Winchester, VA Homes for Sale under $1,000,000

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  $725,000

  • 5 Beds
  • 4 Baths
  • 4,408 Sq Ft

  223 Fairfield Dr, Winchester, VA 22602

  Beautifully remodeled with exceptional care and attention to detail by its current owners, this stunning 5-bedroom, 3-bath home offers over 4,400 finished square feet on a private 0.35-acre corner lot with NO HOA. Thoughtfully designed for comfortable everyday living, the home features four bedrooms on the upper level and a fifth bedroom on the main level with convenient access to a full bath,

  Antonella Costa Samson Properties

  223 Fairfield Dr, Winchester, VA 22602
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  $945,000

  $30K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,202 Sq Ft

  165 Carroll Ridge Ln, Winchester, VA 22602

  Modern farmhouse living meets peaceful acreage on 2.75 acres right on Cedar Creek Grade. Built just two years ago by owner/builder Stephen Carroll, this thoughtfully designed home offers main-level living, scenic hilltop views, a walkout basement, high-speed fiber-optic internet, and a peaceful outdoor setting complete with a koi pond, wildflower meadow, and 275+ trees planted around the

  Bailey Cooper RE/MAX Gateway

  165 Carroll Ridge Ln, Winchester, VA 22602
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  $710,000

  Coming Soon Sep 10

  • 5 Beds
  • 3.5 Baths
  • 3,946 Sq Ft

  110 Bentpath Ct, Winchester, VA 22602

  Nestled in the prestigious Twin Lake Overlook, this exquisite Colonial home, built in 2019, offers a harmonious blend of elegance and comfort. Spanning 3,946 square feet, this residence features five spacious bedrooms and three and a half luxurious bathrooms, perfect for both relaxation and entertaining. Step inside to discover a fully finished basement with convenient outside access, ideal for

  Xinli Ji Realty Aspire

  110 Bentpath Ct, Winchester, VA 22602
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  $714,000

  $10K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,264 Sq Ft

  342 Canyon Rd, Winchester, VA 22602

  Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side close to Rt 7. Situated on a beautifully landscaped corner lot of nearly .40 acres where the schoolbus stop is at the front door, this impressive home offers over 4,264 finished square feet with a thoughtfully designed floor plan perfect for both everyday

  Michele Gibson Samson Properties

  342 Canyon Rd, Winchester, VA 22602
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  $899,000

  Open House 10/03

  • Land
  • 158.44 Acres
  • $5,674 per Acre

  TRACT 2: 158.43+/- A Laurel Grove Rd, Winchester, VA 22602

  158.43± BEAUTIFUL ACRES IN WINCHESTER, VA! This outstanding property offers an incredible opportunity to build your dream home, cabin, or private retreat. The property features beautiful views, a cleared building site, an approved five-bedroom perc site, and electric is near to the property, providing an excellent foundation for future development. Outdoor enthusiasts will appreciate the great

  Matthew Hurley Hurley Real Estate & Auctions

  TRACT 2: 158.43+/- A Laurel Grove Rd, Winchester, VA 22602
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  $950,000

  New Construction

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

  Lot 13 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; 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. Experience the pinnacle of

  Jim Thomson Realty ONE Group Old Towne

  Lot 13 Keval Gyan Way, Winchester, VA 22603
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  $759,900

  Open Sun 11AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 2,383 Sq Ft

  174 Williamson Rd, Winchester, VA 22602

  This spectacular, move-in-ready home shows like a professional model, showcasing exquisite designer touches, custom window treatments (included), and premium finishes throughout. Built in 2023, the residence offers the ultimate convenience of main-level living with a bright, open-concept layout that beautifully blends comfortable luxury with timeless appeal.Nestled on a spacious .28-acre

  Brenda Miller Berkshire Hathaway HomeServices PenFed Realty

  174 Williamson Rd, Winchester, VA 22602
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  /4

  $749,990

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,614 Sq Ft

  154 Williamson Rd, 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 3,614 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 layout,

  Maronda Homes Builder

  154 Williamson Rd, Winchester, VA 22602
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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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  $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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  /6

  $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

Showing Results 41 - 51, Page 2 of 2