37,097

Winchester, VA Homes

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  • /30

    $389,900

    $9K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,909 Sq Ft

    527 Grouse Dr, Winchester, VA 22602

    Welcome to 527 Grouse Drive—almost new construction offering the perfect blend of modern finishes, functional living space, and peaceful mountain surroundings. This beautifully updated split foyer home features 3 bedrooms, 2.5 bathrooms, and over 1,900 finished square feet situated on a spacious lot.Open-concept layout filled with natural light, fresh paint throughout, updated light fixtures,

    Amanda Magana RE/MAX Roots

    527 Grouse Dr, Winchester, VA 22602
  • /14

    $1,499 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,047 Sq Ft
    • Townhouse for Rent

    1111 Franklin St, Winchester, VA 22601

    2 levels TOWNHOUSE, 2 bathrooms and 2 bedroom with large walking closet, large living room and Eat in kitchen with laundry hook up, located near I-81,Rt-7 leesburg access, Rt 50 and medical college, hospital, Amazon & many auto warehouses, TREK & many other industrial companies, also 35 minutes to one hour drive for many NOVA SUBURB like Leesburg, Dulles airport, DC Metro, Tyson’s corner and

    Ram Beladia First American Real Estate

    1111 Franklin St, Winchester, VA 22601
  • /116

    $537,500

    Sold Jan 08, 2026

    510 S Washington St, Winchester, VA 22601

    • 3 Beds
    • 1.5 Baths
    • 2,874 Sq Ft
    • Built 1920

    Last Sold Summary

    • $187/SF
    • 14 Days On Market

    Current Estimated Value $590,305

    Last Listing Agent Laurie Webber Century 21 Modern Realty Results

    510 S Washington St, Winchester, VA 22601
    • /4

      Est $528,172

      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

      Last Listing Agent Melissa Zhong BMI REALTORS INC.

  • /52

    $399,000

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,799 Sq Ft

    437 Beechcroft Rd, Winchester, VA 22601

    PRICE REDUCED! BRICK BEAUTY ON A CORNER LOT WITH AN ATTACHED CARPORT AND A FULL BASEMENT. This remodeled and freshly painted 2-bedroom, 2-bath rancher with newly refinished hardwood floors is move-in ready. In-town convenience with nearby shopping, restaurants and services. A short drive to commuter routes 81, 37 and 50, downtown and Winchester Medical Center. Perfect for those who are downsizing

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    437 Beechcroft Rd, Winchester, VA 22601
  • /11

    $1,149 Per Month

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

    1704 Roberts St Unit 6, Winchester, VA 22601

    RECENTLY RENOVATED, ALL-BRICK BUILDING THAT WAS COMPLETELY REDONE OVER LAST SEVERAL YEARS * UNIT HAS NEWER STAINLESS-STEEL APPLIANCES AND NEWER VINYL-PLANK FLOORING * EXTERIOR OF BUILDING WAS PAINTED IN 2018. NEW WINDOWS, NEW GUTTERS AND NEW ROOF ADDED IN 2018. ALL NEW ELECTRIC SERVICE IN 2018, ALSO * AWESOME KITCHEN W/NEWER CABINETS & GRANITE C'TOPS * REDONE BATH W/CERAMIC TILE FLOORS & TUB

    John Gregory Holmes Samson Properties

    1704 Roberts St Unit 6, Winchester, VA 22601
  • /36

    $385,000

    Sold Oct 20, 2025

    790 McDonald Rd, Winchester, VA 22602

    • 3 Beds
    • 2 Baths
    • 1,215 Sq Ft
    • Built 1966

    Last Sold Summary

    • $317/SF
    • 4 Days On Market

    Current Estimated Value $356,878

    Last Listing Agent Brian Doman Preslee Real Estate

    790 McDonald Rd, 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 Listing Agent LESLIE WEBB Long & Foster Real Estate, Inc.

  • /61

    $399,999

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,448 Sq Ft

    323 Dogwood Rd, Winchester, VA 22602

    What a sweet home with the best yard around. This wonderful home shows beautifully and features an updated kitchen, New HVAC units, New 16x14 deck plus extra deck on side of house. Large private fenced yard with 2 outbuildings, and one has electric for nice workshop area. Firepit area. This yard is great for entertaining. This wonderful home has 3 generous bedrooms. Primary ensuite with walk in

    Deborah Matthews ERA Oakcrest Realty, Inc.

    323 Dogwood Rd, Winchester, VA 22602
  • /13

    $2,250 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
  • /2

    $225,000

    Sold Jul 23, 2026

    139 Little River Dr, Winchester, VA 22602

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Below List Price
    • $250/SF
    • 77 Days On Market

    Current Estimated Value $229,732

    Last Listing Agent Rebecca Sims Century 21 Redwood Realty

    139 Little River Dr, 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

      • 105 Days On Market

      Last Listing Agent Jim Thomson Realty ONE Group Old Towne

  • /18

    $529,990

    New Construction $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,050 Sq Ft

    108 Zinnia Ln, Winchester, VA 22603

    This stunning twin/semi‐detached home is ready for move in and located within the desirable 55+ gated community, Hiatt Pointe at Snowden Bridge. Designed for effortless main‐level living, the home features both a primary and secondary bedroom on the first floor—perfect for comfort and convenience.An open floor plan seamlessly connects the family room and kitchen, creating an inviting space

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    108 Zinnia Ln, Winchester, VA 22603
  • /12

    $2,750 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
  • /47

    $295,000

    Sold Nov 03, 2025

    2964 Grace St, Winchester, VA 22601

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Built 1955

    Last Sold Summary

    • $378/SF
    • 22 Days On Market

    Current Estimated Value $307,752

    Last Listing Agent Jane Norton United Real Estate Premier

    2964 Grace St, Winchester, VA 22601
    • /40

      Est $387,201

      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

      • 17 Days On Market

      Last Listing Agent Leah Clowser RE/MAX Roots

  • /64

    $495,000

    $20K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,814 Sq Ft

    516 Deer Creek Rd, Winchester, VA 22602

    Nestled on a private 2-acre lot in the desirable Hogue Creek subdivision, this charming 3-bedroom, 2.5-bath home offers the perfect combination of comfort, character, and space. Surrounded by mature trees and featuring a convenient horseshoe driveway, the property provides a peaceful retreat while remaining close to everyday conveniences. Inside, the inviting family room showcases hardwood

    Laura White ERA Oakcrest Realty, Inc.

    516 Deer Creek Rd, Winchester, VA 22602
  • /32

    $1,995 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,558 Sq Ft
    • House for Rent

    916 S Loudoun St, Winchester, VA 22601

    3 bedroom and 2 1/2 bath 2 story house. Kitchen featuring a large island and pantry. LVP flooring throughout the home. There is a separate laundry room with washer and dryer. The primary bedroom has a large walk-in closet with an additional closet for more storage as well as dual vanities in the bathroom, featuring a standing shower. Heat pump with central air conditioning. Storage shed. Driveway

    Barbara Gaul Jim Barb Realty, Inc.

    916 S Loudoun St, Winchester, VA 22601
  • /45

    $500,000

    Sold Oct 15, 2025

    436 W Leicester St, Winchester, VA 22601

    • 3 Beds
    • 1.5 Baths
    • 1,592 Sq Ft
    • Built 1925

    Last Sold Summary

    • $314/SF

    Current Estimated Value $520,716

    Last Listing Agent Jeanne Mezzatesta Colony Realty

    436 W Leicester St, Winchester, VA 22601
    • /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

      • 18 Days On Market

      Last Listing Agent Julia Foard-Lynch Samson Properties

  • /88

    $429,900

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,703 Sq Ft

    104 Kapok Cir, Winchester, VA 22602

    *NEW TUB/SHOWER TO BE INSTALLED IN PRIMARY BATHROOM*Welcome to the neighborhood of Apple Ridge in Eastern Frederick County. You won't find a nicer home or more quiet cul-d-sac anywhere let alone one that has been more tastefully remodeled. This 3 bedroom 2.5 bath home has a welcoming front porch & overlooks the woods and open field of the private common ground area. Picnics, walks,sports and

    Lisette Turner Century 21 Redwood Realty

    104 Kapok Cir, Winchester, VA 22602
  • /20

    $1,295 Per Month

    • 1 Bed
    • 1 Bath
    • 3,267 Sq Ft
    • Condo for Rent

    515 N Loudoun St Unit 3, Winchester, VA 22601

    LANDLORD PAYS UTILITIES - INCLUDING HEAT! Affordable old-fashioned charmer near downtown Winchester. Cozy 1-bedroom apartment in a quaint 4-unit building. Hardwood floors. Living room. Galley kitchen. Landlord pays heat, electricity, water and sewer, and city trash pick-up. Parking in rear. Minimum 1-year lease. Longer lease preferred. Renter's insurance required. No smoking or vaping. Pets

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    515 N Loudoun St Unit 3, Winchester, VA 22601
  • /30

    $329,400

    Sold Aug 08, 2025

    613 Watson Ave, Winchester, VA 22601

    • 4 Beds
    • 2 Baths
    • 1,668 Sq Ft
    • Built 1946

    Last Sold Summary

    • $197/SF
    • 4 Days On Market

    Current Estimated Value $333,192

    Last Listing Agent Teri Domanski Your Home Sold Guaranteed Realty - East LLC

    613 Watson Ave, Winchester, VA 22601
    • /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 Listing Agent RoxAnn Grimes RE/MAX Roots

  • /48

    $615,000

    $35K PRICE DROP Under Contract
    • 4 Beds
    • 3.5 Baths
    • 4,419 Sq Ft

    151 Darby Dr, Winchester, VA 22602

    Lovely contemporary home in the established Ravenwing subdivision, featuring a highly desirable main-level primary suite and a layout you’ll instantly fall in love with. The well-designed floor plan offers spacious second-floor bedrooms, a finished basement complete with a kitchenette, and a screened rear porch overlooking a fenced yard. Enjoy peaceful views of the picturesque common area and

    Dave Spence RE/MAX Roots

    151 Darby Dr, Winchester, VA 22602
  • /16

    $1,900 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,004 Sq Ft
    • House for Rent

    125 Longstreet Ave, Winchester, VA 22603

    3bedroom 2bath single level duplex located minutes from I81 and route 7. Hardwood flooring throughout with vinyl plank flooring in bathrooms and kitchen. Washer and dryer hookup. Requirements to qualify: (1) minimum $94k annual household income, (2) Good credit, (3) Good Landlord reference Please contact listing agent for application. $47 application fee per applicant.

    Courtney Spaid Crum Realty, Inc.

    125 Longstreet Ave, Winchester, VA 22603
  • /35

    $270,000

    Sold Mar 03, 2026

    239 Chestnut St, Winchester, VA 22601

    • 2 Beds
    • 1 Bath
    • 1,176 Sq Ft
    • Built 1976

    Last Sold Summary

    • $230/SF
    • 100 Days On Market

    Current Estimated Value $282,673

    Last Listing Agent William Wertz Wildhawks Realty LLC

    239 Chestnut St, Winchester, VA 22601
    • /7

      Not Listed For Sale

      Lot 1B Fishel Rd, Winchester, VA 22602

      Lot 1B Fishel Rd, Winchester, VA 22602

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent RoxAnn Grimes RE/MAX Roots

  • /12

    $632,990

    New Construction $36K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,056 Sq Ft

    5 Williamson Rd, Winchester, VA 22602

    Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites. The Drexel Floorplan is a spacious and versatile single-family home designed to suit a variety of lifestyles. With up to 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features

    Dick Bryan New Home Star Virginia, LLC

    5 Williamson Rd, Winchester, VA 22602
  • /27

    $1,400 Per Month

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

    116 N Indian Aly Unit 203, Winchester, VA 22601

    Live, work, and play in the heart of Historic Downtown Winchester! This charming 1-bedroom, 1-bathroom second-floor apartment offers an unbeatable location on Indian Alley, directly across from the Braddock Street Parking Garage and just steps from the Old Town Walking Mall's shops, restaurants, and entertainment. Inside, you'll find tall ceilings, beautiful flooring, and abundant natural light,

    Chris Roszko Colony Realty

    116 N Indian Aly Unit 203, Winchester, VA 22601
  • /40

    $449,990

    Sold Aug 12, 2025

    1827 Reese Ct, Winchester, VA 22601

    • 4 Beds
    • 3.5 Baths
    • 1,923 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $234/SF
    • 6 Days On Market

    D.R. Horton Abrams Crossing at Meadow Branch

    1827 Reese Ct, Winchester, VA 22601
    • /9

      Not Listed For Sale

      0 Shenandoah Trail, Winchester, VA 22602

      0 Shenandoah Trail, Winchester, VA 22602

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Stephanie Feltner Realty ONE Group Old Towne

  • /48

    $665,000

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,035 Sq Ft

    220 Lehigh Dr, Winchester, VA 22602

    Some homes are new. This one is finished.Welcome to 220 Lehigh Drive, where the details have already been thoughtfully completed,allowing you to skip the time, expense, and hassle of post-closing projects and simply enjoy thelifestyle you've been searching for. Built in 2023 and located in Frederick County's highlydesirable Senseny Village, this exceptional home combines the peace

    Susan Wathen EXP Realty, LLC

    220 Lehigh Dr, 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
  • /70

    $800,000

    Sold May 19, 2026

    278 Rubinette Way, Winchester, VA 22602

    • 3 Beds
    • 3.5 Baths
    • 2,577 Sq Ft
    • Built 2004

    Last Sold Summary

    • $310/SF

    Current Estimated Value $790,893

    Last Listing Agent Dallas Croft Samson Properties

    278 Rubinette Way, Winchester, VA 22602
    • /14

      Not Listed For Sale

      0 Doe Trail Unit VAFV2022816, Winchester, VA 22602

      0 Doe Trail Unit VAFV2022816, Winchester, VA 22602

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Stephanie Feltner Realty ONE Group Old Towne

  • /45

    $369,500

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,630 Sq Ft

    106 Hardy Way, Winchester, VA 22602

    Why wait for new construction when you can move right into a home that still feels brand new? Built in 2024 and used only as a second home for a combined total of approximately two months, this beautifully maintained townhome offers all the benefits of new construction without the wait. Designed for easy living, the open floor plan features a spacious kitchen with granite countertops, stainless

    Lori Oaks MarketPlace REALTY

    106 Hardy Way, Winchester, VA 22602
  • /20

    $1,600 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,316 Sq Ft
    • Townhouse for Rent

    8 W Monmouth St, Winchester, VA 22601

    Charming 2-Story Townhouse for Rent in Winchester City Welcome to this well-maintained 2-story townhouse located in the heart of Winchester! This comfortable home offers a functional layout with 1 full bath and 1 half bath, perfect for convenient everyday living. The main level features a bright living area, a spacious kitchen with ample cabinet space, and a dining area ideal for entertaining. A

    Ruby Miller Samson Properties

    8 W Monmouth St, Winchester, VA 22601
  • /13

    $190,000

    Sold Jan 02, 2026

    163 Cabin Ln, Winchester, VA 22603

    • 3 Beds
    • 2 Baths
    • 2,430 Sq Ft
    • Built 1977

    Last Sold Summary

    • $78/SF
    • 10 Days On Market

    Current Estimated Value $417,384

    Last Listing Agent Kerry Wysong Long & Foster Real Estate, Inc.

    163 Cabin Ln, Winchester, VA 22603
    • /4

      Not Listed For Sale

      Lot 16 E Lincoln Estates Subdivision, Winchester, VA 22602

      Lot 16 E Lincoln Estates Subdivision, Winchester, VA 22602

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Tracy Link Coldwell Banker Premier

Showing Results 521 - 560, Page 14 of 18

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