37,080

Winchester, VA Homes

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  • /37

    $350,000

    • 3 Beds
    • 4 Baths
    • 2,192 Sq Ft

    116 Edgewood Dr, Winchester, VA 22602

    Perfectly positioned in desirable Glenmont Village, this beautifully maintained Colonial offers the ideal blend of comfort, convenience, and natural serenity. Set against a peaceful wooded backdrop, the property delivers a sense of privacy rarely found in such a prime commuter location. From the moment you arrive, the full-length front porch creates a warm and inviting first impression—an ideal

    Mary Beth Eisenhard Paul Wesley Real Estate

    116 Edgewood Dr, Winchester, VA 22602
  • /27

    $165,000 Sold Apr 25, 2025

    1436 Pack Horse Rd, Winchester, VA 22603

    • 3 Beds
    • 2 Baths
    • Built 1990

    Last Sold Summary

    • 149 Days On Market

    Last Listing Agent Roxane Morrison NextHome Realty Select

    1436 Pack Horse Rd, Winchester, VA 22603
    • /39

      Est $399,835 Not Listed For Sale

      417 Superior Ave, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,747 Sq Ft
      • Built 1964
      417 Superior Ave, Winchester, VA 22601

      Last Sold Summary

      • 10% Above List Price
      • $209/SF
      • 79 Days On Market
      • Last Sold Price $365,000
      • Oct 30, 2023

      Last Listing Agent Bruce Elsey Long & Foster Real Estate, Inc.

  • /11

    $115,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    107 Lisa's Dr Unit A172, Winchester, VA 22603

    Welcome to Regency Lakes a vibrant all-age community, where you can find yourself in your dream home. We 1995 3 bed, 2 bath home, completely renovated in 2024 for sale featuring 1568.00 sq ft of beautifully designed living space. Located in/near Winchester, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find everything has been completely renovated.

    Kristina Kelly Regency Lakes

    107 Lisa's Dr Unit A172, Winchester, VA 22603
  • /25

    $360,000 Sold Jul 22, 2025

    108 Oakmont Cir, Winchester, VA 22602

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft
    • Built 1986

    Last Sold Summary

    • $268/SF
    • 4 Days On Market

    Current Estimated Value $362,973

    Last Listing Agent Stacey Mullins ERA Oakcrest Realty, Inc.

    108 Oakmont Cir, Winchester, VA 22602
    • /54

      Est $360,310 Not Listed For Sale

      444 Imperial St, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,221 Sq Ft
      • Built 1959
      444 Imperial St, Winchester, VA 22601

      Last Sold Summary

      • $295/SF
      • 43 Days On Market
      • Last Sold Price $360,000
      • Dec 08, 2023

      Last Listing Agent Alexandra Brown Spring Hill Real Estate, LLC.

  • /8

    $785,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,548 Sq Ft

    0 Apple Pie Ridge Rd Unit VAFV2039276, Winchester, VA 22603

    Dogwood - One Story Living Carrington Homes Western Loudoun’sPremiere Home builder introduces its newWinchester Collection of single familyHomes on a private 2 acre lot.Custom style homes designedBy James McDonald Architects One story and two story plans withFirst floor multi generational options available DECORATED MODELS located at 156 Covey Lane Winchester

    Daniel Boris Pearson Smith Realty, LLC

    0 Apple Pie Ridge Rd Unit VAFV2039276, Winchester, VA 22603
  • /2

    $205,000 Sold Apr 30, 2025

    264 Shenandoah Ave, Winchester, VA 22601

    • 3 Beds
    • 1 Bath
    • 913 Sq Ft
    • Built 1954

    Last Sold Summary

    • $225/SF
    • 0 Days On Market

    Current Estimated Value $220,139

    Last Listing Agent Pamela Dors Keller Williams Realty Advantage

    264 Shenandoah Ave, Winchester, VA 22601
    • /10

      Est $267,401 Not Listed For Sale

      420 Royal St, Winchester, VA 22601

      • 3 Beds
      • 1 Bath
      • 858 Sq Ft
      • Built 1962
      420 Royal St, Winchester, VA 22601

      Last Sold Summary

      • 30% Above List Price
      • $240/SF
      • 14 Days On Market
      • Last Sold Price $206,000
      • Jun 09, 2023

      Last Listing Agent Julissa Rodriguez Vaze Realty

  • /21

    $509,990 Pending

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

    107 Sunflower Way, Winchester, VA 22603

    Main Level Living at its best! This new Hemingway is ready for move in!Located on a quiet private street, this Hemingway garden home offers the perfect combination of sophisticated design and low-maintenance living. The interior features a bright, open layout with high-end finishes throughout. The kitchen serves as the centerpiece of the home, featuring stylish Greyhound cabinetry, premium

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    107 Sunflower Way, Winchester, VA 22603
  • /71

    $779,000 Sold Sep 04, 2025

    251 Heather Hill Ln, Winchester, VA 22603

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 2002

    Last Sold Summary

    • $535/SF
    • 110 Days On Market

    Current Estimated Value $713,538

    Last Listing Agent Amber Jenkins Century 21 Redwood Realty

    251 Heather Hill Ln, Winchester, VA 22603
    • /14

      Est $387,615 Not Listed For Sale

      3128 Papermill Rd, Winchester, VA 22601

      • 3 Beds
      • 3 Baths
      • 1,970 Sq Ft
      • Built 2002
      3128 Papermill Rd, Winchester, VA 22601

      Last Sold Summary

      • 21% Above List Price
      • $163/SF
      • 9 Days On Market
      • Last Sold Price $321,000
      • Feb 29, 2024

      Last Listing Agent Natalie Dalecky ERA Oakcrest Realty, Inc.

  • /33

    $245,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    815 Pheasant Dr, Winchester, VA 22602

    Affordable and move-in ready ranch-style home on a little more than a half acre. **$5,000 closing cost credit to buyer with acceptable offer!** The mature trees, abundant wildlife, and quiet location make this a serene location. Featuring 2 bedrooms and 1 full bath, this home was freshly painted (Nov 2025) and underwent a major renovation in 2017 (roof, HVAC, water heater, floors, fixtures, and

    Eric Kronenwetter RE/MAX Roots

    815 Pheasant Dr, Winchester, VA 22602
  • /28

    $580,000 Sold Oct 24, 2025

    230 W Boscawen St, Winchester, VA 22601

    • 7,650 Sq Ft
    • Built 1891

    Last Sold Summary

    • $76/SF
    • 284 Days On Market

    Current Estimated Value $573,972

    Last Listing Agent Gillian Greenfield Coldwell Banker Premier

    230 W Boscawen St, Winchester, VA 22601
    • /68

      Est $402,604 Not Listed For Sale

      3020 Papermill Rd, Winchester, VA 22601

      • 4 Beds
      • 2 Baths
      • 2,902 Sq Ft
      • Built 1961
      3020 Papermill Rd, Winchester, VA 22601

      Last Sold Summary

      • 15% Above List Price
      • $121/SF
      • 68 Days On Market
      • Last Sold Price $349,900
      • Sep 29, 2023

      Last Listing Agent Dave Spence RE/MAX

  • /39

    $539,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,511 Sq Ft

    HAYDEN Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

    The Hayden is a two-story plan with 6 bedrooms and 3 bathrooms in over 3,100 total square feet. The main level features a flex room adjacent to the foyer, ideal for a formal dining room or home office. The gourmet kitchen has an oversized island for extra seating and a large pantry, and it opens to the dining area and a spacious living room. A bedroom with a full bathroom completes the main

    D.R. Horton Builder
    137 Seminole Dr Unit 36203781, Winchester, VA 22602
  • /30

    $325,000 Sold Oct 20, 2025

    966 Woodstock Ln, Winchester, VA 22601

    • 3 Beds
    • 2 Baths
    • 1,529 Sq Ft
    • Built 1980

    Last Sold Summary

    • $213/SF
    • 31 Days On Market

    Current Estimated Value $333,928

    Last Listing Agent Anselm Tamasang Weichert Realtors - Blue Ribbon

    966 Woodstock Ln, Winchester, VA 22601
    • /29

      Est $323,162 Not Listed For Sale

      3141 Papermill Rd, Winchester, VA 22601

      • 3 Beds
      • 1 Bath
      • 1,183 Sq Ft
      • Built 1950
      3141 Papermill Rd, Winchester, VA 22601

      Last Sold Summary

      • 6% Above List Price
      • $258/SF
      • 10 Days On Market
      • Last Sold Price $305,000
      • Dec 06, 2024

      Last Listing Agent Dalton Stem LPT Realty, LLC

  • /80

    $459,999 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,632 Sq Ft

    119 Foxglove Dr, Winchester, VA 22602

    Welcome to 119 Foxglove Drive! This beautifully maintained home is tucked away in a quiet Winchester neighborhood in a GREAT location, close to Rt 7 & downtown Winchester City. This home offers the perfect blend of comfort, space, and convenience. From the moment you arrive, you’ll appreciate the inviting curb appeal and the quiet and private cul de sac.Step inside to discover a bright and

    Michele Gibson Samson Properties

    119 Foxglove Dr, Winchester, VA 22602
  • /36

    $635,500 Sold Nov 19, 2025

    315 W Leicester St, Winchester, VA 22601

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft
    • Built 1923

    Last Sold Summary

    • $205/SF
    • 5 Days On Market

    Current Estimated Value $640,262

    Last Listing Agent Leigh Phillips MarketPlace REALTY

    315 W Leicester St, Winchester, VA 22601
    • /20

      Est $313,378 Not Listed For Sale

      3113 Papermill Rd, Winchester, VA 22601

      • 3 Beds
      • 1 Bath
      • 895 Sq Ft
      • Built 1956
      3113 Papermill Rd, Winchester, VA 22601

      Last Sold Summary

      • 4% Above List Price
      • $335/SF
      • 11 Days On Market
      • Last Sold Price $300,000
      • May 24, 2024

      Last Listing Agent Marcy Cantatore Atoka Properties | Middleburg Real Estate

  • /13

    $424,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,094 Sq Ft

    104 Swansong Place, Winchester, VA 22603

    The three-level Skyline model masterfully combines a traditional exterior with a contemporary, open-concept floor plan. On the main level, you’ll find an expansive living room, bathed in natural light from numerous windows, flows effortlessly into the dining area and kitchen. The kitchen is designed with an L-shaped countertop and an island that borders the dining room. A cozy nook serves as a

    Brookfield Residential Builder
    104 Swansong Place, Winchester, VA 22603
  • /20

    $450,000 Sold Jul 18, 2025

    111 Yurok Ct, Winchester, VA 22602

    • 3 Beds
    • 2.5 Baths
    • 1,657 Sq Ft
    • Built 2025

    Last Sold Summary

    • $272/SF
    • 69 Days On Market

    Last Listing Agent Brooks Sears D R Horton Realty of Virginia LLC

    111 Yurok Ct, Winchester, VA 22602
    • /37

      Est $348,183 Not Listed For Sale

      2905 First St, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 1968
      2905 First St, Winchester, VA 22601

      Last Sold Summary

      • 11% Above List Price
      • $199/SF
      • 11 Days On Market
      • Last Sold Price $315,000
      • Sep 25, 2023

      Last Listing Agent Melissa Johnston ERA Oakcrest Realty, Inc.

  • /50

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft

    109 Huron Trail, Winchester, VA 22602

    Discover this inviting 3-bedroom, 2-bath tri‐level home, offering flexible living spaces and a unique layout designed for comfort and creativity. The main level features a bright kitchen and a welcoming living room, setting the tone for easy everyday living. The upper-level hosts three full bedrooms, including a comfortable primary suite with its own ensuite bath, along with a well‐appointed full

    LESLIE WEBB Long & Foster Real Estate, Inc.

    109 Huron Trail, Winchester, VA 22602
  • /35

    $540,000 Sold Jul 01, 2025

    2008 Taylor Grace Ct, Winchester, VA 22601

    • 4 Beds
    • 4 Baths
    • 1,976 Sq Ft
    • Built 2008

    Last Sold Summary

    • $273/SF
    • 26 Days On Market

    Current Estimated Value $532,846

    Last Listing Agent Kent Mull Link Realty Services LLC

    2008 Taylor Grace Ct, Winchester, VA 22601
    • /6

      Est $294,960 Not Listed For Sale

      3037 Papermill Rd, Winchester, VA 22601

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1960
      3037 Papermill Rd, Winchester, VA 22601

      Last Sold Summary

      • 7% Above List Price
      • $273/SF
      • 21 Days On Market
      • Last Sold Price $275,000
      • Oct 31, 2024

      Last Listing Agent Brett Sowder RE/MAX

  • /14

    $104,500

    • Land
    • 5.5 Acres
    • $19,000 per Acre

    0 Hodges Lot 13 Ln, Winchester, VA 22603

    Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Hodges Lot 13 Ln, Winchester, VA 22603
  • /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 $560,232

    Last Listing Agent Laurie Webber Century 21 Modern Realty Results

    510 S Washington St, Winchester, VA 22601
    • /24

      Est $338,107 Not Listed For Sale

      2959 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft
      • Built 1989
      2959 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 17% Above List Price
      • $242/SF
      • 5 Days On Market
      • Last Sold Price $290,000
      • Nov 21, 2023

      Last Listing Agent Anna Fox NextHome Realty Select

  • /24

    $509,990 Pending

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

    113 Sunflower Way, Winchester, VA 22603

    Brand new main level living Hemingway is Ready for you to call home! At the heart of the home, the gourmet kitchen shines with stainless steel appliances, quartz countertops, and upgraded cabinetry. The kitchen flows seamlessly into the dining and family rooms, where additional windows create a bright, inviting atmosphere—perfect for entertaining. Just beyond, a rear screened porch offers the

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    113 Sunflower Way, Winchester, VA 22603
  • /18

    $18,500 Sold Jun 26, 2025

    Lot 1 Crow Dr, Winchester, VA 22602

    • Land
    • 22,651 Sq Ft
    • $35,577 per Acre

    Last Sold Summary

    • 17 Days On Market

    Last Listing Agent Michelle Baker Pearson Smith Realty, LLC

    Lot 1 Crow Dr, Winchester, VA 22602
    • /21

      Est $333,645 Not Listed For Sale

      121 Summit Ave, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,020 Sq Ft
      • Built 1981
      121 Summit Ave, Winchester, VA 22601

      Last Sold Summary

      • 3% Above List Price
      • $318/SF
      • 9 Days On Market
      • Last Sold Price $324,500
      • Nov 15, 2024

      Last Listing Agent Heloisa Amar Samson Properties

  • /42

    $1,550,000 Under Contract

    • Land
    • 128.56 Acres
    • $12,057 per Acre

    Lot 1 (128.556 Acres Laurel Grove Rd, Winchester, VA 22602

    Welcome to a truly rare offering — a first-time release of an extraordinary 128+ acre estate parcel, perfectly suited for the discerning buyer seeking privacy, natural beauty, and limitless potential. This is one of only three exclusive lots masterfully curated from a 439-acre legacy estate, designed with elegance, intention, and long-term value in mind.Tucked behind private, impeccably

    Nadeem Helfer Samson Properties

    Lot 1 (128.556 Acres Laurel Grove Rd, Winchester, VA 22602
  • /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 $389,414

    Last Listing Agent Brian Doman Preslee Real Estate

    790 McDonald Rd, Winchester, VA 22602
    • /40

      Est $296,725 Not Listed For Sale

      2937 Grace St, Winchester, VA 22601

      • 2 Beds
      • 1 Bath
      • 851 Sq Ft
      • Built 1962
      2937 Grace St, Winchester, VA 22601

      Last Sold Summary

      • 15% Above List Price
      • $302/SF
      • 0 Days On Market
      • Last Sold Price $257,000
      • Apr 27, 2023

      Last Listing Agent Kathrin Donovan Keller Williams Realty

  • /36

    $519,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,415 Sq Ft

    ELM Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

    Introducing the Elm, a contemporary 2,415 square feet two-story home, featuring five bedrooms, three bathrooms, a loft, and a two-car garage. As you step into the distinct foyer you will appreciate the open concept floorplan. The spacious kitchen boasts an abundance of cabinetry and counter space, an ample walk-in pantry, a large island with room for seating and stainless-steel appliances. The

    D.R. Horton Builder
    137 Seminole Dr Unit 36203780, Winchester, VA 22602
  • /28

    $399,900 Sold Jun 30, 2025

    116 Ware Place, Winchester, VA 22602

    • 3 Beds
    • 2 Baths
    • 1,657 Sq Ft
    • Built 1995

    Last Sold Summary

    • $241/SF
    • 5 Days On Market

    Current Estimated Value $405,741

    Last Listing Agent Kristin Cobb Berkshire Hathaway HomeServices PenFed Realty

    116 Ware Place, Winchester, VA 22602
    • /43

      Est $346,566 Not Listed For Sale

      2924 Grace St, Winchester, VA 22601

      • 4 Beds
      • 2 Baths
      • 1,285 Sq Ft
      • Built 1975
      2924 Grace St, Winchester, VA 22601

      Last Sold Summary

      • 2% Above List Price
      • $265/SF
      • 5 Days On Market
      • Last Sold Price $340,000
      • Apr 14, 2025

      Last Listing Agent Kristen Kerns Roberts Realty Group, LLC

  • /74

    $450,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,860 Sq Ft

    320 Shawnee Trail, Winchester, VA 22602

    Located in Emerald Lake Subdivision-NO HOA . Welcome to your very own treehouse retreat surrounded by mature trees, mountain views, and exceptional privacy on 1.86 acres with a Private POOL! This property is designed for outdoor living, featuring a covered front porch, a large back deck with scenic views, and a beautifully crafted stone patio with a fire pit—perfect for entertaining or relaxing

    Stacey Mullins ERA Oakcrest Realty, Inc.

    320 Shawnee Trail, Winchester, VA 22602

Showing Results 481 - 520, Page 13 of 18

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