37,097

Winchester, VA Homes

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  • /38

    $449,990

    Sold Sep 18, 2025

    1823 Reese Ct, Winchester, VA 22601

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

    Move in Ready Sold Summary

    • $238/SF
    • 6 Days On Market

    D.R. Horton Abrams Crossing at Meadow Branch

    1823 Reese Ct, Winchester, VA 22601
    • /33

      Not Listed For Sale

      107 Manasquan Way, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 3,318 Sq Ft
      • Built 2024
      107 Manasquan Way, Winchester, VA 22602

      Last Sold Summary

      • 36 Days On Market

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

  • /18

    $400,145

    New Construction $8K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,889 Sq Ft

    112 Sioux Loop, Winchester, VA 22602

    This Adams interior unit features 4 bedrooms, 3.5 baths, and a 1-car garage. With a total of 1,889 sq ft, there is plenty of space to entertain and live comfortably. Enjoy 9' ceilings and luxury vinyl plank flooring on the main level. The kitchen features white cabinets with quartz countertops along with stainless steel appliances by Whirlpool. Relax on your 8'x14' rear deck and take advantage of

    D.R. Horton Builder
    112 Sioux Loop, Winchester, VA 22602
  • /53

    $475,000

    Sold Aug 21, 2025

    669 Dicks Hollow Rd, Winchester, VA 22603

    • 4 Beds
    • 2 Baths
    • 2,012 Sq Ft
    • Built 1950

    Last Sold Summary

    • $236/SF
    • 71 Days On Market

    Current Estimated Value $487,907

    Last Listing Agent Barbera Clausen Pearson Smith Realty LLC

    669 Dicks Hollow Rd, Winchester, VA 22603
    • /33

      Not Listed For Sale

      2850 Cedar Creek Grade, Winchester, VA 22602

      • 3 Beds
      • 2.5 Baths
      • 2,650 Sq Ft
      • Built 2025
      2850 Cedar Creek Grade, Winchester, VA 22602

      Last Sold Summary

      • 21 Days On Market

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

  • /6

    $1,471,000

    Under Contract
    • Land
    • 3.64 Acres
    • $404,121 per Acre

    0 Grocery Ave Unit VAFV2015654, Winchester, VA 22602

    PRICE REDUCED!! Owners are looking for reasonable offers. Pad site G setting back from Senseny Road adjacent to the Orrick Commons Shopping Center. Great retail, restaurant, office location. ALSO SELF-STORAGE!!! Near McDonalds and CVS Pharmacy. Lots of roof tops and high traffic count in the area midway between route 7 east (1 mile)and route 50 east (2 miles). Access to the lot from Greenwood and

    John Coontz Commercial Specialists

    0 Grocery Ave Unit VAFV2015654, Winchester, VA 22602
  • /98

    $400,000

    Sold Feb 13, 2026

    1133 Tomahawk Trail, Winchester, VA 22602

    • 3 Beds
    • 2 Baths
    • 2,325 Sq Ft
    • Built 1975

    Last Sold Summary

    • $172/SF
    • 106 Days On Market

    Current Estimated Value $399,128

    Last Listing Agent Sue Goodwin Long & Foster Real Estate, Inc.

    1133 Tomahawk Trail, Winchester, VA 22602
    • /32

      Not Listed For Sale

      0 Pack Horse Rd Unit VAFV2021970, Winchester, VA 22603

      0 Pack Horse Rd Unit VAFV2021970, Winchester, VA 22603

      Last Sold Summary

      • 266 Days On Market

      Last Listing Agent Chad Pangle Whitetail Properties Real Estate, LLC

  • /34

    $799,000

    New Construction Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    169 Cather Ln, Winchester, VA 22602

    Estimated completion August 2026. Photos shown are of a similar home previously constructed by the builder. Finishes and features may vary. Welcome to 169 Cather Lane, a spacious rancher situated on 5 beautiful pastoral acres with stunning views and an unbeatable location just minutes from town. Built by local builder Scott & Scott Construction, this home offers the perfect blend of quality

    Kaitlyn Behr Samson Properties

    169 Cather Ln, Winchester, VA 22602
  • /2

    $463,500

    Sold Apr 10, 2026

    108 Webster Ct Unit HOMESITE 1048, Winchester, VA 22603

    • 3 Beds
    • 2.5 Baths
    • 2,263 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $205/SF
    • 16 Days On Market

    Last Listing Agent Shannon L Bray Pearson Smith Realty, LLC

    108 Webster Ct Unit HOMESITE 1048, Winchester, VA 22603
    • /3

      Not Listed For Sale

      Lot behind 591 Apple Pie Ridge Rd, Winchester, VA 22603

      Lot behind 591 Apple Pie Ridge Rd, Winchester, VA 22603

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent Elcy Pereira Elcy & Co. Realty, LLC.

  • /4

    $74,000

    • Land
    • 40,510 Sq Ft
    • $79,570 per Acre

    Lot 315A Timber Ridge Trail, Winchester, VA 22602

    Rare Double Lot – Nearly One Acre of Prime Ridge Top Privacy in Shawneeland! This exceptional, nearly one-acre, double lot offers a perfect blend of privacy and potential - and is ready for you to build the home of your dreams! Nestled atop the ridge in Shawneeland, this wooded parcel has been perc’d and approved for a three-bedroom septic system, with a certification letter on file with the

    Kristin Crosby Samson Properties

    Lot 315A Timber Ridge Trail, Winchester, VA 22602
  • /92

    $1,100,000

    Sold Dec 03, 2025

    2321 Cedar Grove Rd, Winchester, VA 22603

    • 4 Beds
    • 3.5 Baths
    • 4,815 Sq Ft
    • Built 2002

    Last Sold Summary

    • $228/SF
    • 57 Days On Market

    Current Estimated Value $1,087,003

    Last Listing Agent Traci Shoberg Samson Properties

    2321 Cedar Grove Rd, Winchester, VA 22603
    • /15

      Not Listed For Sale

      3142 Eton Place, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,916 Sq Ft
      • Built 2024
      3142 Eton Place, Winchester, VA 22601

      Last Sold Summary

      • 141 Days On Market

      Last Listing Agent Brittany Newman DRB Group Realty, LLC

  • /9

    $150,000

    Under Contract
    • Land
    • 18,295 Sq Ft
    • $357,143 per Acre

    1322 Vanceright Cir, Winchester, VA 22601

    Tucked away on a quiet cul-de-sac, this 0.4174-acre lot offers a fantastic opportunity to build your dream home in a highly desirable Winchester location. Enjoy the convenience of being just minutes from Handley High School and the charm, dining, and shopping of downtown Winchester. The property features a 30' easement, allowing for access while still providing ample space for your vision. With

    John Scully Colony Realty

    1322 Vanceright Cir, Winchester, VA 22601
  • /31

    $325,000

    Sold Dec 30, 2025

    414 Elm St, Winchester, VA 22601

    • 4 Beds
    • 2 Baths
    • 915 Sq Ft
    • Built 1960

    Last Sold Summary

    • $355/SF
    • 109 Days On Market

    Current Estimated Value $330,236

    Last Listing Agent Aracely Rivera First Decision Realty LLC

    414 Elm St, Winchester, VA 22601
    • /22

      Not Listed For Sale

      3146 Eton Place, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,928 Sq Ft
      • Built 2024
      3146 Eton Place, Winchester, VA 22601

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Brittany Newman DRB Group Realty, LLC

  • /17

    $199,900

    $15K PRICE DROP
    • Land
    • 15,681 Sq Ft
    • $555,278 per Acre

    506 Fairmont Ave, Winchester, VA 22601

    NEW CITY LOT! This newly configured lot in the heart of downtown Winchester has been expanded and is ready for you to build your dream home. Featuring a width of approximately 100 feet, you have plenty of space to accommodate nearly any home of your choice. As a bonus, the driveway will be on the neighboring lot, which allows even more buildable space. Additionally, you do not have to worry about

    Dan Whitacre Colony Realty

    506 Fairmont Ave, Winchester, VA 22601
  • /20

    $445,000

    Sold Mar 20, 2026

    109 Glen Ridge Rd, Winchester, VA 22602

    • 3 Beds
    • 3 Baths
    • 1,935 Sq Ft
    • Built 2025

    Last Sold Summary

    • $230/SF
    • 59 Days On Market

    Last Listing Agent Pamela Russell CENTURY 21 New Millennium

    109 Glen Ridge Rd, Winchester, VA 22602
    • /22

      Not Listed For Sale

      3132 Eton Place, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 2,074 Sq Ft
      • Built 2024
      3132 Eton Place, Winchester, VA 22601

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Brittany Newman DRB Group Realty, LLC

  • /2

    $625,000

    Coming Soon
    • 5 Beds
    • 2.5 Baths
    • 3,093 Sq Ft

    139 Darby Dr, Winchester, VA 22602

    COMING SOON!Being beautifully remodeled and updated, this home is getting a fresh new look inside and out! Enjoy relaxing times on the expansive front porch and entertain year-round on the covered rear deck in private back yard. More details, professional photos, and a full list of features are coming soon—stay tuned for this exciting opportunity in Winchester!

    Ally Goldwater Coldwell Banker Realty

    139 Darby Dr, Winchester, VA 22602
  • /27

    $240,000

    Sold Jun 18, 2026

    111 Genesee Trail, Winchester, VA 22602

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft
    • Built 1971

    Last Sold Summary

    • 14% Below List Price
    • $260/SF
    • 96 Days On Market

    Current Estimated Value $240,270

    Last Listing Agent Jacquelyn Rizzari MarketPlace REALTY

    111 Genesee Trail, Winchester, VA 22602
    • /41

      Est $506,845

      Not Listed For Sale

      2060 Taylor Grace Ct, Winchester, VA 22601

      • 4 Beds
      • 2.5 Baths
      • 1,776 Sq Ft
      • Built 2011
      2060 Taylor Grace Ct, Winchester, VA 22601

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Paul Gallagher Colony Realty

  • /127

    $3,175,000

    • 6 Beds
    • 7 Baths
    • 8,593 Sq Ft

    730 Merrimans Ln, Winchester, VA 22601

    A Once-in-a-Generation Opportunity: 1765 Heritage Meets Modern Luxury Rarely does a property of this caliber, history, and scale become available within Winchester city limits. Perfectly positioned on 5.49 acres of breathtaking, park-like grounds, this historic masterpiece is a true private oasis. Painstakingly and lovingly renovated, the estate offers an unparalleled blend of 18th-century charm

    Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty

    730 Merrimans Ln, Winchester, VA 22601
  • /22

    $250,000

    Sold Aug 14, 2025

    213 Little River Dr, Winchester, VA 22602

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1989

    Last Sold Summary

    • $250/SF
    • 33 Days On Market

    Current Estimated Value $249,527

    Last Listing Agent Meghan Pachas Realty ONE Group Old Towne

    213 Little River Dr, Winchester, VA 22602
    • /43

      Est $598,321

      Not Listed For Sale

      2044 Taylor Grace Ct, Winchester, VA 22601

      • 4 Beds
      • 3.5 Baths
      • 3,568 Sq Ft
      • Built 2011
      2044 Taylor Grace Ct, Winchester, VA 22601

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Cynthia Lee RE/MAX Roots

  • /27

    $459,990

    New Construction Pending
    • 2 Beds
    • 2 Baths
    • 1,564 Sq Ft

    110 Carnation Way, Winchester, VA 22603

    Ready for move in!! Step inside the Hemingway, a luxurious garden home designed for effortless living and modern elegance. The sleek, open-concept layout welcomes you with a striking stone watertable detail on the exterior and an upgraded garage door that set the tone for the home’s refined style. At the heart of the home, the gourmet kitchen shines with stainless steel appliances, upgraded New

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    110 Carnation Way, Winchester, VA 22603
  • /82

    $667,000

    Sold Jun 09, 2026

    293 Skylar Lanes Way, Winchester, VA 22603

    • 4 Beds
    • 4 Baths
    • 3,266 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Above List Price
    • $204/SF
    • 7 Days On Market

    Current Estimated Value $664,475

    Last Listing Agent Gregory Frank Berkshire Hathaway HomeServices PenFed Realty

    293 Skylar Lanes Way, Winchester, VA 22603
    • /33

      Est $350,788

      Not Listed For Sale

      125 Monticello Square, Winchester, VA 22602

      • 3 Beds
      • 4 Baths
      • 1,740 Sq Ft
      • Built 2009
      125 Monticello Square, Winchester, VA 22602

      Last Sold Summary

      • 61 Days On Market

      Last Listing Agent Robin Gebhardt EXP Realty, LLC

  • /39

    $449,900

    Pending
    • 2 Beds
    • 2 Baths
    • 2,370 Sq Ft

    443 Fairmont Ave, Winchester, VA 22601

    So much potential !!! Great location, private yard, lots of square feet. Lot is 3/4 acre !Needs TLC. Listed $120,000 under tax assessment to allow room for updating. Kitchen has Corion counter tops , great cabinets. Very large room with beautiful book case built in, has fantastic screened in porch, Very large ( 24 X 24 ) family room with fireplace .

    Jeff Webber Long & Foster Real Estate, Inc.

    443 Fairmont Ave, Winchester, VA 22601
  • /34

    $265,000

    Sold Sep 09, 2025

    2301 Tower Ave, Winchester, VA 22601

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1989

    Last Sold Summary

    • $276/SF
    • 90 Days On Market

    Current Estimated Value $273,074

    Last Listing Agent Clint Pierpoint NextHome Realty Select

    2301 Tower Ave, Winchester, VA 22601
    • /31

      Est $345,644

      Not Listed For Sale

      123 Monticello Square, Winchester, VA 22602

      • 3 Beds
      • 4 Baths
      • 1,740 Sq Ft
      • Built 2009
      123 Monticello Square, Winchester, VA 22602

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Paul Gallagher Colony Realty

  • /22

    $459,990

    New Construction
    • 2 - 3 Beds
    • 1 Bath
    • 1,670+ Sq Ft

    Fitzgerald Plan at Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection, Winchester, VA 22603

    Welcome to your dream one-level villa, the Fitzgerald! This beautifully designed home features a central kitchen that serves as the heart of the house, perfect for both everyday living and entertaining. The main level includes two spacious bedrooms, including a luxurious primary suite with an expansive walk-in closet and an en suite bathroom for your comfort and privacy. Additionally, you'll find

    Brookfield Residential Builder
    105 Wagtail Ln Unit 36578849, Winchester, VA 22603
  • /65

    $600,000

    Sold Oct 31, 2025

    231 Gun Barrel Ln, Winchester, VA 22603

    • 3 Beds
    • 2.5 Baths
    • 3,283 Sq Ft
    • Built 2004

    Last Sold Summary

    • $183/SF
    • 12 Days On Market

    Current Estimated Value $616,030

    Last Listing Agent Dennis Virts RE/MAX Distinctive Real Estate, Inc.

    231 Gun Barrel Ln, Winchester, VA 22603
    • /19

      Est $291,218

      Not Listed For Sale

      521 1/2 N Loudoun St, Winchester, VA 22601

      • 4 Beds
      • 1.5 Baths
      • 1,277 Sq Ft
      • Built 1936
      521 1/2 N Loudoun St, Winchester, VA 22601

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Barton Chasler Realty ONE Group Old Towne

  • /45

    $215,000

    $5K PRICE DROP Under Contract
    • 1 Bed
    • 1 Bath
    • 637 Sq Ft

    106 Blackfeet Trail, Winchester, VA 22602

    Charming mountain retreat nestled on a full acre in Shawneeland! This cozy 1-bedroom, 1-bath cabin offers the perfect blend of privacy, nature, and modern comfort. Situated on two combined lots totaling approximately 1 acre, the property provides plenty of space to enjoy the peaceful wooded setting.Recent improvements include a newer architectural shingle roof, gutter, vinyl clad double

    Tiffany Feathers-Brown MarketPlace REALTY

    106 Blackfeet Trail, Winchester, VA 22602
  • /31

    $529,990

    Sold Sep 25, 2025

    214 Munsee Cir, Winchester, VA 22602

    • 5 Beds
    • 3 Baths
    • 2,415 Sq Ft
    • Built 2025

    Last Sold Summary

    • $219/SF
    • 10 Days On Market

    Last Listing Agent Brooks Sears Pearson Smith Realty, LLC

    214 Munsee Cir, Winchester, VA 22602
    • /38

      Est $350,055

      Not Listed For Sale

      205 Winchester Dr, Winchester, VA 22602

      • 3 Beds
      • 2.5 Baths
      • 2,052 Sq Ft
      • Built 2009
      205 Winchester Dr, Winchester, VA 22602

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Tanner Pack RE/MAX Roots

  • /41

    $369,900

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    111 Tanglewood Ln, Winchester, VA 22602

    Welcome home to comfortable, low-maintenance living in the desirable 55+ community of Woodbrook Village! This well-maintained end-unit home offers the perfect blend of space, privacy, and convenience.Featuring two spacious bedrooms, two full bathrooms, and a cozy yet open floor plan, this home provides plenty of room to relax, entertain, and enjoy everyday living. The updated kitchen offers

    Tiffany Hunter ERA Oakcrest Realty, Inc.

    111 Tanglewood Ln, Winchester, VA 22602
  • /48

    $574,900

    Sold Oct 17, 2025

    1629 Pondview Dr, Winchester, VA 22601

    • 4 Beds
    • 3.5 Baths
    • 2,602 Sq Ft
    • Built 1995

    Last Sold Summary

    • $221/SF
    • 83 Days On Market

    Current Estimated Value $606,416

    Last Listing Agent Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

    1629 Pondview Dr, Winchester, VA 22601

Showing Results 641 - 680, Page 17 of 18

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