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Homes for Sale in 22601

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  • /6

    $230,000

    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft

    523 Monticello St, Winchester, VA 22601

    Nice duplex. Needs a little updating. Hardwood floors in living room and throughout the 2nd level. Property at this price doesn't include the lot that is being used as part of the yard now. Property can be bought with the lot for $250k Tax id number 330-02-19.Agent related to seller.

    Agent Photo

    Ned Stock

    Berkshire Hathaway HomeServices PenFed Realty

    (540) 660-7920

    523 Monticello St, Winchester, VA 22601
  • /27

    $274,900

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    719 Smithfield Ave, Winchester, VA 22601

    Bringing all the bungalow love! . **$8,000 closing cost credit to buyer with acceptable offer!**This 2 bed/1 bath home is move-in ready after a 2025 Refresh+. Fresh paint inside & out, new windows, new kitchen--the works: appliances, countertops, cabinets, sink, faucet; new bathroom, new LVP floors throughout, new light fixtures, baseboards, switches and outlets, new electric service line & fresh

    Agent Photo

    Anna Fox

    NextHome Realty Select

    (540) 590-5180

    719 Smithfield Ave, Winchester, VA 22601
  • /40

    $445,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 1,917 Sq Ft

    623 Smithfield Ave, Winchester, VA 22601

    Spacious split-foyer home in the heart of Winchester featuring 5 bedrooms and 3 full bathrooms, plus a versatile bonus room in the basement ideal for a variety of uses. Well-maintained and located in a convenient neighborhood with no HOA.

    Agent Photo

    Carlos Soares

    Samson Properties

    (540) 253-3199

    623 Smithfield Ave, Winchester, VA 22601
  • /30

    $295,000 Open Fri 11AM - 12:45PM

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    704 Watson Ave, Winchester, VA 22601

    Beautifully Maintained Bungalow in a Prime Location! SELLER MOTIVATED! This home offers 2 bedrooms and 1 full bath on the main level, showcasing pride of ownership throughout. Ideally located just blocks from shopping, coffee shops, and all the conveniences the city has to offer, this property combines comfort with unbeatable accessibility. Enjoy a spacious eat-in kitchen with plenty of room for

    Agent Photo

    Carlos Soares

    Samson Properties

    (540) 530-4023

    704 Watson Ave, Winchester, VA 22601
  • /11

    $1,499,000

    • Land
    • 2.45 Acres
    • $611,837 per Acre

    821,829,839, and 851 Fox Dr, Winchester, VA 22603

    Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.

    Agent Photo

    Jim Shebest

    Coldwell Banker Realty

    (540) 530-3068

    821,829,839, and 851 Fox Dr, Winchester, VA 22603
  • /9

    $1,300,000

    • Land
    • 64.91 Acres
    • $20,028 per Acre

    Lot 7 Cedar Creek Grade, Winchester, VA

    Rare opportunity to own 64+ scenic acres on the desirable west side of Winchester, VA. This preservation parcel offers one building right and features a beautiful mix of open land and partial woodland, providing both usability and privacy. Formerly an apple orchard, the property is well suited for a small farm, specialty crops, or vineyard, with potential for additional uses with an approved

    Agent Photo

    Lori Bales

    Keller Williams Realty

    (540) 974-1542

    Lot 7 Cedar Creek Grade, Winchester, VA
  • /65

    $389,990 Open Sun 1PM - 3PM

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

    317 Gray Ave, Winchester, VA 22601

    Welcome to 317 Gray Ave in Winchester, Virginia. This charming Colonial blends historic character with extensive modern updates, creating the perfect balance of vintage appeal and contemporary comfort. The home features 4 bedrooms, 2 full bathrooms, and 1 half bathroom, along with a recently finished attic that offers flexible additional living space. The primary suite includes a beautifully

    Agent Photo

    Matthew Abregu

    Keller Williams Realty

    (540) 701-3590

    317 Gray Ave, Winchester, VA 22601
  • /23

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft

    514 Cather Ave, Winchester, VA 22601

    Welcome to this beautifully maintained home where classic charm meets modern versatility! Built in 1948, this property offers warmth, character, and flexible living spaces designed to fit today’s lifestyle. Step inside to a spacious main level featuring a bright and inviting family room, a dedicated dining area, and an eat-in kitchen—perfect for everyday living and entertaining. This home offers

    Agent Photo

    Paula Keiper

    EXP Realty, LLC

    (540) 452-9510

    514 Cather Ave, Winchester, VA 22601
  • /2

    $175,000

    • Land
    • 0.37 Acre
    • $472,973 per Acre

    719 Kennedy Dr, Winchester, VA 22601

    Vacant Lot in Rolling HillsOne of the last opportunities to own a vacant lot in the desirable Rolling Hills community. This property offers the perfect setting to build your new home or presents an excellent opportunity for a long-term investment. Enjoy a well-established neighborhood with limited remaining buildable lots. Buyer to verify zoning, utilities, and intended use. Water and Sewer

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    (540) 709-9357

    719 Kennedy Dr, Winchester, VA 22601
  • /22

    $949,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,546 Sq Ft

    0 Oak Ridge Ln Unit VAFV2039728, Winchester, VA 22602

    TO BE BUILT: Fauver and Browning Homes proudly presents The Tremont House—a masterfully designed modern residence that blurs the line between architecture and nature. Thoughtfully crafted to harmonize with its surroundings, this home offers a calm, refined living experience. Tucked at the end of a private cul-de-sac in desirable Fairway Estates, overlooking Winchester Country Club, the design

    Agent Photo

    Jeanne Mezzatesta

    Colony Realty

    (540) 698-4119

    0 Oak Ridge Ln Unit VAFV2039728, Winchester, VA 22602
  • /26

    $349,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,784 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.

    DRB Homes Builder
    0 Tbd Weems Ln Unit 36470375, Winchester, VA 22601
  • /29

    $369,990 New Construction

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

    213 Monteith Dr, Winchester, VA 22601

    MOVE-IN READY! 3 Level Condo with Deck and Gourmet Kitchen! Explore Winchester’s new luxury townhome community. This three level interior row 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. Inside, the kitchen stands out with an extended island that seats four at counter height. The first

    DRB Homes Builder
    213 Monteith Dr, Winchester, VA 22601
  • /2

    $465,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    310 Longview Ave, Winchester, VA 22601

    Dave Milburn Coldwell Banker Realty

    310 Longview Ave, Winchester, VA 22601
  • /29

    $389,990 New Construction

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

    221 Monteith Dr, Winchester, VA 22601

    END OF ROW Luxury 3 level/3-bedroom townhome with 1 car garage located in the heart of Winchester! MOVE-IN READY! Explore Winchester’s new luxury townhome community. This three level end unit 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. Inside, the kitchen stands out with an extended

    DRB Homes Builder
    221 Monteith Dr, Winchester, VA 22601
  • /56

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,400 Sq Ft

    743 Berryville Ave, Winchester, VA 22601

    Welcome to 743 Berryville Ave in the heart of Downtown Winchester! This unique and versatile property offers exceptional space and flexibility with two fully equipped living areas on one lot.The main house features 4 bedrooms, 2 full bathrooms, 2 kitchens, and 2 laundry areas—ideal for multi-generational living or added convenience. Enjoy a spacious layout with plenty of room for everyone to

    Sineenat Sirimas Pearson Smith Realty, LLC

    743 Berryville Ave, Winchester, VA 22601
  • /60

    $642,900

    • 4 Beds
    • 2.5 Baths
    • 3,157 Sq Ft

    153 Harvest Ridge Dr, Winchester, VA 22601

    Welcome to 153 Harvest Ridge Drive, a beautifully appointed home tucked within the highly desirable Village at Harvest Ridge, a premier 55+ community offering comfort, quality, and ease of living. Designed for effortless main-level living, this home features a well-thought-out open floorplan that connects the living, dining, and kitchen spaces, creating a warm and inviting atmosphere with

    Jonathan Minerick Homecoin.com

    153 Harvest Ridge Dr, Winchester, VA 22601
  • /63

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

    832 Winder Ct, Winchester, VA 22601

    All-brick rancher located in the sought-after Early’s Green at Meadow Branch community, offering 1,974 finished square feet with 9-foot ceilings and true one-level living. The open floor plan provides excellent flow and is ideal for both everyday living and entertaining. Recent interior updates include new hardwood flooring in the main living room, and new carpet in all bedrooms. Tile flooring

    Barton Chasler Realty ONE Group Old Towne

    832 Winder Ct, Winchester, VA 22601
  • /39

    $576,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,865 Sq Ft

    CLIFTON Plan at Willow Run, Winchester, VA 22601

    The Clifton by D.R. Horton is a stunning new construction, ranch home plan featuring 1,865 square feet of living space, 3 bedrooms, 2 bathrooms, and a 2-car garage. With a roomy and flexible floor plan, the Clifton is just as inviting as it is functional! Prepare to be enchanted by the spacious kitchen, equipped with brand-new stainless-steel appliances, sleek countertops, and cabinets that offer

    D.R. Horton Builder
    105 Trellis View Ln Unit 36406655, Winchester, VA 22601
  • /46

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft

    25 W Southwerk St, Winchester, VA 22601

    Welcome to this beautifully updated gem in the heart of Winchester! From the moment you arrive, the expansive front porch invites you to sit back and enjoy the charm of one of the city's most sought-after locations. Situated just moments from Handley High School, vibrant downtown shops, local restaurants, and scenic parks, this home offers the perfect balance of neighborhood tranquility and

    Dan Whitacre Colony Realty

    25 W Southwerk St, Winchester, VA 22601
  • /54

    $445,000

    • 3 Beds
    • 2.5 Baths
    • 1,938 Sq Ft

    413 George St, Winchester, VA 22601

    Beautifully updated 3 bedroom, 2.5 bathroom single family home tucked on a quiet street in Winchester. The main level features updated flooring and a renovated kitchen with granite countertops, stainless steel appliances, shaker cabinetry, and a stylish backsplash. The primary suite offers a beautifully updated en suite featuring ceramic tile flooring, a tiled shower, and a luxury jet shower

    Shannon Jones Pearson Smith Realty, LLC

    413 George St, Winchester, VA 22601
  • /20

    $369,990 New Construction

    • 3 Beds
    • 4 Baths
    • 2,000 Sq Ft

    105 Boone Ct, Winchester, VA 22602

    Brand New & Move-In Ready in Rossum Crossing!Located close to shopping and dining — convenience at its best! The St. Paul Townhome offers up to 2,000 sq ft with: 3 Bedrooms 2 Full Baths + 2 Half Baths 1-Car Garage Open-concept main level with a spacious family room flowing into a modern kitchen featuring: Large island Breakfast nook Pantry Composite deck – perfect for relaxing or entertaining

    Jimmy Thomas New Home Star Virginia, LLC

    105 Boone Ct, Winchester, VA 22602
  • /55

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    308 Ridge Ave, Winchester, VA 22601

    Charming all-brick ranch offering comfortable one-level living in a highly convenient location! This well-maintained home features 3 bedrooms and 2 baths on the main level, along with a spacious living room highlighted by a cozy fireplace. A formal dining room provides the perfect space for entertaining, while the kitchen offers ample workspace and connects conveniently to the main-level laundry

    John Scully Colony Realty

    308 Ridge Ave, Winchester, VA 22601
  • /114

    $539,900

    • 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 living

    Krissy Cruse Pearson Smith Realty, LLC

    720 S Kent St, Winchester, VA 22601
  • /37

    $424,900

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

    1025 S Loudoun St, Winchester, VA 22601

    TONS OF UPGRADES! This home has been updated top to bottom. From the roof, windows, kitchen, bathrooms, light fixtures, HVAC, and so on. Located just 1 block from Handley High School, this home and all of its high end improvements make it a treasure waiting to be discovered. As you walk through this home you'll notice that a ton of care and thoughtfulness was put into what it is today. The

    Michael Sprague Samson Properties

    1025 S Loudoun St, Winchester, VA 22601
  • /21

    $379,990 New Construction

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

    218 Monteith Dr, Winchester, VA 22601

    End of Row Townhome With All Three Finished Levels! This three level end of row townhome 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. Inside, the kitchen stands out with an extended island that seats four at counter height. The first level includes a private finished recreation room and

    DRB Homes Builder
    218 Monteith Dr, Winchester, VA 22601
  • /61

    $459,000

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

    2250 Roosevelt Blvd, Winchester, VA 22601

    Charming Cape Cod nestled in a quiet residential neighborhood, just minutes from Route 11 and I-81 for easy commuting. This light-filled home welcomes you with a bright living room featuring a stunning stone fireplace as its centerpiece. The cabinet-packed kitchen is the heart of the home and offers granite countertops and a bar-height peninsula that opens seamlessly to the living room . The main

    Heloisa Amar Samson Properties

    2250 Roosevelt Blvd, Winchester, VA 22601
  • /20

    $374,990 New Construction

    • 3 Beds
    • 4 Baths
    • 1,910 Sq Ft

    105 Boone Ct, Winchester, VA 22602

    Brand New! Move-in ready at Rossum Crossing townhome community, conveniently located near shopping and dining options. The St. Paul Townhome features three bedrooms, two full and two 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

    Dorelba Estrada New Home Star Virginia, LLC

    105 Boone Ct, Winchester, VA 22602
  • /45

    $475,000

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

    823 Woodland Ave, Winchester, VA 22601

    Charming on the outside, modern on the inside Located in a charming, very quiet neighborhood, this home offers the perfect blend of timeless character and a fully modern renovation. Featuring 3 beautifully updated levels, the home showcases new Bruce hardwood flooring throughout with no transitions, creating a seamless, elegant flow and easy mobility. Every detail has been thoughtfully upgraded

    Lenora Zaccur Coldwell Banker Realty

    823 Woodland Ave, Winchester, VA 22601
  • /55

    $473,500

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

    620 Crystal Ct, Winchester, VA 22601

    Back and better than EVER! New Sales Price!! Rare Cul-de-Sac Gem in the Heart of Winchester! Now priced nearly $20,000 under appraisal value!! Discover the perfect blend of tranquility and city convenience at 620 Crystal Court. Situated in a sought-after, quiet cul-de-sac right in the center of Winchester, this stunning 4-bedroom, 2.5-bathroom residence has been thoughtfully updated and is ready

    VAIBHAV AGARWAL Realty FC, LLC

    620 Crystal Ct, Winchester, VA 22601
  • /24

    $389,990 New Construction

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

    201 Monteith Dr, Winchester, VA 22601

    End Of Row Townhome With 1 Car Garage & Rear Deck! MOVE-IN READY! Explore Winchester’s new luxury townhome community. This three level end of row 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. Inside, the kitchen stands out with an extended island that seats four at counter height, range

    DRB Homes Builder
    201 Monteith Dr, Winchester, VA 22601
  • /21

    $389,990 New Construction

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

    117 Boone Ct, Winchester, VA 22602

    Immediate Move-in at Rossum Crossing! 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

    Dorelba Estrada New Home Star Virginia, LLC

    117 Boone Ct, Winchester, VA 22602
  • /12

    $80,000

    • Land
    • 0.13 Acre
    • $615,385 per Acre

    520 Highland Ave, Winchester, VA 22601

    Empty lot ready to build a home one. The lot is fully fenced with front and rear gates. The front of the lot meets the sidewalks and road of Highland Ave. The rear of the lot meets a gravel alley way that could give access to off street parking on this lot. Homes in the city are in demand, so don't miss this opportunity. Zoned HR-1Can only be used for single family dwellingsFront setback:

    Michael Sprague Samson Properties

    520 Highland Ave, Winchester, VA 22601
  • /11

    $80,000

    • Land
    • 0.08 Acre
    • $1,000,000 per Acre

    24 N Pleasant Valley Rd, Winchester, VA 22601

    Ready for building! Clear open lot that is ready for a home to be built. Winchester City is the fastest growing city in the state and homes are in high demand. Don't miss your opportunity. Property has road front access as well as a gravel alley in the rear that could be used for access to off street parking.Zoned MR - medium density residential districtCan only be used for single family

    Michael Sprague Samson Properties

    24 N Pleasant Valley Rd, Winchester, VA 22601
  • /17

    $339,000

    • 3 Beds
    • 1 Bath
    • 1,699 Sq Ft

    2956 Grace St, Winchester, VA 22601

    Welcome to 2956 Grace Street — a 3-bedroom, 1-bath ranch-style home offering comfortable single-level living in Winchester, where a simple, functional layout and everyday ease come together. Inside, the home opens to a light-filled living area with hardwood floors that add warmth and character, creating a comfortable place to gather or unwind at the end of the day. The kitchen offers workspace

    Carolyn Young Samson Properties

    2956 Grace St, Winchester, VA 22601
  • /37

    $420,000

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    17 E Leicester St, Winchester, VA 22601

    Classic brick “American Foursquare” house in Winchester’s historic district. . This well maintained 1928 home was designed and built by “ole time” craftsmen who had an appreciation for solid, quality construction. What better way to spend wonderful lazy evenings or morning coffee than on the expansive 23-foot long front porch with a ceiling fan. This 4 bedroom, 2 bath home is located in the

    Roger Lamborne MarketPlace REALTY

    17 E Leicester St, Winchester, VA 22601
  • /2

    $400,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 1,011 Sq Ft

    605 Dunlap St, Winchester, VA 22601

    Perfectly home on a quiet lot embraced by mature, stately trees, this 5-bedroom, 2 full-bathroom home offers both seclusion and incredible proximity to Winchester's finest amenities, schools, shopping, and major commuter routes. This residence has been completely reimagined, blending the enduring strength, high-end modern finishes. The moment you enter, you are greeted by the seamless flow of

    Alexandra Brown Spring Hill Real Estate, LLC.

    605 Dunlap St, Winchester, VA 22601
  • /59

    $889,000

    • 5 Beds
    • 4.5 Baths
    • 4,957 Sq Ft

    1540 Meadow Branch Ave, Winchester, VA 22601

    An exceptional offering of luxury living in the City of Winchester, this stately brick residence presents 4,958 square feet or refined, custom-designed living space. The home features 5 generously sized bedrooms and 4.5 beautifully appointed bathrooms, thoughtfully crafted for both elegant entertaining and everyday comfort. Rich architectural details and custom finishes are showcased throughout,

    John Schroth Colony Realty

    1540 Meadow Branch Ave, Winchester, VA 22601
  • /21

    $384,900

    • 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
  • /97

    $1,200,000

    • 6 Beds
    • 5 Baths
    • 6,682 Sq Ft

    217 W Boscawen St, Winchester, VA 22601

    Historic Water Street Inn a magnificent legacy residence, profitable Bed & Breakfast, or sophisticated professional office opportunity! Located in Winchester's Historic District, two blocks from Old Town Walking Mall! Six large bedrooms and five full baths, this historically significant property is one of a kind, offering private garden spaces, romantic terraces, sunlight filled porches, and

    Gillian Greenfield Coldwell Banker Premier

    217 W Boscawen St, Winchester, VA 22601
  • /43

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,405 Sq Ft

    1851 Melvor Ln, Winchester, VA 22601

    Extremely well-maintained 2-bedroom, 2-bath Ranch home in the desirable Willow Lawn Cottages 55+ community. This main-level living home features an open floor plan, vaulted ceiling, solar tubes for natural light, and a cozy gas fireplace in the living room. The primary suite offers a private bath, while a bright Florida room provides additional space for relaxing or entertaining. Step outside to

    RoxAnn Grimes RE/MAX Roots

    1851 Melvor Ln, Winchester, VA 22601

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