Winchester, VA Homes

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  /29

  Est $311,672 Not Listed For Sale

  2917 First St, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • Built 1952

  2917 First St, Winchester, VA 22601

  Last Sold Summary

  • 13% Above List Price
  • $220/SF
  • 90 Days On Market

  • Last Sold Price $275,000
  • Mar 07, 2024

  Last Listing Agent James King RE/MAX
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  /91

  $1,250,000 Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 4,188 Sq Ft

  1015 Redbud Rd, Winchester, VA 22603

  Set on over 10 private acres in the quiet Locust Level Estates community, this beautifully designed 4-bedroom, 4.5-bath ranch-style home offers the perfect balance of comfort, functionality, and scenic countryside living. With over 4,100 square feet of thoughtfully designed space, the open-concept main level living creates a seamless flow ideal for both everyday living and entertaining, anchored

  Ryan Rice Keller Williams Capital Properties

  1015 Redbud Rd, Winchester, VA 22603
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  /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 $515,415

  Last Listing Agent Natalie Dalecky ERA Oakcrest Realty, Inc.

  160 Country Squire Ln, Winchester, VA 22603
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  /31

  Est $289,263 Not Listed For Sale

  2944 Second St, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 850 Sq Ft
  • Built 1953

  2944 Second St, Winchester, VA 22601

  Last Sold Summary

  • 14% Above List Price
  • $298/SF
  • 126 Days On Market

  • Last Sold Price $253,300
  • Jun 09, 2023

  Last Listing Agent Amira Wali Spring Hill Real Estate, LLC.
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  /23

  $379,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  HOMESITE 99 Shouner Ct, Winchester, VA 22602

  54 Shouner Ct – Model Home | Summer 2026 Delivery AvailableSt. Paul TBB | 4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level + Larger Deck Beautiful wooded homesites available!Offering up to 2,000 sq. ft. of modern, open-concept living — customize your home the way you like, or keep everything as-is at this price, including a 4th bedroom. Home Highlights Open-concept main level – perfect

  Jimmy Thomas New Home Star Virginia, LLC

  HOMESITE 99 Shouner Ct, Winchester, VA 22602
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  /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 $458,883

  Last Listing Agent Anthony Adamovich Key Move Properties, LLC.

  2620 Stonegate Dr, Winchester, VA 22601
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  /19

  Est $326,038 Not Listed For Sale

  2928 First St, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,472 Sq Ft
  • Built 1972

  2928 First St, Winchester, VA 22601

  Last Sold Summary

  • 23% Above List Price
  • $180/SF
  • 11 Days On Market

  • Last Sold Price $265,000
  • Aug 25, 2023

  Last Listing Agent Kimberly Schroeder Long & Foster Real Estate, Inc.
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  /29

  $259,900

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  111 Genesee Trail, Winchester, VA 22602

  Remodeled rancher on 4 lots totaling 1.41 acres. Cute 2 bedroom 1 bath home freshly painted with new luxury vinyl planking throughout the entire house. Brand new bathroom with tub /shower. Open floor plan with bedrooms on each end of the house for privacy. 2 sheds that convey to store whatever your heart desires. Front deck to be stained as soon as weather permits. Come out and and enjoy all the

  Jacquelyn Rizzari MarketPlace REALTY

  111 Genesee Trail, Winchester, VA 22602
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  /45

  $405,000 Sold Mar 27, 2026

  100 Winns Cir, Winchester, VA 22602

  • 4 Beds
  • 2.5 Baths
  • 2,636 Sq Ft
  • Built 1992

  Last Sold Summary

  • 10% Below List Price
  • $154/SF
  • 18 Days On Market

  Current Estimated Value $412,819

  Last Listing Agent Nicole Lewis Coldwell Banker Premier

  100 Winns Cir, Winchester, VA 22602
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  /8

  Est $243,576 Not Listed For Sale

  521 Monticello St, Winchester, VA 22601

  • 2 Beds
  • 1.5 Baths
  • 1,064 Sq Ft
  • Built 1981

  521 Monticello St, Winchester, VA 22601

  Last Sold Summary

  • 16% Above List Price
  • $197/SF
  • 4 Days On Market

  • Last Sold Price $210,000
  • May 10, 2024

  Last Listing Agent Ned Stock BHHS PenFed (actual)
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  /5

  $650,000 Coming Soon

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

  293 Skylar Lanes Way, Winchester, VA 22603

  3 FINISHED LEVELS * 3 CAR OVERSIZED SIDELOAD GARAGE * 2 PRIVATE ACRES * LOCATED IN SOUGHT AFTER WALNUT SPRINGS ESTATES * WRAP AROUND FRONT PORCH * MAIN LEVEL FEATURES INVITING 2 STORY FOYER * LIVING ROOM AND DINING ROOM WITH TRAY CEILING AND CUSTOM MOLDINGS * KITCHEN WITH ONE YEAR OLD GE PROFILE BLACK STAINLESS APPLIANCES WITH GAS COOKING AND CENTER ISLAND * BREAKFAST ROOM WITH BAYWINDOW * FAMILY

  Gregory Frank Berkshire Hathaway HomeServices PenFed Realty

  293 Skylar Lanes Way, Winchester, VA 22603
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  /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 $179,702

  Last Listing Agent Liz McDonald Dandridge Realty Group, LLC

  236 Doe Trail, Winchester, VA 22602
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  /22

  Est $255,806 Not Listed For Sale

  514 Armour Dale, Winchester, VA 22601

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

  514 Armour Dale, Winchester, VA 22601

  Last Sold Summary

  • 3% Above List Price
  • $325/SF
  • 4 Days On Market

  • Last Sold Price $249,000
  • Oct 31, 2024

  Last Listing Agent Katy Kidwell Burch Real Estate Group, LLC
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  /51

  $1,595,000

  • Land
  • 158.44 Acres
  • $10,067 per Acre

  158.5 Acres Lot 3 Laurel Grove Rd, Winchester, VA 22602

  Incredible opportunity to own 158.443 acres of pristine, private land in an exclusive 3-lot, 440-acre subdivision. This is the most secluded parcel of the three, offering unmatched 360-degree panoramic views and a level of privacy that’s increasingly rare—yet just 15 minutes from town. Tucked away from the lights and sounds of civilization, this property provides a peaceful, off-the-beaten-path

  Nadeem Helfer Samson Properties

  158.5 Acres Lot 3 Laurel Grove Rd, Winchester, VA 22602
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  /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 $496,211

  Last Listing Agent Jen Moore ERA Oakcrest Realty, Inc.

  19 E Boscawen St, Winchester, VA 22601
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  /71

  Est $352,254 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

  • 12% Below List Price
  • $250/SF
  • 3 Days On Market

  • Last Sold Price $400,000
  • Jun 14, 2024

  Last Listing Agent John Ashton Equity Realty
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  /46

  $435,000

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  25 W Southwerk St, Winchester, VA 22601

  Welcome to this beautifully updated gem in the heart of Winchester! From the moment you arrive, the expansive front porch invites you to sit back and enjoy the charm of one of the city's most sought-after locations. Situated just moments from Handley High School, vibrant downtown shops, local restaurants, and scenic parks, this home offers the perfect balance of neighborhood tranquility and

  Dan Whitacre Colony Realty

  25 W Southwerk St, Winchester, VA 22601
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  /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 $706,294

  Last Listing Agent Paul Sneeringer Keller Williams Realty

  101 Winterberry Ct, Winchester, VA 22602
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  /46

  Est $525,173 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
  • Jul 19, 2024

  Last Listing Agent Omar Gonzalez Real Living at Home
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  /29

  $335,000

  • 3 Beds
  • 4 Baths
  • 1,336 Sq Ft

  120 Worsham Terrace, Winchester, VA 22602

  This beautifully maintained 3 level townhome is a great place to call home. Perfectly situated at the back of the subdivision, you get the benefits of the community while enjoying the quiet surroundings. Enjoy the toddler playground and the walking/running trail just steps from your door. This home is also the perfect commuter location less than a mile from Route 7 and Interstate 81. Only minutes

  Marielle Thoburn Keller Williams Realty

  120 Worsham Terrace, Winchester, VA 22602
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  /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 $622,473

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

  111 Barnston Ct, Winchester, VA 22602
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  /38

  Est $522,562 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

  • 7% Above List Price
  • $212/SF
  • 42 Days On Market

  • Last Sold Price $489,000
  • Jul 29, 2024

  Last Listing Agent Brett Sowder RE/MAX
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  /33

  $576,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  55 Hydrangea Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Clifton floorplan is a thoughtfully designed 1,865 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 kitchen opens to a large great room with two windows that let in

  Victoria Clark D R Horton Realty of Virginia LLC

  55 Hydrangea Way, Winchester, VA 22602
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  /8

  $1,465,656 Sold Mar 10, 2026

  62 Gravenstein Ct, Winchester, VA 22602

  • 4 Beds
  • 3.5 Baths
  • 3,707 Sq Ft

  Last Sold Summary

  • 34% Above List Price
  • $395/SF
  • 23 Days On Market

  Last Listing Agent Daniel Boris Pearson Smith Realty, LLC

  62 Gravenstein Ct, Winchester, VA 22602
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  /59

  Est $588,167 Not Listed For Sale

  3026 Saratoga Dr, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 3,379 Sq Ft
  • Built 1998

  3026 Saratoga Dr, Winchester, VA 22601

  Last Sold Summary

  • 4% Above List Price
  • $167/SF
  • 3 Days On Market

  • Last Sold Price $565,000
  • Mar 07, 2025

  Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne
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  /48

  $649,900

  • 4 Beds
  • 3.5 Baths
  • 4,419 Sq Ft

  151 Darby Dr, Winchester, VA 22602

  Lovely contemporary home in the established Ravenwing subdivision, featuring a highly desirable main-level primary suite and a layout you’ll instantly fall in love with. The well-designed floor plan offers spacious second-floor bedrooms, a finished basement complete with a kitchenette, and a screened rear porch overlooking a fenced yard. Enjoy peaceful views of the picturesque common area and

  Dave Spence RE/MAX Roots

  151 Darby Dr, Winchester, VA 22602
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  /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 $343,356

  Last Listing Agent Barton Chasler Realty ONE Group Old Towne

  134 Cardinal Ln, Winchester, VA 22602
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  /43

  Est $450,724 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

  • 10% Below List Price
  • $212/SF
  • 47 Days On Market

  • Last Sold Price $499,900
  • Aug 31, 2023

  Last Listing Agent LESLIE WEBB Long & Foster Real Estate, Inc.
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  /45

  $509,990 Pending

  • 4 Beds
  • 3 Baths
  • 2,168 Sq Ft

  118 Trellis View Ln, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa blending style and functionality in a single-level open layout and finished loft. 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 kitchen,

  Victoria Clark D R Horton Realty of Virginia LLC

  118 Trellis View Ln, Winchester, VA 22602
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  /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 $420,659

  Last Listing Agent Jacob Taylor Blue Valley Real Estate

  102 Winnepeg Place, Winchester, VA 22603
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  /33

  Est $424,631 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

  • 1% Above List Price
  • $307/SF
  • 120 Days On Market

  • Last Sold Price $420,000
  • Jun 28, 2024

  Last Listing Agent Vihang Nair EXP Realty, LLC
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  /12

  $632,990 New Construction

  • 3 Beds
  • 2 Baths
  • 3,056 Sq Ft

  5 Williamson Rd, Winchester, VA 22602

  Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites. The Drexel Floorplan is a spacious and versatile single-family home designed to suit a variety of lifestyles. With up to 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features

  Dick Bryan New Home Star Virginia, LLC

  5 Williamson Rd, Winchester, VA 22602
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  /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
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  /35

  Est $369,974 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

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

  • Last Sold Price $350,000
  • Oct 04, 2024

  Last Listing Agent Jeanne Mezzatesta Colony Realty
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  /67

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft

  1239 Cedar Grove Rd, Winchester, VA 22603

  Experience the perfect blend of historic artistry and modern convenience in this stunning 3-bedroom, 2-bath Craftsman-style retreat. Set on 3.27 sprawling, unrestricted acres, this property offers the rare freedom to create your own homestead, workshop, or private escape.The iconic front porch, complete with a classic swing, welcomes you into a home defined by "honest" craftsmanship. Inside,

  Cynthia Lee RE/MAX Roots

  1239 Cedar Grove Rd, Winchester, VA 22603
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  /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 $837,009

  Last Listing Agent Dallas Croft Samson Properties

  132 Wilton Dr, Winchester, VA 22603
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  /20

  Est $421,484 Not Listed For Sale

  2812 Baldwin St, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,262 Sq Ft
  • Built 1956

  2812 Baldwin St, Winchester, VA 22601

  Last Sold Summary

  • $186/SF
  • 93 Days On Market

  • Last Sold Price $420,000
  • Mar 06, 2025

  Last Listing Agent Jennifer Sacco RE/MAX
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  /57

  $695,000

  • 5 Beds
  • 3 Baths
  • 2,182 Sq Ft

  813 Chelsea Dr, Winchester, VA 22601

  ELEGANT AND SPECTACULAR! DRAMATIC SHOW STOPPER HOME IN MEADOW BRANCH SOUTH. If your passion is entertaining and fine living, this well-appointed, custom-built home is for you! Open floor plan with cathedral and multi-tiered tray ceilings, arches and plantation shutters. Fresh paint and newly refinished hardwood floors. In-town convenience near shopping, services and restaurants. A short drive to

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  813 Chelsea Dr, Winchester, VA 22601
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  /44

  $399,990 Sold Feb 19, 2026

  129 Lakota St, Winchester, VA 22602

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $212/SF
  • 9 Days On Market

  D.R. Horton Retreat at Winding Creek - Townhomes

  129 Lakota St, Winchester, VA 22602
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  /49

  Est $551,780 Not Listed For Sale

  2853 Packer St, Winchester, VA 22601

  • 5 Beds
  • 3.5 Baths
  • 3,284 Sq Ft
  • Built 2007

  2853 Packer St, Winchester, VA 22601

  Last Sold Summary

  • 5% Above List Price
  • $160/SF
  • 209 Days On Market

  • Last Sold Price $525,000
  • Mar 14, 2025

  Last Listing Agent Robert Adams Weichert Corporate

Showing Results 561 - 600, Page 15 of 18