12,945

Winchester County, VA Homes

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  • /22

    $359,990

    New Construction $5K PRICE DROP Pending
    • 3 Beds
    • 4 Baths
    • 2,000 Sq Ft

    117 Boone Ct, Winchester, VA 22602

    MOVE IN READY at Rossum Crossing! The St. Paul Townhome offers THREE bedrooms, TWO full baths and TWO half baths, and a private one-car garage. The main level features an open-concept layout, highlighted by a spacious family room that seamlessly connects to a modern kitchen. Enjoy the kitchen’s island, pantry closet, and cozy breakfast nook—perfect for everyday living. A powder room and access to

    Holly Horne Poole New Home Star Virginia, LLC

    117 Boone Ct, Winchester, VA 22602
  • /4

    $900 Per Month

    • 1 Bath
    • 1,432 Sq Ft
    • Condo for Rent

    129 E Germain St Unit B, Winchester, VA 22601

    Studio apartment in downtown historic Winchester City, just a few blocks to Walking Mall. Includes private backyard for outdoor living space, built in shelving in main living area. Fantastic location close to restaurants and events in Old Town Winchester. VAR or NVAR rental application with $50 app fee paid by cash or money order NO PERSONAL CHECKS. OR your client may apply on lister website.

    Mandie Gladwell OliveTree Property Group, LLC

    129 E Germain St Unit B, Winchester, VA 22601
  • /3

    $125,000

    Sold Mar 26, 2026

    222 Liberty Ave, Winchester, VA 22601

    • 3 Beds
    • 1 Bath
    • 882 Sq Ft
    • Built 1961

    Last Sold Summary

    • 17% Below List Price
    • $142/SF
    • 7 Days On Market

    Current Estimated Value $179,167

    Last Listing Agent Kandi McKenzie Realty ONE Group Old Towne

    222 Liberty Ave, Winchester, VA 22601
    • /34

      Est $389,077

      Not Listed For Sale

      523 Applecroft Rd, Winchester, VA 22601

      • 4 Beds
      • 2 Baths
      • 1,847 Sq Ft
      • Built 1958
      523 Applecroft Rd, Winchester, VA 22601

      Last Sold Summary

      • 4 Days On Market

  • /54

    $725,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,453 Sq Ft

    622 Tennyson Ave, Winchester, VA 22601

    Available now in One of Winchester's Most Sought-After Locations. Opportunities like this don't come along often. Nestled on one of the most desirable streets in Winchester, just behind John Handley High School, this charming Cape Cod offers the perfect blend of character, comfort, and location. Lovingly maintained and full of curb appeal, this delightful four-bedroom, two-and-a-half-bath home

    Janet Flaherty Keller Williams Realty

    622 Tennyson Ave, Winchester, VA 22601
  • /37

    $1,600 Per Month

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

    525 Gray Ave Unit 2, Winchester, VA 22601

    Renovated townhouse unit in the heart of Winchester. Rent includes water, sewer, exterior maintenance and lawn care. Unit ready for immediate move in. Washer/ Dryer hook ups available in unit. Owner looking for a credit score of 650 or above. Pets allowed for a monthly fee.

    Joshua Jenkins Samson Properties

    525 Gray Ave Unit 2, Winchester, VA 22601
  • /51

    $385,000

    Sold Nov 24, 2025

    1823 Kershaw Ln, Winchester, VA 22601

    • 2 Beds
    • 2 Baths
    • 1,591 Sq Ft
    • Built 2003

    Last Sold Summary

    • $242/SF
    • 9 Days On Market

    Current Estimated Value $387,388

    Last Listing Agent Natalie Langford ERA Oakcrest Realty, Inc.

    1823 Kershaw Ln, Winchester, VA 22601
    • /55

      Est $551,887

      Not Listed For Sale

      2821 Saratoga Dr, Winchester, VA 22601

      • 5 Beds
      • 3 Baths
      • 2,742 Sq Ft
      • Built 2000
      2821 Saratoga Dr, Winchester, VA 22601

      Last Sold Summary

      • 5 Days On Market

  • /28

    $419,990

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

    126 Swansong Place, Winchester, VA 22603

    Exceptional value for a 4‐bedroom END‐UNIT townhome—almost ready for summer move‐in! Brand‐new construction offers modern style and comfort with oak stairs with upgraded railings and durable LVP flooring throughout the main level. Backing to open space in the newest section of Snowden Bridge, this spacious home includes a flexible entry‐level bedroom with full bath, a bright open‐concept main

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    126 Swansong Place, Winchester, VA 22603
  • /10

    $900 Per Month

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

    402 S Cameron St Unit 4, Winchester, VA 22601

    Within walking distance of Old Town Winchester this 1 bedroom 1 bath apartment features hardwood floors throughout, Spacious floor plan, washer and dryer convey, water, sewer, and trash included. One level living BUT you do have the steps to get into building on the rear to the apartment. NVAR or VAR rental application or listers online application with $50 app fee per person. No pets, no

    Mandie Gladwell OliveTree Property Group, LLC

    402 S Cameron St Unit 4, Winchester, VA 22601
  • /43

    $357,000

    Sold Aug 07, 2025

    205 Parkway St, Winchester, VA 22601

    • 3 Beds
    • 2.5 Baths
    • 1,008 Sq Ft
    • Built 1971

    Last Sold Summary

    • $354/SF
    • 86 Days On Market

    Current Estimated Value $348,645

    Last Listing Agent Agustin Martinez Spring Hill Real Estate, LLC.

    205 Parkway St, Winchester, VA 22601
    • /5

      Est $431,777

      Not Listed For Sale

      605 Dulles Cir, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,483 Sq Ft
      • Built 1980
      605 Dulles Cir, Winchester, VA 22601

      Last Sold Summary

  • /101

    $915,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 4,330 Sq Ft

    512 S Loudoun St, Winchester, VA 22601

    Distinctive home on the historic register, Winchester walking tour, this property has been featured on the Winchester homes tour ---Walk two blocks into the heart of Winchester; restaurants, festivals, shopping! Gorgeous inside and out. Fully renovated, 4 levels with a two-story log cabin (the blue building) likely built with timber from Fort Loudoun) , gourmet emodeled kitchen with gas cooking,

    Roxanne Watts Coldwell Banker Realty

    512 S Loudoun St, Winchester, VA 22601
  • /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
  • /58

    $295,000

    Sold Jun 04, 2026

    510 N Pleasant Valley Rd, Winchester, VA 22601

    • 2 Beds
    • 2 Baths
    • 1,227 Sq Ft
    • Built 1943

    Last Sold Summary

    • 8% Below List Price
    • $240/SF
    • 31 Days On Market

    Current Estimated Value $312,433

    Last Listing Agent RoxAnn Grimes RE/MAX Roots

    510 N Pleasant Valley Rd, Winchester, VA 22601
    • /50

      Est $474,830

      Not Listed For Sale

      2612 Stonegate Dr, Winchester, VA 22601

      • 4 Beds
      • 3 Baths
      • 1,968 Sq Ft
      • Built 1994
      2612 Stonegate Dr, Winchester, VA 22601

      Last Sold Summary

      • 8 Days On Market

  • /37

    $379,900

    • 2 Beds
    • 1.5 Baths
    • 1,186 Sq Ft

    711 E Cork St, Winchester, VA 22601

    This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

    Marco Novillo Spring Hill Real Estate, LLC.

    711 E Cork St, Winchester, VA 22601
  • /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
  • /2

    $335,000

    Sold Apr 13, 2026

    601 Hollingsworth Dr, Winchester, VA 22601

    • 2 Beds
    • 1.5 Baths
    • 1,684 Sq Ft
    • Built 1961

    Last Sold Summary

    • $199/SF
    • 12 Days On Market

    Current Estimated Value $332,139

    Last Listing Agent Craig Alexander Coldwell Banker Premier

    601 Hollingsworth Dr, Winchester, VA 22601
    • /47

      Est $491,211

      Not Listed For Sale

      2628 Stonegate Dr, Winchester, VA 22601

      • 4 Beds
      • 3 Baths
      • 2,722 Sq Ft
      • Built 1994
      2628 Stonegate Dr, Winchester, VA 22601

      Last Sold Summary

      • 10 Days On Market

  • /22

    $599,950

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,948 Sq Ft

    446 N Loudoun St, Winchester, VA 22601

    Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking

    Lawrence Lessin Homes By Owner, Inc.

    446 N Loudoun St, Winchester, VA 22601
  • /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
  • /20

    $310,000

    Sold Jul 10, 2025

    213 West St, Winchester, VA 22601

    • 2 Beds
    • 1.5 Baths
    • 1,281 Sq Ft
    • Built 1946

    Last Sold Summary

    • $242/SF
    • 0 Days On Market

    Current Estimated Value $302,198

    Last Listing Agent Mandy Barnes RE/MAX Gateway, LLC

    213 West St, Winchester, VA 22601
    • /46

      Est $434,094

      Not Listed For Sale

      2641 Stonegate Dr, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,961 Sq Ft
      • Built 1994
      2641 Stonegate Dr, Winchester, VA 22601

      Last Sold Summary

      • 10 Days On Market

  • /42

    $569,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,108 Sq Ft

    2532 Middle Rd, Winchester, VA 22601

    Welcome to this stunning, custom-built Craftsman-style home that perfectly balances contemporary elegance with everyday functionality. Located in a prime, highly convenient Winchester location, this property immediately captivates with its striking curb appeal, highlighted by a large covered front porch and a classic architectural silhouette. Step inside to discover an immaculate interior bathed

    Dan Whitacre Colony Realty

    2532 Middle Rd, Winchester, VA 22601
  • /26

    $1,850 Per Month

    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • House for Rent

    331 George St, Winchester, VA 22601

    3 bedroom, 2 bathroom ranch style home with a paved driveway leading to a covered car port. Located conveniently to downtown Winchester, this home includes 2 fireplaces, one in the basement and one in the main level living room for your comfort. The basement includes hookups for a washer/dryer and also offers a lot of storage. Sitting on about a quarter acre the backyard is level and ready for

    Barbara Gaul Jim Barb Realty, Inc.

    331 George St, Winchester, VA 22601
  • /26

    $399,990

    Sold Mar 18, 2026

    234 Monteith Dr, Winchester, VA 22601

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

    Move in Ready Sold Summary

    • $224/SF
    • 29 Days On Market

    DRB Homes Village at Valor Crossing - Townhomes

    234 Monteith Dr, Winchester, VA 22601
    • /21

      Est $392,938

      Not Listed For Sale

      2627 Stonegate Dr, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,388 Sq Ft
      • Built 1994
      2627 Stonegate Dr, Winchester, VA 22601

      Last Sold Summary

      • 0 Days On Market

  • /46

    $320,000

    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft

    2917 First St, Winchester, VA 22601

    Welcome home to this charming stone rancher, perfectly situated on a fantastic lot adorned with gorgeous, mature trees and a lush, expansive yard. Step inside to find a spacious living room bathed in natural light, featuring rich hardwood flooring and a cozy stone fireplace that serves as the room's centerpiece. The effortless layout flows seamlessly into the kitchen and formal dining room,

    Dan Whitacre Colony Realty

    2917 First St, Winchester, VA 22601
  • /15

    $2,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,740 Sq Ft
    • Townhouse for Rent

    2086 Cidermill Ln, Winchester, VA 22601

    Nestled in the highly sought-after Orchard Hill subdivision within the City of Winchester, this beautifully maintained home offers the perfect blend of comfort, space, and convenience. Featuring over 1,700 finished square feet, the home includes 3 spacious bedrooms and 2.5 bathrooms, with all bedrooms and two full baths located on the upper level and a convenient half bath on the main

    Jeff Boppe Long & Foster Real Estate, Inc.

    2086 Cidermill Ln, Winchester, VA 22601
  • /2

    $295,000

    Sold Oct 23, 2025

    616 Cedar Creek Grade, Winchester, VA 22601

    • Land
    • 1.33 Acres
    • $221,805 per Acre

    Last Sold Summary

    • 1,861 Days On Market

    Current Estimated Value $294,667

    Last Listing Agent Christopher Molden Merrifield Realty, LLC

    616 Cedar Creek Grade, Winchester, VA 22601
    • /28

      Est $450,592

      Not Listed For Sale

      314 Stonehenge Rd, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 2,580 Sq Ft
      • Built 1991
      314 Stonehenge Rd, Winchester, VA 22601

      Last Sold Summary

      • 1 Day On Market

  • /25

    $285,000

    $35K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,222 Sq Ft

    317 Fairview Ave, Winchester, VA 22601

    HUGE PRICE REDUCTION OF $35,000! Fully Renovated SFH in Historic Winchester! Prime location. Just minutes from charming Historic Downtown Winchester featuring local shops, restaurants, entertainment, and more! Beautifully Updated throughout. This charming home offers bright, inviting living spaces with modern finishes and thoughtfully updates designed for comfortable everyday living. w Just Move

    Donna Lutkins Real Broker, LLC

    317 Fairview Ave, Winchester, VA 22601
  • /19

    $2,100 Per Month

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • House for Rent

    318 Highland Ave, Winchester, VA 22601

    Updated home in historic area* Spacious Upgraded Kitchen w/Granite counter tops, Stainless Steel appliances with Dining room off kitchen* Inviting front porch* Low maintenance LVP flooring throughout main level* Gleaming refinished hardwood floors throughout upper level* Updated Central Air* Street parking in front and multi car gravel driveway off rear access road* Large storage shed in

    Meghan Pachas MAP Property Solutions, LLC.

    318 Highland Ave, Winchester, VA 22601
  • /81

    $315,000

    Sold Aug 27, 2025

    709 N Braddock St, Winchester, VA 22601

    • 3 Beds
    • 1.5 Baths
    • 1,317 Sq Ft
    • Built 1936

    Last Sold Summary

    • $239/SF
    • 5 Days On Market

    Current Estimated Value $316,976

    Last Listing Agent Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

    709 N Braddock St, Winchester, VA 22601
    • /24

      Est $262,160

      Not Listed For Sale

      2651 Limestone Ct, Winchester, VA 22601

      • 2 Beds
      • 1.5 Baths
      • 1,024 Sq Ft
      • Built 1995
      2651 Limestone Ct, Winchester, VA 22601

      Last Sold Summary

      • 0 Days On Market

  • /2

    $365,000

    • 4 Beds
    • 2.5 Baths
    • 2,678 Sq Ft

    719 National Ave, Winchester, VA 22601

    A true Federal‐style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it features high ceilings, original hardwood floors, solid wood doors and trim, and a beautiful covered front porch—timeless details that showcase the home’s enduring character. Designed with good bones and a layout that adapts to many visions, this

    Windy Harris Hunt Country Sotheby's International Realty

    719 National Ave, Winchester, VA 22601
  • /2

    $559,900

    Sold Oct 10, 2025

    1729 Handley Ave, Winchester, VA 22601

    • 4 Beds
    • 3 Baths
    • 2,614 Sq Ft
    • Built 1987

    Last Sold Summary

    • $214/SF
    • 5 Days On Market

    Current Estimated Value $572,888

    Last Listing Agent Jeanne Mezzatesta Colony Realty

    1729 Handley Ave, Winchester, VA 22601
    • /11

      Est $257,983

      Not Listed For Sale

      2639 Limestone Ct, Winchester, VA 22601

      • 2 Beds
      • 1.5 Baths
      • 1,024 Sq Ft
      • Built 1992
      2639 Limestone Ct, Winchester, VA 22601

      Last Sold Summary

      • 16 Days On Market

  • /50

    $1,179,000

    • 4 Beds
    • 5 Baths
    • 4,970 Sq Ft

    1004 Heth Place, Winchester, VA 22601

    Stepping onto the Southern style covered front porc.h you enter the large foyer with a Schoenbek chandelier. There is a living room to the left which opens to a separate dining room with a hand painted blue and gold ceiling. The kitchen is eating size with granite counter and large island. Double doors lead to a small back porch and stairs to the patio. The first floor family room has a gas

    Kathryn Hallett Long & Foster Real Estate, Inc.

    1004 Heth Place, Winchester, VA 22601

Showing Results 401 - 440, Page 11 of 18

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