37,092

Winchester, VA Homes

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  • /36

    $484,990

    $15K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft

    111 Haida Ln, Winchester, VA 22602

    ••Welcome to The Retreat at Winding Creek, your haven in Winchester, VA, where luxury meets community living. ••Single Family * Two Level * 2528 Square Feet * 4 Bedrooms , 2.5 Baths * Two Car Garage Check out the 3D Matterport Tour! ••Why wait for a new build when you can have this stunning less than two-year-old home today? You’ll arrive just as the best parts of the neighborhood are opening up.

    Agent Photo

    Pamela Jones

    Long & Foster Real Estate, Inc.

    111 Haida Ln, Winchester, VA 22602
  • /33

    Starting at $1,750 Plus Fees

    • 2 Beds

    110 Bulmer Loop, Winchester, VA 22602

    Our community is perfect for those who enjoy spending time outside living a healthy, lively lifestyle by using the walking trails, outdoor common areas, and dog park, as well as for those who appreciate a home that is a retreat from the business of everyday life. We are conveniently located a few short miles from Shenandoah University, I-81, Rt. 8 and Rt. 50 in Winchester, VA. Our apartments

    Madison Village Apartments (Winchester)

    110 Bulmer Loop, Winchester, VA 22602
  • /74

    $340,000

    Sold May 15, 2026

    707 E Cork St, Winchester, VA 22601

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 1931

    Last Sold Summary

    • 7% Below List Price
    • $202/SF
    • 6 Days On Market

    Current Estimated Value $345,454

    Last Listing Agent Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

    707 E Cork St, Winchester, VA 22601
    • /40

      Est $482,920

      Not Listed For Sale

      474 Cedar Grove Rd, Winchester, VA 22603

      • 3 Beds
      • 2 Baths
      • 2,934 Sq Ft
      • Built 2020
      474 Cedar Grove Rd, Winchester, VA 22603

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Jena Magnanelli Roberts Realty Group, LLC

  • /39

    $399,000

    $46K PRICE DROP Under Contract
    • 6 Beds
    • 3 Baths
    • 1,917 Sq Ft

    623 Smithfield Ave, Winchester, VA 22601

    Spacious split-foyer home in the heart of Winchester featuring 6 bedrooms and 3 full bathrooms,. Well-maintained and located in a convenient neighborhood with no HOA. PRICE REDUCED TO SELL!

    Agent Photo

    Carlos Soares

    Samson Properties

    623 Smithfield Ave, Winchester, VA 22601
  • /2

    Starting at $1,600 Plus Fees

    • 1 - 2 Beds

    148 N Loudoun St, Winchester, VA 22601

    Beautiful 1 and 2 bedroom fully furnished apartments. Located directly on the old town walking mall. Washer dryer included in the unit. On site parking.

    148 N Loudoun St, Winchester, VA 22601
  • /24

    $327,000

    Sold Aug 15, 2025

    827 Panther Dr, Winchester, VA 22602

    • 3 Beds
    • 2 Baths
    • 1,217 Sq Ft
    • Built 2025

    Last Sold Summary

    • $269/SF
    • 48 Days On Market

    Last Listing Agent Bradley Comstock ERA Oakcrest Realty, Inc.

    827 Panther Dr, Winchester, VA 22602
    • /113

      Est $1,261,469

      Not Listed For Sale

      374 Stonymeade Dr, Winchester, VA 22602

      • 5 Beds
      • 3.5 Baths
      • 4,702 Sq Ft
      • Built 2019
      374 Stonymeade Dr, Winchester, VA 22602

      Last Sold Summary

      • 3 Days On Market

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

  • /26

    $369,000

    • 3 Beds
    • 2.5 Baths
    • 1,737 Sq Ft

    614 Sherlock Trace, Winchester, VA 22601

    **Excellent Opportunity in the Heart of Winchester!** Don't miss the chance to own a well-located home in one of Winchester's most convenient areas. Situated on a quiet street, this property offers easy access to shopping, dining, schools, parks, and major commuter routes—everything that matters is just minutes away. Featuring **3 bedrooms** plus **two additional versatile rooms**, this home

    Agent Photo

    Carlos Soares

    Samson Properties

    614 Sherlock Trace, 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
  • /61

    $935,000

    Sold Apr 23, 2026

    1112 Stony Hill Rd, Winchester, VA 22603

    • 3 Beds
    • 1.5 Baths
    • 1,204 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Above List Price
    • $777/SF
    • 4 Days On Market

    Current Estimated Value $927,276

    Last Listing Agent Jennifer Watt Century 21 Redwood Realty

    1112 Stony Hill Rd, Winchester, VA 22603
    • /65

      Est $413,456

      Not Listed For Sale

      205 Cobble Stone Dr, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 2,263 Sq Ft
      • Built 2014
      205 Cobble Stone Dr, Winchester, VA 22602

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jeffrey Konrady Realty ONE Group Old Towne

  • /42

    $289,900

    Under Contract
    • 2 Beds
    • 1 Bath
    • 1,458 Sq Ft

    102 N Purcell Ave, Winchester, VA 22601

    Charming home ideally located just minutes from the heart of historic Winchester! Whether you're looking for convenient access to shopping, dining, entertainment, or commuter routes, this home offers an exceptional location paired with valuable updates for peace of mind. Relax on the inviting covered front porch, the perfect place to enjoy your morning coffee or unwind at the end of the day. The

    Agent Photo

    Bradley Comstock

    ERA Oakcrest Realty, Inc.

    102 N Purcell Ave, Winchester, VA 22601
  • /20

    Starting at $1,700 Plus Fees

    • Studio - 2 Beds

    114 N Loudoun St, Winchester, VA 22601

    Brand new fully furnished extended stay apartments in the heart of Old Town Winchester Virginia including all utilities, washer /dyer, high speed internet, free nightly and weekend parking ( 5pm to 8 am), keyless entry, 10' ceilings, exposed brick interior partitions and optional weekly cleaning.. More information can be found at themerchantsuites

    The Merchant Suites at 114 North Loudoun

    114 N Loudoun St, Winchester, VA 22601
  • /66

    $601,000

    Sold Sep 30, 2025

    140 Kinross Dr, Winchester, VA 22602

    • 4 Beds
    • 2.5 Baths
    • 2,926 Sq Ft
    • Built 2004

    Last Sold Summary

    • $205/SF
    • 2 Days On Market

    Current Estimated Value $608,690

    Last Listing Agent Dallas Croft Samson Properties

    140 Kinross Dr, Winchester, VA 22602
    • /26

      Not Listed For Sale

      916 N Frederick Pike, Winchester, VA 22603

      • 1 Bed
      • 1 Bath
      • 1,023 Sq Ft
      • Built 1941
      916 N Frederick Pike, Winchester, VA 22603

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Kaitlyn Behr Samson Properties

  • /11

    $1,499,000

    • Land
    • 2.45 Acres
    • $611,837 per Acre

    821,829,839, and 851 Fox Dr, Winchester, VA 22603

    Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.

    Agent Photo

    Jim Shebest

    Coldwell Banker Realty

    821,829,839, and 851 Fox Dr, Winchester, VA 22603
  • /20

    Starting at $1,780 Plus Fees

    • 2 - 3 Beds

    749 Front Royal Pike, Winchester, VA 22602

    Contrail Park Apartments offer well-appointed accommodations located in a convenient and relaxing environment. Located along 522 and only minutes away from I-81 Contrail Park offers easy access to the airport, Shenandoah University, shopping, and restaurants. Interior features include vaulted ceilings, wood vanity cabinets, granite counter tops, foyer with resilient flooring, and built in desks.

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  • /29

    $369,990

    Sold Apr 28, 2026

    213 Monteith Dr, Winchester, VA 22601

    • 3 Beds
    • 3.5 Baths
    • 1,784 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 3% Below List Price
    • $207/SF
    • 40 Days On Market

    DRB Homes Village at Valor Crossing - Townhomes

    213 Monteith Dr, Winchester, VA 22601
    • /37

      Est $413,311

      Not Listed For Sale

      222 E Piccadilly St, Winchester, VA 22601

      • 3 Beds
      • 3.5 Baths
      • 2,052 Sq Ft
      • Built 2022
      222 E Piccadilly St, Winchester, VA 22601

      Last Sold Summary

      • 595 Days On Market

      Last Listing Agent Jason Aikens RE/MAX Roots

  • /23

    $325,000

    $50K PRICE DROP Under Contract
    • 4 Beds
    • 3 Baths
    • 1,916 Sq Ft

    317 N Kent St, Winchester, VA 22601

    Step into a world of timeless elegance and modern luxury with this stunning Colonial residence, beautifully renovated in 2015 while preserving its historic charm. Nestled in a serene setting, this detached home offers a perfect blend of classic architecture and contemporary comforts, making it an ideal retreat for those seeking an exclusive lifestyle. As you enter, you are greeted by rich

    Agent Photo

    Clark Smith

    Samson Properties

    317 N Kent St, Winchester, VA 22601
  • /20

    Starting at $1,469

    Total Monthly Price

    • 2 - 3 Beds

    124 Castlebridge Ct, Winchester, VA 22602

    Preston Place Apartments and Townhomes are a remarkable blend of style and value. Almost everything is nearby, from schools to shopping, restaurants, parks and interstate highways. Conveniently located on Airport Drive one-half mile from the Winchester Regional Airport. Dulles Airport is also less than thirty minutes away. It’s hard to find a more convenient location.

    Preston Place

    124 Castlebridge Ct, Winchester, VA 22602
  • /13

    $275,000

    Sold Jun 26, 2026

    332 Opequon Ave, Winchester, VA 22601

    • 3 Beds
    • 1 Bath
    • 1,404 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Below List Price
    • $196/SF
    • 24 Days On Market

    Current Estimated Value $277,017

    Last Listing Agent Renee Waymire Samson Properties

    332 Opequon Ave, Winchester, VA 22601
    • /14

      Not Listed For Sale

      0 Susquehanna Trail, Winchester, VA 22602

      0 Susquehanna Trail, Winchester, VA 22602

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Jacob Taylor Blue Valley Real Estate

  • /23

    $795,600

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,102 Sq Ft

    111 Babbs Mountain Rd, Winchester, VA 22603

    Modern Elegance on 1.6 Acres – To Be Built! Experience contemporary living at its finest with this stunning 3-bedroom, 2.5-bathroom home, expertly designed by Fauver and Browning Homes. Nestled on 1.6 scenic acres just outside Winchester, this home offers breathtaking views of the rolling meadows leading to Apple Pie Ridge. Spanning 2,102 sq. ft., this home blends modern design with thoughtful

    Agent Photo

    Jeanne Mezzatesta

    Colony Realty

    111 Babbs Mountain Rd, Winchester, VA 22603
  • /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
  • /25

    $359,990

    Sold Feb 17, 2026

    230 Monteith Dr, Winchester, VA 22601

    • 3 Beds
    • 3.5 Baths
    • 1,784 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $202/SF
    • 86 Days On Market

    DRB Homes Village at Valor Crossing - Townhomes

    230 Monteith Dr, Winchester, VA 22601
    • /20

      Est $375,722

      Not Listed For Sale

      206 N Kent St, Winchester, VA 22601

      • 2 Beds
      • 4 Baths
      • 2,160 Sq Ft
      • Built 2022
      206 N Kent St, Winchester, VA 22601

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Jason Aikens RE/MAX Roots

  • /47

    $434,500

    New Construction $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,408 Sq Ft

    159 Lauck Dr, Winchester, VA 22603

    BUILDER OFFERING $10,000 TOWARDS CLOSING! BRAND NEW CONSTRUCTION by a local custom builder in an established neighborhood just minutes from downtown Winchester! Welcome home to this beautifully crafted 3-bedroom, 2.5-bath modern cottage by Fauver and Browning Homes LLC. Thoughtfully designed with comfort and style in mind, this new home offers an open-concept main level featuring a bright living

    Agent Photo

    Jeanne Mezzatesta

    Colony Realty

    159 Lauck Dr, Winchester, VA 22603
  • /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
  • /61

    $580,000

    Sold Dec 09, 2025

    553 Bellview Ave, Winchester, VA 22601

    • 5 Beds
    • 2.5 Baths
    • 2,386 Sq Ft
    • Built 1978

    Last Sold Summary

    • $243/SF
    • 2 Days On Market

    Current Estimated Value $595,313

    Last Listing Agent Dan Whitacre Colony Realty

    553 Bellview Ave, Winchester, VA 22601
    • /43

      Est $642,658

      Not Listed For Sale

      405 Lynnehaven Dr, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 3,729 Sq Ft
      • Built 2012
      405 Lynnehaven Dr, Winchester, VA 22602

      Last Sold Summary

      • 183 Days On Market

      Last Listing Agent John Orefice Samson Properties

  • /65

    $799,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,331 Sq Ft

    123 Stetson St, Winchester, VA 22603

    No HOA!! Don’t miss this incredible opportunity to own a brand-new ranch home set on 2.66 beautiful acres, conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia and approximately 10 minutes from the Winchester Medical Center. This thoughtfully designed home features an open-concept layout with a desirable split-bedroom design, offering both

    Agent Photo

    Brett Sowder

    RE/MAX Roots

    123 Stetson St, Winchester, VA 22603
  • /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
  • /38

    $474,990

    Sold Feb 26, 2026

    110 Trellis View Ln, Winchester, VA 22602

    • 4 Beds
    • 3 Baths
    • 2,168 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 1% Above List Price
    • $219/SF
    • 16 Days On Market

    D.R. Horton Willow Run

    110 Trellis View Ln, Winchester, VA 22602
    • /34

      Est $299,816

      Not Listed For Sale

      201 Fawn Dr, Winchester, VA 22602

      • 3 Beds
      • 2 Baths
      • 1,104 Sq Ft
      • Built 2014
      201 Fawn Dr, Winchester, VA 22602

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Jodi McCallister Berkshire Hathaway HomeServices PenFed Realty

  • /40

    $434,500

    New Construction $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,408 Sq Ft

    151 Lauck Dr, Winchester, VA 22603

    BUILDER OFFERING $10,000 TOWARDS CLOSING!BRAND NEW CONSTRUCTION by a custom local builder in an established neighborhood just minutes from downtown Winchester! Welcome home to this beautifully crafted 3-bedroom, 2.5-bath modern cottage by Fauver and Browning Homes LLC. Thoughtfully designed with comfort and style in mind, this new home offers an open-concept main level featuring a bright

    Agent Photo

    Jeanne Mezzatesta

    Colony Realty

    151 Lauck Dr, Winchester, VA 22603
  • /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
  • /41

    $300,000

    Sold Nov 21, 2025

    211 Eastside Ln, Winchester, VA 22602

    • 4 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Built 2009

    Last Sold Summary

    • $163/SF
    • 58 Days On Market

    Current Estimated Value $310,470

    Last Listing Agent Brooke Bare Samson Properties

    211 Eastside Ln, Winchester, VA 22602
    • /141

      Est $1,767,425

      Not Listed For Sale

      210 Rubinette Way, Winchester, VA 22602

      • 4 Beds
      • 5.5 Baths
      • 7,773 Sq Ft
      • Built 2004
      210 Rubinette Way, Winchester, VA 22602

      Last Sold Summary

      • 92 Days On Market

      Last Listing Agent Julie Teets ERA Oakcrest Realty, Inc.

Showing Results 81 - 120, Page 3 of 18

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