37,023

Winchester, VA Homes

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  • /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 $335,017

    Last Listing Agent Anselm Tamasang Weichert Realtors - Blue Ribbon

    966 Woodstock Ln, Winchester, VA 22601
    • /37

      Not Listed For Sale

      114 Munsee Cir, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 2,308 Sq Ft
      • Built 2025
      114 Munsee Cir, Winchester, VA 22602

      Last Sold Summary

      • 122 Days On Market

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

  • /27

    $429,990

    New Construction $38K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    125 Trellis View Ln, Winchester, VA 22602

    Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for

    Victoria Clark D R Horton Realty of Virginia LLC

    125 Trellis View Ln, 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 $651,955

    Last Listing Agent Leigh Phillips MarketPlace REALTY

    315 W Leicester St, Winchester, VA 22601
    • /19

      Not Listed For Sale

      117 Monacan St, Winchester, VA 22602

      • 3 Beds
      • 2.5 Baths
      • 1,637 Sq Ft
      • Built 2025
      117 Monacan St, Winchester, VA 22602

      Last Sold Summary

      • 134 Days On Market

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

  • /46

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,592 Sq Ft

    805 S Kent St, Winchester, VA 22601

    Welcome home! This beautifully maintained two-level home offers 4 bedrooms and 2 full bathrooms in the heart of Winchester. Warm and inviting, the home features a comfortable, functional layout with classic charm and thoughtful updates throughout. Pride of ownership is evident in every detail, both inside and out. Enjoy spacious living areas, a fully fenced yard perfect for relaxing or

    Carolina Mosquera Weichert, REALTORS

    805 S Kent 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 $596,283

    Last Listing Agent Laurie Webber Century 21 Modern Realty Results

    510 S Washington St, Winchester, VA 22601
    • /28

      Est $483,007

      Not Listed For Sale

      102 Yurok Ct, Winchester, VA 22602

      • 4 Beds
      • 2.5 Baths
      • 1,953 Sq Ft
      • Built 2025
      102 Yurok Ct, Winchester, VA 22602

      Last Sold Summary

      • 45 Days On Market

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

  • /9

    $308,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    2519 Hockman Ave, Winchester, VA 22601

    This charming cottage in the heart of the City of Winchester is poised for a remarkable transformation with major renovations slated for 2026. Built in 1950, this detached home offers a unique opportunity for investors seeking to capitalize on a revitalized property in a desirable location. With two spacious bedrooms and two full bathrooms, the layout is perfect for modern living. The full

    Meridee Powars Link Realty Services LLC

    2519 Hockman Ave, 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 $363,844

    Last Listing Agent Brian Doman Preslee Real Estate

    790 McDonald Rd, Winchester, VA 22602
    • /28

      Not Listed For Sale

      119 Monacan St, Winchester, VA 22602

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

      Last Sold Summary

      • 87 Days On Market

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

  • /19

    $525,990

    New Construction Pending
    • 3 Beds
    • 2 Baths
    • 1,958 Sq Ft

    118 Scented Rose Way, Winchester, VA 22602

    The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, single-level living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with LVP flooring sits just off the foyer – ideal for a home office or craft room.9-foot ceilings lead into the open-concept kitchen, dining, and family room. The kitchen features quartz countertops, soft-close cabinet

    Victoria Clark D R Horton Realty of Virginia LLC

    118 Scented Rose 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 $228,071

    Last Listing Agent Rebecca Sims Century 21 Redwood Realty

    139 Little River Dr, Winchester, VA 22602
    • /62

      Not Listed For Sale

      108 Nootka Way, Winchester, VA 22602

      • 3 Beds
      • 2.5 Baths
      • 1,500 Sq Ft
      • Built 2025
      108 Nootka Way, Winchester, VA 22602

      Last Sold Summary

      • 43 Days On Market

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

  • /44

    $319,900

    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    12 N Purcell Ave, Winchester, VA 22601

    Welcome to 12 N Purcell Ave, a classic white bungalow offering standout curb appeal, a well-kept lawn and landscaping, and an unbeatable central location. Relax on the covered front porch before stepping inside to a bright and inviting main level featuring rich hardwood floors and a spacious eat-in kitchen with plentiful cabinet space. Two sizable bedrooms and a full bath round out the main floor

    Dan Whitacre Colony Realty

    12 N Purcell Ave, Winchester, VA 22601
  • /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 $299,529

    Last Listing Agent Jane Norton United Real Estate Premier

    2964 Grace St, Winchester, VA 22601
    • /54

      Not Listed For Sale

      102 Nootka Way, Winchester, VA 22602

      • 3 Beds
      • 2.5 Baths
      • 1,500 Sq Ft
      • Built 2025
      102 Nootka Way, Winchester, VA 22602

      Last Sold Summary

      • 15 Days On Market

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

  • /42

    $394,990

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

    422 Granite Ridge Dr, Winchester, VA 22603

    New End Unit Under Construction for Fall Move In!! 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, plus a finished storage area! Enjoy a

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    422 Granite Ridge Dr, Winchester, VA 22603
  • /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 $504,290

    Last Listing Agent Jeanne Mezzatesta Colony Realty

    436 W Leicester St, Winchester, VA 22601
    • /5

      Not Listed For Sale

      0 Bobcat Trail Unit 2500019, Winchester, VA 22602

      0 Bobcat Trail Unit 2500019, Winchester, VA 22602

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Andy Austin Double A Auction & Realty

  • /31

    $379,900

    $19K 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
  • /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 $278,776

    Last Listing Agent William Wertz Wildhawks Realty LLC

    239 Chestnut St, Winchester, VA 22601
    • /12

      Not Listed For Sale

      Lot 21 Cardinal Dr, Winchester, VA 22602

      Lot 21 Cardinal Dr, Winchester, VA 22602

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kristin Crosby Samson Properties

  • /2

    $385,000

    Coming Soon Sep 23
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    108 Williamson Rd, Winchester, VA 22602

    Coming soon in Winchester! Welcome to this beautifully maintained 3-bedroom, 2-bath brick rambler in a convenient location. This move-in-ready home offers comfortable one-level living and features an updated kitchen with quartz countertops and stainless steel appliances, updated bathrooms, attractive flooring throughout, and a detached side-entry garage. The current owner has carefully maintained

    Nathalie Acosta Spring Hill Real Estate, LLC.

    108 Williamson Rd, 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 $786,320

    Last Listing Agent Dallas Croft Samson Properties

    278 Rubinette Way, Winchester, VA 22602
    • /12

      Not Listed For Sale

      124 Powhatan Trail, Winchester, VA 22602

      • 3 Beds
      • 3 Baths
      • 1,850 Sq Ft
      • Built 2025
      124 Powhatan Trail, Winchester, VA 22602

      Last Sold Summary

      • 197 Days On Market

      Last Listing Agent Jim Thomson Realty ONE Group Old Towne

  • /63

    $699,000

    • 7 Beds
    • 5 Baths
    • 4,736 Sq Ft

    2700 Loyalty Ct, Winchester, VA 22601

    Welcome to 2700 Loyalty Court—a beautifully maintained showcase home offering nearly 5,000 square feet of unmatched versatility in one of Winchester City’s most coveted locations. Commanding a prime corner lot on a peaceful cul-de-sac, this residence immediately captivates with its timeless stone-and-vinyl exterior, inviting covered front porch, and unmistakable curb appeal. Step inside to a

    Dan Whitacre Colony Realty

    2700 Loyalty Ct, 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 $381,506

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

    163 Cabin Ln, Winchester, VA 22603
    • /3

      Not Listed For Sale

      704 Pheasant Dr, Winchester, VA 22602

      704 Pheasant Dr, Winchester, VA 22602

      Last Sold Summary

      • 80 Days On Market

      Last Listing Agent Kimberly Schroeder Long & Foster Real Estate, Inc.

  • /52

    $369,000

    $56K PRICE DROP Under Contract
    • 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
  • /9

    $160,000

    Sold May 22, 2026

    0 Tomahawk Trail Unit VAFV2033070, Winchester, VA 22602

    • Land
    • 59.93 Acres
    • $2,670 per Acre

    Last Sold Summary

    • 296 Days On Market

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

    0 Tomahawk Trail Unit VAFV2033070, Winchester, VA 22602
    • /28

      Not Listed For Sale

      303 Summerfield Dr, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 3,200 Sq Ft
      • Built 2025
      303 Summerfield Dr, Winchester, VA 22602

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent JP Carr Merrifield Realty, LLC

  • /9

    $30,000

    • Land
    • 1.03 Acres
    • $29,126 per Acre

    440 Mountain Falls, Winchester, VA 22602

    Here's your chance to own a little over 1 ACRE(1.03) of Peaceful Land in WILDE ACRES! This LOT is ready for your Dream Home! Situated close to the entrance of the community, You will be delighted to see that the land has been partially cleared, a widened entrance, trees added in front for added privacy, and an Approved 3 bedroom septic perc. Enjoy the quiet space, wild life, and room to spread

    Jodi Costello ERA Oakcrest Realty, Inc.

    440 Mountain Falls, Winchester, VA 22602
  • /36

    $525,000

    Sold Nov 14, 2025

    2723 Windwood Dr, Winchester, VA 22601

    • 3 Beds
    • 3 Baths
    • 2,726 Sq Ft
    • Built 1999

    Last Sold Summary

    • $193/SF
    • 38 Days On Market

    Current Estimated Value $540,673

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

    2723 Windwood Dr, Winchester, VA 22601
    • /10

      Not Listed For Sale

      113 Pawn Ct, Winchester, VA 22602

      • 3 Beds
      • 2 Baths
      • 2,850 Sq Ft
      • Built 2025
      113 Pawn Ct, Winchester, VA 22602

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Jay Day LPT Realty, LLC

  • /61

    $389,900

    $10K PRICE DROP 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
  • /36

    $462,000

    Sold Aug 27, 2026

    111 Haida Ln, Winchester, VA 22602

    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft
    • Built 2024

    Last Sold Summary

    • 8% Below List Price
    • $237/SF
    • 85 Days On Market

    Current Estimated Value $481,684

    Last Listing Agent Pamela Jones Long & Foster Real Estate, Inc.

    111 Haida Ln, 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

      • 74 Days On Market

      Last Listing Agent Jay Day LPT Realty, LLC

  • /30

    $409,000

    • 4 Beds
    • 1 Bath
    • 1,768 Sq Ft

    322 E Piccadilly St, Winchester, VA 22601

    Welcome to a Mid‑Century Modern Home Where Timeless Character Meets Modern Sophistication. This beautifully updated 3–4 bedroom mid‑century modern home, where timeless character meets modern sophistication in one of Winchester’s most convenient and walkable locations. The large covered front porch immediately sets the tone—an inviting space for morning coffee or relaxed evening

    LESLIE WEBB Long & Foster Real Estate, Inc.

    322 E Piccadilly St, Winchester, VA 22601
  • /35

    $750,000

    Sold Jun 22, 2026

    236 Rebecca Dr, Winchester, VA 22602

    • 5 Beds
    • 3.5 Baths
    • 4,010 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Above List Price
    • $187/SF
    • 1 Day On Market

    Current Estimated Value $736,332

    Last Listing Agent Nadia Sadrzadeh Samson Properties

    236 Rebecca Dr, Winchester, VA 22602

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