Winchester, VA Homes

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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

  Current Estimated Value $297,870

  Last Listing Agent Jane Norton United Real Estate Premier

  2964 Grace St, Winchester, VA 22601
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  /25

  Est $386,032 Not Listed For Sale

  2921 Second St, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 1,147 Sq Ft
  • Built 1955

  2921 Second St, Winchester, VA 22601

  Last Sold Summary

  • 1% Below List Price
  • $340/SF
  • 39 Days On Market

  • Last Sold Price $389,999
  • Dec 14, 2023

  Last Listing Agent Joelle Graham Weichert Corporate
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  /57

  $645,000 Open Sat 2PM - 4PM

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

  930 Wayne Dr, Winchester, VA 22601

  Beautiful brick-front Colonial in a prime location! Nestled in a quiet neighborhood yet just minutes from I-81 and local amenities, this stunning home offers the perfect blend of convenience and tranquility.Brand new LVP flooring was just installed on both levels. Step into the grand two-story foyer, flanked by a formal living room and dining room accented with elegant columns and a cozy

  Elizabeth Flood Keller Williams Realty

  930 Wayne Dr, Winchester, VA 22601
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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 $498,999

  Last Listing Agent Jeanne Mezzatesta Colony Realty

  436 W Leicester St, Winchester, VA 22601
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  /22

  Est $302,150 Not Listed For Sale

  313 Summit Ave, Winchester, VA 22601

  • 2 Beds
  • 1 Bath
  • 954 Sq Ft
  • Built 1951

  313 Summit Ave, Winchester, VA 22601

  Last Sold Summary

  • 6% Above List Price
  • $299/SF
  • 25 Days On Market

  • Last Sold Price $285,000
  • Jul 30, 2024

  Last Listing Agent Susan Wathen EXP Realty, LLC
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  /58

  $585,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,909 Sq Ft

  328 Sheridan Ave, Winchester, VA 22601

  Timeless charm meets thoughtful updates in this beautifully maintained all-brick 1958 home, offering effortless one-level living with a warm retro vibe. Freshly painted throughout and enhanced with new quartz countertops, classic subway tile backsplash, updated sink and faucet, and stylish new lighting, this home blends character with modern comfort. The main level is inviting and functional,

  Mary Casselano Dream Real Estate

  328 Sheridan Ave, Winchester, VA 22601
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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 $320,815

  Last Listing Agent Teri Domanski Corcoran McEnearney

  613 Watson Ave, Winchester, VA 22601
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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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  /14

  $69,999

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft

  121 Smith Dr, Winchester, VA 22603

  Beautifully updated 3-bedroom, 2-bath single-wide home located in the desirable Regency Lakes community on leased land. This home was fully refreshed in 2023, featuring a new roof, HVAC system, and water heater, offering peace of mind and modern efficiency for years to come. Inside, you’ll find a bright, contemporary design with tasteful finishes and a comfortable layout perfect for everyday

  Julissa Rodriguez Vaze Realty

  121 Smith Dr, Winchester, VA 22603
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  /35

  $270,000 Sold Mar 03, 2026

  239 Chestnut St, Winchester, VA 22601

  • 2 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1976

  Last Sold Summary

  • $230/SF
  • 100 Days On Market

  Current Estimated Value $285,286

  Last Listing Agent William Wertz Wildhawks Realty LLC

  239 Chestnut St, Winchester, VA 22601
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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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  /34

  $654,490 New Construction

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

  234 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

  D.R. Horton Builder

  234 Hydrangea Way, Winchester, VA 22602
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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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  /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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  /7

  $239,900

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  139 Little River Dr, Winchester, VA 22602

  Rebecca Sims Century 21 Redwood Realty

  139 Little River Dr, Winchester, VA 22602
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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

  Current Estimated Value $337,500

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

  163 Cabin Ln, Winchester, VA 22603
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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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  /9

  $166,000 Under Contract

  • Land
  • 59.93 Acres
  • $2,770 per Acre

  0 Tomahawk Trail Unit VAFV2033070, Winchester, VA 22602

  UNIQUE 60 ACRE WOODED TRACT within the Great North Mountain Wilderness Area enhanced by County maintained hard surfaced road access and available electricity. The Offering also includes a contiguous half acre building Lot (Shawneeland - Tax ID 49-A05-1-W-1) which is located adjacent to the main tracts access point at the intersection of Tomahawk and Jalapa. Potential forty plus mile views

  Wayne Wilson Thomas and Talbot Estate Properties, Inc.

  0 Tomahawk Trail Unit VAFV2033070, Winchester, VA 22602
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  /36

  $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

  Current Estimated Value $531,158

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

  2723 Windwood Dr, Winchester, VA 22601
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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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  /39

  $576,990 New Construction

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

  CLIFTON Plan at Willow Run, Winchester, VA 22601

  The Clifton by D.R. Horton is a stunning new construction, ranch home plan featuring 1,865 square feet of living space, 3 bedrooms, 2 bathrooms, and a 2-car garage. With a roomy and flexible floor plan, the Clifton is just as inviting as it is functional! Prepare to be enchanted by the spacious kitchen, equipped with brand-new stainless-steel appliances, sleek countertops, and cabinets that offer

  D.R. Horton Builder

  105 Trellis View Ln Unit 36406655, Winchester, VA 22601
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  /47

  $555,000 Sold Dec 22, 2025

  2307 Stoneridge Rd, Winchester, VA 22601

  • 5 Beds
  • 3.5 Baths
  • 3,280 Sq Ft
  • Built 2016

  Last Sold Summary

  • $169/SF
  • 5 Days On Market

  Current Estimated Value $558,764

  Last Listing Agent Dave Spence RE/MAX Roots

  2307 Stoneridge Rd, 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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  /62

  $715,000 Pending

  • 2 Beds
  • 3 Baths
  • 4,808 Sq Ft

  121 Windrow Ct, Winchester, VA 22602

  Exquisite Home In Frederick County VA. This Custom Built Ranch Style Home Is The Perfect One Level Living Home, With Over 5,000 Finished Square Feet Of Living Space. The Open Living Concept Offers 9+ Foot Ceilings, High Loft Ceiling With Custom Wooden Decorative Beams And Floor To Ceiling Fireplace In Main Living Room With Decorative Wood Trim And Mantle, Kitchen To Living Room Space With Full

  Tracy Link Coldwell Banker Premier

  121 Windrow Ct, Winchester, VA 22602
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  /22

  $272,000 Sold Mar 20, 2026

  105 Parkside Dr, Winchester, VA 22602

  • 2 Beds
  • 1.5 Baths
  • 1,385 Sq Ft
  • Built 1989

  Last Sold Summary

  • 1% Above List Price
  • $196/SF
  • 4 Days On Market

  Current Estimated Value $268,187

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

  105 Parkside Dr, 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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  /10

  $696,455 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,110 Sq Ft

  191 Malbec Ct, Winchester, VA 22602

  Welcome to Abrams Pointe, a new single-family home community in an established Winchester neighborhood. The Carlisle blends modern design, spacious living, and a desirable Winchester location. The Carlisle offers 4–6 bedrooms, 2.5–5 bathrooms, and over 3,100 square feet of living space, designed for both comfort and flexibility. The open-concept kitchen with a large island and walk-in pantry

  Dorelba Estrada New Home Star Virginia, LLC

  191 Malbec Ct, Winchester, VA 22602
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  /18

  $454,990 Sold Aug 13, 2025

  106 Manasquan Way, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,665 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $273/SF
  • 13 Days On Market

  D.R. Horton Retreat at Winding Creek - Single Family

  106 Manasquan Way, 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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  /6

  $20,000

  • Land
  • 20,037 Sq Ft
  • $43,478 per Acre

  Lot 102 Bow Wood Trail, Winchester, VA 22602

  A Hidden Gem Waiting for YouNestled in the serene countryside of Winchester, Virginia, lies a great treed building lot on the lower side of Shawneeland. This picturesque piece of land offers the perfect blend of seclusion and convenience, making it an ideal location for building your dream home.Enjoy the tranquility and natural beauty of Shawneeland's private parks, perfect for relaxing

  Rick Guthrie Keller Williams Realty

  Lot 102 Bow Wood Trail, Winchester, VA 22602
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  /36

  $390,000 Sold Aug 22, 2025

  103 Sequoia Dr, Winchester, VA 22602

  • 3 Beds
  • 3.5 Baths
  • 2,238 Sq Ft
  • Built 2016

  Last Sold Summary

  • $174/SF
  • 3 Days On Market

  Current Estimated Value $409,082

  Last Listing Agent Barton Chasler Realty ONE Group Old Towne

  103 Sequoia Dr, 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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  /44

  $424,500 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,805 Sq Ft

  21 W Pall Mall St, Winchester, VA 22601

  Timeless soul with modern spirit. Step into a piece of Winchester history, reimagined for the way you live today. From the iconic front porch—perfect for your morning coffee or evening wind-down—to the private, fenced-in backyard, this home is designed for seamless indoor-outdoor living. Renovated top to bottom with classic features such as crown moulding, thick wood banisters, and columns

  Allyson Lenz Compass

  21 W Pall Mall St, Winchester, VA 22601
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  /36

  $370,000 Sold May 13, 2025

  520 N Loudoun St, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • Built 1930

  Last Sold Summary

  • $254/SF
  • 32 Days On Market

  Current Estimated Value $366,994

  Last Listing Agent Dan Whitacre Colony Realty

  520 N Loudoun St, Winchester, VA 22601
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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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  /90

  $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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  /9

  $95,000 Sold Aug 22, 2025

  1114 Cedar Grove Rd, Winchester, VA 22603

  • 1 Bed
  • 1 Bath
  • Built 1957

  Last Sold Summary

  • 84 Days On Market

  Current Estimated Value $257,000

  Last Listing Agent Dave Spence RE/MAX Roots

  1114 Cedar Grove Rd, 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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  /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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  /2

  $346,900 Sold Oct 14, 2025

  111 Comanche Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft
  • Built 1992

  Last Sold Summary

  • $244/SF
  • 2 Days On Market

  Current Estimated Value $350,086

  Last Listing Agent George Glaize George W. Glaize, Jr., Inc. REALTOR

  111 Comanche Trail, Winchester, VA 22602

Showing Results 521 - 560, Page 14 of 18