12,790

Winchester County, VA Homes

Section Image Section Image Section Image
  • /24

    $389,990 New Construction

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

    210 Monteith Dr, Winchester, VA 22601

    OPEN HOUSE: Saturday - Sunday 1pm - 3pm Beautiful open concept living 3 level townhome with Lower Level Walkout! The Bedford II 3 level interior town home with a box bay window with 1 car garage featuring 3 Bedrooms and 3.5 Baths and 1,784 square feet. It is fully finished top to bottom. The front door with the electronic Ring door camera leads directly into the spacious lower-level recreation

    DRB Homes Builder
    210 Monteith Dr, Winchester, VA 22601
  • /12

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • House for Rent

    228 Opequon Ave, Winchester, VA 22601

    coming soon- pictures will be up later today

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    (540) 766-5892

    228 Opequon Ave, Winchester, VA 22601
  • /25

    $520,000 Sold Jun 19, 2025

    423 W Monmouth St, Winchester, VA 22601

    • 3 Beds
    • 2.5 Baths
    • 2,296 Sq Ft
    • Built 1963

    Last Sold Summary

    • $226/SF
    • 13 Days On Market

    Current Estimated Value $525,423

    Last Listing Agent Lindsey Richardson ERA Oakcrest Realty, Inc.

    423 W Monmouth St, Winchester, VA 22601
    • /17

      Est $290,108 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 734 Sq Ft

      228 Weems Ln, Winchester, VA 22601

      228 Weems Ln, Winchester, VA 22601
  • /30

    $379,990 New Construction

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

    217 Monteith Dr, Winchester, VA 22601

    3 Level Townhome with Box Bay Window! Ready to move-in Luxury 3 level/3-bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available! MOVE-IN READY! Explore Winchester’s new luxury townhome community. This three level home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one

    DRB Homes Builder
    217 Monteith Dr, Winchester, VA 22601
  • /74

    $1,700 - $3,900 per month

    The Local

    1 - 4 Beds

    230 Spring St, Winchester, VA 22601

    Modern designs, elegant finishes, and the most desirable amenities await you at the areas newest apartment home living destination, the Local. Our Winchester apartments come in one, two, three, and four-bedroom floorplans, each featuring spacious and adaptable layouts. Various interior extras adorn them including an open floorplan concept, walk-in closets, in-unit washers/dryers, and more. As a

    230 Spring St, Winchester, VA 22601
  • /47

    $309,000 Sold Jul 28, 2025

    233 Molden Dr, Winchester, VA 22601

    • 3 Beds
    • 1.5 Baths
    • 2,348 Sq Ft
    • Built 1950

    Last Sold Summary

    • $132/SF
    • 6 Days On Market

    Current Estimated Value $331,009

    Last Listing Agent Kevin Smith Sager Real Estate

    233 Molden Dr, Winchester, VA 22601
    • /43

      Est $425,179 Not Listed For Sale

      • Studio
      • 1,238 Sq Ft

      230 Chestnut St, Winchester, VA 22601

      230 Chestnut St, Winchester, VA 22601
  • /31

    $399,990 Open Sat 11AM - 4PM

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

    214 Monteith Dr, Winchester, VA 22601

    END UNIT Luxury 3 level/3 bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available!***OFFERING UP TO $7K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS*MOVE-IN READY! Explore Winchester’s new luxury

    Brittany Newman DRB Group Realty, LLC

    214 Monteith Dr, Winchester, VA 22601
  • /11

    $2,400 per month

    • 4 Beds
    • 1 Bath
    • 1,194 Sq Ft
    • House for Rent

    101 W Whitlock Ave, Winchester, VA 22601

    Nestled in the charming Whitlock Avenue neighborhood, this delightful Colonial-style home offers a perfect blend of comfort and modern living. Built in 1950, this detached residence features four spacious bedrooms and a full bathroom, making it an ideal retreat for those seeking a cozy yet functional space. Step inside to discover beautiful hardwood floors that flow throughout the main living

    Brandon Pifer Pifer Realty, LLC

    101 W Whitlock Ave, Winchester, VA 22601
  • /24

    $348,000 Sold Apr 11, 2025

    540 Eagle Place, Winchester, VA 22601

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Built 1962

    Last Sold Summary

    • $240/SF
    • 5 Days On Market

    Current Estimated Value $371,623

    Last Listing Agent David Peña Corcoran McEnearney

    540 Eagle Place, Winchester, VA 22601
    • /36

      Not Listed For Sale

      • Studio
      • 3,790 Sq Ft

      912 S Braddock St, Winchester, VA 22601

      912 S Braddock St, Winchester, VA 22601
  • /29

    $379,990 Pending

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

    209 Monteith Dr, Winchester, VA 22601

    Luxury 3 level/3 bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available!***OFFERING UP TO $7K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS*MOVE-IN READY! Explore Winchester’s new luxury townhome

    Brittany Newman DRB Group Realty, LLC

    209 Monteith Dr, Winchester, VA 22601
  • /22

    $1,647 - $2,489 per month

    Meadow Branch Luxury Apartments

    1 - 3 Beds

    424 Ridgewood Ln, Winchester, VA 22601

    Welcome to Meadow Branch, where luxury and convenience are standard. Our community offers beautiful 1,2 and 3 bedroom apartment homes. Community means convenience and at Meadow Branch, everything you need is nearby. We are conveniently located adjacent to Winchester Medical Center and 2 miles from Old Town Winchester.

    424 Ridgewood Ln, Winchester, VA 22601
  • /22

    $379,900 Sold Jul 10, 2025

    1806 Kershaw Ln, Winchester, VA 22601

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 2003

    Last Sold Summary

    • $263/SF
    • 3 Days On Market

    Current Estimated Value $390,733

    Last Listing Agent Dan Whitacre Colony Realty

    1806 Kershaw Ln, Winchester, VA 22601
    • /49

      Est $418,584 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,728 Sq Ft

      110 W Monmouth St, Winchester, VA 22601

      110 W Monmouth St, Winchester, VA 22601
  • /25

    $359,990 New Construction

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

    230 Monteith Dr, Winchester, VA 22601

    OPEN HOUSE: Saturday - Sunday 1pm - 3pm 3 Level Home with Deck! MOVE-IN READY! Explore Winchester’s new luxury townhome community. This three level home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. The main level includes a private finished recreation room and possible 4th bedroom with its own

    DRB Homes Builder
    230 Monteith Dr, Winchester, VA 22601
  • /9

    $1,300 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • House for Rent

    371 1/2 National Ave, Winchester, VA 22601

    Available first-floor unit offering 1 bedroom with the potential for a second bedroom and 1 full bathroom. Water and sewer are included in the rent. Tenant is responsible for all other utilities. No washer/dryer or hookups. $1,300 security deposit and first month’s rent due upon lease agreement. $50 application fee per person. Some off-street parking available. Minimum credit score of 650 and

    Allison Patton Samson Properties

    371 1/2 National Ave, Winchester, VA 22601
  • /64

    $530,000 Sold Apr 25, 2025

    344 Linden Dr, Winchester, VA 22601

    • 3 Beds
    • 4 Baths
    • 3,360 Sq Ft
    • Built 2007

    Last Sold Summary

    • $158/SF
    • 0 Days On Market

    Current Estimated Value $563,048

    Last Listing Agent Jodi Costello ERA Oakcrest Realty, Inc.

    344 Linden Dr, Winchester, VA 22601
    • /2

      Est $260,254 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft

      127 S Euclid Ave, Winchester, VA 22601

      127 S Euclid Ave, Winchester, VA 22601
  • /26

    $374,990 New Construction

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

    226 Monteith Dr, Winchester, VA 22601

    3 Level Townhome with Deck! Ready to move-in luxury 3 level/3-bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the lower level available! MOVE-IN READY! Explore Winchester’s new luxury townhome community. This three level home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car

    DRB Homes Builder
    226 Monteith Dr, Winchester, VA 22601
  • /46

    $1,685 - $2,650 per month

    Stuart Hill

    1 - 3 Beds

    1981 Randolph Place, Winchester, VA 22601

    Welcome to Stuart Hill Apartments comfortable living in scenic Winchester, VA. Nestled in the picturesque Shenandoah Valley and just minutes from Historic Downtown Winchester, dining, shopping, Shenandoah University, and Winchester Medical Center, this well-maintained community offers spacious 1-, 2-, and 3-bedroom homes with full-size in-unit washers and dryers, generous closet space, and

    1981 Randolph Place, Winchester, VA 22601
  • /10

    $270,000 Sold Feb 21, 2025

    1112 Opequon Ave, Winchester, VA 22601

    • 3 Beds
    • 1 Bath
    • 1,021 Sq Ft
    • Built 1978

    Last Sold Summary

    • $264/SF
    • 4 Days On Market

    Current Estimated Value $284,984

    Last Listing Agent Ashley Wise Keller Williams Realty Advantage

    1112 Opequon Ave, Winchester, VA 22601
    • /19

      Est $430,276 Not Listed For Sale

      • 2 Beds
      • 4 Baths
      • 2,052 Sq Ft

      204 N Kent St, Winchester, VA 22601

      204 N Kent St, Winchester, VA 22601
  • /27

    $369,990 Pending

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

    222 Monteith Dr, Winchester, VA 22601

    Luxury 3 level/3 bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available!***OFFERING UP TO $7K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* MOVE-IN READY! Explore Winchester’s new luxury townhome

    Brittany Newman DRB Group Realty, LLC

    222 Monteith Dr, Winchester, VA 22601
  • /21

    $2,750 per month

    • 5 Beds
    • 3.5 Baths
    • 4,086 Sq Ft
    • House for Rent

    2635 Stoneridge Rd, Winchester, VA 22601

    Welcome to 2635 Stoneridge Dr in Winchester, VA! Discover this expansive, five-bedroom, three-and-a-half-bath home perfectly designed for comfortable living and entertaining. Key features include:Impressive Entry & Living: Guests are greeted by a welcoming foyer with hardwood floors, leading to formal living and dining rooms. The two-story family room, featuring a cozy gas fireplace, is the

    Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

    2635 Stoneridge Rd, Winchester, VA 22601
  • /68

    $635,000 Sold Aug 01, 2025

    800 Kennedy Dr, Winchester, VA 22601

    • 5 Beds
    • 4 Baths
    • 2,639 Sq Ft
    • Built 2009

    Last Sold Summary

    • $241/SF
    • 22 Days On Market

    Current Estimated Value $636,027

    Last Listing Agent Cindy Greenya Keller Williams Realty

    800 Kennedy Dr, Winchester, VA 22601
    • /37

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,052 Sq Ft

      216 E Piccadilly St, Winchester, VA 22601

      216 E Piccadilly St, Winchester, VA 22601
  • /28

    $389,990 Pending

    • 4 Beds
    • 3.5 Baths
    • 1,658 Sq Ft

    206 Monteith Dr, Winchester, VA 22601

    Luxury 3 level/4 bedroom townhome with 1 car garage located in the heart of Winchester!*OFFERING UP TO 7K IN CLOSING ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE. CONTACT CO LISTING AGENT/CONSULTANT FOR DETAILS* MOVE-IN READY! Featuring Bedford II in Valor Crossing! Open concept kitchen located next to the country eat in dining and living room. Kitchen has extended

    Brittany Newman DRB Group Realty, LLC

    206 Monteith Dr, Winchester, VA 22601
  • /50

    $2,018 - $3,369 per month

    The Lofts at Jubal Square

    1 - 3 Beds

    1864 Old Jube Square, Winchester, VA 22601

    Weve got it all at the Lofts at Jubal Square, the newest addition to the charming andhistoric Winchester cityscape. We offer a total commitment to better living, boasting largeapartments with loft and garage options, as well as amenities ideal for all those seeking anexceptional apartment lifestyle. Discover the Lofts at Jubal Square and discover what itmeans to live the good life.

    1864 Old Jube Square, Winchester, VA 22601
  • /18

    $330,000 Sold Jul 28, 2025

    411 N Loudoun St Unit 104, Winchester, VA 22601

    • 2 Beds
    • 1.5 Baths
    • 1,202 Sq Ft
    • Built 1830

    Last Sold Summary

    • $275/SF
    • 0 Days On Market

    Last Listing Agent Lori Bales Keller Williams Realty

    411 N Loudoun St Unit 104, Winchester, VA 22601
    • /5

      Not Listed For Sale

      • Studio
      • 3,032 Sq Ft

      378 National Ave, Winchester, VA 22601

      378 National Ave, Winchester, VA 22601
  • /2

    $469,900 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    1025 S Loudoun St, Winchester, VA 22601

    Prepare to be wowed by this stunning renovation in downtown Winchester! This charming Colonial has been fully remodeled and is ready for new owners. No detail was spared—original features were thoughtfully preserved to maintain the home’s historic charm, while modern conveniences were added throughout for everyday living. The original hardwood floors were refinished and run throughout the house,

    Heloisa Amar Samson Properties

    1025 S Loudoun St, Winchester, VA 22601
  • /11

    $1,124 per month

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

    1704 Roberts St Unit 1, Winchester, VA 22601

    ALL-BRICK BUILDING THAT WAS COMPLETELY REDONE OVER LAST SEVERAL YEARS * UNIT HAS STAINLESS-STEEL APPLIANCES AND 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 0218, ALSO * AWESOME KITCHEN W/NEWER CABINETS & GRANITE C'TOPS * REDONE BATH W/CERAMIC TILE FLOORS & TUB SURROUND * NEWER LIGHTING & FIXTURES

    John Gregory Holmes Samson Properties

    1704 Roberts St Unit 1, Winchester, VA 22601
  • /28

    $370,000 Sold Feb 28, 2025

    336 Parkway St, Winchester, VA 22601

    • 4 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 1964

    Last Sold Summary

    • $228/SF
    • 92 Days On Market

    Current Estimated Value $381,866

    Last Listing Agent Dan Whitacre Colony Realty

    336 Parkway St, Winchester, VA 22601
    • /3

      Not Listed For Sale

      2902 Valley Ave, Winchester, VA 22601

      2902 Valley Ave, Winchester, VA 22601
  • /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
  • /40

    $1,630 - $2,085 per month

    CARLS CORNER RESIDENTIAL

    1 - 2 Beds

    151 Hope Dr, Winchester, VA 22601

    This new mixed-use community is centrally located in Winchester with quick access to Routes 522 and I-81. Designed for modern, convenient living, Carl's Corner features three residential buildings and a standalone commercial complex.The community offers 18 one-bedroom and 60 two-bedroom apartments, all within walking distance of shopping centers and just minutes from restaurants

    151 Hope Dr, Winchester, VA 22601
  • /2

    $197,000 Sold May 15, 2025

    414 Elm St, Winchester, VA 22601

    • 2 Beds
    • 1 Bath
    • 915 Sq Ft
    • Built 1960

    Last Sold Summary

    • $215/SF
    • 1 Day On Market

    Last Listing Agent Aracely Rivera First Decision Realty LLC

    414 Elm St, Winchester, VA 22601
    • /37

      Est $424,958 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,052 Sq Ft

      204 E Piccadilly St, Winchester, VA 22601

      204 E Piccadilly St, Winchester, VA 22601

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home