36,940

Winchester, VA Homes

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  • /60

    $825,000 Sold Mar 19, 2025

    105 Sundial Ct, Winchester, VA 22602

    • 5 Beds
    • 4.5 Baths
    • 4,464 Sq Ft
    • Built 2022

    Last Sold Summary

    • $185/SF
    • 71 Days On Market

    Current Estimated Value $839,356

    Last Listing Agent Dana Jensen Realty Connect

    105 Sundial Ct, Winchester, VA 22602
    • /71

      Est $339,555 Not Listed For Sale

      517 Armour Dale, Winchester, VA 22601

      • 4 Beds
      • 2.5 Baths
      • 1,600 Sq Ft
      • Built 1935
      517 Armour Dale, Winchester, VA 22601

      Last Sold Summary

      • 15% Below List Price
      • $250/SF
      • 3 Days On Market

      Last Sold Price $400,000

      Last Listing Agent John Ashton Equity Realty

  • /47

    $419,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft

    431 Jefferson St, Winchester, VA 22601

    Perfectly positioned directly across from the iconic John Handley High School, this classic brick residence offers a front-row seat to one of Winchester’s most storied landmarks. The interior radiates a fresh, contemporary feel with original hardwood floors and an inviting living room that has been freshly painted in a modern color palette and anchored by a cozy fireplace. This space flows into a

    Dan Whitacre Colony Realty

    431 Jefferson St, Winchester, VA 22601
  • /55

    $419,990 Sold Jun 20, 2025

    165 Munsee Cir, Winchester, VA 22602

    • 4 Beds
    • 3.5 Baths
    • 1,889 Sq Ft
    • Built 2025

    Last Sold Summary

    • $222/SF
    • 48 Days On Market

    Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

    165 Munsee Cir, Winchester, VA 22602
    • /46

      Est $526,039 Not Listed For Sale

      605 Kernstown Ct, Winchester, VA 22601

      • 4 Beds
      • 2.5 Baths
      • 2,568 Sq Ft
      • Built 1997
      605 Kernstown Ct, Winchester, VA 22601

      Last Sold Summary

      • 8% Above List Price
      • $189/SF
      • 14 Days On Market

      Last Sold Price $485,000

      Last Listing Agent Omar Gonzalez Real Living at Home

  • /59

    $889,000

    • 5 Beds
    • 4.5 Baths
    • 4,957 Sq Ft

    1540 Meadow Branch Ave, Winchester, VA 22601

    An exceptional offering of luxury living in the City of Winchester, this stately brick residence presents 4,958 square feet or refined, custom-designed living space. The home features 5 generously sized bedrooms and 4.5 beautifully appointed bathrooms, thoughtfully crafted for both elegant entertaining and everyday comfort. Rich architectural details and custom finishes are showcased throughout,

    John Schroth Colony Realty

    1540 Meadow Branch Ave, Winchester, VA 22601
  • /50

    $465,000 Sold Jul 10, 2025

    350 Lanny Dr, Winchester, VA 22601

    • 3 Beds
    • 2 Baths
    • 2,371 Sq Ft
    • Built 1967

    Last Sold Summary

    • $196/SF
    • 22 Days On Market

    Current Estimated Value $465,283

    Last Listing Agent Sheila Pack RE/MAX Roots

    350 Lanny Dr, Winchester, VA 22601
    • /38

      Est $517,556 Not Listed For Sale

      3022 Saratoga Dr, Winchester, VA 22601

      • 4 Beds
      • 3 Baths
      • 2,312 Sq Ft
      • Built 2000
      3022 Saratoga Dr, Winchester, VA 22601

      Last Sold Summary

      • 6% Above List Price
      • $212/SF
      • 42 Days On Market

      Last Sold Price $489,000

      Last Listing Agent Brett Sowder RE/MAX

  • /3

    $384,990 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
  • /21

    $519,000 Sold Dec 09, 2025

    160 Country Squire Ln, Winchester, VA 22603

    • 3 Beds
    • 3 Baths
    • 1,624 Sq Ft
    • Built 1998

    Last Sold Summary

    • $320/SF
    • 1 Day On Market

    Current Estimated Value $506,411

    Last Listing Agent Natalie Dalecky ERA Oakcrest Realty, Inc.

    160 Country Squire Ln, Winchester, VA 22603
    • /43

      Est $441,286 Not Listed For Sale

      2817 Broadview St, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 2,355 Sq Ft
      • Built 1955
      2817 Broadview St, Winchester, VA 22601

      Last Sold Summary

      • 12% Below List Price
      • $212/SF
      • 47 Days On Market

      Last Sold Price $499,900

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

  • /28

    $300,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,789 Sq Ft

    501 Battle Ave, Winchester, VA 22601

    Unwind on the covered front porch of this charming stone Cape Cod, ideally located on a spacious corner lot with sidewalks and a large, fenced backyard. Inside, the inviting living room features hardwood floors and a brick gas-log fireplace—perfect for cozy evenings. Hardwood flooring continues throughout the home, complemented by a convenient kitchen and dining combination. Two bedrooms are

    Susan Caulfield Pearson Smith Realty, LLC

    501 Battle Ave, Winchester, VA 22601
  • /14

    $460,000 Sold Aug 07, 2025

    2620 Stonegate Dr, Winchester, VA 22601

    • 5 Beds
    • 3 Baths
    • 2,974 Sq Ft
    • Built 1995

    Last Sold Summary

    • $155/SF
    • 10 Days On Market

    Current Estimated Value $460,730

    Last Listing Agent Anthony Adamovich Key Move Properties, LLC.

    2620 Stonegate Dr, Winchester, VA 22601
    • /39

      Est $431,617 Not Listed For Sale

      421 Longview Ave, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,560 Sq Ft
      • Built 2001
      421 Longview Ave, Winchester, VA 22601

      Last Sold Summary

      • 2% Above List Price
      • $272/SF
      • 91 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Brandon Buchholz-White Long & Foster

  • /7

    $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
  • /15

    $159,900 Sold Jul 29, 2025

    236 Doe Trail, Winchester, VA 22602

    • 1 Bed
    • 1 Bath
    • 861 Sq Ft
    • Built 1971

    Last Sold Summary

    • $186/SF
    • 222 Days On Market

    Current Estimated Value $177,222

    Last Listing Agent Liz McDonald Dandridge Realty Group, LLC

    236 Doe Trail, Winchester, VA 22602
    • /38

      Est $443,654 Not Listed For Sale

      425 Longview Ave, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 2022
      425 Longview Ave, Winchester, VA 22601

      Last Sold Summary

      • $247/SF
      • 71 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Renee Waymire Samson Properties

  • /2

    $314,900 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    151 Mccormick Cir Unit 105, Winchester, VA 22602

    Welcome to refined 55+ living in the highly sought-after Winchester Landing Commons. This exceptional ground-floor residence offers two bedrooms and two full baths, showcasing model-quality finishes and sun-drenched interiors with beautiful views. Designed for both comfort and convenience, this unit features a rare private entrance in addition to the main building access. The thoughtfully

    Mike Campbell EXP Realty, LLC

    151 Mccormick Cir Unit 105, Winchester, VA 22602
  • /2

    $650,000 Sold Jul 10, 2025

    19 E Boscawen St, Winchester, VA 22601

    • 3 Beds
    • 4 Baths
    • 2,639 Sq Ft
    • Built 1900

    Last Sold Summary

    • $246/SF
    • 79 Days On Market

    Current Estimated Value $502,573

    Last Listing Agent Jen Moore ERA Oakcrest Realty, Inc.

    19 E Boscawen St, Winchester, VA 22601
    • /33

      Est $419,720 Not Listed For Sale

      417 Circle Dr, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,366 Sq Ft
      • Built 2023
      417 Circle Dr, Winchester, VA 22601

      Last Sold Summary

      • $307/SF
      • 120 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Vihang Nair EXP Realty, LLC

  • /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
  • /69

    $675,000 Sold Aug 29, 2025

    101 Winterberry Ct, Winchester, VA 22602

    • 4 Beds
    • 3.5 Baths
    • 5,046 Sq Ft
    • Built 1993

    Last Sold Summary

    • $134/SF
    • 16 Days On Market

    Current Estimated Value $687,546

    Last Listing Agent Paul Sneeringer Keller Williams Realty

    101 Winterberry Ct, Winchester, VA 22602
    • /35

      Est $378,751 Not Listed For Sale

      416 Superior Ave, Winchester, VA 22601

      • 4 Beds
      • 1.5 Baths
      • 2,508 Sq Ft
      • Built 1965
      416 Superior Ave, Winchester, VA 22601

      Last Sold Summary

      • 8% Above List Price
      • $140/SF
      • 6 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Jeanne Mezzatesta Colony Realty

  • /26

    $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
  • /38

    $600,000 Sold May 01, 2025

    111 Barnston Ct, Winchester, VA 22602

    • 4 Beds
    • 2.5 Baths
    • 3,016 Sq Ft
    • Built 2004

    Last Sold Summary

    • $199/SF
    • 18 Days On Market

    Current Estimated Value $613,143

    Last Listing Agent Lisa Behr Hunt Country Sotheby's International Realty

    111 Barnston Ct, Winchester, VA 22602
    • /52

      Est $417,334 Not Listed For Sale

      209 W Cedarmeade Ave, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,702 Sq Ft
      • Built 1998
      209 W Cedarmeade Ave, Winchester, VA 22601

      Last Sold Summary

      • 11% Above List Price
      • $220/SF
      • 124 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Gina Chatham Century 21 Redwood Realty

  • /22

    $79,900

    • 3 Beds
    • 2 Baths
    • 1,118 Sq Ft

    107 Smith Dr, Winchester, VA 22603

    Resort-Style Living at Regency Lakes! Enjoy an amenity-rich community that also offers easy access to route 7 and many shopping and dining options nearby. The home features vinyl flooring in the main living areas and carpet in the bedrooms. A light and bright kitchen is the heart of the home, with plenty of storage and counterspace. A charming breakfast nook and laundry closet add convenience to

    Heloisa Amar Samson Properties

    107 Smith Dr, Winchester, VA 22603
  • /39

    $230,000 Sold Jan 29, 2026

    114 Woodys Place, Winchester, VA 22602

    • 3 Beds
    • 2 Baths
    • 1,615 Sq Ft
    • Built 1988

    Last Sold Summary

    • $142/SF
    • 21 Days On Market

    Current Estimated Value $261,471

    Last Listing Agent Beth Paisley Long & Foster Real Estate, Inc.

    114 Woodys Place, Winchester, VA 22602
    • /53

      Est $466,228 Not Listed For Sale

      102 Russelcroft Rd, Winchester, VA 22601

      • 4 Beds
      • 3.5 Baths
      • 3,518 Sq Ft
      • Built 1971
      102 Russelcroft Rd, Winchester, VA 22601

      Last Sold Summary

      • 30% Above List Price
      • $102/SF
      • 7 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Tanner Pack RE/MAX

  • /98

    $669,000

    • 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
  • /34

    $340,000 Sold Jan 13, 2026

    134 Cardinal Ln, Winchester, VA 22602

    • 3 Beds
    • 3 Baths
    • 1,280 Sq Ft
    • Built 1989

    Last Sold Summary

    • $266/SF
    • 107 Days On Market

    Current Estimated Value $357,151

    Last Listing Agent Barton Chasler Realty ONE Group Old Towne

    134 Cardinal Ln, Winchester, VA 22602
    • /27

      Est $337,782 Not Listed For Sale

      2939 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft
      • Built 1986
      2939 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 9% Above List Price
      • $259/SF
      • 2 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Anna Fox NextHome Realty Select

  • /2

    $69,900

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

    Lot 84 Purcell Ln, Winchester, VA 22603

    Build Your Vision Near Winchester City LimitsPrime buildable lot offering the perfect balance of convenience and freedom. Located just minutes from Winchester City but still in county, shopping, the hospital, and Route 37, this property is ready for your project with public water and sewer hookups available. Freedom to Build: No HOA or restrictive covenants—ideal for a custom small home or a

    Jim Thomson Realty ONE Group Old Towne

    Lot 84 Purcell Ln, Winchester, VA 22603
  • /20

    $415,000 Sold Jul 17, 2025

    102 Winnepeg Place, Winchester, VA 22603

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1988

    Last Sold Summary

    • $309/SF
    • 8 Days On Market

    Current Estimated Value $415,536

    Last Listing Agent Jacob Taylor Blue Valley Real Estate

    102 Winnepeg Place, Winchester, VA 22603
    • /22

      Est $340,344 Not Listed For Sale

      2935 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft
      • Built 1986
      2935 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 5% Above List Price
      • $271/SF
      • 66 Days On Market

      Last Sold Price $324,900

      Last Listing Agent Anna Fox NextHome Realty Select

  • /38

    $320,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1610 S Loudoun St, Winchester, VA 22601

    Welcome to this charming Cape Cod located in the heart of Winchester. Centrally situated just minutes from Old Town Winchester and Shenandoah University, this home offers both convenience and character.Step inside to a spacious living room featuring a cozy fireplace, which flows seamlessly into the kitchen and continues on to the dining room, creating an inviting layout for everyday living

    Heloisa Amar Samson Properties

    1610 S Loudoun St, Winchester, VA 22601
  • /5

    $90,000 Sold Jul 17, 2025

    310 Burnt Church Rd, Winchester, VA 22603

    • Land
    • 3.5 Acres
    • $25,714 per Acre

    Last Sold Summary

    • 41 Days On Market

    Last Listing Agent Gillian Greenfield Coldwell Banker Premier

    310 Burnt Church Rd, Winchester, VA 22603
    • /19

      Est $334,784 Not Listed For Sale

      2927 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft
      • Built 1983
      2927 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 8% Above List Price
      • $258/SF
      • 21 Days On Market

      Last Sold Price $309,900

      Last Listing Agent Anna Fox NextHome Realty Select

  • /27

    $364,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    DELMAR Plan at Retreat at Winding Creek - Townhomes, Winchester, VA 22602

    The Delmar by D.R. Horton is a stunning new construction 2 story townhome plan featuring 1,500 square feet of living space including 3 bedrooms, 2.5 baths and a 1-car garage. The convenience of townhome living meets the amenities of a single-family home with the Delmar. The main level eat-in kitchen with large pantry and modern island opens up to an airy, bright dining and living room. The upper

    D.R. Horton Builder
    137 Seminole Dr Unit 36203785, Winchester, VA 22602
  • /107

    $775,000 Sold Aug 22, 2025

    132 Wilton Dr, Winchester, VA 22603

    • 4 Beds
    • 3.5 Baths
    • 5,161 Sq Ft
    • Built 1999

    Last Sold Summary

    • $150/SF
    • 35 Days On Market

    Current Estimated Value $810,975

    Last Listing Agent Dallas Croft Samson Properties

    132 Wilton Dr, Winchester, VA 22603

Showing Results 561 - 600, Page 15 of 18

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