Winchester, VA Houses for Sale

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  /46

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,859 Sq Ft

  247 Mcguire Rd, Winchester, VA 22603

  Tucked away on a private 2.7-acre wooded lot, this stunning all-brick colonial was fully renovated from top to bottom last year. Inside, 3/4" solid ash, 5"wide herringbone flooring flows throughout, accented by designer lighting, crown molding, and elegant chair rail trim. The chef’s kitchen is a true showstopper—featuring a massive island, striking white and gold appliances, and custom finishes.

  

  Lori Bales

  Keller Williams Realty

  (540) 701-5541

  247 Mcguire Rd, Winchester, VA 22603
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  Explore Winchester

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  /54

  $489,000

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

  101 Delaware Trail, Winchester, VA 22602

  Huge Price Adjustment! Motivated Sellers. Price Reduced! Be in before the leaves start to change! You must see this home to believe it. Fabulous remodel using the finest materials. Winchester VA. Outdoor activities are everywhere you turn at this completely renovated home in Winchester. Hiking, swimming, biking, and kayaking are all close by. As you sit on the beautiful deck, you can listen to

  

  Kimberly Pace

  EXP Realty, LLC

  (540) 240-9877

  101 Delaware Trail, Winchester, VA 22602
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  /99

  $869,500

  • 4 Beds
  • 4.5 Baths
  • 6,368 Sq Ft

  1517 Brookdale Ct, Winchester, VA 22601

  A rare opportunity to own the largest model in the Morlyn Hills neighborhood--more than 6500 square feet when including the fully finished basement. Situated on a premier lot and in immaculate, move-in-ready condition, this home is competitively priced and an exceptional value. This home features 4 bedrooms, 4.5 baths, and an impressive array of upgrades throughout.From the moment you enter

  

  Brock Harris

  Samson Properties

  (540) 596-5570

  1517 Brookdale Ct, Winchester, VA 22601
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  /34

  $540,000

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

  1420 Fishel Rd, Winchester, VA 22602

  Nestled away in the trees, this updated retreat on 2.67 acres offers the perfect blend of peace, privacy, and one-level living. Inside, you’ll find 3 bedrooms, 2 renovated baths, brand-new flooring, and fresh paint throughout. The bright eat-in kitchen with island and stainless appliances flows into a spacious sitting room, enclosed rear porch with A/C, and a covered front porch for year-round

  

  Katherine (Kat) Wetzel

  Century 21 Redwood Realty

  (540) 779-1383

  1420 Fishel Rd, Winchester, VA 22602
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  /53

  $628,000

  • 4 Beds
  • 3 Baths
  • 3,959 Sq Ft

  320 Linden Dr, Winchester, VA 22601

  *2-1 Buydown being offered. Contact Agent for Details!* Experience generational refined living in this stunning luxury home just minutes from Winchester Medical Center. Designed for both elegance and comfort, this residence boasts exquisite crown moldings, rich wood floors, wainscoting, and cathedral ceilings throughout. The main level offers one-level living with an entry-level bedroom, a

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 274-0212

  320 Linden Dr, Winchester, VA 22601
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  /2

  $279,000 Coming Soon

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

  423 Highland Ave, Winchester, VA 22601

  Charming Winchester Home –Don't let this property slip away!This freshly updated home in the heart of Winchester offers incredible potential and versatility. Featuring off-street parking from the rear alley, a fresh coat of paint, and newly installed vinyl flooring downstairs, this property is move-in ready while leaving room for your personal touches.Highlights include:3

  

  Carlos Soares

  Samson Properties

  (540) 584-8746

  423 Highland Ave, Winchester, VA 22601
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  /28

  $389,900

  • 4 Beds
  • 3 Baths
  • 1,888 Sq Ft

  408 Valley Mill Rd, Winchester, VA 22602

  Spacious Split Foyer Home in Winchester, VAConveniently located for both commuters and locals, this 2,128 sq. ft. split foyer home offers easy access to Route 7 and I-81, and is just minutes from FoodMaxx, Martin’s, and a variety of restaurants and fast-food options.Inside, you’ll find 4 comfortable bedrooms plus an additional lower-level room that can serve as a home office, gym,

  

  Carlos Soares

  Samson Properties

  (540) 583-4549

  408 Valley Mill Rd, Winchester, VA 22602
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  /47

  $315,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  2964 Grace St, Winchester, VA 22601

  OPEN Sat 9/20 Just listed Wonderful Light filled 2 story Mid-Century Bungalow Updated for Modern Living while Maintaining its Original Charm and Style. An inviting Front Porch with Fabulous Wood Floors runs the length of the front of the home. Enter and Enjoy Beautiful Laminate Plank Floors and Arched Doorways and Recessed Lighting throughout the Main Floor. The Eat In Kitchen maintains it’s

  

  Jane Norton

  United Real Estate

  (540) 701-5940

  2964 Grace St, Winchester, VA 22601
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  /46

  $429,999

  • 3 Beds
  • 1.5 Baths
  • 1,714 Sq Ft

  301 Yale Dr, Winchester, VA 22602

  Situated on a lovely corner lot with thoughtful landscaping, lovely trees, and a circular driveway providing ample parking, this move-in-ready home offers both charm and functionality.Inside, the main level features a cozy family room with wood stove, a spacious living room with fireplace, and an updated kitchen with eat-in area. From the kitchen, step into the enclosed sun porch,

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 501-7063

  301 Yale Dr, Winchester, VA 22602
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  /65

  $419,900

  • 2 Beds
  • 2 Baths
  • 1,919 Sq Ft

  101 Calico Ct, Winchester, VA 22602

  Welcome to this former model home in the sought-after 55+ community of Cross Creek Village! Sitting on a premium corner lot, this 2-bedroom, 2-bath beauty offers just over 1,900 sq. ft. of comfortable main-level living. You’ll love the open layout with luxury vinyl plank flooring throughout, a cozy gas fireplace in the living/dining area, and a spacious primary suite with an oversized bath,

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 384-9482

  101 Calico Ct, Winchester, VA 22602
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  /49

  $422,000

  • 4 Beds
  • 3.5 Baths
  • 2,783 Sq Ft

  500 Quail Dr, Winchester, VA 22602

  500 Quail Dr, Winchester, VA – Beautifully Maintained 4 BR Home in Scenic VirginiaNestled in one of the most picturesque areas of Virginia, this spacious 4-bedroom, 3.5-bathroom home offers the perfect blend of charm, comfort, and convenience. Located just minutes from Interstate 81, you’ll enjoy easy access to commuting routes while still savoring the peace and beauty of your

  

  Dunia Woodward

  Impact Real Estate, LLC

  (540) 274-2342

  500 Quail Dr, Winchester, VA 22602
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  /40

  $375,000

  • 4 Beds
  • 2.5 Baths
  • 2,124 Sq Ft

  306 Mountain Falls Blvd, Winchester, VA 22602

  Welcome to 306 Mountain Falls Blvd – Your Peaceful Mountain Retreat Awaits!Nestled in the scenic beauty of the Mountain Falls Park community, this charming home offers the perfect blend of privacy, comfort, and modern living. Set on a spacious lot surrounded by trees and nature, you'll enjoy the serenity of country living with the convenience of being just a short drive to downtown Winchester

  

  Dunia Woodward

  Impact Real Estate, LLC

  (540) 730-1769

  306 Mountain Falls Blvd, Winchester, VA 22602
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  /57

  $449,900

  • 4 Beds
  • 3.5 Baths
  • 1,676 Sq Ft

  125 Alliance Ct, Winchester, VA 22602

  Welcome to this beautifully maintained home in the highly desirable Freedom Manor subdivision in Winchester, VA—ideally located just minutes from shopping, dining, and everyday conveniences. Offering a perfect blend of comfort, functionality, and location, this property is ready to impress.The main level features durable and stylish luxury vinyl plank (LVP) flooring throughout. The living

  

  Rhonda Shade

  ERA Oakcrest Realty, Inc.

  (540) 619-5307

  125 Alliance Ct, Winchester, VA 22602
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  /18

  $598,990 New Construction

  • 3 Beds
  • 2 - 3 Baths
  • 1,956+ Sq Ft

  Drexel Plan at Abrams Pointe - Heritage, Winchester, VA 22602

  The Drexel home design is a spacious and versatile single-family home designed to suit a variety of lifestyles. With up to 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features main-level living with three bedrooms, including a private master suite with a walk-in closet and en-suite bathroom, along with two full bathrooms and a

  

  Maronda Homes

  Builder

  161 Williamson Rd Unit 37110564, Winchester, VA 22602
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  /30

  $585,990 New Construction

  • 4 Beds
  • 2.5 - 3.5 Baths
  • 2,382+ Sq Ft

  Somerset Plan at Abrams Pointe - Americana, Winchester, VA 22602

  The Somerset home design by Maronda Homes is designed with today’s lifestyle in mind—blending open-concept living, functional spaces, and refined details into one beautifully crafted home. With 4 bedrooms, 2 to 4 bathrooms, and up to 3,514 square feet of living space, the Somerset offers flexibility for families at every stage of life.The heart of the home is the expansive great room, which opens

  

  Maronda Homes

  Builder

  161 Williamson Rd Unit 37110563, Winchester, VA 22602
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  /32

  $564,990 New Construction

  • 4 Beds
  • 2.5 - 3.5 Baths
  • 2,035+ Sq Ft

  Rockford Plan at Abrams Pointe - Americana, Winchester, VA 22602

  The Rockford home design offers a thoughtful blend of modern functionality and classic comfort, perfect for homeowners who value both style and efficiency. With 4 bedrooms, 2 to 3 bathrooms, and up to 2,833 square feet of living space, the Rockford is an ideal choice for first-time buyers, growing families, or anyone looking to right-size their lifestyle.Step inside to find an inviting

  

  Maronda Homes

  Builder

  161 Williamson Rd Unit 37110038, Winchester, VA 22602
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  /33

  $595,990 New Construction

  • 4 Beds
  • 2.5 - 3.5 Baths
  • 2,687+ Sq Ft

  Birmingham Plan at Abrams Pointe - Americana, Winchester, VA 22602

  The Birmingham home design offers a harmonious blend of space, comfort, and elegance, perfect for families who value both form and function. With 4 bedrooms, 2.5 to 3.5 bathrooms, and up to 3,717 square feet of thoughtfully designed living space, the Birmingham is a home that adapts to your lifestyle.Step through the welcoming foyer into a bright, open-concept layout that includes a flex space

  

  Maronda Homes

  Builder

  161 Williamson Rd Unit 37110033, Winchester, VA 22602
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  /29

  $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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  /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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  /56

  $499,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,982 Sq Ft

  202 Senseny Glen Dr, Winchester, VA 22602

  Located in the sought after neighborhood of Senseny Glen, this meticulously cared for rancher has been thoughtfully maintained by the current owners, going above and beyond to ensure it’s in outstanding condition. Offering over 3,700 square feet of finished living space on a quiet corner lot, it’s also conveniently located near restaurants, shopping, local schools, Route 7, and I-81. Inside,

  Liz Owings RE/MAX Roots

  202 Senseny Glen Dr, Winchester, VA 22602
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  /66

  $510,000

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  580 N Braddock St, Winchester, VA 22601

  Step into the charm of 1920s architecture seamlessly blended with today’s comforts. This beautifully restored 4-bedroom, 2.5-bath home offers over 2,200 sq ft of finished living space across three levels.Inside, you’ll find a bright, open main level with wide-plank flooring, a cozy family room with stacked stone gas fireplace, and a gourmet kitchen featuring a massive island, stainless

  Payton Polychrones Samson Properties

  580 N Braddock St, Winchester, VA 22601
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  /46

  $630,000

  • 5 Beds
  • 3.5 Baths
  • 3,494 Sq Ft

  127 Kinross Dr, Winchester, VA 22602

  Welcome to 127 Kinross Dr in Winchester, VA! This spacious 5-bedroom, 3.5-bath home offers 3,494 sq. ft. of beautifully updated living space with modern upgrades throughout. Located in the well sought-after RAVEN WING Community due to its perfect location and commuter friendly access to all major highways (Route 50, Route 7, Route 66 & Interstate 81), shopping and other great perks on the East

  Matthew Roberts Redfin Corporation

  127 Kinross Dr, Winchester, VA 22602
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  /56

  $589,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,259 Sq Ft

  128 Nevermore Dr, Winchester, VA 22602

  Veterans, this home has a 2.75 assumable interest rate. Built in 2021, this home shows like new. You'll love the gourmet kitchen with center island, gas cooktop, double ovens, French door refrigerator, quartz countertops, pendant lighting, light gray cabinets, tile backsplash & stainless steel appliances. The family room is adjacent to the kitchen and dining rooms and features an electric

  Gina Chatham Century 21 Redwood Realty

  128 Nevermore Dr, Winchester, VA 22602
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  /35

  $819,950

  • 3 Beds
  • 2 Baths
  • 2,175 Sq Ft

  601 Fall Run Ln, Winchester, VA 22602

  What better than a custom-built home on 20+ acres that can be subdivided if you so wish?$50k price drop! Prepare to be captivated by the beauty and tranquility of this exceptional custom-built home, nestled on 20.10 acres with breathtaking mountain views. Offering desirable one-level living, this nearly new (under 3 years old) home boasts a gorgeous covered porch and an expansive deck

  Theo Theologis Slones Real Estate

  601 Fall Run Ln, Winchester, VA 22602
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  /56

  $609,900 Open Sat 10AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,618 Sq Ft

  281 Light Rd, Winchester, VA 22603

  Price Improvement! Motivated Sellers! Bring your offers! Main Level Living! POOL! ATTACHED & DETACHED GARAGES! POLE BARN & MORE! Appraised for $646,000! Ranch-Style Retreat on almost 8.5 Acres in Frederick County, VA, 20 mins. from Winchester! Calling all Homesteaders - your Farmette awaits! This property offers endless possibilities, any type of hobby, gardening, farmette, horses,

  Jennifer Watt Century 21 Redwood Realty

  281 Light Rd, Winchester, VA 22603
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  /32

  $650,259 New Construction

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  108 Magpie Ln, Winchester, VA 22603

  Step into the Sierra 39-F2 – Homesite 1035 at Hiatt Pointe—a two-car, front-load garage single family home with three bedrooms and three full bathrooms will be ready OCTOBER 2025. Designed for ease and everyday function, this factory-framed floorplan is as innovative as it stylish! Enter through the inviting front porch and be immediately welcomed by 9’ ceilings on both levels, oak main stairs,

  Shannon L Bray Pearson Smith Realty, LLC

  108 Magpie Ln, Winchester, VA 22603
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  /19

  $464,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,637 Sq Ft

  226 Munsee Cir, Winchester, VA 22602

  Step into 1,657 square feet of well-designed living space in the Cabral, featuring 3 spacious bedrooms, 2.5 bathrooms, and a flexible loft upstairs—perfect for a home office, playroom, or additional lounge area. This home showcases a charming Linen siding exterior with brick accents, while the interior boasts sleek gray kitchen and bathroom cabinets paired with modern finishes throughout. Enjoy

  Brooks Sears D R Horton Realty of Virginia LLC

  226 Munsee Cir, Winchester, VA 22602
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  /19

  $454,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,637 Sq Ft

  216 Munsee Cir, Winchester, VA 22602

  The Cabral offers 1,657 square feet of thoughtfully designed living space, featuring 3 spacious bedrooms, 2.5 bathrooms, and a versatile loft on the bedroom level—perfect for a home office, playroom, or additional lounge area. This home features a beautiful cypress green exterior with stone accents, and inside, you’ll find stylish white kitchen and bathroom cabinets paired with modern finishes

  Brooks Sears D R Horton Realty of Virginia LLC

  216 Munsee Cir, Winchester, VA 22602
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  /23

  $549,990 New Construction

  • 3 - 4 Beds
  • 2 - 3 Baths
  • 1,498+ Sq Ft

  Avalon Plan at Abrams Pointe - Heritage, Winchester, VA 22602

  The Avalon home design by Maronda Homes blends elegant design with everyday functionality to create a home that's both stylish and smart. With 3 bedrooms, 2 bathrooms, and up to 2,538 square feet of living space, the Avalon is ideal for those looking for main-level living. As soon as you walk in, you will be greeted by a spacious, open-concept layout. The main level includes the option to convert

  

  Maronda Homes

  Builder

  161 Williamson Rd Unit 37110562, Winchester, VA 22602
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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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  /68

  $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
• 

  

  /56

  $609,900

  • 3 Beds
  • 3 Baths
  • 2,847 Sq Ft

  118 Harvest Ridge Dr, Winchester, VA 22601

  Beautifully conceived HOME....floorplan maximizes one level living. Meticulously maintained neighborhood of 55 and better homes. Move in ready with freshly painted interior. Updated kitchen with SS appliances. Brand new top of the line HVAC system. Tankless hot water heater. Main level features low level threshold from garage to main entry. Complemented by full basement with large rec

  Dallas Croft Samson Properties

  118 Harvest Ridge Dr, Winchester, VA 22601
• 

  

  /56

  $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

Showing Results 1 - 40, Page 1 of 6

Why Live in Winchester

Winchester, located in the Shenandoah Valley of Virginia, is a small but rapidly growing town known for its apple-themed events, historic downtown, and accessibility to larger cities like Washington D.C. and Loudoun County. The town's economy is driven by health care, retail, and manufacturing, with Valley Health being a major employer. Commuters often use Interstate 81 and U.S. Route 50 for the 75-mile trip to Northern Virginia and D.C. Winchester Transit provides local bus services, and Dulles International Airport is 50 miles away. The town experiences humid summers and mild winters, with occasional minor flooding due to heavy rainfall. Winchester's housing market offers more affordable options compared to neighboring counties, with historic homes near downtown featuring Craftsman and Colonial Revival designs. The Shenandoah Apple Blossom Festival is a major annual event, attracting around 250,000 visitors. Residents enjoy performances at local theaters, shopping at the Apple Blossom Mall, and dining in Old Town Winchester. Outdoor enthusiasts can explore Jim Barnett Park, the Museum of the Shenandoah Valley, and nearby Shenandoah National Park. Winchester City Public Schools serve over 4,000 students and are highly rated, while Shenandoah University offers strong liberal arts and performing arts programs. Despite its small size, Winchester boasts a rich history with several Civil War sites and the Patsy Cline Historic House.

Learn more about living in Winchester

Home Trends in Winchester, VA

On average, homes in Winchester, VA sell after 43 days on the market compared to the national average of 52 days. The median sale price for homes in Winchester, VA over the last 12 months is $405,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$405,000

Median Single Family Sale Price

$439,945

Median Townhouse Sale Price

$379,990

Median 2 Bedroom Sale Price

$297,450

Median 1 Bedroom Sale Price

$225,000

Average Price Per Sq Ft

$209

Number of Homes for Sale

289

Last 12 months Home Sales

1,043

Months of Supply

3.30

Median List Price

$420,000

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

1%