Winchester, VA Homes for Sale with Acreage

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  $850,000 New Construction

  • 5 Beds
  • 3 Baths
  • 3,057 Sq Ft

  Lot 5 Keval Gyan Way, Winchester, VA 22603

  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 a large family living in this

  Jim Thomson Realty ONE Group Old Towne

  Lot 5 Keval Gyan Way, Winchester, VA 22603
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  $1,029,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  Lot 1 Keval Gyan Way, Winchester, VA 22603

  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 single-level living in this

  Jim Thomson Realty ONE Group Old Towne

  Lot 1 Keval Gyan Way, Winchester, VA 22603
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  $950,000 New Construction

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

  Lot 12 Keval Gyan Way, Winchester, VA 22603

  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 single-level living in this immaculate,

  Jim Thomson Realty ONE Group Old Towne

  Lot 12 Keval Gyan Way, Winchester, VA 22603
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  $879,900 New Construction

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

  Lot 11 Keval Gyan Way, Winchester, VA 22603

  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. Experience the pinnacle of single-level living

  Jim Thomson Realty ONE Group Old Towne

  Lot 11 Keval Gyan Way, Winchester, VA 22603
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  $1,485,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,484 Sq Ft

  Lot 18 Honeycrisp Way, Winchester, VA 22603

  Remarkable and new to the market Anderson subdivision lots. Located 5 minutes from downtown Winchester and Valley Health Medical Center (2 minutes from James Wood High School) off Apple Pie Ridge. These lots feature panoramic views of the entire Shenandoah Valley from Harper's Ferry to Strasburg to the Western Mountains, providing stunning views from an elevated, very private environment. These 5

  JP Carr Merrifield Realty, LLC

  Lot 18 Honeycrisp Way, Winchester, VA 22603
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  $1,049,900 New Construction

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

  2225 Cedar Grove Rd, Winchester, VA 22603

  3-31-26 Cabinets in. Painted,, trimmed, and hardwood floors stained and finished. Getting close. Delivery estimated April.At front of Keplinger Estates near the Apple Pie Ridge area.Seize a truly unique opportunity to own a brand-new, luxury estate set on over 7 acres of private, wooded land. While this stunning property sits at the entrance to the prestigious, upper-scale 15-lot

  Jim Thomson Realty ONE Group Old Towne

  2225 Cedar Grove Rd, Winchester, VA 22603
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  $1,045,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,875 Sq Ft

  60 Gravenstein Ct, Winchester, VA 22602

  DECORATED MODEL HOME located at 156 Covey Lane Winchester VaOpen SATURDAYS and SUNDAYS from 11am to 5pmCall Sales Manager for Appointment MAIN LEVEL LIVING in an Idyllic Setting - Welcome to Stonymeade ! -2 acre Home Site in Winchester Virginia Base price shown is for the Dogwood MAIN LEVEL LIVING FLOORPLAN and we have many other plans including those with first floor primary suites,

  Daniel Boris Pearson Smith Realty, LLC

  60 Gravenstein Ct, Winchester, VA 22602
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  $516,500 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 1,962 Sq Ft

  235 Peppermint Spring Ln, Winchester, VA 22603

  Discover Your Private Retreat: 235 Peppermint Spring LaneNestled in the serene landscape of Winchester, Virginia, 235 Peppermint Spring Lane offers a rare combination of spacious country living and modern convenience. This charming single-family home sits on a sprawling 6.67-acre lot, providing a peaceful sanctuary just minutes from the vibrant energy of historic Downtown

  Andrew Hensley Samson Properties

  235 Peppermint Spring Ln, Winchester, VA 22603
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  $699,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 3,024 Sq Ft

  777 Glengary Rd, Winchester, VA 22603

  If you’ve been dreaming of wide open space, mountain views, and a home with character, this special property may be exactly what you’ve been waiting for.Nestled on 37 unrestricted acres, this beautiful property offers the best of Shenandoah Valley living. With a perfect blend of open pasture and wooded privacy, the land provides room to breathe, explore, and imagine what’s possible. A

  Sharon Farinholt Realty ONE Group Old Towne

  777 Glengary Rd, Winchester, VA 22603
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  $329,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,450 Sq Ft

  3221 Laurel Grove Rd, Winchester, VA 22602

  Welcome home to 3221 Laurel Grove Road! Your fully renovated 4-bedroom, 2-bath ranch awaits on 1.74 acres with stunning mountain and countryside views! Step inside to a high-end kitchen with granite countertops, stainless steel appliances, and modern finishes—perfect for entertaining or family meals. Updated bathrooms, new electrical service, luxury vinyl plank and carpet flooring, brand-new

  Chris Roszko Colony Realty

  3221 Laurel Grove Rd, Winchester, VA 22602
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  $514,900 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,152 Sq Ft

  407 Tamarack Cir, Winchester, VA 22602

  Beautiful colonial located on a quiet cul-de-sac. The formal living and dining rooms feature hardwood floors, crown molding, and chair rail. The light-filled, spacious kitchen offers an island and an eat-in area, perfect for everyday living and entertaining. A half bath completes the main level.Upstairs, enjoy a relaxing primary suite with a walk-in closet and attached bath with dual sinks,

  Heloisa Amar Samson Properties

  407 Tamarack Cir, Winchester, VA 22602
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  $1,200,000 Coming Soon

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

  410 Valley View Dr, Winchester, VA 22603

  Discover Your Private Estate: 9.83 Acres of Country Charm with Resort-Style Amenities. NO HOA! Step into the unexpected with this exceptional property, perfectly blending the tranquility of a country retreat with the convenience of being just minutes from town. The inviting entry to the front door welcomes you into a beautifully maintained home, featuring three finished levels, five bedrooms, and

  Brenda Miller Berkshire Hathaway HomeServices PenFed Realty

  410 Valley View Dr, Winchester, VA 22603

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