12,945

Winchester County, VA Homes

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  • /52

    $419,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,067 Sq Ft

    1115 Opequon Ave, Winchester, VA 22601

    Well-maintained 3 bed/2 bath rancher just blocks from Jim Barnett Park and close to schools, shopping, dining, and entertainment. Hardwood flooring throughout the main level. Spacious eat-in kitchen with a skylight , featuring Corian countertops, center island, pantry, and additional storage closet. Separate formal dining room. Relax on the 20x6 covered front porch or the 12x16 covered rear deck

    Sheila Pack RE/MAX Roots

    1115 Opequon Ave, Winchester, VA 22601
  • /9

    $1,300 Plus Fees

    • 1 Bed
    • 1 Bath
    • 712 Sq Ft
    • Condo for Rent

    115 W Monmouth St Unit 2, Winchester, VA 22601

    Property Id: 2606494One bedroom, one bath (115 W. Monmouth Street) in a beautiful area of Historic Downtown Winchester; just minutes from Shenandoah University, Apple Blossom Mall, Winchester Medical Center, and major commuter routes, this apartment is ideally suited for professionals, students, or anyone seeking a blend of convenience and neighborhood community. $1300/month. 712 square

    (540) 486-2712

    115 W Monmouth St Unit 2, Winchester, VA 22601
  • /57

    $648,900

    Sold Jun 12, 2026

    930 Wayne Dr, Winchester, VA 22601

    • 4 Beds
    • 3.5 Baths
    • 4,188 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Above List Price
    • $155/SF
    • 24 Days On Market

    Current Estimated Value $641,179

    Last Listing Agent Elizabeth Flood Keller Williams Realty

    930 Wayne Dr, Winchester, VA 22601
    • /19

      Not Listed For Sale

      629 Hemsworth Ln, Winchester, VA 22601

      • 4 Beds
      • 3.5 Baths
      • 2,451 Sq Ft
      • Built 2025
      629 Hemsworth Ln, Winchester, VA 22601

      Last Sold Summary

  • /61

    $624,900

    $15K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 3,944 Sq Ft

    926 Meadow Ct, Winchester, VA 22601

    Discover the charm of this stunning Colonial home nestled in the desirable Harvest Ridge community. With 4 spacious bedrooms and 3.5 bathrooms, this residence offers an impressive 3,944 square feet of meticulously maintained living space, perfect for both relaxation and entertaining. Step inside to find a beautifully designed interior that exudes warmth and sophistication. The open floor plan

    Adam Shively Samson Properties

    926 Meadow Ct, Winchester, VA 22601
  • /10

    $995 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    406 N Loudoun St Unit 3, Winchester, VA 22601

    Property Id: 2365934Efficiency Apartment for Rent - Downtown WinchesterEnjoy simple, affordable living in this bright efficiency apartment conveniently located in Downtown Winchester. This open-concept unit features a private bathroom and kitchenette.Large windows fill the apartment with natural light, creating a comfortable and inviting atmosphere. The kitchenette includes a

    (540) 546-4495

    406 N Loudoun St Unit 3, Winchester, VA 22601
  • /2

    $585,000

    Sold May 04, 2026

    328 Sheridan Ave, Winchester, VA 22601

    • 4 Beds
    • 2.5 Baths
    • 2,909 Sq Ft
    • Built 1958

    Last Sold Summary

    • $201/SF
    • 3 Days On Market

    Current Estimated Value $578,242

    Last Listing Agent Mary Casselano Dream Real Estate

    328 Sheridan Ave, Winchester, VA 22601
    • /15

      Not Listed For Sale

      630 Hemsworth Ln, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 2,074 Sq Ft
      • Built 2025
      630 Hemsworth Ln, Winchester, VA 22601

      Last Sold Summary

      • 44 Days On Market

  • /63

    $525,000

    $64K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

    832 Winder Ct, Winchester, VA 22601

    All-brick rancher located in the sought-after Early’s Green at Meadow Branch community, offering 1,974 finished square feet with 9-foot ceilings and true one-level living. The open floor plan provides excellent flow and is ideal for both everyday living and entertaining. Recent interior updates include new hardwood flooring in the main living room, and new carpet in all bedrooms. Tile flooring

    Barton Chasler Realty ONE Group Old Towne

    832 Winder Ct, Winchester, VA 22601
  • /10

    $2,100

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 1,368 Sq Ft
    • Townhouse for Rent

    2106 Harvest Dr, Winchester, VA 22601

    Welcome to your new home! A charming 3 bedroom, 1.5 bathroom townhome located in the coveted Orchard Hill neighborhood of Winchester, VA. This property offers a recently upgraded interior with beautiful covered back patio. Within close proximity to downtown Winchester, Winchester Medical Center and Shenandoah University. Private driveway and very cozy private backyard.

    2106 Harvest Dr, Winchester, VA 22601
  • /28

    $580,000

    Sold Oct 24, 2025

    230 W Boscawen St, Winchester, VA 22601

    • 7,650 Sq Ft
    • Built 1891

    Last Sold Summary

    • $76/SF
    • 284 Days On Market

    Current Estimated Value $575,791

    Last Listing Agent Gillian Greenfield Coldwell Banker Premier

    230 W Boscawen St, Winchester, VA 22601
    • /15

      Not Listed For Sale

      636 Hemsworth Ln, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 2,088 Sq Ft
      • Built 2025
      636 Hemsworth Ln, Winchester, VA 22601

      Last Sold Summary

      • 16 Days On Market

  • /103

    $899,000

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 3,497 Sq Ft

    466 Merrimans Ln, Winchester, VA 22601

    Your long search is over! Beautifully renovated all-brick ranch home situated on a secluded 2.03-acre lot in the city of Winchester, just a short walk to Valley Health. Offering an exceptional combination of privacy, convenience, and quality. This home features spacious living areas, three fireplaces, including one in the primary bedroom.The finished lower level provides outstanding

    John Schroth Colony Realty

    466 Merrimans Ln, Winchester, VA 22601
  • /73

    $1,725

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    342 Fairmont Ave Apt Unit Comfortable In-Towner, Winchester, VA 22601

    COMPLETELY FURNISHED RENTAL.Perfect for traveling professionals or students or those renovating or selling a home and are in limbo until the new home is ready. Cozy and stylish one bedroom apartment in the heart of downtown, historic Winchester. This completely furnished apartment has everything you need for a short or extended stay. Linens, pots, pans, plates, glasses, utensils,

    342 Fairmont Ave Apt Unit Comfortable In-Towner, Winchester, VA 22601
  • /30

    $325,000

    Sold Oct 20, 2025

    966 Woodstock Ln, Winchester, VA 22601

    • 3 Beds
    • 2 Baths
    • 1,529 Sq Ft
    • Built 1980

    Last Sold Summary

    • $213/SF
    • 31 Days On Market

    Current Estimated Value $331,911

    Last Listing Agent Anselm Tamasang Weichert Realtors - Blue Ribbon

    966 Woodstock Ln, Winchester, VA 22601
    • /15

      Not Listed For Sale

      638 Hemsworth Ln, Winchester, VA 22601

      • 4 Beds
      • 3.5 Baths
      • 1,916 Sq Ft
      • Built 2025
      638 Hemsworth Ln, Winchester, VA 22601

      Last Sold Summary

      • 76 Days On Market

  • /5

    $295,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 913 Sq Ft

    405 Shenandoah Ave, Winchester, VA 22601

    Ideally situated just minutes from I-81 and a short drive to historic Old Town Winchester, this centrally located rambler offers both convenience and investment potential. Situated on a desirable corner lot, the property features a fenced yard and a storage shed for added functionality. The home has been recently refreshed with new paint and landscaping, providing excellent curb appeal and a

    Heloisa Amar Samson Properties

    405 Shenandoah Ave, Winchester, VA 22601
  • /10

    $1,395

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    2640 Valley Ave Unit All Utilities Included, Winchester, VA 22601

    If interested, please call, we do not respond to email or requests. 1 Bedroom 1 Bath 600 sqft. $1395/Month 1 Year Lease. All Utilities Included. First and Security Due at Signing. Stove, dishwasher, fridge, washer, and dryer provided inside unit. Individual Unit Central heat and air. No Smoking. No Pets. $35 Application Fee. Meticulously

    2640 Valley Ave Unit All Utilities Included, Winchester, VA 22601
  • /36

    $635,500

    Sold Nov 19, 2025

    315 W Leicester St, Winchester, VA 22601

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft
    • Built 1923

    Last Sold Summary

    • $205/SF
    • 5 Days On Market

    Current Estimated Value $636,935

    Last Listing Agent Leigh Phillips MarketPlace REALTY

    315 W Leicester St, Winchester, VA 22601
    • /15

      Not Listed For Sale

      642 Hemsworth Ln, Winchester, VA 22601

      • 4 Beds
      • 3.5 Baths
      • 2,085 Sq Ft
      • Built 2024
      642 Hemsworth Ln, Winchester, VA 22601

      Last Sold Summary

      • 7 Days On Market

  • /50

    $655,000

    • 7 Beds
    • 5 Baths
    • 4,736 Sq Ft

    2700 Loyalty Ct, Winchester, VA 22601

    Situated on a prominent corner lot in an exclusive cul-de-sac enclave of distinguished homes, this impressive stone-front residence offers exceptional space, comfort, and timeless appeal in one of the area’s most desirable neighborhoods. Ideally located near fine dining, shopping, banks, and everyday conveniences, the home combines luxury living with unmatched accessibility.Built in 2011 and

    Elcy Pereira Elcy & Co. Realty, LLC.

    2700 Loyalty Ct, Winchester, VA 22601
  • /77

    $1,725

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    342 Fairmont Ave Unit 5 FULLY FURNISHED RENTAL Retro Loves Company, Winchester, VA 22601

    COMPLETELY FURNISHED RENTALPerfect for traveling professionals or students.Furnished one bedroom located behind the beautiful Handley library. This quaint one bedroom apartment is on the 3rd floor of a historic home facing Fairmont Ave. It has terrific views and a spectacular view of fireworks on Apple Blossom, July 4th and New Years Eve. Beautiful details and wainscotting, built in

    342 Fairmont Ave Unit 5 FULLY FURNISHED RENTAL Retro Loves Company, Winchester, VA 22601
  • /35

    $540,000

    Sold Jul 01, 2025

    2008 Taylor Grace Ct, Winchester, VA 22601

    • 4 Beds
    • 4 Baths
    • 1,976 Sq Ft
    • Built 2008

    Last Sold Summary

    • $273/SF
    • 26 Days On Market

    Current Estimated Value $530,376

    Last Listing Agent Kent Mull Link Realty Services LLC

    2008 Taylor Grace Ct, Winchester, VA 22601
    • /30

      Not Listed For Sale

      646 Hemsworth Ln, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,916 Sq Ft
      • Built 2024
      646 Hemsworth Ln, Winchester, VA 22601

      Last Sold Summary

      • 20 Days On Market

  • /47

    $379,990

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 2,102 Sq Ft

    519 Fairmont Ave, Winchester, VA 22601

    Expect a long love affair with this home.Some homes feel like they were built with patience, pride, and a sense of permanence—and this historic Winchester beauty has that feeling the moment you step inside. Set near Old Town Winchester and positioned right next to the approved Cider Hill Neighborhood Design District, it offers something rare: preserved historic character today, with a

    Hannah Won Samson Properties

    519 Fairmont Ave, Winchester, VA 22601
  • /25

    $1,800

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • Condo for Rent

    21 N Braddock St, Winchester, VA 22601

    Located in Historic Downtown Winchester on North Braddock Street- 1 block west of Walking Mall. Restaurants, shops, transportation all within walking distance.Hardwood floors throughout historic property, large open rooms, 9' ceilings. 1 of 4 units total in building. Second Floor. No Pets/No Smoking. Large Kitchen features Stove, Microwave, Oven, Full size Fridge -AND a large walk-in

    21 N Braddock St, Winchester, VA 22601
  • /116

    $537,500

    Sold Jan 08, 2026

    510 S Washington St, Winchester, VA 22601

    • 3 Beds
    • 1.5 Baths
    • 2,874 Sq Ft
    • Built 1920

    Last Sold Summary

    • $187/SF
    • 14 Days On Market

    Current Estimated Value $565,032

    Last Listing Agent Laurie Webber Century 21 Modern Realty Results

    510 S Washington St, Winchester, VA 22601
    • /28

      Not Listed For Sale

      640 Hemsworth Ln, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,916 Sq Ft
      • Built 2024
      640 Hemsworth Ln, Winchester, VA 22601

      Last Sold Summary

      • 23 Days On Market

  • /52

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,799 Sq Ft

    437 Beechcroft Rd, Winchester, VA 22601

    BRICK BEAUTY ON A CORNER LOT WITH AN ATTACHED CARPORT AND A FULL BASEMENT. This remodeled and freshly painted 2-bedroom, 2-bath rancher with newly refinished hardwood floors is move-in ready. In-town convenience with nearby shopping, restaurants and services. A short drive to commuter routes 81, 37 and 50, downtown and Winchester Medical Center. Perfect for those who are downsizing or just

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    437 Beechcroft Rd, Winchester, VA 22601
  • /2

    $1,400

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Townhouse for Rent

    382 Woodstock Ln, Winchester, VA 22601

    This property at 382 Woodstock Ln features 2 bedrooms and 1 bathroom within a total living space of 1,000 square feet. The living room offers ample space for relaxation and entertainment. The bathroom includes a tub/shower combination for convenience. Each bedroom is designed to accommodate various furniture arrangements and provides adequate closet space. Additional amenities include storage

    382 Woodstock Ln, Winchester, VA 22601
  • /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 $295,269

    Last Listing Agent Jane Norton United Real Estate Premier

    2964 Grace St, Winchester, VA 22601
    • /4

      Est $1,177,951

      Not Listed For Sale

      601 W Jubal Early Dr, Winchester, VA 22601

      • Built 2009
      601 W Jubal Early Dr, Winchester, VA 22601

      Last Sold Summary

      • 326 Days On Market

  • /53

    $435,000

    $14K PRICE DROP Pending
    • 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
  • /5

    $1,550

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    208 N Kent St Unit 208 N. Kent St - Unit A, Winchester, VA 22601

    2 bedroom, 1 bathroom, 1st floor apartment. Great location just short walk to heart of historic downtown Winchester. Gas furnace. City water/sewer. Washer/dryer provided. One off-street parking spot provided. Pets on case-by-case basis

    208 N Kent St Unit 208 N. Kent St - Unit A, Winchester, VA 22601
  • /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 $496,255

    Last Listing Agent Jeanne Mezzatesta Colony Realty

    436 W Leicester St, Winchester, VA 22601
    • /63

      Not Listed For Sale

      327 Russellcroft Rd, Winchester, VA 22601

      • 3 Beds
      • 3 Baths
      • 3,873 Sq Ft
      • Built 1968
      327 Russellcroft Rd, Winchester, VA 22601

      Last Sold Summary

      • 5 Days On Market

  • /57

    $595,000

    $100K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,182 Sq Ft

    813 Chelsea Dr, Winchester, VA 22601

    BEAUTIFUL NEW PRICE FOR A BEAUTIFUL HOUSE! 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,

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    813 Chelsea Dr, Winchester, VA 22601
  • /22

    $1,575

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    210 N Kent St Unit A, Winchester, VA 22601

    2 bedroom, 1 bathroom, 1st floor condo. Great location just short walk to heart of historic downtown Winchester. Gas furnace. City water/sewer. Washer/dryer provided. 1 Off-street parking spot. Pets on case-by-case basis.

    210 N Kent St Unit A, Winchester, VA 22601
  • /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 $315,375

    Last Listing Agent Teri Domanski Your Home Sold Guaranteed Realty - East LLC

    613 Watson Ave, Winchester, VA 22601
    • /15

      Not Listed For Sale

      3136 Eton Place, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,918 Sq Ft
      • Built 2024
      3136 Eton Place, Winchester, VA 22601

      Last Sold Summary

      • 148 Days On Market

Showing Results 121 - 160, Page 4 of 18

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