Winchester, VA Homes

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  $384,880 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,966 Sq Ft

  105 Bonnings Dr, Winchester, VA 22603

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  Maronda Homes Builder

  105 Bonnings Dr, Winchester, VA 22603
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  $3,000 per month

  • 4 Beds
  • 3 Baths
  • 3,060 Sq Ft
  • House for Rent

  209 N Washington St, Winchester, VA 22601

  Live in the heart of historic Winchester! This beautifully maintained 1853 home on Washington Street offers more than just a place to live—it’s a lifestyle. With over 3,000 square feet of finished space, this one-of-a-kind rental blends timeless character with modern updates just blocks from the Old Town Walking Mall and steps from the Apple Blossom Parade Route. Inside, you’ll find 10-foot

  Chris Roszko Colony Realty

  209 N Washington St, Winchester, VA 22601
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  $535,000 Sold Mar 14, 2025

  926 Wayne Dr, Winchester, VA 22601

  • 5 Beds
  • 3.5 Baths
  • 3,918 Sq Ft
  • Built 2003

  Last Sold Summary

  • $137/SF
  • 138 Days On Market

  Current Estimated Value $575,575

  Last Listing Agent Melissa Crider Sager Real Estate

  926 Wayne Dr, Winchester, VA 22601
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  /23

  Est $267,662 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,252 Sq Ft

  2905 Sorrell Ct, Winchester, VA 22601

  2905 Sorrell Ct, Winchester, VA 22601
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  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot A Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr Samson Properties

  Lot A Cather Ln, Winchester, VA 22602
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  $1,650 per month

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  307 Willowbrook Ct, Winchester, VA 22602

  Located in the highly sought-after East End of Winchester, this exceptional all-brick end-unit townhome is just minutes from Rt. 7 and I-81, offering an unbeatable commuter location. Close to shopping and only a short drive to the charming downtown Winchester walking mall, this home is perfectly positioned for convenience and comfort.Meticulously maintained by the owners, this move-in ready

  Jeff Boppe Long & Foster Real Estate, Inc.

  307 Willowbrook Ct, Winchester, VA 22602
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  /18

  $18,500 Sold Jun 26, 2025

  Lot 1 Crow Dr, Winchester, VA 22602

  • Land
  • 0.52 Acre
  • $35,577 per Acre

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Michelle Baker Pearson Smith Realty, LLC

  Lot 1 Crow Dr, Winchester, VA 22602
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  /38

  Est $268,097 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  2945 Sorrell Ct, Winchester, VA 22601

  2945 Sorrell Ct, Winchester, VA 22601
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  /21

  $384,900

  • 2 Beds
  • 1.5 Baths
  • 1,186 Sq Ft

  711 E Cork St, Winchester, VA 22601

  This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

  Marco Novillo Spring Hill Real Estate, LLC.

  711 E Cork St, Winchester, VA 22601
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  $1,650 per month

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft
  • Condo for Rent

  5 Brookland Ct, Winchester, VA 22602

  Well maintained 2 bedroom 2 bath unit on 2nd floor. Gas fireplace and private balcony. Ready for move in. Landlord requires Minimum credit score of 700 and income of 3X the rent. Pets are welcome case by case. No prior evictions. Apply online using RentSpree link. All adults over 18 must apply $35 application fee per applicant.

  Hushai Mesfin Samson Properties

  5 Brookland Ct, Winchester, VA 22602
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  $386,350 Sold Mar 14, 2025

  315 Gray Ave, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,638 Sq Ft
  • Built 1931

  Last Sold Summary

  • $236/SF
  • 1 Day On Market

  Last Listing Agent Devon Fox Samson Properties

  315 Gray Ave, Winchester, VA 22601
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  /18

  Est $273,107 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  2947 Sorrell Ct, Winchester, VA 22601

  2947 Sorrell Ct, Winchester, VA 22601
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  $624,990 Pending

  • 4 Beds
  • 3 Baths
  • 2,818 Sq Ft

  115 Hydrangea Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 sq. ft. ranch home, blending style and functionality in a single-level open layout.The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and

  Brooks Sears D R Horton Realty of Virginia LLC

  115 Hydrangea Way, Winchester, VA 22602
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  $385,000 Sold Oct 20, 2025

  790 McDonald Rd, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1966

  Last Sold Summary

  • $317/SF
  • 4 Days On Market

  Last Listing Agent Brian Doman Preslee Real Estate

  790 McDonald Rd, Winchester, VA 22602
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  /30

  Est $280,088 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  2955 Sorrell Ct, Winchester, VA 22601

  2955 Sorrell Ct, Winchester, VA 22601
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  /20

  $449,900

  • Studio
  • 2,376 Sq Ft

  510 N Loudoun St, Winchester, VA 22601

  All brick 3 unit complex with off street parking and near Old Town Mall..2nd floor has 2BD/1BA with unfinished attic, main floor is 1BR/1BA (Both have rear balcony) and basement unit has access to storage area and includes1BD/1BA. All units have washer/dryer (Basement unit washer/dryer belongs to tenant). Owner/Agent and home inspection report available upon request.

  Dave Spence RE/MAX Roots

  510 N Loudoun St, Winchester, VA 22601
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  $399,900 Sold Jun 30, 2025

  116 Ware Place, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,657 Sq Ft
  • Built 1995

  Last Sold Summary

  • $241/SF
  • 5 Days On Market

  Current Estimated Value $404,119

  Last Listing Agent Kristin Cobb Berkshire Hathaway HomeServices PenFed Realty

  116 Ware Place, Winchester, VA 22602
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  /10

  Est $277,412 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,280 Sq Ft

  2963 Sorrell Ct, Winchester, VA 22601

  2963 Sorrell Ct, Winchester, VA 22601
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  $624,990 New Construction

  • 3 Beds
  • 1 Bath
  • 3,122 Sq Ft

  110 Lawford Way, Winchester, VA 22603

  Welcome home to the Rockwell, a versatile main-level living home designed for your lifestyle. The Rockwell's open-concept main floor seamlessly blends the kitchen, breakfast nook, and family room, creating a spacious and inviting atmosphere. The kitchen is a culinary enthusiast's dream, featuring a functional island with optional extension, ample storage, and a butler's pantry. The adjacent

  Brookfield Residential Builder

  110 Lawford Way, Winchester, VA 22603
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  /47

  $295,000 Sold Nov 03, 2025

  2964 Grace St, Winchester, VA 22601

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • Built 1955

  Last Sold Summary

  • $378/SF
  • 22 Days On Market

  Last Listing Agent Jane Norton United Real Estate Premier

  2964 Grace St, Winchester, VA 22601
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  /27

  Est $278,008 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,280 Sq Ft

  2967 Sorrell Ct, Winchester, VA 22601

  2967 Sorrell Ct, Winchester, VA 22601
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  /21

  $389,880 New Construction

  • 3 Beds
  • 4 Baths
  • 1,989 Sq Ft

  117 Boone Ct, Winchester, VA 22602

  Immediate Move-in at Rossum Crossing! Winchester's newest and most popular townhome community, conveniently located near shopping and dining options. The St. Paul Townhome features three bedrooms, two and a half baths, and a one-car garage. The main floor boasts an open-concept floor plan, with a spacious family room that flows into a fully equipped kitchen. The kitchen includes an island, a

  Dorelba Estrada New Home Star Virginia, LLC

  117 Boone Ct, Winchester, VA 22602
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  /45

  $500,000 Sold Oct 15, 2025

  436 W Leicester St, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,592 Sq Ft
  • Built 1925

  Last Sold Summary

  • $314/SF

  Current Estimated Value $503,777

  Last Listing Agent Jeanne Mezzatesta Colony Realty

  436 W Leicester St, Winchester, VA 22601
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  /16

  Est $284,517 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  2975 Sorrell Ct, Winchester, VA 22601

  2975 Sorrell Ct, Winchester, VA 22601
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  $599,990 Pending

  • 6 Beds
  • 4.5 Baths
  • 3,619 Sq Ft

  107 Mascouten St, Winchester, VA 22602

  Introducing the Salem floorplan at The Retreat at Winding Creek! The first-floor owners bedroom house you've been waiting for! On the main floor, you will find a formal dining room, laundry room, and half bath. The open-concept kitchen and living areas are perfect for entertaining. The kitchen has stainless steel appliances by Whirlpool with granite countertops. Upstairs are four additional

  Brooks Sears D R Horton Realty of Virginia LLC

  107 Mascouten St, Winchester, VA 22602
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  /30

  $329,400 Sold Aug 08, 2025

  613 Watson Ave, Winchester, VA 22601

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft
  • Built 1946

  Last Sold Summary

  • $197/SF
  • 4 Days On Market

  Current Estimated Value $331,139

  Last Listing Agent Teri Domanski Corcoran McEnearney

  613 Watson Ave, Winchester, VA 22601
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  /23

  Est $287,095 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,280 Sq Ft

  2950 Sorrell Ct, Winchester, VA 22601

  2950 Sorrell Ct, Winchester, VA 22601
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  $469,999

  • 5 Beds
  • 3 Baths
  • 2,080 Sq Ft

  419 Summit Ave, Winchester, VA 22601

  Welcome Home!This beautifully renovated single-family home offers everything you need and more. Featuring hardwood floors throughout the main level, custom cabinets, and granite countertops in the kitchen, this home combines style and functionality. A new roof adds peace of mind, and the fully finished lower level provides additional living space for relaxation or entertainment. With 5

  Waqas Abbasi Lifestyle Realty, LLC.

  419 Summit Ave, Winchester, VA 22601
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  /40

  $449,990 Sold Aug 12, 2025

  1827 Reese Ct, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 1,923 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $234/SF
  • 6 Days On Market

  D.R. Horton Abrams Crossing at Meadow Branch

  1827 Reese Ct, Winchester, VA 22601
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  /13

  Est $250,953 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,116 Sq Ft

  422 Cornwallis Ct, Winchester, VA 22601

  422 Cornwallis Ct, Winchester, VA 22601
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  /98

  $689,900 Open Sun 1PM - 3PM

  • 6 Beds
  • 4.5 Baths
  • 4,124 Sq Ft

  461 Skylar Lanes Way, Winchester, VA 22603

  Welcome to 461 Skylar Lanes Way, a stunning home nestled on over 2 acres in the upscale & sought after Walnut Springs Estates community, with just minutes from downtown Winchester! This spacious residence offers 6 bedrooms, 4.5 bathrooms, finished basement and a 3-car side load garage with a circular paved driveway, providing plenty of room for family, guests, and entertaining. Step inside the

  Michele Gibson Samson Properties

  461 Skylar Lanes Way, Winchester, VA 22603
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  /13

  $190,000 Sold Jan 02, 2026

  163 Cabin Ln, Winchester, VA 22603

  • 3 Beds
  • 2 Baths
  • 2,430 Sq Ft
  • Built 1977

  Last Sold Summary

  • $78/SF
  • 10 Days On Market

  Last Listing Agent Kerry Wysong Long & Foster Real Estate, Inc.

  163 Cabin Ln, Winchester, VA 22603
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  /16

  Est $249,436 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,116 Sq Ft

  503 Yorktowne Place, Winchester, VA 22601

  503 Yorktowne Place, Winchester, VA 22601
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  $69,900

  • Land
  • 0.19 Acre
  • $367,895 per Acre

  Lot 84 Purcell Ln, Winchester, VA 22603

  Buildable lot just outside Winchester City limits with easy access to shopping, town and Rt 37. Public water and sewer hook ups available. No restrictions on size of home. Sheds on property conveys. Wonderful for small or popular tiny home! Close to hospital and shopping.

  Jim Thomson Realty ONE Group Old Towne

  Lot 84 Purcell Ln, Winchester, VA 22603
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  $525,000 Sold Nov 14, 2025

  2723 Windwood Dr, Winchester, VA 22601

  • 3 Beds
  • 3 Baths
  • 2,726 Sq Ft
  • Built 1999

  Last Sold Summary

  • $193/SF
  • 38 Days On Market

  Last Listing Agent LESLIE WEBB Long & Foster Real Estate, Inc.

  2723 Windwood Dr, Winchester, VA 22601
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  /47

  Est $446,948 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  2894 Packer St, Winchester, VA 22601

  2894 Packer St, Winchester, VA 22601
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  $695,000 Under Contract

  • 5 Beds
  • 5 Baths
  • 5,398 Sq Ft

  112 Heath Ct, Winchester, VA 22602

  Nestled in the tranquil community of Twin Lakes Overlook, this stately home offers 5500 square feet of finished living space, with 5 bedrooms and 5 bathrooms. Walk up to the front door and enjoy the beauty of the professionally landscaped entryway. Open the front door and step into the grand 2 story foyer with a solid oak staircase. To the right of the foyer, walk through the doors to the first

  Dave Spence RE/MAX Roots

  112 Heath Ct, Winchester, VA 22602
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  /25

  $219,000 Sold Feb 20, 2025

  225 Gazelle Trail, Winchester, VA 22602

  • 1 Bed
  • 1 Bath
  • 744 Sq Ft
  • Built 1977

  Last Sold Summary

  • $294/SF
  • 10 Days On Market

  Current Estimated Value $226,062

  Last Listing Agent Jennifer Sacco RE/MAX Roots

  225 Gazelle Trail, Winchester, VA 22602
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  /46

  Est $439,201 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,066 Sq Ft

  201 Russelcroft Rd, Winchester, VA 22601

  201 Russelcroft Rd, Winchester, VA 22601
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  /60

  $1,999,999 Under Contract

  • 5 Beds
  • 6 Baths
  • 5,590 Sq Ft

  821 Apple Pie Ridge Rd, Winchester, VA 22603

  This extraordinary 5-bedroom, 6-bathroom estate sits on 14.44 acres across two parcels—5.0 acres on the front lot and 9.44 acres with the residence—just minutes from Winchester, Virginia. Designed for both everyday living and elegant entertaining, this home combines timeless style with modern luxury. Inside, hardwood floors and soaring ceilings enhance open, light-filled spaces. The recently

  Jason Saphire HomeZu.com of Virginia

  821 Apple Pie Ridge Rd, Winchester, VA 22603

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