Winchester County, VA Homes

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  /70

  $499,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,317 Sq Ft

  938 Wayne Dr, Winchester, VA 22601

  Beautifully maintained and updated home located in popular area close to Medical Center, schools , services and amenities and with easy access to commuter thoroughfares. Designed with lovely traditional public rooms, the open atmosphere of the Family Room/kitchen/deck lends itself to gatherings and convenient entertaining, complemented by a level, partially fenced backyard. The upper level has a

  Dallas Croft Samson Properties

  938 Wayne Dr, Winchester, VA 22601
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  /5

  $1,095 Plus Fees

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  406 N Loudoun St Unit 8, Winchester, VA 22601

  Property Id: 2365939 Welcome to your new home at 406 N Loudoun St in Winchester, VA! This charming unit offers modern amenities including an oven, refrigerator, washer, and dryer. Enjoy hardwood floors, secure building, on-site laundry, and off-street parking. Cats and small dogs are welcome! Don't miss out on this cozy space for $1095/month with gas and water included. Contact us today for

  406 N Loudoun St Unit 8, Winchester, VA 22601
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  /42

  $435,000

  Sold Sep 26, 2025

  1827 Reese Ct, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft
  • Built 2025

  Last Sold Summary

  • $230/SF
  • 19 Days On Market

  Last Listing Agent Brooks Sears Pearson Smith Realty, LLC

  1827 Reese Ct, Winchester, VA 22601
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  /15

  Not Listed For Sale

  634 Hemsworth Ln, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,916 Sq Ft
  • Built 2025

  634 Hemsworth Ln, Winchester, VA 22601

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /37

  $400,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,431 Sq Ft

  1826 Kershaw Ln, Winchester, VA 22601

  Welcome to 1826 Kershaw Lane in Willow Lawn Cottages, one of Winchester, Virginia's most sought-after 55+ active adult communities, offering low-maintenance, single-level living just minutes from Historic Old Town Winchester.This beautifully maintained 2-bedroom, 2-bath ranch home showcases exceptional pride of ownership with beautiful hardwood flooring, soaring vaulted ceilings, and an open

  RoxAnn Grimes RE/MAX Roots

  1826 Kershaw Ln, Winchester, VA 22601
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  /6

  $750 Plus Fees

  • 1 Bed
  • 1 Bath
  • House for Rent

  377 National Ave, Winchester, VA 22601

  Property Id: 2313748 Welcome to your cozy room in Winchester! This single-family property offers 1 private bedroom with shared bathroom. It also has its own private deck. A range of amenities including dishwasher, washer/dryer, and security cameras. Enjoy the convenience of utilities included and a fenced yard. Available for rent at $750/month with no pets allowed.walking distance from

  377 National Ave, Winchester, VA 22601
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  /43

  $385,000

  Sold Feb 13, 2026

  420 Russelcroft Rd, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $244/SF
  • 26 Days On Market

  Current Estimated Value $405,349

  Last Listing Agent Brian Yoder Realty ONE Group Old Towne

  420 Russelcroft Rd, Winchester, VA 22601
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  /15

  Not Listed For Sale

  632 Hemsworth Ln, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 1,927 Sq Ft
  • Built 2025

  632 Hemsworth Ln, Winchester, VA 22601

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /63

  $480,000

  $109K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  832 Winder Ct, Winchester, VA 22601

  Listed below recent appraised value.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,

  Barton Chasler Realty ONE Group Old Towne

  832 Winder Ct, Winchester, VA 22601
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  /16

  $1,500 Per Month

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

  115 S Loudoun St Unit 1, Winchester, VA 22601

  1 Bedroom/1 Bath. 2nd Floor apartment. Newly remodeled. Great location. Downtown Winchester Walking Mall. Baseboard heat. Window cooling unit. Stackable washer and dryer in unit. Laminate flooring. No pets. No smoking. Rent includes water/sewer and trash.

  115 S Loudoun St Unit 1, Winchester, VA 22601
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  /40

  $329,000

  Sold Aug 24, 2026

  912 Allen Dr, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 2,203 Sq Ft
  • Built 1961

  Last Sold Summary

  • $149/SF
  • 5 Days On Market

  Current Estimated Value $353,743

  Last Listing Agent Karen O'Hare Colony Realty

  912 Allen Dr, Winchester, VA 22601
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  /15

  Not Listed For Sale

  623 Hemsworth Ln, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 2,074 Sq Ft
  • Built 2025

  623 Hemsworth Ln, Winchester, VA 22601

  Last Sold Summary

  • 85 Days On Market

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /103

  $899,000

  • 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
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  /13

  $1,700 Plus Fees

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

  223 Baker St, Winchester, VA 22601

  Property Id: 1770094 Available October 1st. This well-maintained 2-bedroom, 1-bath home offers approximately 1,200 sq. ft. of living space plus a spacious upstairs bonus/flex room that works well as a home office, den, additional living area, or other flexible-use space. The home features hardwood flooring and updated LVP, abundant natural light, an updated kitchen with stainless

  223 Baker St, Winchester, VA 22601
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  /32

  $400,000

  Sold Oct 09, 2025

  225 Parkway St, Winchester, VA 22601

  • 4 Beds
  • 2 Baths
  • 2,256 Sq Ft
  • Built 1928

  Last Sold Summary

  • $177/SF
  • 13 Days On Market

  Current Estimated Value $409,334

  Last Listing Agent Tracy Jewell Samson Properties

  225 Parkway St, Winchester, VA 22601
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  /17

  Not Listed For Sale

  621 Hemsworth Ln, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 2,451 Sq Ft
  • Built 2025

  621 Hemsworth Ln, Winchester, VA 22601

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /3

  $260,000

  Pending

  • Studio
  • 1,676 Sq Ft

  328 Smithfield Ave, Winchester, VA 22601

  "Investors take Notice" Here's a 2 unit with long term tenants on a month to month. There is much room for growth. 1 bedroom 1 bath in the back lower level has a Brand-New Gas Heat pump installed in this unit. The Front house is a 3-bedroom 1 bath 2 level. New siding over the last couple years. New Windows & New roof 2025. Fenced backyard. Close to Downtown & Shopping.

  Richard Kozlowski Long & Foster Real Estate, Inc.

  328 Smithfield Ave, Winchester, VA 22601
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  /40

  $1,600 Per Month

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

  21 N Braddock St Unit 3, 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 Unit 3, Winchester, VA 22601
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  /52

  $410,000

  Sold Jul 09, 2026

  1115 Opequon Ave, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,067 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Below List Price
  • $198/SF
  • 16 Days On Market

  Current Estimated Value $415,268

  Last Listing Agent Sheila Pack RE/MAX Roots

  1115 Opequon Ave, Winchester, VA 22601
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  /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

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /5

  $295,000

  Coming Soon Sep 30

  • 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

  Heloisa Amar Samson Properties

  405 Shenandoah Ave, Winchester, VA 22601
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  /14

  $1,850 Plus Fees

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

  406 N Loudoun St Unit 1, Winchester, VA 22601

  Property Id: 2365857 Cozy & Charming Downtown Apartment | Walkable | Full Kitchen Welcome to your comfortable fully furnished home base in the heart of town! This bright, charming apartment blends classic architectural details with modern comfort—perfect for couples, solo travelers, or work trips. Step inside to find sun-filled living spaces, original trim and door frames that

  406 N Loudoun St Unit 1, Winchester, VA 22601
• 

  

  /24

  $370,000

  Sold Nov 14, 2025

  613 Laurelwood Cir, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Dev Patel Samson Properties

  613 Laurelwood Cir, Winchester, VA 22601
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  /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

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /30

  $400,000

  • 3 Beds
  • 2.5 Baths
  • 2,330 Sq Ft

  3135 Eton Place, Winchester, VA 22601

  Lofts at Creekside is one of the newest walkable communities in the city of Winchester with proximity to the upscale Creekside Station. Offering eateries, clothing stores, and professional services allows you to start or end your day at a plethora of local store fronts only steps from your home. Being only 2 years young allows the comfort of practically a new home in impeccable condition. Two car

  Dave Spence RE/MAX Roots

  3135 Eton Place, Winchester, VA 22601
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  /9

  $1,395 Plus Fees

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

  2640 Valley Ave Unit 1, Winchester, VA 22601

  Property Id: 2608151 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.. Meticulously maintained, serious inquiries ONLY!

  2640 Valley Ave Unit 1, Winchester, VA 22601
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  /51

  $725,000

  Sold Mar 23, 2026

  806 Mahone Dr, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,442 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $297/SF
  • 1 Day On Market

  Current Estimated Value $725,733

  Last Listing Agent Tiffany Hunter ERA Oakcrest Realty, Inc.

  806 Mahone Dr, Winchester, VA 22601
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  /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

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /46

  $374,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,927 Sq Ft

  820 Appleseed Ct, Winchester, VA 22601

  Welcome to this beautifully maintained all brick 3 level duplex in the sought-after Orchard Hill neighborhood of Winchester City. With tree-lined sidewalks, street lighting, and Park Place Park just a short stroll away, this home offers a wonderful blend of comfort, convenience, and neighborhood charm.The home features three finished levels with plenty of space to spread out. The main

  Laura White ERA Oakcrest Realty, Inc.

  820 Appleseed Ct, Winchester, VA 22601
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  /7

  $1,950 Per Month

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

  420 Royal St, Winchester, VA 22601

  This fantastic 1 level Rambler is now available for rent. With 3 spacious bedrooms and 1 bath, this property offers a comfortable and inviting living space. Recently updated with fresh paint and new flooring, this home boasts a modern and stylish atmosphere. The addition of a HVAC unit with a gas furnace ensures optimal comfort and energy efficiency. Parking will never be an issue, as this

  Julissa Rodriguez Vaze Realty

  420 Royal St, Winchester, VA 22601
• 

  

  /35

  $469,990

  Sold Jan 07, 2026

  1829 Harvest Dr, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 1,920 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 2% Below List Price
  • $245/SF
  • 4 Days On Market

  D.R. Horton Abrams Crossing at Meadow Branch

  1829 Harvest Dr, 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

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /36

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,493 Sq Ft

  501 Fox Dr, Winchester, VA 22601

  Welcome to this beautifully updated 4 bedroom, 2 full bath home in the heart of Winchester City! This move in-ready property offers fresh paint throughout, newly installed laminate flooring, new carpet in the bedrooms and new ceiling fans, and a fully finished basement providing additional living space. The kitchen features a new dishwasher, while recent updates include a new dryer, toilet, and

  Jacob Schuttinger Coldwell Banker Premier

  501 Fox Dr, Winchester, VA 22601
• 

  

  /30

  $1,900 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Condo for Rent

  308 W Boscawen St Unit 308 W Boscawen Street Apt 2, Winchester, VA 22601

  Gorgeous two-story Georgian Revival rental is located only two blocks from the Loudon Street walking mall, where you can find shops, restaurants, cafes, breweries, museums and other entertainment. Located in a well-established neighborhood with private off-street parking and a yard. Freshly painted, hardwood floors, tall ceilings, and crown molding throughout. Washer/dryer. Amazing location,

  308 W Boscawen St Unit 308 W Boscawen Street Apt 2, Winchester, VA 22601
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  /61

  $615,000

  Sold Jul 09, 2026

  926 Meadow Ct, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 3,944 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $156/SF
  • 9 Days On Market

  Current Estimated Value $621,597

  Last Listing Agent Adam Shively Samson Properties

  926 Meadow Ct, 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

  Last Listing Agent Brittany Newman DRB Group Realty, LLC
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  /39

  $425,000

  $9K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,277 Sq Ft

  422 S Loudoun St, Winchester, VA 22601

  PRICED BELOW RECENT APPRAISED VALUE. Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the charm of yesteryear this home offers the conveniences of modern living. Traditionally appointed, the main level of the home provides the perfect separation of spaces with a large formal living room, dining room, gourmet kitchen,

  Dana Cloud Realty ONE Group Old Towne

  422 S Loudoun St, Winchester, VA 22601
• 

  

  /12

  $1,750 Per Month

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

  32 Jackson Ave, Winchester, VA 22601

  BRADEN MILLER ERA Oakcrest Realty, Inc.

  32 Jackson Ave, Winchester, VA 22601
• 

  

  /43

  $420,000

  Sold Nov 14, 2025

  2808 Saratoga Dr, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 2,018 Sq Ft
  • Built 2002

  Last Sold Summary

  • $208/SF
  • 24 Days On Market

  Current Estimated Value $445,294

  Last Listing Agent Dave Spence RE/MAX Roots

  2808 Saratoga Dr, Winchester, VA 22601
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  /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

  Last Listing Agent Brittany Newman DRB Group Realty, LLC

Showing Results 81 - 120, Page 3 of 18