12,856

Winchester County, VA Homes

Section Image
  • /30

    $385,000

    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft

    540 Bellview Ave, Winchester, VA 22601

    Attention investors! Charming rambler just minutes from historic Old Town Winchester with convenient access to I-81, making commuting simple and stress-free. This inviting home features beautiful hardwood floors, a spacious living room with a cozy fireplace, and a formal dining room perfect for hosting family and friends. The kitchen offers easy access to the backyard, creating a seamless flow

    Heloisa Amar Samson Properties

    540 Bellview Ave, Winchester, VA 22601
  • /2

    $1,425 Per Month

    • 2 Beds
    • 1 Bath
    • 1,036 Sq Ft
    • House for Rent

    131 S Purcell Ave, Winchester, VA 22601

    This charming Colonial-style home, built in 1920, offers 2 spacious bedrooms and 1 full bathroom, this detached residence is perfect for those seeking a cozy yet functional living space. The property features durable vinyl siding, ensuring low maintenance while maintaining its classic appeal. On-street parking available. Conveniently located near a variety of local amenities. Residents can enjoy

    Rebecca Sims Century 21 Redwood Realty

    131 S Purcell Ave, Winchester, VA 22601
  • /30

    $280,000

    Sold Jun 12, 2026

    704 Watson Ave, Winchester, VA 22601

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 2003

    Last Sold Summary

    • 5% Below List Price
    • $324/SF
    • 39 Days On Market

    Current Estimated Value $277,572

    Last Listing Agent Carlos Soares Samson Properties

    704 Watson Ave, Winchester, VA 22601
    • /6

      Est $290,284

      Not Listed For Sale

      3037 Papermill Rd, Winchester, VA 22601

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1960
      3037 Papermill Rd, Winchester, VA 22601

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Brett Sowder RE/MAX Roots

  • /31

    $499,900

    $60K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,068 Sq Ft

    110 Russelcroft Rd, Winchester, VA 22601

    Welcome to 110 Russellcroft Road, a beautifully updated 4-bedroom, 3-full-bath ranch-style home in the established Cedarmeade community of Winchester, VA. Offering approximately 3,000 square feet of finished living space including the finished lower level, this home combines comfortable everyday living with the flexibility today's buyers are looking for.The main level features warm

    Grace Mooney Coldwell Banker Premier

    110 Russelcroft Rd, Winchester, VA 22601
  • /11

    $2,500

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    137 S Loudoun St Unit 201, Winchester, VA 22601

    137 S Loudoun St Unit 201, Winchester, VA 22601
  • /53

    $435,000

    Sold Jul 06, 2026

    25 W Southwerk St, Winchester, VA 22601

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 1936

    Last Sold Summary

    • 3% Below List Price
    • $228/SF
    • 76 Days On Market

    Current Estimated Value $429,498

    Last Listing Agent Dan Whitacre Colony Realty

    25 W Southwerk St, Winchester, VA 22601
    • /24

      Est $330,883

      Not Listed For Sale

      2959 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft
      • Built 1989
      2959 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Anna Fox NextHome Realty Select

  • /29

    $410,190

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 1,889 Sq Ft

    640 Arden Ct, Winchester, VA 22601

    640 Arden Court is an attractive new 3 level end townhome with brick backing to trees in Winchester's premier Meadow Branch community for September move-in. Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel

    Victoria Clark D R Horton Realty of Virginia LLC

    640 Arden Ct, Winchester, VA 22601
  • /26

    $1,499 Per Month

    • 2 Beds
    • 1.5 Baths
    • 998 Sq Ft
    • Townhouse for Rent

    1016 Franklin St Unit 5, Winchester, VA 22601

    Beautiful 2 level END Unit Townhome, Cement concrete Long Driveway, Reasonable Rental price , Completely Renovated, close to I-81 exit 315 Rt.7 , walking distance to shopping center and downtown 1 mile, Near Exit 215 of I-81, Rt-7, community is near major highway, Beautiful downtown and blossom mall, school bus stop front of the house and long driveway with private parking and management takes

    Ram Beladia First American Real Estate

    1016 Franklin St Unit 5, Winchester, VA 22601
  • /55

    $675,000

    Sold Feb 12, 2026

    800 Lake Dr, Winchester, VA 22601

    • 5 Beds
    • 4 Baths
    • 4,576 Sq Ft
    • Built 2010

    Last Sold Summary

    • $148/SF
    • 87 Days On Market

    Current Estimated Value $702,907

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

    800 Lake Dr, Winchester, VA 22601
    • /21

      Est $319,514

      Not Listed For Sale

      121 Summit Ave, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,020 Sq Ft
      • Built 1981
      121 Summit Ave, Winchester, VA 22601

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Heloisa Amar Samson Properties

  • /10

    $239,000

    $6K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    2967 Sorrell Ct, Winchester, VA 22601

    This diamond in the rough has solid bones and plenty of potential for the right buyer. The HVAC system is only two years old, the water heater is brand new, and both full bathrooms have already been updated. The home could use some fresh paint, and the dishwasher is currently not working, but the major systems are in great shape—making this an excellent opportunity for a starter home or

    Jamie Cook Treck Realty LLC

    2967 Sorrell Ct, Winchester, VA 22601
  • /17

    $2,400

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    2066 Honeysuckle Ln, Winchester, VA 22601

    Immaculate home now available for rent in sought after ORCHARD HILL SUBDIVISION! 3 spacious bedrooms, ample storage space with several walk in closets, all appliances convey including washer/dryer. Sun room with cathedral ceilings and atrium doors to exit onto the rear brick patio, storage shed, small garden, and so much more! VAR or NVAR rental application with $50 per person application fee

    2066 Honeysuckle Ln, Winchester, VA 22601
  • /2

    $335,000

    Sold Jun 18, 2026

    120 Worsham Terrace, Winchester, VA 22602

    • 3 Beds
    • 4 Baths
    • 1,336 Sq Ft
    • Built 2011

    Last Sold Summary

    • $251/SF
    • 22 Days On Market

    Current Estimated Value $331,114

    Last Listing Agent Marielle Thoburn Keller Williams Realty

    120 Worsham Terrace, Winchester, VA 22602
    • /43

      Est $334,238

      Not Listed For Sale

      2924 Grace St, Winchester, VA 22601

      • 4 Beds
      • 2 Baths
      • 1,285 Sq Ft
      • Built 1975
      2924 Grace St, Winchester, VA 22601

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kristen Kerns Roberts Realty Group, LLC

  • /142

    $760,000

    • 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. Create wealth with this income producing opportunity.The main level features a generously sized

    Amanda Slate Keller Williams Realty

    769 Seldon Dr, Winchester, VA 22601
  • /11

    $1,149 Per Month

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

    1704 Roberts St Unit 6, Winchester, VA 22601

    ***** RECENTLY RENOVATED, ALL-BRICK BUILDING THAT WAS COMPLETELY REDONE OVER LAST SEVERAL YEARS * UNIT HAS NEWER STAINLESS-STEEL APPLIANCES AND NEWER VINYL-PLANK FLOORING * EXTERIOR OF BUILDING WAS PAINTED IN 2018. NEW WINDOWS, NEW GUTTERS AND NEW ROOF ADDED IN 2018. ALL NEW ELECTRIC SERVICE IN 2018, ALSO * AWESOME KITCHEN W/NEWER CABINETS & GRANITE C'TOPS * REDONE BATH W/CERAMIC TILE FLOORS &

    John Gregory Holmes Samson Properties

    1704 Roberts St Unit 6, Winchester, VA 22601
  • /47

    $425,000

    Sold Mar 11, 2026

    431 Jefferson St, Winchester, VA 22601

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft
    • Built 1956

    Last Sold Summary

    • 1% Above List Price
    • $260/SF
    • 4 Days On Market

    Current Estimated Value $427,418

    Last Listing Agent Dan Whitacre Colony Realty

    431 Jefferson St, Winchester, VA 22601
    • /25

      Est $362,080

      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

      • 39 Days On Market

      Last Listing Agent Joelle Graham Weichert, REALTORS

  • /10

    $750,000

    • Studio
    • 3,484 Sq Ft

    224 Sharp St, Winchester, VA 22601

    Rare Historical Winchester Investment Opportunity – Three Properties in One LocationAn outstanding investment opportunity awaits in the heart of Winchester City. This unique portfolio comprises three properties positioned along the same street, offering exceptional potential for developers, investors, or those seeking a landmark project for multi-unit rentals or commercial development. Both

    Stacey Rowe Real Broker LLC

    224 Sharp St, Winchester, VA 22601
  • /13

    $2,495

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,615 Sq Ft
    • House for Rent

    143 S Purcell Ave, Winchester, VA 22601

    Beautiful, fully renovated, 4 bedroom 2 full bath home on a quiet street. This home has a brand new kitchen and 2 new bathrooms, large bedroom on the main level and 3 bedrooms on upper level, all new appliances, water heater, electric update, new HVAC system. Across the street is Daniel Morgan school, Jim Barnett park, a short walk to downtown Winchester, easy access to Rt 7E, 50 E and I81. With

    143 S Purcell Ave, Winchester, VA 22601
  • /2

    $560,000

    Sold Jul 28, 2026

    813 Chelsea Dr, Winchester, VA 22601

    • 5 Beds
    • 3 Baths
    • 2,182 Sq Ft
    • Built 2003

    Last Sold Summary

    • 19% Below List Price
    • $257/SF
    • 76 Days On Market

    Current Estimated Value $578,090

    Last Listing Agent Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    813 Chelsea Dr, Winchester, VA 22601
    • /22

      Est $295,504

      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

      • 25 Days On Market

      Last Listing Agent Susan Wathen EXP Realty, LLC

  • /78

    $260,000

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,068 Sq Ft

    103 E Germain St, Winchester, VA 22601

    Roof replaced in 2020.Welcome to 103 E Germain St, a charming end-of-row townhouse just blocks from downtown Winchester! Enjoy easy access to restaurants, shops, breweries, entertainment, and historic attractions while enjoying low-maintenance living. The bright main level features an open floor plan, beautiful hardwood flooring, a spacious living room, kitchen, and dining area, plus a

    RoxAnn Grimes RE/MAX Roots

    103 E Germain St, Winchester, VA 22601
  • /15

    $1,450 Per Month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    540 Monticello St Unit 4, Winchester, VA 22601

    Discover this cozy and convenient 2-Bedroom, 1-Bath Rental located right in the heart of Winchester. This upstairs unit features a well-sized Kitchen, comfortable Living Room, 2 Bedrooms, 1 Full Bath, in-until Laundry Room, and a rear porch for your convenience. this home makes everyday living easy. Great city location with easy access to shopping, dining, and more!Perfect for anyone looking

    Laura King MarketPlace REALTY

    540 Monticello St Unit 4, Winchester, VA 22601
  • /34

    $375,000

    Sold Feb 06, 2026

    318 E Piccadilly St, Winchester, VA 22601

    • 4 Beds
    • 1.5 Baths
    • 1,953 Sq Ft
    • Built 1929

    Last Sold Summary

    • 6% Below List Price
    • $192/SF
    • 40 Days On Market

    Current Estimated Value $384,564

    Last Listing Agent Dan Whitacre Colony Realty

    318 E Piccadilly St, Winchester, VA 22601
    • /31

      Est $254,226

      Not Listed For Sale

      545 Armour Dale, Winchester, VA 22601

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft
      • Built 1954
      545 Armour Dale, Winchester, VA 22601

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Laura King MarketPlace REALTY

  • /93

    $355,000

    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    1847 Melvor Ln, Winchester, VA 22601

    Come see what makes Willow Lawn, a 55+ community, such a desirable place to call home! This inviting one owner Winchester home offers a comfortable blend of charm, functionality, and everyday convenience. The Floorplan is open and contemporary. The Great Room has Cathedral Ceilings and is very spacious. The grounds are taken care of by the community so life is easy. One level living w/ newer

    Lisette Turner Century 21 Redwood Realty

    1847 Melvor Ln, Winchester, VA 22601
  • /52

    $1,695

    Total Monthly Price

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

    2520 Bradford Ct, Winchester, VA 22601

    The Flats of Winchester is an SDF Residential community located in Winchester, VA, offering a blend of renovated 1- and 2-bedroom apartments. The property features front patio gardens throughout, along with a unique landscape that sets it apart from other apartment complexes while preserving the quaint charm of the surrounding communityYour new home comes freshly remodeled and equipped

    2520 Bradford Ct, Winchester, VA 22601
  • /64

    $615,900

    Sold Jan 05, 2026

    400 Handley Ave, Winchester, VA 22601

    • 3 Beds
    • 2.5 Baths
    • 2,575 Sq Ft
    • Built 1928

    Last Sold Summary

    • $239/SF
    • 12 Days On Market

    Current Estimated Value $605,389

    Last Listing Agent Jeff Boppe Long & Foster Real Estate, Inc.

    400 Handley Ave, Winchester, VA 22601
    • /8

      Est $221,394

      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

      • 4 Days On Market

      Last Listing Agent Ned Stock Berkshire Hathaway HomeServices PenFed Realty

  • /26

    $400,000

    $29K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,844 Sq Ft

    1310 Whittier Ave, Winchester, VA 22601

    Turn-key and move-in ready! This beautifully updated 4-bedroom, 2-bath home features a modern kitchen with recently updated appliances, a new HVAC system, and a new hot water heater for added peace of mind. Enjoy the spacious backyard, perfect for outdoor entertaining, along with convenient off-street parking and the freedom of no HOA. Nestled in an established neighborhood with large yards and a

    Sarah Hott Realty ONE Group Old Towne

    1310 Whittier Ave, Winchester, VA 22601
  • /16

    $1,749 Per Month

    • 3 Beds
    • 1 Bath
    • 938 Sq Ft
    • House for Rent

    265 Opequon Ave, Winchester, VA 22601

    Conveniently Located Ranch home with 3 Bedrooms, 1 Bath, and full unfinished basement on a corner in town lot. Pets on a case by case basis, No Cats. If pets are approved there is a $300.00 Non-refundable pet deposit per pet.

    Steve DuBrueler Coldwell Banker Premier

    265 Opequon Ave, Winchester, VA 22601
  • /30

    $285,000

    Sold Jan 30, 2026

    1116 Opequon Ave, Winchester, VA 22601

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft
    • Built 1972

    Last Sold Summary

    • $242/SF
    • 19 Days On Market

    Current Estimated Value $290,991

    Last Listing Agent Bradley Comstock ERA Oakcrest Realty, Inc.

    1116 Opequon Ave, Winchester, VA 22601
    • /22

      Est $238,438

      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

      • 4 Days On Market

      Last Listing Agent Katy Kidwell Burch Real Estate Group, LLC

  • /64

    $349,000

    $26K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,474 Sq Ft

    805 Pennsylvania Ave, Winchester, VA 22601

    Classic brick ranch just minutes from Old Town Winchester, offering one-level living, original hardwood floors, a detached garage, private backyard and a full basement with room to expand. Nearly a third-acre lot, this home offers an opportunity to personalize a solid Winchester home in a convenient location.The main level offers three comfortable bedrooms, one full bath, a bright eat-in kitchen,

    Sherry Santmyer Hunt Country Sotheby's International Realty

    805 Pennsylvania Ave, Winchester, VA 22601
  • /20

    $2,150

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    213 N Kent St, Winchester, VA 22601

    First Month FREE!! Experience walkable downtown living at 213 N. Kent Street in Historic Downtown Winchester, Virginia. This fully renovated upper-level apartment offers three bedrooms, three bathrooms, and more than 1,200 square feet of thoughtfully updated living space just steps from the Winchester Walking Mall.The modern kitchen features updated finishes and appliances, while the

    213 N Kent St, Winchester, VA 22601
  • /59

    $855,000

    Sold May 28, 2026

    1540 Meadow Branch Ave, Winchester, VA 22601

    • 5 Beds
    • 4.5 Baths
    • 4,957 Sq Ft
    • Built 1996

    Last Sold Summary

    • 4% Below List Price
    • $172/SF
    • 70 Days On Market

    Current Estimated Value $863,585

    Last Listing Agent John Schroth Colony Realty

    1540 Meadow Branch Ave, Winchester, VA 22601
    • /71

      Est $348,966

      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

      • 3 Days On Market

      Last Listing Agent John Ashton Equity Realty

Showing Results 201 - 240, Page 6 of 18

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