37,023

Winchester, VA Homes

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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
  • /18

    $1,950 Per Month

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

    126 N Braddock St Unit 202, Winchester, VA 22601

    Welcome home to this second-floor apartment in the heart of downtown Winchester! This spacious 2-bedroom, 1-bath unit offers modern updates and everyday convenience with central air and heat, in-unit laundry, a dishwasher, and tons of natural light throughout. All utilities and internet are included, along with parking in the Braddock Street Parking Garage just a few blocks away. Turn the key,

    Chris Roszko Colony Realty

    126 N Braddock St Unit 202, 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
    • /28

      Not Listed For Sale

      126 Manasquan Way, Winchester, VA 22602

      • 4 Beds
      • 2.5 Baths
      • 1,953 Sq Ft
      • Built 2025
      126 Manasquan Way, Winchester, VA 22602

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

  • /39

    $559,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,865 Sq Ft

    CLIFTON Plan at Willow Run, Winchester, VA 22601

    The Clifton by D.R. Horton is a stunning new construction, ranch home plan featuring 1,865 square feet of living space, 3 bedrooms, 2 bathrooms, and a 2-car garage. With a roomy and flexible floor plan, the Clifton is just as inviting as it is functional!Prepare to be enchanted by the spacious kitchen, equipped with brand-new stainless-steel appliances, sleek countertops, and cabinets

    D.R. Horton Builder
    105 Trellis View Ln Unit 36406655, Winchester, VA 22601
  • /8

    $1,600 Per Month

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

    519 Amherst St Unit 202, Winchester, VA 22601

    Brand-new apartments in the heart of Winchester City! Just a few steps from the lovely Museum of the Shenandoah Valley and Old Town Mall. There are six newly constructed apartments, all located on the second floor and accessible by stairs. The apartments are situated above Boxwell Pharmacy, The Adult Care Center, and Stix & Stones. This apartment features one bedroom and one full bathroom and is

    Cara Wilkins MarketPlace REALTY

    519 Amherst St Unit 202, Winchester, VA 22601
  • /20

    $305,000

    Sold Oct 08, 2025

    102 Zephyr Ln, Winchester, VA 22602

    • 3 Beds
    • 1.5 Baths
    • 1,634 Sq Ft
    • Built 2004

    Last Sold Summary

    • $187/SF
    • 95 Days On Market

    Current Estimated Value $315,606

    Last Listing Agent Kandi McKenzie Realty ONE Group Old Towne

    102 Zephyr Ln, Winchester, VA 22602
    • /28

      Not Listed For Sale

      101 Monacan St, Winchester, VA 22602

      • 4 Beds
      • 2.5 Baths
      • 1,953 Sq Ft
      • Built 2025
      101 Monacan St, Winchester, VA 22602

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

  • /32

    $279,000

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,590 Sq Ft

    261 Waterford Ln, Winchester, VA 22602

    Move-in ready and well maintained! This charming 2-bedroom, 1.5-bath townhome offers comfortable living with a spacious main-level living area, eat-in kitchen, and convenient laundry. The partially finished basement adds a large family room and plenty of storage, with walk-out access to a shaded patio and large, private fenced backyard. Relax on the back deck surrounded by mature trees, offering

    Liz Rutherford ERA Oakcrest Realty, Inc.

    261 Waterford Ln, Winchester, VA 22602
  • /20

    $2,800 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,006 Sq Ft
    • House for Rent

    124 McDonald Rd, Winchester, VA 22602

    Four bedroom home ready for new occupants! Fantastic location tucked away in a neighborhood with easy access to schools, commuter routes and shopping.

    Meghan Pachas MAP Property Solutions, LLC.

    124 McDonald Rd, Winchester, VA 22602
  • /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
    • /31

      Not Listed For Sale

      0 Bear Trail Unit VAFV2023242, Winchester, VA 22602

      0 Bear Trail Unit VAFV2023242, Winchester, VA 22602

      Last Sold Summary

      • 137 Days On Market

      Last Listing Agent Chad Pangle Whitetail Properties Real Estate, LLC

  • /54

    $500,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft

    105 Vale Ct, Winchester, VA 22602

    Did you know you can still see this home and make an offer even if it's currently under contract? Active under contract with a kick-out means you still have a chance! Schedule a showing today with your agent! Beautiful and well maintained colonial with a large backyard and plenty of updates, so you can move right in! The main level features tons of space including a formal living room and dining

    Misty Weaver Samson Properties

    105 Vale Ct, Winchester, VA 22602
  • /18

    $1,750 Per Month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    110 BASEMENT Bentpath Ct, Winchester, VA 22602

    Spacious 1,000 Sq. Ft. Furnished Private Apartment — Utilities IncludedEnjoy the space and privacy of a generously sized, fully furnished one-bedroom apartment in a quiet, established Winchester neighborhood. With approximately 1,000 square feet of living space, a private entrance, included utilities and Wi-Fi, dedicated fitness equipment, and convenient access to Winchester Medical

    Xinli Ji Realty Aspire

    110 BASEMENT Bentpath Ct, Winchester, VA 22602
  • /23

    $145,000

    Sold Nov 05, 2025

    0 Gough Rd Unit VAFV2033030, Winchester, VA 22602

    • Land
    • 10 Acres
    • $14,500 per Acre

    Last Sold Summary

    • 126 Days On Market

    Last Listing Agent Chad Pangle Whitetail Properties Real Estate, LLC

    0 Gough Rd Unit VAFV2033030, Winchester, VA 22602
    • /32

      Not Listed For Sale

      124 Manasquan Way, Winchester, VA 22602

      • 5 Beds
      • 3 Baths
      • 2,415 Sq Ft
      • Built 2025
      124 Manasquan Way, Winchester, VA 22602

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

  • /15

    $235,000

    • 2 Beds
    • 1 Bath
    • 2,335 Sq Ft

    302 Doe Trail, Winchester, VA 22602

    COME SEE THIS CUTE HOME AND MAKE IT YOURS. LOCATED IN SHAWNEE LAND, EASY DRIVE TO SHOPPING, SCHOOLS, HOSPITAL. SHAWNEE LAND HAS SEVERAL LAKES FOR EJOYMENT.HOME IS SOLD "AS IS", YOU CAN PUT YOUR TOUGHEST THOUGH OUT.

    Avis Drummond Long & Foster Real Estate, Inc.

    302 Doe Trail, Winchester, VA 22602
  • /21

    $1,650 Per Month

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

    449 Royal St, Winchester, VA 22601

    This charming duplex in the WEA-VILLA community offers a delightful garden view, perfect for enjoying peaceful mornings or relaxing evenings. Built in 1965, this well-maintained ranch-style home features 2 spacious bedrooms and 1 full bathrooms, providing ample space for comfort. The fully finished basement adds versatility, ideal for a cozy retreat or extra storage. With a generous lot size of

    Dave Spence RE/MAX Roots

    449 Royal St, Winchester, VA 22601
  • /59

    $640,000

    Sold Nov 24, 2025

    150 Harvest Ridge Dr, Winchester, VA 22601

    • 4 Beds
    • 3 Baths
    • 4,385 Sq Ft
    • Built 2005

    Last Sold Summary

    • $146/SF
    • 54 Days On Market

    Current Estimated Value $663,348

    Last Listing Agent Bridget Aikens Colony Realty

    150 Harvest Ridge Dr, Winchester, VA 22601
    • /28

      Not Listed For Sale

      107 Monacan St, Winchester, VA 22602

      • 4 Beds
      • 2.5 Baths
      • 1,953 Sq Ft
      • Built 2025
      107 Monacan St, Winchester, VA 22602

      Last Sold Summary

      • 100 Days On Market

      Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

  • /30

    $635,690

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,880 Sq Ft

    3168 Ruby Royce Dr, Winchester, VA 22603

    Rare Dual Primary Suites on the Main Level! Backing to trees, this stunning new Matisse at Hiatt Pointe at Snowden Bridge offers the perfect blend of comfort and flexibility for active adults 55+. Personalize your finishes and move in this spring! Enjoy a gourmet kitchen with SS appliances including hood, quartz countertops, an oversized island, and walk-in pantry. The open layout features 10'

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    3168 Ruby Royce Dr, Winchester, VA 22603
  • /13

    $2,150 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,509 Sq Ft
    • Townhouse for Rent

    117 Nootka Way, Winchester, VA 22602

    Welcome to this beautiful home for rent in the Retreat at Winding Creek – This home offers 3 bedrooms, 2.5 bathrooms, and approximately 1,500 square feet of living space. The open-concept main level is perfect for entertaining. The bright kitchen features sleek cabinetry and stainless steel appliances. Upstairs, you’ll find a primary suite with a private bath and walk-in closet, plus two

    sreerekha challapalli Alluri Realty, Inc.

    117 Nootka Way, Winchester, VA 22602
  • /24

    $505,000

    Sold May 20, 2026

    113 Sunflower Way, Winchester, VA 22603

    • 3 Beds
    • 3 Baths
    • 2,050 Sq Ft
    • Built 2025

    Last Sold Summary

    • $246/SF
    • 114 Days On Market

    Last Listing Agent Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    113 Sunflower Way, Winchester, VA 22603
    • /5

      Not Listed For Sale

      310 Burnt Church Rd, Winchester, VA 22603

      310 Burnt Church Rd, Winchester, VA 22603

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Gillian Greenfield Coldwell Banker Premier

  • /10

    $696,455

    New Construction Pending
    • 5 Beds
    • 4.5 Baths
    • 4,110 Sq Ft

    191 Malbec Ct, Winchester, VA 22602

    Welcome to Abrams Pointe, a new single-family home community in an established Winchester neighborhood. The Carlisle blends modern design, spacious living, and a desirable Winchester location. The Carlisle offers 4–6 bedrooms, 2.5–5 bathrooms, and over 3,100 square feet of living space, designed for both comfort and flexibility. The open-concept kitchen with a large island and walk-in pantry

    Dorelba Estrada New Home Star Virginia, LLC

    191 Malbec Ct, Winchester, VA 22602
  • /12

    $2,700 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft
    • House for Rent

    128 Wappinger Terrace, Winchester, VA 22602

    Be the very first to call this stunning brand-new home your own! Never lived in, this beautifully designed residence offers a bright, sun-filled open floor plan that's perfect for everyday living and entertaining. The main level seamlessly connects the spacious living room, dining area, and gourmet kitchen, featuring a large center island, granite countertops, stainless steel appliances, and a

    John Ginty Samson Properties

    128 Wappinger Terrace, Winchester, VA 22602
  • /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
    • /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

  • /6

    $20,000

    • Land
    • 20,037 Sq Ft
    • $43,478 per Acre

    Lot 102 Bow Wood Trail, Winchester, VA 22602

    A Hidden Gem Waiting for YouNestled in the serene countryside of Winchester, Virginia, lies a great treed building lot on the lower side of Shawneeland. This picturesque piece of land offers the perfect blend of seclusion and convenience, making it an ideal location for building your dream home.Enjoy the tranquility and natural beauty of Shawneeland's private parks, perfect for relaxing

    Rick Guthrie Keller Williams Realty

    Lot 102 Bow Wood Trail, Winchester, VA 22602
  • /21

    $2,400 Per Month

    • 3 Beds
    • 3.5 Baths
    • 1,927 Sq Ft
    • Townhouse for Rent

    610 Hemsworth Ln, Winchester, VA 22601

    Available Early October, PETS ARE ALLOWED, You only have to pay the security deposit now. Call agent to discuss.This END UNIT is beautiful! Stainless steel appliances, washer and dryer included, upgraded cabinets in the kitchen, tray ceiling in Owner’s Retreat, and more.Come live steps away from Creekside Station, the only place in Winchester where specialty shops and chic

    Amira Wali Spring Hill Real Estate, LLC.

    610 Hemsworth Ln, Winchester, VA 22601
  • /24

    $349,990

    Sold Mar 25, 2026

    123 Castaway Place, Winchester, VA 22603

    • 3 Beds
    • 1.5 Baths
    • 1,752 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $200/SF
    • 10 Days On Market

    Brookfield Residential Hiatt Pointe at Snowden Bridge - 55+ Villas Collection

    123 Castaway Place, Winchester, VA 22603
    • /20

      Not Listed For Sale

      0 Hodges Ln, Winchester, VA 22603

      0 Hodges Ln, Winchester, VA 22603

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Sheila Pack RE/MAX Roots

  • /23

    $349,990

    • 3 Beds
    • 2 Baths
    • 1,024 Sq Ft

    182 Mason St, Winchester, VA 22602

    Welcome to this adorable 3-bedroom, 2-full-bath cottage rancher home located on the East side of Winchester with NO HOA! Offering approximately 1,024 finished square feet on a generous .30-acre level lot, this property presents an excellent opportunity for both homeowners and investors.The home features an oversized two-car detached garage, providing plenty of room for vehicles, storage,

    Samantha Young Young & Associates

    182 Mason St, Winchester, VA 22602
  • /16

    $2,890 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,730 Sq Ft
    • House for Rent

    106 Alliance Ct, Winchester, VA 22602

    **Available September 1st.** Welcome to this gorgeous Colonial home located in the desirable Freedom Manor community. Built in 2021, this beautifully maintained home offers 4 bedrooms, 3.5 bathrooms, and a bright, open floor plan designed for modern living. The inviting entryway features gorgeous hardwood flooring that extends through the foyer, morning room, and kitchen. The sun-filled living

    MJ Muhanderamalage Samson Properties

    106 Alliance Ct, Winchester, VA 22602
  • /58

    $445,000

    Sold Dec 09, 2025

    125 Alliance Ct, Winchester, VA 22602

    • 4 Beds
    • 3.5 Baths
    • 2,176 Sq Ft
    • Built 2021

    Last Sold Summary

    • $205/SF
    • 6 Days On Market

    Current Estimated Value $472,935

    Last Listing Agent Rhonda Shade ERA Oakcrest Realty, Inc.

    125 Alliance Ct, Winchester, VA 22602
    • /31

      Est $376,346

      Not Listed For Sale

      114 Hardy Way, Winchester, VA 22602

      • 3 Beds
      • 2.5 Baths
      • 1,628 Sq Ft
      • Built 2024
      114 Hardy Way, Winchester, VA 22602

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Matthew Roberts Redfin Corporation

  • /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
  • /12

    $1,100 Per Month

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

    702 S Braddock St Unit 3, Winchester, VA 22601

    Gorgeous one-bedroom apartment in Historic Winchester, VA. Convenient distance to the Old Town Winchester Walking Mall and beautiful John Handley High School. Enjoy the amenities that Winchester offers in entertainment and dining with a short walk from your front door. This apartment comes with a large kitchen with full-size appliances featuring a recently updated microwave, fridge, and

    Nate Crandell HoneyWay

    702 S Braddock St Unit 3, Winchester, VA 22601
  • /28

    $440,000

    Sold Jan 26, 2026

    386 Round Hill Rd, Winchester, VA 22602

    • Studio
    • 2,736 Sq Ft
    • Built 1950

    Last Sold Summary

    • $161/SF
    • 186 Days On Market

    Current Estimated Value $453,157

    Last Listing Agent Bridget Aikens Colony Realty

    386 Round Hill Rd, Winchester, VA 22602
    • /9

      Not Listed For Sale

      0 Bobcat Trail Unit VAFV2023894, Winchester, VA 22602

      0 Bobcat Trail Unit VAFV2023894, Winchester, VA 22602

      Last Sold Summary

      • 174 Days On Market

      Last Listing Agent Mary Cox Berkshire Hathaway HomeServices PenFed Realty

Showing Results 441 - 480, Page 12 of 18

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