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Winchester County VA Homes for Sale with Basement

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  • /8

    $690,000

    • 4 Beds
    • 2.5 Baths
    • 3,108 Sq Ft

    1950 Melvor Ln, Winchester, VA 22601

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    Agent Photo

    Kim Kroner

    Washington Dulles Real Estate Group

    (540) 453-8579

    1950 Melvor Ln, Winchester, VA 22601
  • /53

    $633,000

    • 4 Beds
    • 3 Baths
    • 3,959 Sq Ft

    320 Linden Dr, Winchester, VA 22601

    *2-1 Buydown being offered. Contact Agent for Details!* Experience generational refined living in this stunning luxury home just minutes from Winchester Medical Center. Designed for both elegance and comfort, this residence boasts exquisite crown moldings, rich wood floors, wainscoting, and cathedral ceilings throughout. The main level offers one-level living with an entry-level bedroom, a

    Agent Photo

    Kimberly Schroeder

    Long & Foster Real Estate, Inc.

    (540) 274-0212

    320 Linden Dr, Winchester, VA 22601
  • /42

    $344,900

    • 3 Beds
    • 1.5 Baths
    • 1,178 Sq Ft

    107 E Monmouth St, Winchester, VA 22601

    Price Reduction!! Charming Historic Home in Downtown Winchester – Move-In Ready!If you love timeless craftsmanship—think original wood floors, custom built-ins, and vintage doors—but still want the ease of modern living, this beautifully updated downtown Winchester home is calling your name!From the moment you step onto the inviting covered porch and through the front door, you’ll

    Agent Photo

    Jeanne Mezzatesta

    Colony Realty

    (540) 619-5037

    107 E Monmouth St, Winchester, VA 22601
  • /99

    $869,500

    • 4 Beds
    • 4.5 Baths
    • 6,368 Sq Ft

    1517 Brookdale Ct, Winchester, VA 22601

    A rare opportunity to own the largest model in the Morlyn Hills neighborhood--more than 6500 square feet when including the fully finished basement. Situated on a premier lot and in immaculate, move-in-ready condition, this home is competitively priced and an exceptional value. This home features 4 bedrooms, 4.5 baths, and an impressive array of upgrades throughout.From the moment you enter

    Agent Photo

    Brock Harris

    Samson Properties

    (540) 596-5570

    1517 Brookdale Ct, Winchester, VA 22601
  • /66

    $515,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    580 N Braddock St, Winchester, VA 22601

    Step into the charm of 1920s architecture seamlessly blended with today’s comforts. This beautifully restored 4-bedroom, 2.5-bath home offers over 2,200 sq ft of finished living space across three levels.Inside, you’ll find a bright, open main level with wide-plank flooring, a cozy family room with stacked stone gas fireplace, and a gourmet kitchen featuring a massive island, stainless

    Payton Polychrones Samson Properties

    580 N Braddock St, Winchester, VA 22601
  • /13

    $499,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,451 Sq Ft

    3131 Eton Place, Winchester, VA 22601

    End of Group, 4 Level Townhome with Deck and 4 ft. Rear Extension! Stunning Fully Upgraded Model Home – Don’t Miss Out! This gorgeous end of group model home at The Lofts at Creekside is a must-see! The Upton II features a gourmet kitchen with stainless steel appliances, quartz countertops, upgraded cabinets, and lighting. Oak staircases, a spacious fourth-level loft, and nine-foot ceilings add

    Builder Photo

    DRB Homes

    Builder

    3131 Eton Place, Winchester, VA 22601
  • /57

    $599,900

    • 4 Beds
    • 1.5 Baths
    • 2,011 Sq Ft

    408 S Washington St, Winchester, VA 22601

    Apple Blossom Parade Route! Opportunities like this don’t come around often— A beautifully maintained home right on the parade route is ready for you, and it can be fully furnished - turnkey, ready to go!Calling all investors: short- and long-term rent rolls are available from this successful Airbnb. All furnishings can be purchased as well. If you’ve been searching for a primary or

    Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty

    408 S Washington St, Winchester, VA 22601
  • /36

    $574,900

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

    2723 Windwood Dr, Winchester, VA 22601

    Premier Single-Level Living on a Private Cul-de-Sac! Nestled at the end of a quiet, prestigious cul-de-sac, this exquisite one-level ranch home presents a rare opportunity to acquire a property where meticulous maintenance meets masterful design. Shielded from through-traffic and enveloped by landscaped gardens. The home offers an immediate sense of arrival and tranquil privacy. A Grand and

    LESLIE WEBB Long & Foster Real Estate, Inc.

    2723 Windwood Dr, Winchester, VA 22601
  • /32

    $479,900

    • 3 Beds
    • 2.5 Baths
    • 1,976 Sq Ft

    703 National Ave, Winchester, VA 22601

    Fully renovated in 2025, this 3-bedroom, 2.5-bath home is ideally located within Winchester city limits—just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment, as well as Jim Barnett Park for outdoor recreation. Thoughtful updates and fresh landscaping enhance its curb appeal. Inside, you’ll find brand-new bathrooms with updated lighting, vanities,

    Jennifer Sacco RE/MAX Roots

    703 National Ave, Winchester, VA 22601
  • /87

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 3,232 Sq Ft

    107 Roszel Rd, Winchester, VA 22601

    Spacious 4-bedroom, 2.5-bath home located in a desirable neighborhood just minutes from downtown. The main level features a family room, large eat-in kitchen with fireplace and bay window looking over the rear yard. The lower level features a game room with fireplace and opens onto the rear deck overlooking the pool. Upstairs offers four bedrooms, including a private owner’s suite. Outdoor

    John Scully Colony Realty

    107 Roszel Rd, Winchester, VA 22601
  • /66

    $699,999

    • 4 Beds
    • 5 Baths
    • 5,903 Sq Ft

    2530 Goldenfield Ln, Winchester, VA 22601

    Gorgeous home in the sought after Harvest Ridge neighborhood. Make this immaculately kept and updated home yours. Walk through the front door and be welcomed by a grand staircase. Follow it to the dining room or sitting room. Enjoy preparing a meal in the gourmet kitchen which is perfect for family meals or entertaining. Upstairs features 4 spacious bedrooms, including a master suite and 3

    Dave Spence RE/MAX Roots

    2530 Goldenfield Ln, Winchester, VA 22601
  • /49

    $659,000

    • 4 Beds
    • 2.5 Baths
    • 3,512 Sq Ft

    2321 Stoneridge Rd, Winchester, VA 22601

    Must see colonial in Harvest Ridge on just over 0 .4 acre in the city of Winchester. The open foyer invites you into this spacious home boasting over 3500 sq.ft. plus a full walk-out basement, ready to finish for additional square footage. Large living and dining rooms with hardwood, den or office. Large kitchen features granite counters, stainless steel appliances, and a breakfast area that

    John Schroth Colony Realty

    2321 Stoneridge Rd, Winchester, VA 22601
  • /32

    $495,000

    • 4 Beds
    • 4 Baths
    • 1,627 Sq Ft

    201 Parkway St, Winchester, VA 22601

    Freshly Renovated Charmer in Winchester!Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. Recent Updates Include:Fresh interior paint throughoutRenovated kitchen and bathUpdated fixtures and finishesClean, move-in

    Cherish Green Coldwell Banker Elite

    201 Parkway St, Winchester, VA 22601
  • /26

    $479,900

    • 6 Beds
    • 3 Baths
    • 3,900 Sq Ft

    811 Berryville Ave, Winchester, VA 22601

    PRICE REDUCED .....DO YOU HAVE A LARGE FAMILY AND NEED YOUR OWN SPACE. HERE IS A 6 BEDROOMS 3 BATHROOMS WITH A IN-LAW SUITE. OVER 3900+ SQ. FT FINISHED. OFF STREET PARKING FOR 6 CARS. SHED AND STILL ROOM TO RELAX OUTBACK.

    Richard Kozlowski Long & Foster Real Estate, Inc.

    811 Berryville Ave, Winchester, VA 22601
  • /17

    $399,990

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

    TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601

    **SPECIAL OFFER! Receive Up to 15K IN FLEX CASH FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!**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 seated shower in primary bath.

    Brittany Newman DRB Group Realty, LLC

    TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601
  • /30

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,529 Sq Ft

    966 Woodstock Ln, Winchester, VA 22601

    Beautiful 3-bedroom, 2-bath split-foyer home in the heart of Winchester City! The main level features hardwood floors, an open kitchen/dining/living layout, and an eat-in kitchen with stainless steel appliances and upgraded countertops. The upper-level bath includes a tiled floor, vanity, and tub surround. The finished basement offers a spacious family room with a brick hearth, third bedroom,

    Anselm Tamasang Weichert Realtors - Blue Ribbon

    966 Woodstock Ln, Winchester, VA 22601
  • /50

    $450,000

    • 5 Beds
    • 3 Baths
    • 2,680 Sq Ft

    25 E Hart St, Winchester, VA 22601

    Welcome to 25 E Hart Street! Nestled in the heart of downtown Winchester, this beautifully updated 5-bedroom, 3-bath home is the perfect mix of charm, space, and convenience. Step inside to a bright, spacious living room where a wood-burning fireplace provides the perfect spot to relax and unwind. The updated kitchen is a dream with quartz countertops, stainless steel appliances, crisp white

    Liz Owings RE/MAX Roots

    25 E Hart St, Winchester, VA 22601
  • /72

    $369,900

    • 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
  • /16

    $309,500

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    20 E Hart St, Winchester, VA 22601

    This is a completely restored Winchester classic within walking distance to the downtown area and Handley High school. Located at the end of street. Home improvements include new HVAC, plumbing, electric and appliances. Interior pictures will follow as soon as painting has been completed.

    Meridee Powars Link Realty Services LLC

    20 E Hart St, Winchester, VA 22601
  • /35

    $375,000

    • 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
  • /41

    $349,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 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
  • /25

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,710 Sq Ft

    428 Imperial St, Winchester, VA 22601

    Enjoy the ease of one-level living in the heart of Winchester City thats ready for your personal touches! Ideally located just minutes from shopping, dining, and local conveniences, this charming all-brick rancher with a full walk-up basement offers both comfort and functionality. The kitchen features space for a dining table, while the inviting living room boasts a cozy fireplace with a lovely

    Leah Clowser RE/MAX Roots

    428 Imperial St, Winchester, VA 22601
  • /35

    $349,990

    • 3 Beds
    • 2 Baths
    • 2,302 Sq Ft

    1005 Pennsylvania Ave, Winchester, VA 22601

    A classic brick ranch in Winchester, VA, has three bedrooms and two full bathrooms. The basement includes a separate entrance, a laundry area, a full bathroom, and an additional bonus room. Recent updates include: finished basement, new HVAC system, complete renovations of both bathrooms, new hardwood flooring, and an updated kitchen with new cabinets and countertops. No HOA restrictions.

    Nathalie Acosta Spring Hill Real Estate, LLC.

    1005 Pennsylvania Ave, Winchester, VA 22601
  • /34

    $469,900

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

    711 S Braddock St, Winchester, VA 22601

    This well-maintained 3-bedroom, 3.5-bath home offers bright, open living spaces with plenty of natural light. The main level features a spacious living room, an updated kitchen with stainless steel appliances, and a dining area. The back patio features an open area and green space with a fenced backyard—great for relaxing or entertaining. Upstairs, you’ll find a generous primary suite with a full

    Dave Spence RE/MAX Roots

    711 S Braddock St, 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
  • /20

    $499,900

    • Studio
    • 2,376 Sq Ft

    510 N Loudoun St, Winchester, VA 22601

    All brick 3 unit complex with off street parking and near Old Town Mall..2nd floor has 2BD/1BA with unfinished attic, main floor is 1BR/1BA (Both have rear balcony) and basement unit has access to storage area and includes1BD/1BA. All units have washer/dryer (Basement unit washer/dryer belongs to tenant). Owner/Agent and home inspection report available upon request.

    Dave Spence RE/MAX Roots

    510 N Loudoun St, 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
  • /23

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,446 Sq Ft

    209 S Braddock St, Winchester, VA 22601

    Opportunity is knocking! Here's your chance to purchase a unique home in the beautiful Winchester Historic district. Freshly painted interior is light and bright-Step inside to hardwood flooring on your left is the formal living room featuring a decorative brick fireplace with a mantel to display your treasures, on the main level you will find a full bath, laundry, and kitchen with Tiled Floors-

    Manuela Moyer Long & Foster Real Estate, Inc.

    209 S Braddock St, Winchester, VA 22601
  • /39

    $419,900 Open Sun 1PM - 3PM

    • 5 Beds
    • 2 Baths
    • 2,363 Sq Ft

    707 S Braddock St, Winchester, VA 22601

    Welcome to this charming, fully remodeled home located in the heart of Winchester.Experience the timeless appeal of Old Winchester charm, just minutes from the vibrant walking mall, shops, restaurants, and the famous Apple Blossom Parade route. This beautifully remodeled home features LVP flooring throughout and a light-filled open floor plan that seamlessly blends historic character with

    Heloisa Amar Samson Properties

    707 S Braddock St, Winchester, VA 22601
  • /91

    $925,000

    • 4 Beds
    • 4.5 Baths
    • 6,566 Sq Ft

    1509 Stone House Ct, Winchester, VA 22601

    Perched on the edge of the walking trail with fall views of the lake, and host to a private oasis in the back yard, you'll find 1509 Stone House Court, one of the largest homes in Morlyn Hills. The current owners added the pool, extensive hardscaping, retainer walls, privacy fence, and a composite deck with angled stairs to the pool area. Marble floors welcome you to a light filled foyer that

    Natalie Langford ERA Oakcrest Realty, Inc.

    1509 Stone House Ct, Winchester, VA 22601
  • /143

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 4,438 Sq Ft

    769 Seldon Dr, Winchester, VA 22601

    Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living.The main level features a generously sized primary suite with a walk-in closet and en-suite bath,

    Amanda Slate Keller Williams Realty

    769 Seldon Dr, Winchester, VA 22601
  • /114

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 1,798 Sq Ft

    720 S Kent St, Winchester, VA 22601

    Welcome to the beautifully preserved American Foursquare where music legend Patsy Cline once lived with her mother—and later, with her husband, Charlie Dick. Built in 1931, this four-bedroom, one-and-a-half-bath home blends timeless character with thoughtful updates, all wrapped in the charm of one of Winchester’s most historic neighborhoods.Inside, you’ll find nearly 1,800 square feet of

    Krissy Cruse Pearson Smith Realty, LLC

    720 S Kent St, Winchester, VA 22601
  • /54

    $860,000

    • 5 Beds
    • 4.5 Baths
    • 5,254 Sq Ft

    1504 Brookdale Ct, Winchester, VA 22601

    MOTIVATED SELLER! Over 5,250 sq ft in this stunning 5BR/3.5BA Home in Prime Meadow Branch Area!Elegant 2-story foyer with sweeping staircase, coffered ceilings, and extended-height windows. Family room features floor-to-ceiling stone fireplace, open to gourmet kitchen with quartz countertops, stainless steel appliances, cooktop, and wall oven. Main level office with French doors, formal

    Julie Shiley Coldwell Banker Realty

    1504 Brookdale Ct, Winchester, VA 22601
  • /5

    $265,000

    • 4 Beds
    • 1 Bath
    • 1,732 Sq Ft

    1006 S Cameron St, Winchester, VA 22601

    Don't miss out on this opportunity to own this 5 bedroom/1 bath home. Hardwood flooring throughout. Large, covered front porch and rear deck. Less than a mile from downtown Winchester & the Handley Library. Close to schools. Off-street parking and a spacious backyard. Access to alley from backyard and off-street parking.

    Sheila Pack RE/MAX Roots

    1006 S Cameron St, Winchester, VA 22601
  • /58

    $1,099,000

    • 6 Beds
    • 5.5 Baths
    • 6,174 Sq Ft

    1020 Breckinridge Ln, Winchester, VA 22601

    Approximately 6,000 finished square feet of living space! A place to grow, gather, and stay awhile! From the moment you arrive, this property greets you with thoughtful details and a sense of home you can feel. A brick-paved, rocking chair-worthy front porch sets the tone, and the charming side porch with composite decking is both stylish and maintenance-free. This spacious 6+ bedroom/5.5 bath

    Sheila Pack RE/MAX Roots

    1020 Breckinridge Ln, Winchester, VA 22601
  • /40

    $450,000

    • 4 Beds
    • 2 Baths
    • 1,092 Sq Ft

    1709 Reaves St, Winchester, VA 22601

    Please take off shoes and give feedback. Step into this beautifully cared-for home featuring new roof (2023) New HVAC System (2024) new LVP floors throughout the basement a spacious, inviting layout. The large kitchen offers plenty of room for meal prep and flows effortlessly into the dining and living rooms — perfect for family gatherings and entertaining. The finished basement boasts a

    Alexandra Brown Berkshire Hathaway HomeServices PenFed Realty

    1709 Reaves St, Winchester, VA 22601
  • /28

    $339,900

    • 3 Beds
    • 1 Bath
    • 1,376 Sq Ft

    230 Allison Ave, Winchester, VA 22601

    Welcome to 230 Allison Avenue, a recently renovated 3-bedroom, 1-bath home on a spacious 0.23-acre lot in Winchester. Ideally located just 1 mile from Winchester Medical Center and only minutes to Walmart Supercenter, shops, restaurants, and vibrant downtown Winchester, this home offers both convenience and charm. Step inside to discover a thoughtfully updated interior featuring luxury vinyl

    Jon Fleming Weichert Realtors - Blue Ribbon

    230 Allison Ave, Winchester, VA 22601
  • /48

    $574,900

    • 4 Beds
    • 3.5 Baths
    • 2,602 Sq Ft

    1629 Pondview Dr, Winchester, VA 22601

    Discover tranquility and spacious living in this exceptional 4-bedroom, 3.5-bath home, with a main-level primary suite, ideally situated on one half of an acre backing to picturesque trees and wide-open fields. From the moment you step inside, you'll appreciate the meticulously maintained interior and inviting open floor plan. The living room features a cathedral ceiling and a cozy gas fireplace,

    Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

    1629 Pondview Dr, Winchester, VA 22601
  • /85

    $1,224,000

    • 5 Beds
    • 5 Baths
    • 5,695 Sq Ft

    801 Armistead St, Winchester, VA 22601

    Step into refined elegance and exceptional quality in this beautifully upgraded residence, located in one of Winchester’s most desirable and walkable neighborhoods. This stately home offers the perfect blend of timeless architecture, sophisticated updates, and a lifestyle of convenience—just minutes from charming downtown shops, acclaimed restaurants, picturesque parks, and Winchester Medical

    Tiffany Hunter ERA Oakcrest Realty, Inc.

    801 Armistead St, Winchester, VA 22601
  • /63

    $749,000

    • 4 Beds
    • 4.5 Baths
    • 5,183 Sq Ft

    1877 Clayton Ridge Dr, Winchester, VA 22601

    Nestled at the end of a quiet cul-de-sac and backing to serene wetlands and a protected preserve, this expansive colonial offers over 5,000 square feet of refined living space on nearly half an acre—providing both privacy and picturesque views. Boasting 4 generously sized bedrooms and 4.5 bathrooms, this home features a comfortable and functional main level layout perfect for everyday living and

    Dave Spence RE/MAX Roots

    1877 Clayton Ridge Dr, Winchester, VA 22601

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