12,882

Winchester County, VA Homes

Section Image Section Image
    • /11

      Est $262,946 Not Listed For Sale

      2639 Limestone Ct, Winchester, VA 22601

      • 2 Beds
      • 1.5 Baths
      • 1,024 Sq Ft
      • Built 1992
      2639 Limestone Ct, Winchester, VA 22601

      Last Sold Summary

      • 22% Above List Price
      • $210/SF
      • 16 Days On Market
      • Last Sold Price $215,000
      • May 28, 2024

      Last Listing Agent Joey Badgett-Gonzalez BHHS PenFed (actual)

  • /14

    $275,000

    • 3 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    2910 Sorrell Ct, Winchester, VA 22601

    Welcome to 2910 Sorrell Court—a well-maintained home offering comfort, convenience, and thoughtful updates in a desirable location. This property features a functional layout, with durable luxury vinyl plank flooring throughout the main living areas and hardwood flooring in the family room and hallways.The kitchen was renovated just two years ago and offers updated finishes. The home has been

    Marisa Varley ERA Oakcrest Realty, Inc.

    2910 Sorrell Ct, Winchester, VA 22601
  • /33

    $419,990 Sold Mar 18, 2026

    1809 Harvest Dr, Winchester, VA 22601

    • 4 Beds
    • 3.5 Baths
    • 1,939 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 6% Below List Price
    • $217/SF
    • 13 Days On Market

    D.R. Horton Abrams Crossing at Meadow Branch

    1809 Harvest Dr, Winchester, VA 22601
    • /42

      Est $387,583 Not Listed For Sale

      410 Crescent Dr, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,428 Sq Ft
      • Built 1999
      410 Crescent Dr, Winchester, VA 22601

      Last Sold Summary

      • 2% Below List Price
      • $276/SF
      • 29 Days On Market
      • Last Sold Price $394,500
      • Mar 07, 2025

      Last Listing Agent Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  • /41

    $355,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,804 Sq Ft

    513 van Fossen St, Winchester, VA 22601

    Welcome to 513 Van Fossen St, a beautifully updated 4-bedroom, 2.5-bathroom brick ranch conveniently located just minutes from downtown Winchester. Step inside to discover freshly refinished original red oak hardwood floors (locally sourced from Plumly Lumber) in a warm Golden Pecan finish (2025). The home boasts fresh paint inside and out-new roof (2025).The living room features a cozy

    Amy Longerbeam RE/MAX Roots

    513 van Fossen St, Winchester, VA 22601
  • /27

    $342,000 Sold Jan 21, 2026

    309 W Tevis St, Winchester, VA 22601

    • 3 Beds
    • 2 Baths
    • 1,419 Sq Ft
    • Built 1995

    Last Sold Summary

    • 2% Below List Price
    • $241/SF
    • 21 Days On Market

    Current Estimated Value $345,599

    Last Listing Agent Matthew Altizer ANR Realty, LLC

    309 W Tevis St, Winchester, VA 22601
    • /39

      Est $497,101 Not Listed For Sale

      434 Crescent Dr, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 2,986 Sq Ft
      • Built 1996
      434 Crescent Dr, Winchester, VA 22601

      Last Sold Summary

      • 18% Above List Price
      • $141/SF
      • 93 Days On Market
      • Last Sold Price $422,500
      • Aug 18, 2023

      Last Listing Agent Michele Gibson Samson Properties

  • /3

    $470,335 Under Contract

    • Land
    • 1.37 Acres
    • $343,310 per Acre

    0 Senseny Rd Unit VAFV2009062, Winchester, VA 22602

    PRICE REDUCED!! Owners are looking for reasonable offers. Lot fronts on Senseny road but can be accessed from the shopping center parking lot. Also can be purchased jointly with Lot H. Lot is flat and ready for development. The house adjoining the lot may also be available for purchase.

    John Coontz Commercial Specialists

    0 Senseny Rd Unit VAFV2009062, Winchester, VA 22602
  • /52

    $401,290 Sold Jan 22, 2026

    1814 Blythe Way, Winchester, VA 22601

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

    Move in Ready Sold Summary

    • $212/SF
    • 8 Days On Market

    D.R. Horton Abrams Crossing at Meadow Branch

    1814 Blythe Way, Winchester, VA 22601
    • /34

      Est $396,520 Not Listed For Sale

      431 Crescent Dr, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,501 Sq Ft
      • Built 1997
      431 Crescent Dr, Winchester, VA 22601

      Last Sold Summary

      • 9% Above List Price
      • $243/SF
      • 15 Days On Market
      • Last Sold Price $365,000
      • Aug 25, 2023

      Last Listing Agent Sadie Marino Keller Williams Realty

  • /23

    $195,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,855 Sq Ft

    7 E Bond St, Winchester, VA 22601

    Charming bungalow in the heart of Winchester! Ideally located just 0.5 miles to the Old Town Walking Mall and 0.7 miles to Shenandoah University, this home offers the perfect blend of convenience and character. One of the best values in the city, this home features hardwood floors and a simple, functional layout. It does need some TLC, but offers a great opportunity for the right buyer to add

    Steve Bingham Realty ONE Group Capital

    7 E Bond St, Winchester, VA 22601
  • /34

    $350,000 Sold Sep 19, 2025

    216 Monticello Square, Winchester, VA 22602

    • 3 Beds
    • 2.5 Baths
    • 2,436 Sq Ft
    • Built 2010

    Last Sold Summary

    • $144/SF
    • 26 Days On Market

    Current Estimated Value $355,149

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

    216 Monticello Square, Winchester, VA 22602
    • /39

      Est $389,666 Not Listed For Sale

      2642 Daniel Terrace, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,769 Sq Ft
      • Built 1990
      2642 Daniel Terrace, Winchester, VA 22601

      Last Sold Summary

      • 11% Above List Price
      • $198/SF
      • 80 Days On Market
      • Last Sold Price $349,900
      • Apr 15, 2024

      Last Listing Agent Dave Spence RE/MAX

  • /62

    $799,000

    • 5 Beds
    • 4.5 Baths
    • 4,438 Sq Ft

    769 Seldon Dr, Winchester, VA 22601

    Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along

    Amanda Slate Keller Williams Realty

    769 Seldon Dr, Winchester, VA 22601
  • /56

    $297,900 Sold Dec 04, 2025

    129 E Cork St, Winchester, VA 22601

    • 2 Beds
    • 1.5 Baths
    • 935 Sq Ft
    • Built 1900

    Last Sold Summary

    • $319/SF
    • 56 Days On Market

    Current Estimated Value $292,295

    Last Listing Agent Melissa Crider Sager Real Estate

    129 E Cork St, Winchester, VA 22601
    • /10

      Est $88,128 Not Listed For Sale

      405 Crescent Dr, Winchester, VA 22601

      405 Crescent Dr, Winchester, VA 22601

      Last Sold Summary

      • 18% Above List Price
      • 5 Days On Market
      • Last Sold Price $74,900
      • Mar 19, 2025

      Last Listing Agent Matt Kilmer Samson Properties

  • /41

    $379,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,328 Sq Ft

    433 Beechcroft Rd, Winchester, VA 22601

    HUGE PRICE CUT!. Seller is motivated and open to offers.Explore 433 Beechcroft Road, located in the desirable Cedarmeade community. This lovely one-level ranch home features hardwood flooring throughout and offers 4 bedrooms, 2 full baths, and a spacious combined living and dining area.The kitchen is equipped with custom cabinetry, Corian countertops, and updated appliances, including a

    Mohammad Ali United Real Estate Premier

    433 Beechcroft Rd, Winchester, VA 22601
  • /64

    $508,500 Sold Jul 09, 2025

    1104 Milroy Ct, Winchester, VA 22601

    • 4 Beds
    • 4 Baths
    • 1,830 Sq Ft
    • Built 1972

    Last Sold Summary

    • $278/SF
    • 3 Days On Market

    Current Estimated Value $515,700

    Last Listing Agent Hailey Mooney Real Broker, LLC

    1104 Milroy Ct, Winchester, VA 22601
    • /49

      Est $629,288 Not Listed For Sale

      808 Lake Dr, Winchester, VA 22601

      • 4 Beds
      • 3.5 Baths
      • 3,433 Sq Ft
      • Built 2010
      808 Lake Dr, Winchester, VA 22601

      Last Sold Summary

      • 7% Above List Price
      • $172/SF
      • 159 Days On Market
      • Last Sold Price $589,900
      • Feb 07, 2024

      Last Listing Agent Brock Harris Samson Properties

  • /45

    $479,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,992 Sq Ft

    703 S Loudoun St, Winchester, VA 22601

    Location? Check. Beautiful federal-style architecture? Check. A separate dwelling unit? Check. Endless possibilities? Check!!! This amazing property, located within the Historic Winchester District, presents a one-of-a-kind opportunity to own a piece of history - all just minutes from the Old Town mall. The front of the main home dates back to 1856! You will surely fall in love with the wood

    Kristin Crosby Samson Properties

    703 S Loudoun St, Winchester, VA 22601
  • /34

    $337,000 Sold Apr 09, 2026

    19 W Germain St, Winchester, VA 22601

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft
    • Built 2004

    Last Sold Summary

    • $263/SF
    • 18 Days On Market

    Current Estimated Value $331,289

    Last Listing Agent Angela Duncan MarketPlace REALTY

    19 W Germain St, Winchester, VA 22601
    • /61

      Est $654,600 Not Listed For Sale

      708 Lake Dr, Winchester, VA 22601

      • 5 Beds
      • 4 Baths
      • 3,802 Sq Ft
      • Built 2010
      708 Lake Dr, Winchester, VA 22601

      Last Sold Summary

      • 4% Above List Price
      • $166/SF
      • 26 Days On Market
      • Last Sold Price $630,000
      • Jun 05, 2024

      Last Listing Agent James King RE/MAX

  • /65

    $599,900

    • 6 Beds
    • 4 Baths
    • 3,511 Sq Ft

    1400 Valley Ave, Winchester, VA 22601

    Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful original hardwood floors, tall ceilings, fireplace, 4 season sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you

    Danielle Spriggs Samson Properties

    1400 Valley Ave, Winchester, VA 22601
  • /28

    $380,000 Sold Dec 18, 2025

    312 Fox Dr, Winchester, VA 22601

    • 3 Beds
    • 1 Bath
    • 1,105 Sq Ft
    • Built 1959

    Last Sold Summary

    • $344/SF
    • 28 Days On Market

    Current Estimated Value $372,679

    Last Listing Agent Alicia Harris Keller Williams Realty

    312 Fox Dr, Winchester, VA 22601
    • /67

      Est $680,601 Not Listed For Sale

      937 Kennedy Dr, Winchester, VA 22601

      • 4 Beds
      • 3.5 Baths
      • 3,887 Sq Ft
      • Built 2009
      937 Kennedy Dr, Winchester, VA 22601

      Last Sold Summary

      • 1% Above List Price
      • $173/SF
      • 14 Days On Market
      • Last Sold Price $674,000
      • Oct 28, 2024

      Last Listing Agent Matt Kilmer Samson Properties

  • /17

    $349,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft

    TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601

    ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS*Featuring Bedford II in Valor Crossing! Open concept kitchen located next to the country kitchen and living room. Optional features include box bay rear window and 10' x 14' deck. Primary suite with large

    Brittany Newman DRB Group Realty, LLC

    TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601
  • /36

    $375,000 Sold Aug 07, 2025

    511 S Kent St, Winchester, VA 22601

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1900

    Last Sold Summary

    • $208/SF
    • 4 Days On Market

    Current Estimated Value $367,774

    Last Listing Agent Lawrence Lessin Homes By Owner, Inc.

    511 S Kent St, Winchester, VA 22601
    • /69

      Est $695,597 Not Listed For Sale

      920 Kennedy Dr, Winchester, VA 22601

      • 5 Beds
      • 3.5 Baths
      • 3,677 Sq Ft
      • Built 2008
      920 Kennedy Dr, Winchester, VA 22601

      Last Sold Summary

      • 4% Above List Price
      • $182/SF
      • 27 Days On Market
      • Last Sold Price $670,000
      • Jun 07, 2024

      Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne

  • /2

    $359,999 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    307 1/2 E Piccadilly St, Winchester, VA 22601

    Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to everything while still offering the privacy and feel of a standalone home. Inside, you’ll find a

    Mr. Nate Crandell HoneyWay

    307 1/2 E Piccadilly St, Winchester, VA 22601
  • /50

    $450,000 Sold Oct 06, 2025

    25 E Hart St, Winchester, VA 22601

    • 5 Beds
    • 3 Baths
    • 2,680 Sq Ft
    • Built 1945

    Last Sold Summary

    • $168/SF
    • 15 Days On Market

    Current Estimated Value $457,391

    Last Listing Agent Liz Owings Samson Properties

    25 E Hart St, Winchester, VA 22601
    • /24

      Est $491,368 Not Listed For Sale

      609 Quartzite Cir, Winchester, VA 22601

      • 4 Beds
      • 3 Baths
      • 2,312 Sq Ft
      • Built 2000
      609 Quartzite Cir, Winchester, VA 22601

      Last Sold Summary

      • 16% Above List Price
      • $184/SF
      • 6 Days On Market
      • Last Sold Price $425,000
      • Jul 10, 2024

      Last Listing Agent Collin Santa Ana Move4Free Realty, LLC

  • /6

    $4,500,000 Under Contract

    • Land
    • 11.43 Acres
    • $393,701 per Acre

    801 Fairmont Ave, Winchester, VA 22601

    Unprecedented Development Opportunity, City of Winchester, 10.34 acres plus 3 SFH fronting Fairmont Ave (additional 1.09 acres). Gateway to downtown Old Town Winchester. Prime location for high density multifamily and mixed use commercial. Public utilities to site. Truly a catalyst development opportunity, located in the fast growing metropolitan area in Virginia. Voted #1 Main Street and Places

    Gillian Greenfield Coldwell Banker Premier

    801 Fairmont Ave, Winchester, VA 22601
  • /47

    $525,000 Sold Aug 01, 2025

    336 Miller St, Winchester, VA 22601

    • 3 Beds
    • 2.5 Baths
    • 1,865 Sq Ft
    • Built 1941

    Last Sold Summary

    • $282/SF
    • 42 Days On Market

    Current Estimated Value $511,858

    Last Listing Agent Julie Teets ERA Oakcrest Realty, Inc.

    336 Miller St, Winchester, VA 22601
    • /41

      Est $456,118 Not Listed For Sale

      610 Quartzite Cir, Winchester, VA 22601

      • 3 Beds
      • 3 Baths
      • 2,002 Sq Ft
      • Built 1998
      610 Quartzite Cir, Winchester, VA 22601

      Last Sold Summary

      • 4% Above List Price
      • $220/SF
      • 20 Days On Market
      • Last Sold Price $440,000
      • Mar 07, 2025

      Last Listing Agent Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  • /29

    $259,900

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft

    1125 Conway St, Winchester, VA 22601

    Check out this Very Cute Bungalow in Winchester City! It has a Brand NEW Roof, Freshly Painted throughout, NEW kitchen/hall/bath flooring, NEW Stainless Steel Refrigerator, Restored deck, and Lovely Hardwood! Cozy with 2 Bedrooms and 1 Bath. Surely to be perfect for the first time Home Buyer! Great Location close to shopping & restaurants. Great for commuters as well as it's on the East side of

    Jodi Costello ERA Oakcrest Realty, Inc.

    1125 Conway St, Winchester, VA 22601
  • /58

    $535,000 Sold Apr 15, 2026

    1917 Harvest Dr, Winchester, VA 22601

    • 4 Beds
    • 2.5 Baths
    • 2,234 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $239/SF
    • 20 Days On Market

    Current Estimated Value $543,899

    Last Listing Agent Brock Harris Samson Properties

    1917 Harvest Dr, Winchester, VA 22601
    • /37

      Est $418,084 Not Listed For Sale

      2671 Daniel Terrace, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,754 Sq Ft
      • Built 1997
      2671 Daniel Terrace, Winchester, VA 22601

      Last Sold Summary

      • 19% Above List Price
      • $200/SF
      • 162 Days On Market
      • Last Sold Price $350,000
      • Feb 21, 2025

      Last Listing Agent Eric Kronenwetter RE/MAX

  • /16

    $299,000

    • Studio
    • 1,249 Sq Ft

    45 and 45 1/2 Race St, Winchester, VA 22601

    Time to sell - you get a great deal - $36,000 rental income, low maintenance, tenants in place. This is a great starter property for those looking to build a real estate portfolio or add to an existing one. Both apartments were completely rehabbed last year - new wiring and plumbing, new appliances, including washer and dryer, new carpet and vinyl plank flooring installed and fenced backyards.

    Teri Domanski Your Home Sold Guaranteed Realty - East LLC

    45 and 45 1/2 Race St, Winchester, VA 22601
  • /67

    $675,000 Sold Dec 05, 2025

    316 W Whitlock Ave, Winchester, VA 22601

    • 3 Beds
    • 2.5 Baths
    • 3,278 Sq Ft
    • Built 1940

    Last Sold Summary

    • $206/SF
    • 4 Days On Market

    Current Estimated Value $665,715

    Last Listing Agent Carla Houchens Pearson Smith Realty, LLC

    316 W Whitlock Ave, Winchester, VA 22601
    • /58

      Est $553,910 Not Listed For Sale

      2721 Middle Rd, Winchester, VA 22601

      • 6 Beds
      • 3 Baths
      • 3,452 Sq Ft
      • Built 2002
      2721 Middle Rd, Winchester, VA 22601

      Last Sold Summary

      • 9% Above List Price
      • $147/SF
      • 90 Days On Market
      • Last Sold Price $508,000
      • Mar 14, 2025

      Last Listing Agent Chad Lesman RE/MAX

Showing Results 441 - 480, Page 12 of 18

How to Buy a Home How to Finance a Home How to Sell a Home