Winchester, VA Homes for Sale under $900,000

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  $824,900

  $64K PRICE DROP

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

  161 Skylar Lanes Way, Winchester, VA 22603

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

  Kristin Crosby Samson Properties

  161 Skylar Lanes Way, Winchester, VA 22603
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  $675,000

  $24K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,738 Sq Ft

  158 Old Forest Cir, Winchester, VA 22602

  SELLER OFFERING ONE-YEAR STONEBROOK CLUB MEMBERSHIP! OPEN HOUSE SATURDAY, 1:00–3:00, SUNDAY, 2:00-4:00. Offering approximately 4,000 square feet of living space, welcome to 158 Old Forest Circle, a spacious and inviting Colonial nestled among mature trees in the desirable Stonebrook Farms community. This classic home features four bedrooms, two full baths and one half bath, along with a partially

  Mrs. Maria M Cunningham EXP Realty, LLC

  158 Old Forest Cir, Winchester, VA 22602
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  $600,000

  • 3 Beds
  • 1.5 Baths
  • 3,483 Sq Ft

  1311 Handley Ave, Winchester, VA 22601

  Nestled in the charming City of Winchester, this delightful Colonial home, built in 1952, exudes warmth and character. With its classic brick exterior and excellent condition, this residence invites you to experience a blend of traditional elegance and modern comfort. Step inside to discover a thoughtfully designed interior featuring beautiful hardwood floors that flow seamlessly throughout. The

  Kim Hurst MarketPlace REALTY

  1311 Handley Ave, Winchester, VA 22601
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  $680,000

  New Construction $1K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  0 Tumble Leaf Ln, Winchester, VA 22602

  CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Living Evergreene model with standard 13' Family Rm CeilingsModel Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

  Daniel Boris Pearson Smith Realty, LLC

  0 Tumble Leaf Ln, Winchester, VA 22602
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  $646,090

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,500 Sq Ft

  2450 Cardigan Way, Winchester, VA 22603

  This 5‐bedroom Torrington home with a main‐level primary suite is still available to personalize—choose your own flooring, quartz countertops, cabinets, and fixtures, and move in early next year!The main level features luxury vinyl plank flooring and an open, light‐filled layout. The gourmet kitchen is appointed with stainless steel appliances, a statement range hood, quartz countertops, and

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  2450 Cardigan Way, Winchester, VA 22603
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  $749,900

  $16K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,220 Sq Ft

  175 Shields Dr, Winchester, VA 22602

  Beautiful 5 bedroom, 2.5-bath brick-front home situated on 2 private acres, offering the perfect blend of space, comfort, and recent updates. Shower on the main floor in laudry room, bonus room being used as a main floor bedroom. Major updates provide peace of mind, including a new roof (2025), HVAC systems replaced in 2023, 2024, and 2025, a new pressure tank, water heater, sump pump, Culligan

  Sheila Pack RE/MAX Roots

  175 Shields Dr, Winchester, VA 22602
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  $625,000

  Coming Soon Sep 11

  • 4 Beds
  • 3.5 Baths
  • 2,768 Sq Ft

  394 Old Baltimore Rd, Winchester, VA 22603

  Coming Soon! A truly special property in a gorgeous, peaceful setting! This charming 1911 farmhouse sits on 2.75 acres and offers the perfect opportunity for a small farmette, complete with a barn and large detached garage. Thoughtfully updated throughout the years while maintaining its farmhouse character, the home offers plenty of space and a rare, flexible layout with two primary suites - one

  Tiffany Hunter ERA Oakcrest Realty, Inc.

  394 Old Baltimore Rd, Winchester, VA 22603
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  $899,900

  New Construction $50K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 2,488 Sq Ft

  Lot 11 Keval Gyan Way, Winchester, VA 22603

  Four months build time from contract. Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (new PIN OAK model); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA.

  Jim Thomson Realty ONE Group Old Towne

  Lot 11 Keval Gyan Way, Winchester, VA 22603

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