37,076

Winchester, VA Homes

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  • /40

    $399,990 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 D R Horton Realty of Virginia LLC

    1821 Harvest Dr, Winchester, VA 22601
  • /17

    $1,575 per month

    • 2 Beds
    • 1 Bath
    • 976 Sq Ft
    • Townhouse for Rent

    609 Smithfield Ave, Winchester, VA 22601

    For Lease – Available Immediately! Don’t miss this charming three-level end-unit townhouse, ideally located just minutes from downtown Winchester and Shenandoah University. Enjoy convenient access to shopping, dining, schools, recreational activities, and major commuter routes.This well-maintained home features two spacious bedrooms and one full bath, along with beautiful hardwood floors that

    Tracy Jewell Samson Properties

    609 Smithfield Ave, Winchester, VA 22601
  • /25

    $281,000 Sold Dec 19, 2025

    230 Shenandoah Trail, Winchester, VA 22602

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Built 1975

    Last Sold Summary

    • $202/SF
    • 76 Days On Market

    Current Estimated Value $287,454

    Last Listing Agent Wayne Wilson Thomas and Talbot Estate Properties, Inc.

    230 Shenandoah Trail, Winchester, VA 22602
    • /13

      Not Listed For Sale

      117 Pawn Ct, Winchester, VA 22602

      • 4 Beds
      • 4.5 Baths
      • 4,450 Sq Ft
      • Built 2025
      117 Pawn Ct, Winchester, VA 22602

      Last Sold Summary

      • $180/SF
      • 74 Days On Market
      • Last Sold Price $799,999
      • Apr 24, 2025

      Last Listing Agent Jay Day LPT Realty, LLC

  • /31

    $664,190 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,403 Sq Ft

    2486 Scotch Bonnet Dr, Stephenson, VA 22656

    5 bedroom home on a cul-de-sac for year end move in is still available for you to personalize with your choice of flooring, counters, cabinets and fixtures! Experience the tranquility of the rear screen porched with double sided fireplace shared with the great room. LVP flooring highlights the main level, while the kitchen boasts Gourmet Stainless Steel appliances including hood, quartz counters

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    2486 Scotch Bonnet Dr, Stephenson, VA 22656
  • /29

    $1,975 total monthly price

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

    342 Fairmont Ave Unit 3, Winchester, VA 22601

    Gorgeous, large, fully furnished two bedroom apartment.Amazing location in beautiful well-established neighborhood. Just two short walking blocks to the Old Town Winchester pedestrian mall with shops, restaurants, cafes and entertainment.Located inside an 1840s hstoric house, this two bedroom apartment features original hardwood floors, high ceilings, crown molding, large windows,

    342 Fairmont Ave Unit 3, Winchester, VA 22601
  • /2

    $325,000 Sold Mar 12, 2026

    114 Harrison Ln, Winchester, VA 22602

    • 2 Beds
    • 1 Bath
    • 1,111 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Below List Price
    • $293/SF

    Current Estimated Value $333,176

    Last Listing Agent Tracie Clawson ERA Oakcrest Realty, Inc.

    114 Harrison Ln, Winchester, VA 22602
    • /4

      Est $1,382,849 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

      • 113% Above List Price
      • 326 Days On Market
      • Last Sold Price $650,000
      • Jul 01, 2023

      Last Listing Agent Gillian Greenfield Coldwell Banker Premier

  • /58

    $589,900

    • 6 Beds
    • 4 Baths
    • 2,672 Sq Ft

    220 Snappy Ln, Winchester, VA 22602

    Stunning two-level home sits on a flat, picturesque 5-acres, with spacious 6-bedroom, 4-bathroom This single-family home offering about 2,672 sq ft of living space. The main level features a bright living room, a well-equipped kitchen with ample counter space, multiple dining areas, and generously sized bedrooms. A large deck provides easy outdoor access and is perfect for entertaining.The

    Mauricio Argandona Fairfax Realty Select

    220 Snappy Ln, Winchester, VA 22602
  • /10

    $1,495 per month

    • 3 Beds
    • 1 Bath
    • 6,578 Sq Ft
    • Townhouse for Rent

    203 E Whitlock Ave, Winchester, VA 22601

    Charming Renovated Townhome in the Heart of Downtown Winchester!This beautifully updated 3-bedroom, 1-bath townhome offers the perfect blend of historic charm and modern convenience. Featuring a fresh renovation throughout, the home boasts a stylish kitchen with new appliances, updated cabinetry, and a bright, open living space. Upstairs, you'll find two spacious bedrooms and a modern full

    Amy Emerson-Kerns Cambridge Premier Realty, LLC.

    203 E Whitlock Ave, Winchester, VA 22601
  • /20

    $529,990 Sold Jan 12, 2026

    109 Sunflower Way, Winchester, VA 22603

    • 3 Beds
    • 2 Baths
    • 2,264 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $234/SF
    • 24 Days On Market

    Brookfield Residential Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection

    109 Sunflower Way, Winchester, VA 22603
    • /6

      Est $248,765 Not Listed For Sale

      106 Mate Ct, Winchester, VA 22602

      106 Mate Ct, Winchester, VA 22602

      Last Sold Summary

      • 193% Above List Price
      • 21 Days On Market
      • Last Sold Price $85,000
      • Mar 27, 2024

      Last Listing Agent Bailey Cooper RE/MAX Gateway, LLC

  • /2

    $465,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    310 Longview Ave, Winchester, VA 22601

    Dave Milburn Coldwell Banker Realty

    310 Longview Ave, Winchester, VA 22601
  • /40

    $1,650 total monthly price

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

    301 S Braddock St Unit 1, Winchester, VA 22601

    Showings starting 4/15 - Available for move-in 5/1.301 S Braddock St, Unit #1Winchester, VA 22601Amazing Apartment w/ Granite Counters & Vinyl Floors!Quadplex main level apartment available for rent with 2 bedrooms and 1 bathroom.Rent is $1650/month with 12 month lease. Water & gas included.Amenities are as follows:* lots of natural light*

    301 S Braddock St Unit 1, Winchester, VA 22601
  • /34

    $412,000 Sold Jul 23, 2025

    2320 Tower Ave, Winchester, VA 22601

    • 4 Beds
    • 2 Baths
    • 1,762 Sq Ft
    • Built 2006

    Last Sold Summary

    • $234/SF
    • 136 Days On Market

    Current Estimated Value $393,018

    Last Listing Agent Alex Adomako-Acheampong Samson Properties

    2320 Tower Ave, 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

      • $126/SF
      • 5 Days On Market
      • Last Sold Price $489,900
      • Mar 19, 2025

      Last Listing Agent Matt Kilmer Samson Properties

  • /23

    $399,999 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    HOMESITE 4 Shouner Ct, Winchester, VA 22602

    100 Shouner Ct – Model Home | Summer 2026 Delivery AvailableSt. Paul TBB | 4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level + Larger Deck Beautiful wooded homesites available!Offering up to 2,000 sq. ft. of modern, open-concept living — customize your home the way you like, or keep everything as-is at this price, including a 4th bedroom. Home Highlights Open-concept main level –

    Jimmy Thomas New Home Star Virginia, LLC

    HOMESITE 4 Shouner Ct, Winchester, VA 22602
  • /9

    $1,395 per month

    • 2 Beds
    • 1 Bath
    • 6,578 Sq Ft
    • Townhouse for Rent

    207 E Whitlock Ave, Winchester, VA 22601

    Charming Townhome in the Heart of Downtown Winchester!This beautifully updated 3-bedroom, 1-bath townhome offers the perfect blend of historic charm and modern convenience. Featuring a fresh renovation throughout, the home boasts a stylish kitchen with new appliances, updated cabinetry, and a bright, open living space. Upstairs, you'll find two spacious bedrooms and a modern full bath.

    Amy Emerson-Kerns Cambridge Premier Realty, LLC.

    207 E Whitlock Ave, Winchester, VA 22601
  • /71

    $1,025,000 Sold Aug 01, 2025

    331 N Braddock St, Winchester, VA 22601

    • 5 Beds
    • 6 Baths
    • 6,517 Sq Ft
    • Built 1863

    Last Sold Summary

    • $157/SF
    • 36 Days On Market

    Last Listing Agent John Schroth Colony Realty

    331 N Braddock St, Winchester, VA 22601
    • /4

      Est $520,692 Not Listed For Sale

      119 Yurok Ct, Winchester, VA 22602

      • 5 Beds
      • 3 Baths
      • 2,415 Sq Ft
      • Built 2024
      119 Yurok Ct, Winchester, VA 22602

      Last Sold Summary

      • 3% Above List Price
      • $209/SF
      • Last Sold Price $504,990
      • Dec 20, 2024

      Last Listing Agent Melissa Zhong BMI REALTORS INC.

  • /29

    $384,990 New Construction

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

    221 Monteith Dr, Winchester, VA 22601

    END OF ROW Luxury 3 level/3-bedroom townhome with 1 car garage located in the heart of Winchester! MOVE-IN READY! Explore Winchester’s new luxury townhome community. This three level end unit home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended

    DRB Homes Builder
    221 Monteith Dr, Winchester, VA 22601
  • /39

    $2,000 total monthly price

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

    130 Montague Ave, Winchester, VA 22601

    Cute brick two bedroom one bathroom house with family room, dining room, kitchen and additional unfinished attic space for storage. There is a fenced in backyard with patio and shed. Off street parking. Shared washer dryer with basement tenant. Utilities included. No pets, No smoking. $2000/month. Available 4/1. First months rent plus $2000 deposit required

    130 Montague Ave, Winchester, VA 22601
  • /6

    $376,000 Sold Sep 17, 2025

    110 Kingsland Ct, Winchester, VA 22602

    • 4 Beds
    • 2.5 Baths
    • 1,934 Sq Ft
    • Built 1990

    Last Sold Summary

    • $194/SF
    • 0 Days On Market

    Current Estimated Value $389,906

    Last Listing Agent Shane Bowman RE/MAX Roots

    110 Kingsland Ct, Winchester, VA 22602
    • /3

      Not Listed For Sale

      0 Puma Trail Unit VAFV2022954, Winchester, VA 22602

      0 Puma Trail Unit VAFV2022954, Winchester, VA 22602

      Last Sold Summary

      • 4 Days On Market
      • Last Sold Price $18,000
      • Jan 03, 2025

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

  • /47

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,745 Sq Ft

    430 Babbs Mountain Rd, Winchester, VA 22603

    3-bedroom, 2.5-bath home set on 2.68 wooded acres just minutes from Winchester Medical Center, offering a private, peaceful setting with everyday convenience. Enjoy the outdoors from the covered front porch or rear deck—perfect for relaxing or entertaining. Inside, the spacious kitchen features a center island, stainless steel appliances, and luxury vinyl plank flooring, opening to a comfortable

    Sheila Pack RE/MAX Roots

    430 Babbs Mountain Rd, Winchester, VA 22603
  • /18

    $2,150 per month

    • 3 Beds
    • 2.5 Baths
    • 1,450 Sq Ft
    • Townhouse for Rent

    647 Laurelwood Cir, Winchester, VA 22601

    This beautiful, brand-new townhome features 3 bedrooms, 2.5 bathrooms, and over 1,400 square feet of living space. The main floor boasts an open floor plan. The kitchen offers a convenient island with ample counter space. Upstairs includes 3 bedrooms and 2 bathrooms. The primary bedroom has a large walk-in closet and an attached bathroom. This home is conveniently located near shopping,

    Marisa Varley ERA Oakcrest Realty, Inc.

    647 Laurelwood Cir, Winchester, VA 22601
  • /80

    $575,000 Sold Feb 24, 2026

    3782 Wardensville Grade, Winchester, VA 22602

    • 5 Beds
    • 4 Baths
    • 3,432 Sq Ft
    • Built 1985

    Last Sold Summary

    • $168/SF
    • 152 Days On Market

    Current Estimated Value $586,838

    Last Listing Agent Amanda Gulla Preslee Real Estate

    3782 Wardensville Grade, Winchester, VA 22602
    • /23

      Not Listed For Sale

      212 Gough Rd, Winchester, VA 22602

      • 4 Beds
      • 2.5 Baths
      • 2,576 Sq Ft
      • Built 2025
      212 Gough Rd, Winchester, VA 22602

      Last Sold Summary

      • $233/SF
      • 105 Days On Market
      • Last Sold Price $599,900
      • Mar 17, 2025

      Last Listing Agent Jim Thomson Realty ONE Group Old Towne

  • /63

    $539,900

    • 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
  • /39

    $2,000 total monthly price

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

    130 Montague Ave, Winchester, VA 22601

    Cute brick two bedroom one bathroom house with family room, dining room, kitchen and additional unfinished attic space for storage. There is a fenced in backyard with patio and shed. Off street parking. Shared washer dryer with basement tenant. Utilities included. No pets, No smoking. $2000/month. Available 4/1. First months rent plus $2000 deposit required

    130 Montague Ave, Winchester, VA 22601
  • /20

    $193,000 Sold Oct 17, 2025

    0 Adams Rd Unit VAFV2034928, Winchester, VA 22603

    • Land
    • 10 Acres
    • $19,300 per Acre

    Last Sold Summary

    • 29 Days On Market

    Last Listing Agent Jeffrey Konrady Realty ONE Group Old Towne

    0 Adams Rd Unit VAFV2034928, Winchester, VA 22603
    • /40

      Est $376,084 Not Listed For Sale

      112 Copeley Cir, Winchester, VA 22602

      • 3 Beds
      • 2.5 Baths
      • 1,724 Sq Ft
      • Built 2022
      112 Copeley Cir, Winchester, VA 22602

      Last Sold Summary

      • $218/SF
      • 17 Days On Market
      • Last Sold Price $375,000
      • Dec 27, 2024

      Last Listing Agent Leah Clowser RE/MAX

  • /23

    $391,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,752 Sq Ft

    105 Heirloom Way, Winchester, VA 22603

    Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community.This low-maintenance villa features a primary bedroom and laundry on the entry level, a screened rear porch, and a one-car garage. Upstairs offers two spacious bedrooms with walk-in closets and a full bath—perfect for guests or hobbies. Enjoy a stylish kitchen with quartz counters, stainless

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    105 Heirloom Way, Winchester, VA 22603
  • /18

    $1,600 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    304 S Braddock St, Winchester, VA 22601

    In the middle of Old Town and only 2 blocks away from the Walking Mall, this cottage is the perfect short term rental (1 to 11 months). The unit is already furnished so the newest Old Town resident need only bring their personals. The large back porch is a great spot to enjoy the outdoors and is only steps away from the off street parking. The large living room is bright and comfortable, the

    Kim Hurst MarketPlace REALTY

    304 S Braddock St, Winchester, VA 22601
  • /52

    $406,000 Sold Apr 03, 2026

    128 Killbuck Trail, Winchester, VA 22602

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft
    • Built 2019

    Last Sold Summary

    • 1% Below List Price
    • $193/SF
    • 6 Days On Market

    Current Estimated Value $404,152

    Last Listing Agent Dylan Welch RE/MAX Roots

    128 Killbuck Trail, Winchester, VA 22602
    • /14

      Not Listed For Sale

      238 Lehigh Dr Unit HARLOW II 002, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 4,034 Sq Ft
      • Built 2024
      238 Lehigh Dr Unit HARLOW II 002, Winchester, VA 22602

      Last Sold Summary

      • $149/SF
      • 18 Days On Market
      • Last Sold Price $599,990
      • Dec 20, 2024

      Last Listing Agent Julia Foard-Lynch Samson Properties

  • /39

    $535,000

    • 3 Beds
    • 2 Baths
    • 1,829 Sq Ft

    105 Lenore Ln, Winchester, VA 22602

    Welcome to this better-than-new former model home, built in 2024 and thoughtfully upgraded throughout—Offering the ideal blend of style, space, and value, this move-in ready home features an open-concept layout, 10' ceilings, a beautifully upgraded kitchen with modern finishes, and spacious living areas designed for both everyday comfort and entertaining. Generously sized bedrooms and

    Kelly Vornadore New Dimensions Realty Group LLC

    105 Lenore Ln, Winchester, VA 22602
  • /31

    $1,500 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Townhouse for Rent

    127-A Peyton St, Winchester, VA 22601

    Gorgeous two story apartment with private entrance in the heart of historic downtown Winchester. Walking distance from the Old Town Winchester pedestrian mall with shops, restaurants, cafes and entertainment and the beautiful Handley library.Huge Two bedroom 1.5 bath Apartment with beautiful details located in the bottom two levels of a four story house built in the early 1890s. This is a

    127-A Peyton St, Winchester, VA 22601
  • /11

    $12,000 Sold Oct 14, 2025

    0 Graywolf Trail, Winchester, VA 22602

    • Land
    • 11,761 Sq Ft
    • $44,444 per Acre

    Last Sold Summary

    • 2 Days On Market

    Last Listing Agent Rebecca McTavish Long & Foster Real Estate, Inc.

    0 Graywolf Trail, Winchester, VA 22602
    • /8

      Not Listed For Sale

      Lot 1A Fishel Rd, Winchester, VA 22602

      Lot 1A Fishel Rd, Winchester, VA 22602

      Last Sold Summary

      • 3 Days On Market
      • Last Sold Price $100,000
      • Jan 24, 2025

      Last Listing Agent RoxAnn Grimes RE/MAX

Showing Results 281 - 320, Page 8 of 18

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