’s most coveted neighborhoods. This home is the largest model offered by Richmond American Homes – the Yorktown with add-on Sun-Room extension. With 6 spacious bedrooms, 3.5 luxurious bathrooms, and an array of

    Mohammad Bhatti Samson Properties

    122 Poe Dr, Winchester, VA 22602
  • /25

    $445,000

    • 4 Beds
    • 3.5 Baths
    • 2,892 Sq Ft

    112 Hites St, Winchester, VA 22602

    No HOA! Discover the expanded comfort of this charming home, featuring a spacious addition completed in 2011. Two master suites: one upstairs and the other one at the main level—it’s ideal for multigenerational living or a private in-law suite. Enjoy a fenced backyard, attached single-car garage, and updates including a newer roof (2015) and HVAC system with heat pump and gas furnace (2011). The

    Rocio Benavides Orus Realty Inc

    112 Hites St, Winchester, VA 22602
  • /39

    $419,900

    • 5 Beds
    • 2 Baths
    • 2,363 Sq Ft

    707 S Braddock St, Winchester, VA 22601

    Welcome to this charming, fully remodeled home located in the heart of Winchester.Experience the timeless appeal of Old Winchester charm, just minutes from the vibrant walking mall, shops, restaurants, and the famous Apple Blossom Parade route. This beautifully remodeled home features LVP flooring throughout and a light-filled open floor plan that seamlessly blends historic character with

    Heloisa Amar Samson Properties

    707 S Braddock St, Winchester, VA 22601
  • /50

    $694,000

    • 4 Beds
    • 3.5 Baths
    • 4,167 Sq Ft

    132 Cahille Dr, Winchester, VA 22602

    Elegant Colonial with Theater Room, Stone Water Features & Luxury Upgrades in Raven Pointe Welcome to your dream home in the highly sought-after Raven Pointe neighborhood! This beautifully maintained 4-bedroom, 3.5-bath colonial, built in 2005, offers nearly 4,000 sq ft of luxurious living space on a serene 0.28-acre lot. Thoughtfully designed for both entertaining and everyday comfort, this home

    Jonathan Minerick Homecoin.com

    132 Cahille Dr, Winchester, VA 22602
  • /8

    $690,000

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

    1950 Melvor Ln, Winchester, VA 22601

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    Kim Kroner Washington Dulles Real Estate Group

    1950 Melvor Ln, Winchester, VA 22601
  • /49

    $637,900

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

    2321 Stoneridge Rd, Winchester, VA 22601

    Must see colonial in Harvest Ridge on just over 0 .4 acre in the city of Winchester. The open foyer invites you into this spacious home boasting over 3500 sq.ft. plus a full walk-out basement, ready to finish for additional square footage. Large living and dining rooms with hardwood, den or office. Large kitchen features granite counters, stainless steel appliances, and a breakfast area that

    John Schroth Colony Realty

    2321 Stoneridge Rd, Winchester, VA 22601
  • /26

    $294,900

    • 3 Beds
    • 1 Bath
    • 1,094 Sq Ft

    143 Dowell J Cir, Winchester, VA 22602

    Charming Rancher with Prime Location and Endless Potential! Seller offering $5,000 towards buyers closing costs or desired upgrades.This well-built, single-level rancher offers 3 bedrooms and 1 full bath across 1,000 square feet of smartly designed living space. Nestled on a quiet street just outside Winchester city limits, this home falls within the Frederick County school

    Sarah Hott hott Realty ONE Group Old Towne

    143 Dowell J Cir, Winchester, VA 22602
  • /51

    $1,195,000

    • 7 Beds
    • 4.5 Baths
    • 6,380 Sq Ft

    207 Westview Dr, Winchester, VA 22603

    Welcome to 207 Westview Drive, a secluded sanctuary nestled on just over six wooded acres in the heart of the Shenandoah Valley—mere minutes from the charm of Historic Old Town Winchester. With over 6,600 square feet of beautifully finished living space, this one-of-a-kind property offers the perfect blend of luxury, comfort, and natural beauty. Tucked deep into the trees, yet close to shops,

    Carolyn Young Samson Properties

    207 Westview Dr, Winchester, VA 22603

Showing Results 81 - 120, Page 3 of 6

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