Winchester, VA Homes for Sale

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  /46

  $425,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,806 Sq Ft

  133 Woodrow Rd, Winchester, VA 22602

  Welcome home to this charming split foyer in Carlisle Heights, ideally located on the east side of Winchester—just off Route 7 for an easy commute!Step inside to a light-filled interior featuring low-maintenance flooring throughout the main living areas and bedrooms, offering both comfort and practicality. The spacious, updated kitchen showcases white cabinetry, stainless steel

  

  Angie Ordonez

  NextHome Realty Select

  (540) 384-4063

  133 Woodrow Rd, Winchester, VA 22602
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  /83

  $649,900

  • 4 Beds
  • 3.5 Baths
  • 2,923 Sq Ft

  114 Nassau Dr, Winchester, VA 22602

  Discover Your Dream Home on Nassau Drive! Welcome to this stunning Colonial home, nestled on a beautifully landscaped, lot within the highly sought-after Fieldstone community. Conveniently located just off Route 7, this spacious property offers the perfect blend of commuter-friendly access and the privacy and tranquility of a large, fully fenced backyard. This impressive home features four

  

  Brock Harris

  Samson Properties

  (540) 781-1173

  114 Nassau Dr, Winchester, VA 22602
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  /2

  $695,000

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

  1950 Melvor Ln, Winchester, VA 22601

  Coming Soon Offered to Investor - Currently Rented NO DRIVEBY SHOWINGS

  

  Kim Kroner

  Washington Dulles Real Estate Group

  (540) 453-8579

  1950 Melvor Ln, Winchester, VA 22601
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  /3

  $995,000 Coming Soon

  • 4 Beds
  • 3.5 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 has been fully renovated from top to bottom. Inside, luxury vinyl plank 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. The cozy living room

  

  Lori Bales

  Keller Williams Realty

  (540) 701-5541

  247 Mcguire Rd, Winchester, VA 22603
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  /42

  $344,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,178 Sq Ft

  107 E Monmouth St, Winchester, VA 22601

  Price Reduction!! Charming Historic Home in Downtown Winchester – Move-In Ready!If you love timeless craftsmanship—think original wood floors, custom built-ins, and vintage doors—but still want the ease of modern living, this beautifully updated downtown Winchester home is calling your name!From the moment you step onto the inviting covered porch and through the front door, you’ll

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 619-5037

  107 E Monmouth St, Winchester, VA 22601
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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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  /39

  $450,000

  • 4 Beds
  • 3 Baths
  • 3,190 Sq Ft

  102 Shockey Cir, Winchester, VA 22602

  What a fantastic opportunity for 1-level living in a very desirable neighborhood within 3 minutes to downtown Winchester. This beautiful, all-brick home is located in Fairway Estates, also adjacent to the Winchester Country Club and golf course. It’s been very well-maintained of the years - move in ready and also happy to receive your updated touches. The full, large basement offers a guest

  

  Lori Bales

  Keller Williams Realty

  (540) 215-8959

  102 Shockey Cir, Winchester, VA 22602
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  /45

  $490,000

  • 4 Beds
  • 3 Baths
  • 2,466 Sq Ft

  106 Poe Dr, Winchester, VA 22602

  Welcome to This Lovely Richmond American Homes, Pearl Model. A Beautiful Single Family Home Located On An Oversized Corner Lot. 4 Bedroom, 3 Full Bathrooms. Gourmet Kitchen Boasts Quartz Counters, Stainless Steel Appliances, A Grand Island For Quick Bites, And An Spacious, Open Concept Main Level. This Home Offers A Main Level Bedroom With A Full Bathroom and An Upstairs Bonus Room/ Loft.

  

  Adrian Blakeney

  EXP Realty, LLC

  (540) 805-8133

  106 Poe Dr, Winchester, VA 22602
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  /41

  $559,000

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

  1420 Fishel Rd, Winchester, VA 22602

  Tucked away on over 2.5 wooded acres, this beautifully updated home offers the ease of one-level living with exceptional space and privacy. Inside, you’ll find 3 bedrooms, 2 updated full baths, brand-new luxury vinyl plank flooring, and fresh paint throughout. The light-filled eat-in kitchen features an island and stainless steel appliances, opening to a spacious layout that includes a large

  

  Katherine (Kat) Wetzel

  Century 21 Redwood Realty

  (540) 779-1383

  1420 Fishel Rd, Winchester, VA 22602
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  /53

  $640,000

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

  320 Linden Dr, Winchester, VA 22601

  *2-1 Buydown being offered. Contact Agent for Details!* Experience 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 spacious

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 274-0212

  320 Linden Dr, Winchester, VA 22601
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  /51

  $699,900

  • 3 Beds
  • 2 Baths
  • 2,250 Sq Ft

  881 Adams Rd, Winchester, VA 22603

  *Price Adjustment on this beautiful property!*Welcome to this exquisite 3-bedroom, 2-bath rancher nestled on nearly 9 private acres, offering 2,250 square feet of refined living space and unmatched serenity. From the moment you enter, you'll be captivated by the elegance of rich wood floors, 9-foot ceilings, and exquisite crown molding with wide baseboards throughout. The great room is a true

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 402-9684

  881 Adams Rd, Winchester, VA 22603
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  /25

  $285,000

  • 2 Beds
  • 1 Bath
  • 856 Sq Ft

  621 Panther Dr, Winchester, VA 22602

  Wilde Acres offers peaceful country living just 15–20 minutes from Winchester City. The property spans three lots, for a total of approximately .75 acres, and features multiple outbuildings with power and heat. It's ideal for outdoor enthusiasts, nature lovers, and gardeners. The various outdoor spaces provide perfect areas for a workshop, recreation room, or extensive storage. This

  

  Lori Bales

  Keller Williams Realty

  (540) 779-1824

  621 Panther Dr, Winchester, VA 22602
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  /35

  $669,000

  • 4 Beds
  • 2.5 Baths
  • 2,524 Sq Ft

  2716 Hunting Ridge Rd, Winchester, VA 22603

  Experience the enchanting character of 2716 Hunting Ridge Rd—a one-level cedar ranch nestled on 10.5 sprawling acres, gently bordered by the calming back creek and picturesque views that define its serene charm. This captivating 2500+ Sq Ft, 4‐bedroom, 21⁄2‐bath farmette-style home exudes warmth with its dramatic vaulted ceilings, soaring stone fireplace, and bright breakfast room overlooking

  Dana Campbell Samson Properties

  2716 Hunting Ridge Rd, Winchester, VA 22603
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  $850,000

  • 5 Beds
  • 4.5 Baths
  • 6,122 Sq Ft

  939 Buckner Dr, Winchester, VA 22601

  Listed well below market value, this stunning all-brick home in the sought-after Meadow Branch community was built in 2000 and has undergone extensive renovations in 2023 and 2024. The main-level bedroom includes a spacious, newly updated ensuite featuring an oversized marble-tiled shower, dual vanities, and a custom walk-in closet designed by ClosetsByDesign. The beautifully reimagined kitchen

  Kiran K. Morzaria Parekh Redfin Corporation

  939 Buckner Dr, Winchester, VA 22601
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  /53

  $799,900

  • 5 Beds
  • 3.5 Baths
  • 3,928 Sq Ft

  977 W Parkins Mill Rd, Winchester, VA 22602

  Welcome to your dream retreat—set on 5 private acres just outside Winchester, this fully renovated home offers the perfect blend of luxury and land. With 5 spacious bedrooms and 3.5 beautifully updated bathrooms, this property is designed for comfort, functionality, and style.From the chef’s kitchen to the expansive living areas, every detail has been thoughtfully upgraded. Whether you're

  Nicole Renzetti EXP Realty, LLC

  977 W Parkins Mill Rd, Winchester, VA 22602
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  /56

  $629,900 Open Sun 2PM - 4:30PM

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  281 Light Rd, Winchester, VA 22603

  Century 21 Redwood Realty makes no representation as to the accuracy or reliability of information provided in the listing. Buyer should verify information provided, that is material to the Buyer’s decisions, as they relate to this property. Any provided documents should be researched and verified. ** Price Improvement!! Property recently appraised for just under $647,000. Now listed

  Jennifer Watt Century 21 Redwood Realty

  281 Light Rd, Winchester, VA 22603
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  /49

  $280,000

  • Land
  • 25 Acres
  • $11,129 per Acre

  Mockingbird Lane Lot Unit WP007A, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Features a fully functional hunting cabin wired for a generator hook up with a wood stove and propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters in

  Chad Pangle

  Mockingbird Lane Lot Unit WP007A, Winchester, VA 22603
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  /50

  $345,000

  • Land
  • 40 Acres
  • $8,582 per Acre

  Mockingbird Lane Lot Unit WP008, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Features a fully functional hunting cabin with a wood stove and propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters via a loft. Experience exciting

  Chad Pangle

  Mockingbird Lane Lot Unit WP008, Winchester, VA 22603
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  /26

  $245,000

  • Land
  • 23 Acres
  • $10,452 per Acre

  Mockingbird Lane Lot Unit WP007, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Mockingbird Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey and many small game species. There are potential building sites located throughout the

  Chad Pangle

  Mockingbird Lane Lot Unit WP007, Winchester, VA 22603
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  /31

  $125,000

  • Land
  • 23 Acres
  • $5,383 per Acre

  0 Bear Trail Unit LotWP001 22365692, Winchester, VA 22602

  Idyllic, mostly wooded mountaintop sanctuary made up of three parcels with many residential and recreational possibilities. It is located just a few miles west of Winchester above Shawneeland. The large parcel is part of the Great North Mountain Wilderness community. The soil work on one of the small parcels is approved for a two-bedroom septic system, and the owner has stated that at one time,

  Chad Pangle Whitetail Properties Real Estate

  0 Bear Trail Unit LotWP001 22365692, Winchester, VA 22602
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  /32

  $58,999

  • Land
  • 6 Acres
  • $10,137 per Acre

  0 Pack Horse Rd Unit LotWP00E 21685367, Winchester, VA 22603

  BRAND NEW gravel entrance, road to homesite, and survey!!!! Attractive OWNER FINANCING terms available!!! Enjoy rural living and fun on this building lot in the Valley Estates community. This land is located off of Pack Horse Road not far from the West Virginia state line. This prime wooded lot perked for a 3 bedroom septic system just recently. Access is secured via road frontage on Pack Horse

  Chad Pangle Whitetail Properties Real Estate

  0 Pack Horse Rd Unit LotWP00E 21685367, 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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  $405,000

  • 3 Beds
  • 3.5 Baths
  • 2,083 Sq Ft

  104 Metcalf Terrace, Winchester, VA 22602

  Nestled in the charming Freedom Manor community, this beautifully designed Colonial townhouse offers a perfect blend of comfort and modern living. Built in 2021, the home features an inviting open floor plan that seamlessly connects the family room, dining area, and a stylish kitchen equipped with upgraded countertops and stainless steel appliances, including a built-in microwave and

  Wendy Conner Coldwell Banker Premier

  104 Metcalf Terrace, Winchester, VA 22602
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  /50

  $699,000

  • 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
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  /52

  $615,000

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  224 Vine Ln, Winchester, VA 22602

  Welcome to 224 Vine Lane – A Rare Gem in Winchester!Situated on a beautifully landscaped lot with fantastic curb appeal, this updated Cape Cod offers timeless charm, spacious living, and exciting potential with an additional building lot included in the sale!Step inside to discover large, light-filled rooms, a functional layout, and tasteful updates throughout. The main level boasts

  Tracie Clawson ERA Oakcrest Realty, Inc.

  224 Vine Ln, Winchester, VA 22602
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  /53

  $600,000

  • 3 Beds
  • 2.5 Baths
  • 2,527 Sq Ft

  125 Dewberry Dr, Winchester, VA 22602

  Discover the perfect blend of comfort and convenience in this 3 bedroom, 2 and a half bath single-story rambler nestled in the sought after neighborhood of Ravenwing. This home delivers spacious single level living with outdoor entertaining space and is move in ready. With sidewalks throughout the neighborhood, you can enjoy walking, running, or biking. This home is conveniently located close to

  Brittany Sims Keller Williams Capital Properties

  125 Dewberry Dr, Winchester, VA 22602
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  /57

  $675,000

  • 4 Beds
  • 3.5 Baths
  • 5,201 Sq Ft

  105 Braxton Ct, Winchester, VA 22602

  Welcome to 105 Braxton Ct, Winchester VA!This stunning Colonial-style home offers over 3,500 square feet of beautifully updated living space with modern features throughout. Step inside to an inviting open floor plan that seamlessly blends functionality with style, featuring formal living and dining areas, a well-appointed kitchen, and a main-level den, ideal for those of you who work from

  Lisa Behr Coldwell Banker Premier

  105 Braxton Ct, Winchester, VA 22602
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  /27

  $528,000 Open Sat 2:30PM - 4:30PM

  • 3 Beds
  • 3 Baths
  • 2,850 Sq Ft

  152 Burnt Church Rd, Winchester, VA 22603

  Welcome to 152 Burnt Church Road in Winchester, VA — a beautifully updated, all-brick multi-generational home with space, privacy, and location all in one!Completely modernized, this move-in ready home offers over 2,800 finished square feet across two fully functional levels, ideal for families who want to live together with the freedom of their own space. Featuring 3 large bedrooms and 2

  Cheryl Spangler Spangler Real Estate

  152 Burnt Church Rd, Winchester, VA 22603
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  /40

  $490,000

  • 5 Beds
  • 2 Baths
  • 1,956 Sq Ft

  116 S Pleasant Valley Rd, Winchester, VA 22601

  Welcome to 116 South Pleasant Valley Road! This fully-renovated gem has been meticulously transformed to offer a truly luxurious and modern living experience. You'll immediately appreciate the high-end finishes that grace every corner, making it feel brand new. The updated kitchen is a chef's delight, featuring new porcelain tile floors, sleek modern cabinetry, and stunning quartz countertops.

  Dan Whitacre Colony Realty

  116 S Pleasant Valley 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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  /29

  $414,900 Open Sat 11AM - 1PM

  • 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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  /52

  $564,900

  • 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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  /32

  $499,900

  • 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 ready conditionThis home offers the perfect blend

  Cherish Green Coldwell Banker Elite

  201 Parkway St, Winchester, VA 22601
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  /33

  $410,000 Open Sun 12:30PM - 2:30PM

  • 3 Beds
  • 2.5 Baths
  • 2,281 Sq Ft

  154 Solara Dr, Winchester, VA 22602

  Charming Townhome with Solar Savings in a Prime Location!Welcome to this beautifully updated townhome nestled in a highly sought-after neighborhood just minutes from Rt 7! This move-in ready home boasts paid-off solar panels, keeping your electric bills at an incredible $20/month on average—a rare and valuable find.Inside, you'll find fresh paint throughout, new luxury vinyl plank

  Kandi McKenzie Realty ONE Group Old Towne

  154 Solara Dr, Winchester, VA 22602
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  /26

  $499,900

  • 6 Beds
  • 3 Baths
  • 3,900 Sq Ft

  811 Berryville Ave, Winchester, VA 22601

  DO YOU HAVE A LARGE FAMILY AND NEED YOUR OWN SPACE. HERE IS A 6 BEDROOMS 3 BATHROOMS WITH A IN-LAW SUITE. OVER 3900+ SQ. FT FINISHED. OFF STREET PARKING FOR 6 CARS. SHED AND STILL ROOM TO RELAX OUTBACK.

  Richard Kozlowski Long & Foster Real Estate, Inc.

  811 Berryville Ave, Winchester, VA 22601
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  /53

  $490,000

  • 4 Beds
  • 2 Baths
  • 2,012 Sq Ft

  669 Dicks Hollow Rd, Winchester, VA 22603

  Welcome to this spacious farmhouse on FIVE acres! NEW TWO ZONE HEAT AND AC BEING INSTALLED ON TUESDAY THE 17TH! NEW hot water heater! NEWER windows throughout. Metal roof - large detached two car garage with large work area. Pole barn and garden shed! Apple trees, peach tree - 15 minutes to town! All windows are newer as well. WOOD FLOORS! LARGE wrap around deck! Hiking trails on

  Barbera Clausen EXP Realty, LLC

  669 Dicks Hollow Rd, Winchester, VA 22603
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  /56

  $569,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 3,998 Sq Ft

  419 Westside Station Dr, Winchester, VA 22601

  “Classic and Contemporary” - Welcome to this beautifully maintained contemporary home nestled in one of Winchester's most hidden but premium neighborhoods. Offering nearly 4,000 square feet of finished living space across three thoughtfully designed levels, this 4-bedroom, 3-bath residence combines stylish updates with unique architectural details. Step inside to discover a warm and

  Mark Francis ICON Real Estate, LLC

  419 Westside Station Dr, Winchester, VA 22601
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  /57

  $520,000

  • 5 Beds
  • 3.5 Baths
  • 2,854 Sq Ft

  105 Fairfield Dr, Winchester, VA 22602

  Back to Active No Fault of the Seller ,New Price Welcome to this generously sized 5-bedroom, 3.5-bathroom home located in the sought-after Oakdale Crossing community of Winchester, VA. This property offers a fantastic opportunity to personalize and update to your taste.Inside, you’ll find a bright, flowing floor plan featuring a large living room, formal dining area, and a spacious

  Ruby Miller Samson Properties

  105 Fairfield Dr, Winchester, VA 22602
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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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  /41

  $540,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  129 Jalapa Trail, Winchester, VA 22602

  Brand new everything, Roof, appliances, water treatment , bathrooms, deck, Sunroom, flooring Motivated Seller The perfect retreat for everyone, Welcome to your dream home in the heart of the Virginia Mountains , yet only 7 miles to the new Medical Center in Winchester. The property has access to the community lake, picnic grounds, play ground and loads of nature trails for hiking and nature

  Leslie Woods-Hulse Century 21 Redwood Realty

  129 Jalapa Trail, Winchester, VA 22602

Showing Results 1 - 40, Page 1 of 9

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

Frequently Asked Questions

What is the average home price in Winchester, VA?

Homes for sale in Winchester, VA have an average home price of $465,897.

How many homes have sold over the last 12 months in Winchester, VA?

1,033 homes have sold in Winchester, VA over the last 12 months.

Is Winchester, VA a safe city?

In general, the safest neighborhoods in Winchester, VA with lower crime scores are Stephenson, Cross Junction and Clear Brook.

What are the most popular zip codes in Winchester, VA?

The most popular zip codes in Winchester, VA include 22601, 22602, 22603, 22656 and 22655.

What are the most popular neighborhoods in Winchester, VA?

The most popular neighborhoods in Winchester, VA with the most homes for sale are Stephenson, Cross Junction and Clear Brook.

How much do you need to make to afford a house in Winchester?

The median home price in Winchester is $417,250. If you put a 20% down payment of $83,400 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $2,160 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $93K a year to afford the median home price in Winchester.

How are the schools in Winchester, VA?

Winchester, VA has highly rated public and private schools. Some of the best schools in Winchester based on Niche Grades are Mountain View Christian Academy, Sherando High School and James Wood High School. The neighborhoods in Winchester with the highest rated schools are Stephenson, Cross Junction and Clear Brook. Browse all the schools in Winchester, VA to learn more.

Home Trends in Winchester, VA

On average, homes in Winchester, VA sell after 41 days on the market compared to the national average of 50 days. The median sale price for homes in Winchester, VA over the last 12 months is $404,251, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$404,251

Median Single Family Sale Price

$425,000

Median Townhouse Sale Price

$381,666

Median 2 Bedroom Sale Price

$250,000

Median 1 Bedroom Sale Price

$225,000

Average Price Per Sq Ft

$208

Number of Homes for Sale

276

Last 12 months Home Sales

1,033

Months of Supply

3.20

Median List Price

$417,250

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

1%