36,828

Winchester, VA Homes

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  • /42

    $314,900

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    140 Mccormick Cir Unit 302, Winchester, VA 22602

    Welcome home to this gorgeous, like-new condo located in scenic and historic Winchester! This this gleaming home was just constructed and offers the perfect blend of modern elegance and cozy comfort. Enjoy top-tier finishes like quartz countertops, stainless steel appliances, and beautiful LVP flooring throughout. Relax and unwind on your private balcony overlooking the meticulously manicured

    Karl Achstetter Keller Williams Realty

    140 Mccormick Cir Unit 302, Winchester, VA 22602
  • /73

    $1,700 per month

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

    342 Fairmont Ave Apt Unit Comfortable In-Towner, Winchester, VA 22601

    COMPLETELY FURNISHED RENTAL.Perfect for traveling professionals or students or those renovating or selling a home and are in limbo until the new home is ready. Cozy and stylish one bedroom apartment in the heart of downtown, historic Winchester. This completely furnished apartment has everything you need for a short or extended stay. Linens, pots, pans, plates, glasses, utensils,

    342 Fairmont Ave Apt Unit Comfortable In-Towner, Winchester, VA 22601
  • /20

    $193,000 Sold Oct 17, 2025

    0 Adams Rd Unit VAFV2034928, Winchester, VA 22603

    • Land
    • 10 Acres
    • $19,300 per Acre

    Last Sold Summary

    • 29 Days On Market

    Last Listing Agent Jeffrey Konrady Realty ONE Group Old Towne

    0 Adams Rd Unit VAFV2034928, Winchester, VA 22603
    • /25

      Est $491,338 Not Listed For Sale

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

      117 Yurok Ct, Winchester, VA 22602

      117 Yurok Ct, Winchester, VA 22602
  • /65

    $659,000 Under Contract

    • 3 Beds
    • 4 Baths
    • 2,973 Sq Ft

    521 Hidden Valley Ln, Winchester, VA 22603

    521 Hidden Valley is truly a hidden gem and a rare find. Pride of ownership is evident throughout this thoughtfully maintained cape cod. A paved driveway leads to the attached two-car garage and welcoming wraparound porch, where breathtaking views overlook neighboring pastures and horses.Step inside to hardwood floors and a flowing floor plan that opens to a two level living room featuring a

    Kaitlyn Behr Samson Properties

    521 Hidden Valley Ln, Winchester, VA 22603
  • /23

    $2,200 per month

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

    160 N Loudoun St Unit 301, Winchester, VA 22601

    Your dream of a modern apartment in Historical Winchester has finally arrived! Walk in to this one bedroom, one bathroom apartment and be instantly awed. The exposed brick will meet you in the foyer and lead you down the hall to the large, open floor plan. The kitchen has everything you could need - including tons of cabinet space, granite countertops, a gas range, and a subtle backsplash that

    Chris Roszko Colony Realty

    160 N Loudoun St Unit 301, Winchester, VA 22601
  • /98

    $700,000 Sold Apr 18, 2025

    428 Canyon Rd, Winchester, VA 22602

    • 4 Beds
    • 3 Baths
    • 4,428 Sq Ft
    • Built 2019

    Last Sold Summary

    • $158/SF
    • 4 Days On Market

    Current Estimated Value $698,665

    Last Listing Agent Ed Butler Samson Properties

    428 Canyon Rd, Winchester, VA 22602
    • /15

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,916 Sq Ft

      3142 Eton Place, Winchester, VA 22601

      3142 Eton Place, Winchester, VA 22601
  • /61

    $799,999

    • 4 Beds
    • 3.5 Baths
    • 4,461 Sq Ft

    162 Janes Way, Winchester, VA 22602

    Discover this beautifully updated home on 5 private acres in the sought-after Brookneill Subdivision—just minutes from Winchester! The home includes numerous updates, including new hardwood floors through the living room, and stairs, new kitchen cabinets, countertops, sink, and appliances. Upstairs features two huge bedrooms with new carpet, the finished basement offers new luxury vinyl plank

    Tanner Pack RE/MAX Roots

    162 Janes Way, Winchester, VA 22602
  • /29

    $1,975 per month

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

    342 Fairmont Ave Unit 3, Winchester, VA 22601

    Gorgeous, large, fully furnished two bedroom apartment.Amazing location in beautiful well-established neighborhood. Just two short walking blocks to the Old Town Winchester pedestrian mall with shops, restaurants, cafes and entertainment.Located inside an 1840s hstoric house, this two bedroom apartment features original hardwood floors, high ceilings, crown molding, large windows,

    342 Fairmont Ave Unit 3, Winchester, VA 22601
  • /11

    $12,000 Sold Oct 14, 2025

    0 Graywolf Trail, Winchester, VA 22602

    • Land
    • 0.27 Acre
    • $44,444 per Acre

    Last Sold Summary

    • 2 Days On Market

    Last Listing Agent Rebecca McTavish Long & Foster Real Estate, Inc.

    0 Graywolf Trail, Winchester, VA 22602
    • /22

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,928 Sq Ft

      3146 Eton Place, Winchester, VA 22601

      3146 Eton Place, Winchester, VA 22601
  • /7

    $4,000,000 Under Contract

    • Land
    • 27.2 Acres
    • $147,059 per Acre

    0 N Frederick Pike Unit VAWI2007698, Winchester, VA 22603

    Unprecedented Development Opportunity, County of Frederick, 27.2 acres in land use plan for high density rezoning (RP) and development (currently zoned RA, will require rezoning). Ideal townhouse and apartment project. Gateway to downtown Old Town Winchester. Public utilities to site. Truly a catalyst development opportunity, located in the fast growing metropolitan area in Virginia. Voted #1

    Gillian Greenfield Coldwell Banker Premier

    0 N Frederick Pike Unit VAWI2007698, Winchester, VA 22603
  • /13

    $1,599 per month

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Townhouse for Rent

    3107 Shawnee Dr Unit 7, Winchester, VA 22601

    Beautifully Renovated Unit Two level townhome*Full size Washer & Dryer*Hardwood like Floors* Huge Brand New Eat-In Kitchen*Granite counters & Stainless Steel Appliances*Spacious bedrooms*Large closets*Individually controlled HVAC and hot water heater*Plenty of parking*1 mile from great shopping on Valley Avenue, 10 minute from downtown Winchester and 9 minute from Shenandoah University. No pets

    Steve DuBrueler Coldwell Banker Premier

    3107 Shawnee Dr Unit 7, Winchester, VA 22601
  • /55

    $419,990 Sold Feb 21, 2025

    155 Munsee Cir, Winchester, VA 22602

    • 4 Beds
    • 3.5 Baths
    • 1,889 Sq Ft
    • Built 2024

    Last Sold Summary

    • $222/SF
    • 110 Days On Market

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

    155 Munsee Cir, Winchester, VA 22602
    • /22

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,074 Sq Ft

      3132 Eton Place, Winchester, VA 22601

      3132 Eton Place, Winchester, VA 22601
  • /49

    $422,999

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft

    709 Dicks Hollow Rd, Winchester, VA 22603

    Welcome to this private gem nestled on a corner lot in beautiful Winchester, VA! This stunning 3-bedroom, 2-bath home offers the perfect balance of modern upgrades, comfort, and peace of mind. Step inside to find a fully remodeled primary bathroom featuring a luxurious walk-in shower — a spa-like retreat in the comfort of your own home. Enjoy the confidence of a brand-new roof with a 30-year

    Fehiber Rosario NBI Realty, LLC

    709 Dicks Hollow Rd, Winchester, VA 22603
  • /40

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    226 Allison Ave, Winchester, VA 22601

    Great location by Winchester Medical Center hospital and downtown Winchester's Old Town pedestrian mall with shops, restaurants, cafes and entertainment. Split level house by Whittier Field and park.Three bedrooms Two full bathsLarge fenced yard Beautiful landscaping Parking spaces No pets.

    226 Allison Ave, Winchester, VA 22601
  • /56

    $689,000 Sold Apr 03, 2025

    111 Heath Ct, Winchester, VA 22602

    • 4 Beds
    • 4.5 Baths
    • 4,887 Sq Ft
    • Built 2006

    Last Sold Summary

    • $141/SF
    • 5 Days On Market

    Current Estimated Value $712,138

    Last Listing Agent Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

    111 Heath Ct, Winchester, VA 22602
    • /41

      Est $474,591 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,776 Sq Ft

      2060 Taylor Grace Ct, Winchester, VA 22601

      2060 Taylor Grace Ct, Winchester, VA 22601
  • /38

    $469,990 New Construction

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

    110 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 and finished loft, complete with a 2-car garage. This stunning 1,492 sqft residence features three bedrooms and two baths on the main level, with the finished loft offering an additional 676 sq ft of living

    D.R. Horton Builder
    110 Trellis View Ln, Winchester, VA 22602
  • /25

    $2,250 per month

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Townhouse for Rent

    100 Pomo Ln, Winchester, VA 22602

    ** BRAND NEW 3 BEDROOM, 2.5 BATH, 1-CAR GARAGE TOWNHOME WITH EXCEPTIONAL PANORAMIC VIEWS! ** Discover comfort, style, and convenience in this brand-new Delmar end-unit townhome by D.R. Horton, offering 1,500 sq. ft., 3 bedrooms, 2.5 baths, and a 1-car garage. The main level features an inviting open-concept layout with a bright living room, spacious dining area, and a modern eat-in kitchen

    Sadaf Alhooie Keller Williams Realty

    100 Pomo Ln, Winchester, VA 22602
  • /60

    $529,000 Sold Dec 04, 2025

    121 N Washington St, Winchester, VA 22601

    • 3 Beds
    • 2.5 Baths
    • 3,100 Sq Ft
    • Built 1807

    Last Sold Summary

    • $171/SF
    • 69 Days On Market

    Last Listing Agent M. Kelly Walker RE/MAX Roots

    121 N Washington St, Winchester, VA 22601
    • /43

      Est $586,689 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,568 Sq Ft

      2044 Taylor Grace Ct, Winchester, VA 22601

      2044 Taylor Grace Ct, Winchester, VA 22601
  • /9

    $730,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,139 Sq Ft

    1491 Pitcock Ln, Winchester, VA 22602

    New house for the New Year! Welcome to 1491 Pitcock Lane, a spacious rancher set on 2 flat, partially wooded acres built by local builder Scott and Scott Construction. Walking in the front door, you are greeted by an open floor plan with luxury vinyl plank flooring throughout. Just off the entry, a dedicated office provides the perfect work-from-home or flex space. The kitchen features timeless

    Kaitlyn Behr Samson Properties

    1491 Pitcock Ln, Winchester, VA 22602
  • /66

    $1,950 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    1042 Laurel Grove Rd Unit Luxury Apartment for rent, Winchester, VA 22602

    This 2-bedroom, 1-bathroom property at 1042 Laurel Grove Rd offers 1,100 square feet of living space. The living room provides ample room for relaxation and features air conditioning for comfort. Each bedroom is designed for functionality, with sufficient storage space. The bathroom is equipped with essential fixtures for convenience. This unit comes furnished and is wheelchair accessible, making

    1042 Laurel Grove Rd Unit Luxury Apartment for rent, Winchester, VA 22602
  • /23

    $470,000 Sold Sep 30, 2025

    123 Julee Dr, Winchester, VA 22602

    • 3 Beds
    • 3 Baths
    • 2,038 Sq Ft
    • Built 1989

    Last Sold Summary

    • $231/SF
    • 14 Days On Market

    Last Listing Agent Jacob Taylor Blue Valley Real Estate

    123 Julee Dr, Winchester, VA 22602
    • /31

      Est $341,156 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 1,740 Sq Ft

      123 Monticello Square, Winchester, VA 22602

      123 Monticello Square, Winchester, VA 22602
  • /14

    $915,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,879 Sq Ft

    206 Covey Ln, Winchester, VA 22602

    Carrington Homes Model Home for Sale. This stunning 5-bedroom, 4.5-bathroom home with Main Level Bedroom, built in 2025. Nestled on 2.66 acres, this residence offers a serene view of lush trees and woods, creating a peaceful backdrop for your everyday life. The heart of the home features a gourmet kitchen equipped with ENERGY STAR stainless steel appliances, including a double oven and built-in

    Daniel Boris Pearson Smith Realty, LLC

    206 Covey Ln, Winchester, VA 22602
  • /18

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,004 Sq Ft
    • Townhouse for Rent

    127 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.

    127 Longstreet Ave, Winchester, VA 22603
  • /43

    $295,500 Sold Oct 31, 2025

    206 Barrington Ln, Winchester, VA 22601

    • 2 Beds
    • 2.5 Baths
    • 1,604 Sq Ft
    • Built 1994

    Last Sold Summary

    • $184/SF
    • 6 Days On Market

    Last Listing Agent Laura White ERA Oakcrest Realty, Inc.

    206 Barrington Ln, Winchester, VA 22601
    • /29

      Est $338,891 Not Listed For Sale

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

      308 Fawn Dr, Winchester, VA 22602

      308 Fawn Dr, Winchester, VA 22602
  • /67

    $399,999

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

    707 E Cork St, Winchester, VA 22601

    Don't let this location fool you - Plenty of parking on the side and back of the home and a large turn around space to exit onto Cork St easily! Centrally located colonial with gorgeous hardwood flooring and trim throughout! Step back in time, but enjoy all of the modern amenities with easy access to Jim Barnett Park just down the street, downtown walking mall and commuter roads, and even views

    Misty Weaver Samson Properties

    707 E Cork St, Winchester, VA 22601
  • /24

    $1,050 per month

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

    1608 Laurel Grove Rd Unit Tiny home studio, Winchester, VA 22602

    Beautiful tiny studio home, with one full bathroom, has free included utilities, 13 minutes to Winchester and 12 minutes to I-81. Conveniently located in a beautiful and quiet country side. This rental property offers stunning views and quiet environment. We are happy to announce that all of your utilities are and will be included in your rent, It already comes pre furnished. There is everything

    1608 Laurel Grove Rd Unit Tiny home studio, Winchester, VA 22602
  • /37

    $268,000 Sold Jul 22, 2025

    104 Braeburn Dr, Winchester, VA 22601

    • 2 Beds
    • 1.5 Baths
    • 1,214 Sq Ft
    • Built 1996

    Last Sold Summary

    • $221/SF
    • 13 Days On Market

    Current Estimated Value $267,525

    Last Listing Agent Steph Mitchell Samson Properties

    104 Braeburn Dr, Winchester, VA 22601
    • /30

      Est $337,909 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 1,740 Sq Ft

      117 Monticello Square, Winchester, VA 22602

      117 Monticello Square, Winchester, VA 22602
  • /35

    $430,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    17 E Leicester St, Winchester, VA 22601

    Classic 2100 square foot brick “American Foursquare” house in Winchester’s historic district. This very well maintained 1928 home was designed and built by “ole time” craftsmen who had an appreciation for solid, quality construction. What better way to spend wonderful lazy evenings or morning coffee than on the expansive 23-foot long front porch with a ceiling fan. This 4 bedroom, 2 bath home is

    Roger Lamborne MarketPlace REALTY

    17 E Leicester St, Winchester, VA 22601
  • /16

    $2,100 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
  • /66

    $636,500 Sold May 21, 2025

    121 Sovereign Ct, Winchester, VA 22602

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft
    • Built 2020

    Last Sold Summary

    • $161/SF
    • 4 Days On Market

    Current Estimated Value $637,806

    Last Listing Agent Rob Smith III CENTURY 21 New Millennium

    121 Sovereign Ct, Winchester, VA 22602
    • /27

      Est $343,369 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 1,740 Sq Ft

      113 Monticello Square, Winchester, VA 22602

      113 Monticello Square, Winchester, VA 22602

Showing Results 281 - 320, Page 8 of 18

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