12,854

Winchester County, VA Homes

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  • /40

    $399,990

    New Construction $15K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 1,920 Sq Ft

    1821 Harvest Dr, Winchester, VA 22601

    1821 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA – ready to move in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, soft-close grey cabinets & drawers, and

    Brooks Sears Pearson Smith Realty, LLC

    1821 Harvest Dr, Winchester, VA 22601
  • /20

    Starting at $1,570 Plus Fees

    • 1 - 3 Beds

    221 Peppertree Ln, Winchester, VA 22601

    Tastefully designed 1, 2 and 3 bedroom floor plans and richly landscaped surroundings make for a welcome sight to call your home. Located in the heart of Winchester, Peppertree offers the conveniences of city living in a park-like setting. Peppertree is in close proximity to shopping, restaurants, schools and Winchester Medical Center.

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  • /9

    $110,000

    Sold Sep 08, 2025

    116-118 W Leicester St, Winchester, VA 22601

    • Land
    • 5,227 Sq Ft
    • $916,667 per Acre

    Last Sold Summary

    • 309 Days On Market

    Current Estimated Value $100,500

    Last Listing Agent Kim Hurst MarketPlace REALTY

    116-118 W Leicester St, Winchester, VA 22601
    • /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

  • /33

    $447,000

    Open Sun 1PM - 4PM $3K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,540 Sq Ft

    310 Longview Ave, Winchester, VA 22601

    Discover a stunning blend of Colonial and Contemporary architecture in this exquisite 3-bedroom, 2.5-bathroom residence, built in 2024. Step inside to find luxurious vinyl plank flooring and plush carpeting that exude warmth and sophistication. The gourmet kitchen is a chef's dream, equipped with high-end appliances including a sleek wall oven, cooktop, and energy-efficient refrigerator, ensuring

    Dave Milburn Coldwell Banker Realty

    310 Longview Ave, Winchester, VA 22601
  • /20

    Starting at $1,450 Plus Fees

    • 2 - 3 Beds

    660 Pemberton Dr, Winchester, VA 22601

    Pemberton Village Apartments in Winchester VA is located in the prestigious Meadow Branch subdivision near the intersection of Jubal Early Drive and Harvest Drive. It is a ten building, 120 unit community easily assessable from Interstate 81 or Route 37. Conveniently located near the Apple Blossom Mall, fitness centers, John Handley High School, and Valley Health Medical Center; Pemberton Village

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  • /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 $418,635

    Last Listing Agent Tracy Jewell Samson Properties

    225 Parkway St, Winchester, VA 22601
    • /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

  • /51

    $390,000

    $10K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,011 Sq Ft

    605 Dunlap St, Winchester, VA 22601

    Priced to reflect the need for some updating, this home offers opportunities and personalization while remaining move-in ready 1011sf total living space.This home is in very good shape. The sellers are selling this property completely As-IS. NO HOA Perfectly home on a quiet lot embraced by mature, stately trees, this 5-bedroom, 2 full-bathroom home offers both seclusion and incredible

    Alexandra Brown Spring Hill Real Estate, LLC.

    605 Dunlap St, Winchester, VA 22601
  • /20

    Starting at $1,635 Plus Fees

    • 1 - 2 Beds

    2310 Valor Dr, Winchester, VA 22601

    Harrison Plaza is a new mixed-use development located at the intersection of Hope Drive and Valor Drive in the heart of Winchester, VA. This three-building community offers 70 one- and two-bedroom spacious modern apartments minutes away from local shopping centers, restaurants, and entertainment venues.Interior features include an open floor plan with stylish cabinets, granite countertops,

    HARRISON PLAZA RESIDENTIAL

    2310 Valor Dr, Winchester, VA 22601
  • /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 $414,147

    Last Listing Agent Sheila Pack RE/MAX Roots

    1115 Opequon Ave, Winchester, VA 22601
    • /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

  • /13

    $325,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,465 Sq Ft

    632 Watson Ave, Winchester, VA 22601

    *The previous contract terminated solely because the buyer's home sale contingency was not satisfied. The appraisal and pest inspection were completed successfully, and the seller has completed all agreed-upon home inspection repairs. A summary of the completed repairs and supporting contractor invoices are available upon request. This home is move-in ready * Nestled in Orchard Terrace, this

    Jennifer Sacco RE/MAX Roots

    632 Watson Ave, Winchester, VA 22601
  • /9

    Starting at $2,000 Plus Fees

    • 1 - 2 Beds

    210 S Cameron St, Winchester, VA 22601

    This fully furnished and recently renovated property is located in the heart off Old Town Winchester and includes a log cabin structure, premium appliances, granite countertops and assigned parking spaces.Come and enjoy the excitement of living in Old Town with many excellent restaurants and drinking establishments , six breweries, multiple music venues, fabulous shopping, museums and art

    210 S Cameron St, 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
    • /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

  • /40

    $329,000

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 2,203 Sq Ft

    912 Allen Dr, Winchester, VA 22601

    Charming, meticulously maintained brick rancher in the heart of Winchester City! This move-in-ready home features 3 spacious bedrooms, 1 full bath, and a convenient half bath. Step inside to find gorgeous hard wood floors and several rooms boasting fresh, modern paint. The fully finished basement ( with radon system installed) offers incredible bonus square footage, perfect for a family room,

    Karen O'Hare Colony Realty

    912 Allen Dr, Winchester, VA 22601
  • /20

    Starting at $1,300 Plus Fees

    • 2 Beds

    800 Thomas Ct, Winchester, VA 22601

    Now Leasing: 1 & 2 Bedroom Apartments Available Now! In-unit washer and dryerWater and garbage includedEnjoy a serene, peaceful settingDon't miss out—these are first come, first serve!

    North Winchester Apartments

    800 Thomas Ct, Winchester, VA 22601
  • /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 $744,660

    Last Listing Agent Tiffany Hunter ERA Oakcrest Realty, Inc.

    806 Mahone 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

      Last Listing Agent Brittany Newman DRB Group Realty, LLC

  • /38

    $420,000

    • 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
  • /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
  • /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

      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

  • /63

    $525,000

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

    832 Winder Ct, Winchester, VA 22601

    Back on the market, at no fault of the seller. 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
  • /20

    $1,950 Plus Fees

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft
    • Townhouse for Rent

    1976 Cidermill Ln, Winchester, VA 22601

    Property Id: 2779800 Available Oct 1, 2026. Offering a well-maintained townhome in the sought-after Orchard Hill Subdivision. Fabulous paint colors and a lovely flowing floor plan will make you feel right at home. 2.5 bathrooms and three bedrooms, including a large master suite with a private bathroom. The fully-fenced backyard, back deck, and covered front porch are perfect for outdoor

    1976 Cidermill Ln, Winchester, VA 22601
  • /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 $632,520

    Last Listing Agent Adam Shively Samson Properties

    926 Meadow Ct, 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

      Last Listing Agent Brittany Newman DRB Group Realty, LLC

  • /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
  • /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.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 Downtown Winchester. Walking distance to

    377 National 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 $459,860

    Last Listing Agent Dave Spence RE/MAX Roots

    2808 Saratoga 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

  • /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
  • /31

    $1,450

    Total Monthly Price

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

    13 E North Ave Unit 1, Winchester, VA 22601

    This property is newly painted and in a great location-4 blocks from the downtown walking mall!

    13 E North Ave Unit 1, Winchester, VA 22601
  • /60

    $400,000

    Sold Aug 26, 2025

    319 Beechcroft Rd, Winchester, VA 22601

    • 3 Beds
    • 2 Baths
    • 2,538 Sq Ft
    • Built 1961

    Last Sold Summary

    • $158/SF
    • 4 Days On Market

    Current Estimated Value $415,471

    Last Listing Agent Gidget Smallwood Coldwell Banker Premier

    319 Beechcroft Rd, 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

  • /48

    $580,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,328 Sq Ft

    608 Bellview Ave, Winchester, VA 22601

    Open House Sunday, July 19th from 12pm - 2pm! Welcome home to this spacious single-family home in the sought-after Williamsburg Heights community! This great home, located in the Winchester City limits, features 4 bedrooms, 2.5 bathrooms, 1 car detached garage, 3200 finished square feet on 2 levels, a huge deck, brick patio and vinyl fenced backyard.Recent updates include the kitchen with

    Kevin LaRue Century 21 Redwood Realty

    608 Bellview Ave, Winchester, VA 22601
  • /53

    $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
  • /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 $649,501

    Last Listing Agent Elizabeth Flood Keller Williams Realty

    930 Wayne Dr, 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

      Last Listing Agent Brittany Newman DRB Group Realty, LLC

Showing Results 81 - 120, Page 3 of 18

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