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Homes for Sale in 22601

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  • /21

    $384,880 New Construction

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

    105 Boone Ct, Winchester, VA 22602

    Move in ready at Rossum Crossing 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, and a breakfast nook. This

    Dorelba Estrada New Home Star Virginia, LLC

    105 Boone Ct, Winchester, VA 22602
  • /26

    $294,990 Open Thu 5:30PM - 7PM

    • 3 Beds
    • 1 Bath
    • 1,205 Sq Ft

    627 Watson Ave, Winchester, VA 22601

    CLASSIC CHARM MEETS CONTEMPORARY COMFORT IN THIS FANTASTIC DUPLEX UNIT! This charming Winchester duplex unit seamlessly blends timeless character with modern conveniences, offering the perfect balance of historic flair and contemporary living. Nestled just minutes from the vibrant heart of downtown Winchester, this inviting property combines an unbeatable location with a thoughtfully-updated

    Kristin Crosby Samson Properties

    627 Watson Ave, Winchester, VA 22601
  • /43

    $849,990

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

    1504 Brookdale Ct, Winchester, VA 22601

    This home generates income from solar energy sales averaging over $2k a year! The Solar panels and system are OWNED by the homeowner NOT leased. There are no monthly fees or payments for the system. System is “Grandfathered” with a licensing agreement that allows homeowner to sell excess electricity produced. Lower your energy costs and receive cash earnings! Recent updates over $40k in this

    Julie Shiley Coldwell Banker Realty

    1504 Brookdale Ct, Winchester, VA 22601
  • /16

    $279,900

    • 3 Beds
    • 1.5 Baths
    • 1,332 Sq Ft

    2901 Sorrell Ct, Winchester, VA 22601

    *Investor Opportunity, current tenants have a lease until May of 2027* Welcome to your new home! This beautifully maintained 3 -bedroom, 1.5 bath townhome offers comfort, convenience, and style in a great location. On the main level you will find a spacious kitchen with ample cabinetry and a breakfast area, the living room offers plenty of natural light, off the living room is a convenient half

    Amber Jenkins Century 21 Redwood Realty

    2901 Sorrell Ct, Winchester, VA 22601
  • /23

    $279,000

    • 3 Beds
    • 1 Bath
    • 907 Sq Ft

    208 Shenandoah Ave, Winchester, VA 22601

    Welcome home to 208 Shenandoah Ave in Winchester, VA! This updated ranch home offers the coveted simplicity of easy, one-level living and is perfectly situated in a prime, convenient Winchester location. Featuring 3 bedrooms and 1 full bath, the interior is turn-key with newer flooring and fresh paint throughout. The living spaces are bright and inviting with lots of natural light, creating a

    Dan Whitacre Colony Realty

    208 Shenandoah Ave, Winchester, VA 22601
  • /17

    $330,000

    • 3 Beds
    • 1 Bath
    • 1,237 Sq Ft

    117 W Oates Ave, Winchester, VA 22601

    This charming bungalow, nestled in the heart of the Arthur C Oates Estate, offers a delightful blend of comfort and community. Built in 1953, this home features 3 cozy bedrooms, 1 full bathrooms, and an upstairs loft perfect for relaxation. The inviting kitchen is equipped with essential appliances, including a single oven and refrigerator, making meal preparation a breeze. The unfinished

    Jeffrey Konrady Realty ONE Group Old Towne

    117 W Oates Ave, Winchester, VA 22601
  • /2

    $399,000

    • 10 Beds
    • 6 Baths
    • 12,128 Sq Ft

    910 Franklin St, Winchester, VA 22601

    What a remarkable and unique opportunity!Assessed for $571630.00 Brand new roof on entire building, newly demolished warehouse has made way to enormous area for expansion and or parking. SOOO MUCH potential - Upper level has two apartments -However only one is approved for rental unitLower level is ready for its new transformation as residential or allowed commercial use - Conditional use

    Pakeeza Akhtar The KOR Group, Inc.

    910 Franklin St, Winchester, VA 22601
  • /43

    $424,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,251 Sq Ft

    713 Ross St, Winchester, VA 22601

    ALMOST COMPLETED!!!BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The great room leads into the spacious kitchen featuring an oversized island, granite

    Donna Anderson Samson Properties

    713 Ross St, Winchester, VA 22601
  • /40

    $424,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,251 Sq Ft

    709 Ross St, Winchester, VA 22601

    ALMOST COMPLETED!!!BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The great room leads into the spacious kitchen featuring an oversized island, granite

    Donna Anderson Samson Properties

    709 Ross St, Winchester, VA 22601
  • /29

    $295,000

    • 3 Beds
    • 1 Bath
    • 1,325 Sq Ft

    312 Shawnee Ave, Winchester, VA 22601

    Within walking distance to Historic Downtown Winchester! Public record square footage was found to be inaccurate - listing square footage has been adjusted and price adjusted accordingly. This home is convenient to everything happening in Winchester and also a very easy location for commuters. Nestled in the charming Shawnee Heights neighborhood, this delightful cottage-style home offers a

    Agent Photo

    Lori Bales

    Keller Williams Realty

    (540) 209-9771

    312 Shawnee Ave, Winchester, VA 22601
  • /47

    $519,900

    • 3 Beds
    • 1.5 Baths
    • 2,177 Sq Ft

    216 Fairmont Ave, Winchester, VA 22601

    Classy colonial on the stately Fairmont Avenue with million dollar homes nearby, walking mall in close proximity with a plethora of boutique shops and eateries. The 2000 square feet is designed for comfort and coziness accented by 9ft ceilings, sunlit formal rooms, a well appointed kitchen, spacious bedrooms, adorable loft on 3rd level for a playroom/den/office, and the best part is entering your

    Dave Spence RE/MAX Roots

    216 Fairmont Ave, Winchester, VA 22601
  • /5

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft

    21 E Germain St, Winchester, VA 22601

    Charming 3-Bedroom Home in Historic Winchester, Virginia Discover this beautifully located 3-bedroom, 2-full bath home nestled in the heart of Historic Winchester. This residence boasts an exceptional location, just a short stroll away from the Old Town Mall, allowing you to enjoy local shops and dining. Positioned along the scenic Apple Blossom parade route, this home is perfect for anyone

    Agent Photo

    Corey Morgan

    CENTURY 21 Envision

    (540) 802-5749

    21 E Germain St, Winchester, VA 22601
  • /9

    $269,900

    • 2 Beds
    • 1.5 Baths
    • 1,251 Sq Ft

    2918 Sorrell Ct, Winchester, VA 22601

    Welcome to your new home! This beautifully maintained 2 -bedroom, 1.5 bath townhome offers comfort, convenience, and style in a great location. On the main level you will find a spacious kitchen with ample cabinetry and a breakfast area, the living room offers plenty of natural light, off the living room is a convenient half bath. Upstairs you will find two generously sized bedrooms with large

    Amber Jenkins Century 21 Redwood Realty

    2918 Sorrell Ct, Winchester, VA 22601
  • /35

    $279,000

    • 2 Beds
    • 1 Bath
    • 1,176 Sq Ft

    239 Chestnut St, Winchester, VA 22601

    ******Price Reduction******239 Chestnut Street is a charming rancher in the heart of Winchester. 2 bedrooms, 1 bath, a large rear deck, eat in kitchen, laundry room could be converted into a third bedroom. Building in the back yard could be used as storage or a 1 car garage. This is a solid starter or downsizing home convenient to shopping,schools and parks. A little TLC will go a long way

    William Wertz Wildhawks Realty LLC

    239 Chestnut St, Winchester, VA 22601
  • /59

    $635,000

    • 4 Beds
    • 3.5 Baths
    • 4,632 Sq Ft

    930 Wayne Dr, Winchester, VA 22601

    Beautiful brick-front Colonial in a prime location! Nestled in a quiet neighborhood yet just minutes from I-81 and local amenities, this stunning home offers the perfect blend of convenience and tranquility.Step into the grand two-story foyer, flanked by a formal living room and dining room accented with elegant columns and a cozy fireplace. To the right, you’ll find a spectacular

    Elizabeth Flood Keller Williams Realty

    930 Wayne Dr, Winchester, VA 22601
  • /69

    $605,000

    • Studio
    • 4,396 Sq Ft

    540 Monticello St, Winchester, VA 22601

    Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Downtown Winchester Location!Presenting a Triplex in the heart of Downtown Winchester—a rare opportunity for investors seeking strong cash flow in a highly desirable and commuter-friendly location. Just minutes from I-81 and I-66, and less than an hour from Northern Virginia, this property offers

    Laura King MarketPlace REALTY

    540 Monticello St, Winchester, VA 22601
  • /20

    $455,000

    • 6 Beds
    • 3 Baths
    • 1,552 Sq Ft

    2250 Roosevelt Blvd, Winchester, VA 22601

    Sellers are highly motivated and ready to make a deal!Beautifully Renovated Single-Family Home with a little Pool, Workshop, and Detached GaragesWelcome to this stunning fully renovated 4-bedroom, 3-bathroom single-family home that perfectly blends comfort, style, and functionality. Step inside to find an open-concept layout filled with natural light, ideal for both everyday living and

    Silvana Rojas Spring Hill Real Estate, LLC.

    2250 Roosevelt Blvd, Winchester, VA 22601
  • /88

    $435,000

    • Studio
    • 2,152 Sq Ft

    26 A Jackson Ave, Winchester, VA 22601

    Rare Opportunity: Turnkey Duplex in Winchester – Vacant, Updated, and Ready for Your Next Move! A rare and an exceptional opportunity to own a two-unit duplex in Winchester City— vacant and ready for your plans. Whether you’re an investor seeking strong cash flow or an owner-occupant looking to live in one unit and rent the other, this property offers flexibility, income potential, and low

    Agent Photo

    Melanie Lucero

    Real Broker, LLC

    (540) 386-1285

    26 A Jackson Ave, Winchester, VA 22601
  • /72

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 3,475 Sq Ft

    132 Amherst St, Winchester, VA 22601

    Step back in time with this Beautifully preserved VICTORIAN Brick Home Built in 1880, a true piece of Winchester's history. This is a Registered Historic Property that showcases original architectural details, high ceilings, ornate trim, and original wood floors that reflect the artistry of a bygone era. A Well Designed Addition has allowed for generous space along with modern comfort and

    Jodi Costello ERA Oakcrest Realty, Inc.

    132 Amherst St, Winchester, VA 22601
  • /115

    $469,999

    • 5 Beds
    • 3 Baths
    • 2,080 Sq Ft

    419 Summit Ave, Winchester, VA 22601

    Welcome Home!This beautifully renovated single-family home offers everything you need and more. Featuring hardwood floors throughout the main level, custom cabinets, and granite countertops in the kitchen, this home combines style and functionality. A new roof adds peace of mind, and the fully finished lower level provides additional living space for relaxation or entertainment. With 5

    Waqas Abbasi Lifestyle Realty, LLC.

    419 Summit 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
  • /51

    $479,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 4 Baths
    • 3,359 Sq Ft

    227 Miller St, Winchester, VA 22601

    Welcome to 227 Miller Street — a home that instantly feels inviting. Recent improvements include new flooring in both upstairs and downstairs bathrooms (2025), new toilets in all bathrooms (2024), refreshed hardwood floors (2025), a professionally cleaned chimney (2025), a new sump pump (2025), and a fully dug-out and waterproofed basement completed in 2025. The back deck was replaced in 2024,

    Leah Marabella Realty ONE Group Old Towne

    227 Miller St, Winchester, VA 22601
  • /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
  • /29

    $289,900

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft

    1125 Conway St, Winchester, VA 22601

    Check out this Very Cute Bungalow in Winchester City! It has a Brand NEW Roof, Freshly Painted throughout, NEW kitchen/hall/bath flooring, NEW Stainless Steel Refrigerator, Restored deck, and Lovely Hardwood! Cozy with 2 Bedrooms and 1 Bath. Surely to be perfect for the first time Home Buyer! Great Location close to shopping & restaurants. Great for commuters as well as it's on the East side of

    Jodi Costello ERA Oakcrest Realty, Inc.

    1125 Conway St, Winchester, VA 22601
  • /20

    $319,000

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

    553 Highland Ave, Winchester, VA 22601

    Don't miss taking a LOOK at this property with the new low price of $319K. One Way street = quiet Gorgeous Rehab - you have to see it! Secure Parking off the alley Efficient HVAC mini splits installed Washer and Dryer included

    Teri Domanski Corcoran McEnearney

    553 Highland Ave, Winchester, VA 22601
  • /44

    $564,777

    • 5 Beds
    • 3.5 Baths
    • 4,235 Sq Ft

    428 Westside Station Dr, Winchester, VA 22601

    Beautiful, and stately 5 BR 3.5 BA, 4000sq ft, colonial situated on a quiet cul de sac in a community located across from Winchester Medical Center with no HOA, close to Old Town Winchester and convenient commuter routes! Who could ask for more! From the very first look, you're greeted by the lovely front porch, elegant columns, new lighting and double door entry! Enter into the foyer where

    Donna Raczynski Long & Foster Real Estate, Inc.

    428 Westside Station Dr, Winchester, VA 22601
  • /69

    $639,000

    • 3 Beds
    • 2.5 Baths
    • 3,153 Sq Ft

    147 Harvest Ridge Dr, Winchester, VA 22601

    NEW HVAC system 2026! Main level system replaced in January. New Roof in 2023. Quick closing is possible. This meticulously cared for home is located in the sought-after 55+ community The Village at Harvest Ridge, where comfort and convenience meet. Step inside to find hardwood floors that flow through the main level, connecting open and light-filled spaces. The kitchen shines with quartz

    Natalie Langford ERA Oakcrest Realty, Inc.

    147 Harvest Ridge Dr, Winchester, VA 22601
  • /43

    $459,000

    • 3 Beds
    • 2 Baths
    • 2,648 Sq Ft

    1332 Ramseur Ln, Winchester, VA 22601

    Welcome home to a rare find in the Mews of Meadow Branch - this exceptional all-brick exterior condo offering 3 bedrooms and 2 full baths. Rich hardwood floors flow throughout the home. The primary bedroom includes a cozy fireplace perfect for relaxing evenings. Updated appliances, such as washer, dryer, refrigerator, stove and microwave. Enjoy the ease of your own private elevator within the

    James King RE/MAX Roots

    1332 Ramseur Ln, Winchester, VA 22601
  • /14

    $1,499,000

    • Land
    • 2 Acres
    • $749,500 per Acre

    1625 Amherst St, Winchester, VA 22601

    Introducing a fantastic development opportunity! This parcel features 2 flat acres of commercial land in a prime location. Located on a major thoroughfare into downtown Winchester and a half mile from Winchester Medical Center, this lot is ideal for your commercial venture. The lot offers excellent road frontage and good topography. Ideal for medical/dental office, office space, restaurant, or

    Dan Whitacre Colony Realty

    1625 Amherst St, Winchester, VA 22601
  • /14

    $441,700

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

    421 Superior Ave, Winchester, VA 22601

    Renovated and move in ready! Let's start with the new mailbox, new 16' wide asphalt driveway, new 8'x13' concrete patio for you to enjoy watching the sun sets overlooking the large back yard., The carport even has bolts in ceiling for you to install a swing. Then inside, new heat pump and central a/c system, new appliances with fingerprint resistant stainless-steel exterior, stainless steel liner

    Leo Smith CENTURY 21 New Millennium

    421 Superior Ave, Winchester, VA 22601
  • /38

    $449,990 New Construction

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

    1819 Reese Ct, Winchester, VA 22601

    1819 Reese Court is a move-in ready 3-level townhome with full brick front in Winchester, VA. Our modern Adams floorplan features a 1-car garage, and along with a bedroom and full bathroom on the first floor. Stained oak stairs lead you to the main level with LVP flooring. The kitchen is equipped with beautiful quartz countertops, sasparilla cabinets, and stainless-steel appliances. The upper

    D.R. Horton Builder
    1819 Reese Ct, Winchester, VA 22601
  • /19

    $299,500

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    106 W Southwerk St, Winchester, VA 22601

    Charming 3 bedroom, 1.5 bath colonial just blocks from downtown Winchester! Enjoy a covered front porch perfect for relaxing and a spacious rear deck for entertaining. Inside, you’ll find inviting spaces with newer windows throughout. Conveniently located near shopping, restaurants, entertainment, the local library, and Jim Barnett Park—this home offers both comfort and an unbeatable location!

    Sheila Pack RE/MAX Roots

    106 W Southwerk St, Winchester, VA 22601
  • /53

    $654,000

    • Studio
    • 3,511 Sq Ft

    1400 Valley Ave, Winchester, VA 22601

    Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out both

    Danielle Spriggs Real Broker LLC

    1400 Valley Ave, Winchester, VA 22601
  • /3

    $2,300,000

    • Land
    • 3.51 Acres
    • $655,271 per Acre

    1721 Amherst St, Winchester, VA 22601

    3.51 AC of premier commercial land. Directly across the street from the main hospital campus on one of Winchester's main commercial corridors. Ideal for banks, medical offices, retail or restaurants.

    Marie DiLorenzo Oakcrest Commercial LLC.

    1721 Amherst St, Winchester, VA 22601
  • /11

    $1,100,000

    • Land
    • 2.83 Acres
    • $388,693 per Acre

    2725 S Pleasant Valley Rd, Winchester, VA 22601

    Location, location, location. Here is your chance to own one of the few commercial/industrial lots located in the highly desirable Winchester City. This cleared, blank slate is ready for your next business endeavor. Currently zoned as CM-1 (Commercial/Industrial), the property offers roughly 465 ft of prime road frontage, perfect for displaying your establishment.Current use regulations

    Kaitlyn Behr Samson Properties

    2725 S Pleasant Valley Rd, Winchester, VA 22601
  • /20

    $449,900

    • 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

    BACK ON THE MARKET DUE TO BUYER FINANCING AND NON PERFORMANCE. 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

    Julissa Rodriguez Vaze Realty

    505 Green St, Winchester, VA 22601
  • /35

    $459,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,905 Sq Ft

    Adams II Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

    The Adams II townhome features 1,905 sq. ft. of stylish and flexible living space, including 4 bedrooms, 3.5 bathrooms, and a 1-car rear-load garage. The gourmet kitchen is equipped with quartz countertops, stainless steel appliances, recessed lighting, a generous island, and sleek Duraform cabinetry. The lower-level bonus room offers endless possibilities—use it as a rec room, home office, or an

    D.R. Horton Builder
    1831 Reese Ct Unit 37025141, Winchester, VA 22601
  • /38

    $409,990 New Construction

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

    Adams Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

    The Adams I townhome offers 1,889 sq. ft. of thoughtfully designed living space, featuring 4 bedrooms, 3.5 bathrooms, and a convenient 1-car front-load garage. The modern kitchen showcases quartz countertops, stainless steel appliances, a spacious island, recessed lighting, and upgraded cabinets. Enjoy the flexibility of a finished lower-level bonus space—perfect for a rec room, home office, or

    D.R. Horton Builder
    1831 Reese Ct Unit 37025140, Winchester, VA 22601
  • /19

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft

    369 Charles St, Winchester, VA 22601

    This two-story home offers classic charm with a covered front porch, fenced backyard, and upper-level balcony. Located just minutes from downtown, 369 Charles Street features a recently updated kitchen with modern cabinetry, granite countertops, and stainless steel appliances. The main level features updated flooring, while the upstairs level provides access to a private, covered balcony. Two

    Marisa Varley ERA Oakcrest Realty, Inc.

    369 Charles St, Winchester, VA 22601

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