27

Winchester County VA Homes under $400,000

Section Image Section Image Section Image
  • /24

    $305,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 858 Sq Ft

    525 E Cork St, Winchester, VA 22601

    More information COMING SOON!Beautiful and affordable Gem in the middle of Winchester City.Private, fully fenced yard with extra parking and storage. Updated A/C and two year old roof.

    Agent Photo

    Kimberly Schroeder

    Long & Foster Real Estate, Inc.

    (540) 900-1951

    525 E Cork St, Winchester, VA 22601
  • /14

    $399,990 New Construction

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

    206 Monteith Dr, Winchester, VA 22601

    OPEN HOUSE: Saturday - Monday 12pm - 3pm MOVE-IN READY! 3 Level Townhome With Over 1,600 Finished sq. ft., 1 Car Garage & Rear Deck! The Bedford II 3 level town home with a box bay window with 1 car garage featuring 3 Bedrooms and 3.5 Baths and 1,658 sq. ft. and will deliver the end of September or beginning of October 2025. It is fully finished top to bottom. The front door with the electronic

    Builder Photo

    DRB Homes

    Builder

    206 Monteith Dr, Winchester, VA 22601
  • /26

    $399,990 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,630 Sq Ft

    Bedford II Plan at Village at Valor Crossing - Townhomes, Winchester, VA 22601

    Covered front porch leads into the foyer. Attached 1 car garage or optional flex room or study. Open concept kitchen located next to the country kitchen and living room. Box bay rear window and 10' x 14' Trex deck. Owner’s suite with large walk-in closet, dual vanity, and oversized seated shower in owner’s bath. Fireplace option available in select homes.

    Builder Photo

    DRB Homes

    Builder

    0 Tbd Weems Ln Unit 36470375, Winchester, VA 22601
  • /41

    $360,000

    • 4 Beds
    • 2.5 Baths
    • 2,804 Sq Ft

    513 van Fossen St, Winchester, VA 22601

    Welcome to 513 Van Fossen St, a beautifully updated 4-bedroom, 2.5-bathroom brick ranch conveniently located just minutes from downtown Winchester. Step inside to discover freshly refinished original red oak hardwood floors (locally sourced from Plumly Lumber) in a warm Golden Pecan finish (2025). The home boasts fresh paint inside and out, a brand-new roof (2025), and newer HVAC. The living

    Amy Longerbeam RE/MAX Roots

    513 van Fossen St, Winchester, VA 22601
  • /42

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    715 Berryville Ave, Winchester, VA 22601

    This renovated jewel on the east side of Winchester is ready for you! Enjoy the new modern kitchen, new tile bathrooms, updated HVAC and electrical, fresh paint, refinished floors, and more! Plus, this home is full of character you don't find in new homes. Look close! From unique windows to original molding and solid interior doors, you'll find unexpected charm everywhere. Between the

    William Steinmetz RE/MAX Roots

    715 Berryville Ave, Winchester, VA 22601
  • /44

    $379,900

    • 4 Beds
    • 1.5 Baths
    • 1,820 Sq Ft

    501 National Ave, Winchester, VA 22601

    National avenue is getting an upgrade and you will enjoy the renovations in this 4 square colonial with plenty of space, high ceilings, modernized baths and kitchen to the upgraded electrical, plumbing, and lighting. Parking for two in the rear gives you swift access to your back porch and straight into the kitchen and two short steps to main level laundry. Double rear porches is a rare but you

    Dave Spence RE/MAX Roots

    501 National Ave, Winchester, VA 22601
  • /69

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,293 Sq Ft

    301 Liberty Ave, Winchester, VA 22601

    Welcome to 301 Liberty Ave, FALL IN LOVE with this charming all brick colonial residence situated in the heart of downtown Winchester. Just blocks away from the scenic walking mall you’ll discover an array of quaint shops, restaurants and the renowned Apple Blossom Parade route. This meticulously fully remodeled home boasts three spacious bedrooms and two luxurious bathrooms and is ready for a

    John Ashton Equity Realty

    301 Liberty Ave, Winchester, VA 22601
  • /34

    $359,900

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    3 N Purcell Ave, Winchester, VA 22601

    This charming 4-bedroom bungalow, beautifully renovated in 2015, offers a perfect blend of modern comfort and classic appeal. . Step inside to discover hardwood floors and crown moldings that enhance the inviting atmosphere. The country-style kitchen features ample table space, ideal for gatherings. With two full bathrooms and an entry-level bedroom, convenience is at your fingertips. Outside,

    mary kakouras On The Market Properties

    3 N Purcell Ave, Winchester, VA 22601
  • /30

    $370,000

    • 4 Beds
    • 2 Baths
    • 1,534 Sq Ft

    323 Russelcroft Rd, Winchester, VA 22601

    Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living space. Beautiful cared for by the homeowners. 3 bedrooms 2 full baths detached home .Beautiful Detached home with 3 bedrooms and 2 full baths + bonus room on the basement isfull finished with a family room. Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living

    Alexandra Brown Berkshire Hathaway HomeServices PenFed Realty

    323 Russelcroft Rd, Winchester, VA 22601
  • /26

    $365,000

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    1004 S Cameron St, Winchester, VA 22601

    PRICE REDUCED***Renovated Home in Winchester neighborhood.*** You’ll enter the house and find a spacious living room. As you continue walking, you’ll be led to the fully renovated kitchen. The kitchen features stainless steel appliances, including a new refrigerator, stove, microwave, dishwasher, new cabinets, and a granite countertop. The laundry room, located conveniently on the main level,

    Patricia Salgado Metas Realty Group, LLC

    1004 S Cameron St, Winchester, VA 22601
  • /25

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    553 Highland Ave, Winchester, VA 22601

    Completely remodeled! Come enjoy ALL new everything, new electric, new windows, luxury floors, freshlypainted walls and brand-new custom kitchen and bathrooms, and all new plumbing and electricthroughout, nothing has been left untouched! New Mini Split HVAC system. Large living room opens into a gorgeous wrap aroundpeninsula kitchen with brand new Samsung appliances, granite

    Lawrence Lessin Homes By Owner, Inc.

    553 Highland Ave, Winchester, VA 22601
  • /18

    $355,000

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    2940 Grace St, Winchester, VA 22601

    Welcome to your charming Cape Cod retreat! Built in 1955, this delightful 3-bedroom, 1-bath home offers a warm and inviting atmosphere—perfect for anyone looking for a cozy and welcoming place to call home. --- Step inside to a thoughtfully designed layout that makes the most of the 936 square feet of finished living space. --- Home is equipped with energy-efficient solar panels to help reduce

    Lauren Smith-Washbourne Coldwell Banker Premier

    2940 Grace St, Winchester, VA 22601
  • /51

    $389,900

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

    1823 Kershaw Ln, Winchester, VA 22601

    This beautiful home in Willow Lawn Cottages has been freshly painted, professionally cleaned and lovingly prepared just for you. Step inside to find rich wooden floors, vaulted ceilings, and a cozy fireplace that immediately make you feel at home. Imagine arranging your favorite furniture in bright, airy rooms filled with natural light. One of the largest floor plans in the neighborhood,

    Natalie Langford ERA Oakcrest Realty, Inc.

    1823 Kershaw Ln, Winchester, VA 22601
  • /46

    $399,900

    • 4 Beds
    • 2 Baths
    • 2,450 Sq Ft

    461 Imperial St, Winchester, VA 22601

    Charming Rancher In Winchester, VA!Beautifully updated 4-bedroom, 2 full bath home offers both comfort and functionality. Fully finished basement ALSO includes a spacious 12x28 workshop with walk-out level to fenced rear yard—yard extends beyond the fence line! NEW gas furnace and NEW gas water heater being installed for the new homeowner. Gorgeous hardwood floors throughout main level,

    Kara Burnett Samson Properties

    461 Imperial St, Winchester, VA 22601
  • /20

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft

    553 Highland Ave, Winchester, VA 22601

    One Way street = quietGorgeous Rehab - you have to see it!Secure Parking off the alleyEfficient HVAC mini splits installedWasher and Dryer included

    Teri Domanski Corcoran McEnearney

    553 Highland Ave, Winchester, VA 22601
  • /35

    $334,900

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    2225 Harrison St, Winchester, VA 22601

    2225 Harrison Street located in Winchester, VA. One level living in a home remodeled in the fall of 2023. This property is well suited for any living situation. Perfect for a first time home buyer or someone looking to downsize. Granite countertops and stainless steel appliances complement the kitchen. The primary bedroom with an en suite is the perfect getaway. Call today for your

    Jim Stafford ERA Oakcrest Realty, Inc.

    2225 Harrison St, Winchester, VA 22601
  • /56

    $334,900

    • 2 Beds
    • 1.5 Baths
    • 935 Sq Ft

    129 E Cork St, Winchester, VA 22601

    Welcome home to this charming 2-bedroom Craftsman-style home! Take a few steps up to this adorable downtown pad. Inside, you’ll find a warm and comfortable interior filled with character, including beautiful refinished hardwood floors, built-ins in the living room, and a built-in china cabinet in the dining room. The newly remodeled kitchen features newer appliances, while the furnace and AC are

    Melissa Crider Sager Real Estate

    129 E Cork St, Winchester, VA 22601
  • /17

    $399,990 Open Sat 12PM - 3PM

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

    TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601

    *OFFERING UP TO 15K IN FLEX CASH FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE. CONTACT CO LISTING AGENT/CONSULTANT FOR DETAILS* Featuring Bedford II in Valor Crossing! Open concept kitchen located next to the country kitchen and living room. Optional features include box bay rear window and 10' x 14' deck. Primary suite with large walk-in closet, dual vanity, and oversized

    Brittany Newman DRB Group Realty, LLC

    TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601
  • /49

    $315,000

    • 4 Beds
    • 1.5 Baths
    • 1,199 Sq Ft

    118 E Monmouth St, Winchester, VA 22601

    Charming Remodeled Colonial in Historic Old Town WinchesterYou’ll fall in love with this beautifully updated Colonial located in the heart of Winchester’s Historic District. Just steps from the Downtown Pedestrian Mall, Handley High School, and local shops and restaurants, this home blends timeless character with modern convenience.• 4 Bedrooms 1.5 Bathrooms• Restored original

    Scott Dawson Oakcrest Commercial LLC.

    118 E Monmouth St, Winchester, VA 22601
  • /41

    $338,000

    • 3 Beds
    • 1.5 Baths
    • 1,192 Sq Ft

    316 Virginia Ave, Winchester, VA 22601

    Well maintained Colonial offering timeless character and modern potential in the heart of Winchester. This 3-bedroom, 1 1/2 bath home features beautiful hardwood floors, a spacious living area, formal dining room, and a well-sized kitchen with ample pantry storage. Finished basement with lots of space and also huge attic space with room for storage or play room. 15 Year old roof, new

    Berta Vasquez Samson Properties

    316 Virginia Ave, Winchester, VA 22601
  • /13

    $349,999

    • 5 Beds
    • 2 Baths
    • 1,584 Sq Ft

    505 Green St, Winchester, VA 22601

    Charming 3-Level Split Home in the Heart of Winchester!This split level home could be your forever home! Surrounded by parks, top-rated schools, and everyday amenities. Quick access to Route 7 and Interstate 81 commuting is breeze! Upstairs, you’ll find three generously sized bedrooms and a full bathroom, offering a peaceful seperate area. The main level boasts a warm and

    Julissa Rodriguez Vaze Realty

    505 Green St, Winchester, VA 22601
  • /27

    $339,000

    • 4 Beds
    • 3 Baths
    • 2,056 Sq Ft

    425 Beechcroft Rd, Winchester, VA 22601

    One level living in a sturdy, large (over 2000+/- SF) brick rancher close to all amenities? Fourth bedroom area with separate rear entrance, half bath and kitchen cabinets and sink for private studio or in-law studio. Roof replaced Nov, 2022. New, wide concrete front stairs just installed. Brand new stacked washer dryer. New built-in microwave. New sump pump. Needs an owner who wants to

    Laurel Murray Samson Properties

    425 Beechcroft Rd, Winchester, VA 22601
  • /37

    $396,500

    • 3 Beds
    • 1.5 Baths
    • 1,416 Sq Ft

    31 W Whitlock Ave, Winchester, VA 22601

    Charming Home Near Handley High School – Move-In Ready!Welcome to this beautifully updated home in a fantastic downtown location—just a short walk to shops, restaurants, and all that the vibrant city center has to offer. This property features a converted garage that now serves as a versatile studio space, perfect for a home office, art studio, or guest suite.Enjoy a spacious,

    Meridee Powars Link Realty Services LLC

    31 W Whitlock Ave, Winchester, VA 22601
  • /12

    $399,990 New Construction

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

    HOMESITE 114 Monteith Dr, Winchester, VA 22601

    *OFFERING UP TO 15K IN FLEX CASH FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE. CONTACT CO LISTING AGENT/CONSULTANT FOR DETAILS* The Bedford II 3 level town home with a box bay window with 1 car garage featuring 3 Bedrooms and 3.5 Baths and 1,658 square feet and will deliver the end of September or beginning of October 2025. It is fully finished top to bottom. The front door

    Brittany Newman DRB Group Realty, LLC

    HOMESITE 114 Monteith Dr, Winchester, VA 22601
  • /21

    $399,480 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,989 Sq Ft

    117 Boone Ct, Winchester, VA 22602

    Rossum Crossing is Winchester's newest and most popular townhome community, conveniently located near shopping and dining options.The St. Paul Townhome features three bedrooms, two and a half baths, and a one-car garage. The main floor boasts an open-concept floor plan, with a spacious family room that flows into a fully equipped kitchen. The kitchen includes an island, a pantry closet,

    Dick Bryan New Home Star Virginia, LLC

    117 Boone Ct, Winchester, VA 22602
  • /21

    $395,985 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,989 Sq Ft

    105 Boone Ct, Winchester, VA 22602

    Rossum Crossing is Winchester's newest and most popular townhome community, conveniently located near shopping and dining options.The St. Paul Townhome features three bedrooms, two and a half baths, and a one-car garage. The main floor boasts an open-concept floor plan, with a spacious family room that flows into a fully equipped kitchen. The kitchen includes an island, a pantry closet,

    Dick Bryan New Home Star Virginia, LLC

    105 Boone Ct, Winchester, VA 22602
  • /7

    $315,000 Coming Soon

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

    2150 Harvest Dr, Winchester, VA 22601

    Professional photos coming!! END-UNIT ALL-BRICK TOWNHOUSE WITH NO HOA! This meticulously maintained, move-in ready home offers a blend of classic charm and high-end modern upgrades in a prime, convenient location.Sophisticated Interiors & High-End Upgrades:The main level showcases beautiful Maple Hardwood flooring flowing throughout the open living spaces. The heart of the home,

    Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

    2150 Harvest Dr, Winchester, VA 22601
How to Buy a Home How to Finance a Home How to Sell a Home