Homes for Sale near The Independent School of Winchester

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  /12

  $90,000

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft

  222 Liberty Ave, Winchester, VA 22601

  **OFFER DEADLINE OF 2PM ON 8/1**Investor, builder, or renovation enthusiast—this is the opportunity you’ve been waiting for!This 2-bedroom, 1-bath home is a true fixer-upper with serious potential. Whether you’re looking to take on a full gut renovation or tear it down and start from scratch, this property is a blank canvas ready for your vision. With 882 square feet of interior

  Chris Craddock EXP Realty, LLC

  222 Liberty Ave, Winchester, VA 22601
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  /31

  $425,000

  • Studio
  • 1,298 Sq Ft

  815 Woodland Ave, Winchester, VA 22601

  TWO HOMES FOR THE PRICE OF ONE! Welcome to a unique investment or multi-generational living opportunity with two separate homes on one property!Front House (815 Woodland Ave): On-street parking - 1400 Fin Sq FtThis charming 1920s Craftsman-style Cape Cod offers 3 bedrooms and 1 full bathroom, featuring a welcoming large front porch, original hardwood floors, updated electrical systems,

  RoxAnn Grimes RE/MAX Roots

  815 Woodland Ave, Winchester, VA 22601
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  /33

  $299,000

  • 4 Beds
  • 2 Baths
  • 2,058 Sq Ft

  566 N Loudoun St, Winchester, VA 22601

  Welcome to 566 N Loudoun Street, a spacious 4-bedroom, 2-full-bath home offering a fantastic blend of historic appeal and modern potential in Winchester, VA. This property boasts classic hardwood floors throughout and valuable off-street parking, a significant benefit in this area. Enjoy the outdoors with a large covered front porch perfect for relaxing, and a private patio in the rear, all

  Dan Whitacre Colony Realty

  566 N Loudoun St, Winchester, VA 22601
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  /78

  $1,300,000

  • 5 Beds
  • 4.5 Baths
  • 5,117 Sq Ft

  325 Windsor Ln, Winchester, VA 22602

  Welcome to 325 Windsor Lane, a stately brick Georgian-style home on 5 open and wooded acres in Winchester’s desirable Long Meadows community. This timeless residence offers privacy, serenity, and refined indoor-outdoor living just minutes from Winchester. Inside, the gourmet kitchen is a culinary showpiece featuring 36" custom cabinetry, granite countertops, two Sub-Zero refrigerators, a

  Sherry Pullen Weichert Realtors - Blue Ribbon

  325 Windsor Ln, Winchester, VA 22602
• 

  

  

  /23

  $300,000

  • 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
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  /46

  $460,000

  • 4 Beds
  • 2.5 Baths
  • 2,523 Sq Ft

  2876 Packer St, Winchester, VA 22601

  Spacious 4-Bedroom Colonial in a Prime Winchester Location!This 4-bedroom, 2.5-bath colonial offers over 2,500 square feet of finished living space across three levels, ideally located just minutes from I‐81 and Route 66 for easy commuting and convenience.Inside, hardwood floors span the main level, where a bright, open layout is perfect for everyday living and entertaining. The kitchen

  Kristina Towns Weichert Realtors - Blue Ribbon

  2876 Packer St, Winchester, VA 22601
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  /52

  $250,000

  • 3 Beds
  • 3 Baths
  • 2,090 Sq Ft

  123 Old Bethel Ln, Winchester, VA 22603

  Welcome to 123 Old Bethel Ln – a spacious manufactured home situated on a beautiful lot that may exceed tax-recorded acreage (buyer to verify with survey). This property has served as a long-time family home and is now ready for a new chapter—offering affordability, space, and potential. The home includes multiple living areas, intact appliances, some updated windows, and a layout that could be

  Fawn Deitsch RE/MAX Gateway

  123 Old Bethel Ln, Winchester, VA 22603
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  /39

  $419,900 Open House 8/17

  • 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
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  /36

  $390,000

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  111 Old Dominion Dr, Winchester, VA 22603

  Welcome to 111 Old Dominion Dr — a beautifully maintained colonial nestled in a desirable Winchester neighborhood. This 3-bedroom, 2.5-bath detached home offers 1,664 square feet of bright, open living space featuring crown molding, recessed lighting, and modern finishes throughout (roof was changed in 2021, AC changed in 2021, water heater in 2021). The updated kitchen boasts quartz countertops,

  Carolina Mosquera Weichert, REALTORS

  111 Old Dominion Dr, Winchester, VA 22603
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  /91

  $959,000

  • 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
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  /19

  $308,000

  • 2 Beds
  • 1 Bath
  • 1,027 Sq Ft

  104 Redwood Ln, Winchester, VA 22603

  Charming 2bedroom 1bath house located minutes from downtown Winchester in Frederick County. House features a large kitchen, mudroom, attic, basement and large fenced in back yard. This house has the potential to become a four bedroom as the current owner has started framing in the upstairs for two additional bedrooms along with electrical hookup. Water heater is 2 years old and HVAC system is

  Courtney Spaid Crum Realty, Inc.

  104 Redwood Ln, Winchester, VA 22603
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  /36

  $419,900

  • 2 Beds
  • 2 Baths
  • 1,664 Sq Ft

  100 Candlewick Dr, Winchester, VA 22602

  “Cottage on Candlewick” - Welcome to easy, one-level living in the highly sought-after Cross Creek Village, a 55+ community designed for comfort, convenience, and connection. This beautifully maintained 2-bedroom, 2-bath home offers over 1,600 square feet of thoughtfully designed living space—all on one level for maximum accessibility.Perfectly situated near the front of the neighborhood

  Mark Francis ICON Real Estate, LLC

  100 Candlewick Dr, Winchester, VA 22602
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  /51

  $1,195,000

  • 7 Beds
  • 4.5 Baths
  • 6,380 Sq Ft

  207 Westview Dr, Winchester, VA 22603

  Welcome to 207 Westview Drive, a secluded sanctuary nestled on just over six wooded acres in the heart of the Shenandoah Valley—mere minutes from the charm of Historic Old Town Winchester. With over 6,600 square feet of beautifully finished living space, this one-of-a-kind property offers the perfect blend of luxury, comfort, and natural beauty. Tucked deep into the trees, yet close to shops,

  Carolyn Young Samson Properties

  207 Westview Dr, Winchester, VA 22603
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  /26

  $385,000

  • 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
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  /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
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  /40

  $469,900

  • 5 Beds
  • 2 Baths
  • 1,956 Sq Ft

  116 S Pleasant Valley Rd, Winchester, VA 22601

  Welcome to 116 South Pleasant Valley Road! This fully-renovated gem has been meticulously transformed to offer a truly luxurious and modern living experience. You'll immediately appreciate the high-end finishes that grace every corner, making it feel brand new. Featuring 2 HVAC systems. The updated kitchen is a chef's delight, featuring new porcelain tile floors, sleek modern cabinetry, and

  Dan Whitacre Colony Realty

  116 S Pleasant Valley Rd, Winchester, VA 22601
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  /21

  $425,000

  • 5 Beds
  • 2 Baths
  • 1,710 Sq Ft

  912 Opequon Ave, Winchester, VA 22601

  Welcome to 912 Opequon Ave- Spacious, Updated & Perfectly Located in Winchester !Opportunity meets versatility in this beautifully updated 5 bedrooms, 2 bath home nestled in one of Winchester most walkable and convenient neighborhoods! Whether you're a homeowner seeking flexible living space or an investor eyeing income potential, this property checks every box . Freshly painted interior

  max cortijo Fairfax Realty of Tysons

  912 Opequon Ave, Winchester, VA 22601
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  /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
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  /56

  $875,000

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

  1504 Brookdale Ct, Winchester, VA 22601

  Paint/Carpet allowance up to $15,000 credit with an acceptable offer.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

  Julie Shiley Coldwell Banker Realty

  1504 Brookdale Ct, Winchester, VA 22601
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  /5

  $289,500

  • 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
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  /45

  $399,900

  • 4 Beds
  • 1.5 Baths
  • 2,860 Sq Ft

  684 Berryville Ave, Winchester, VA 22601

  Come check out this 4-bedroom 1.5 bath 4 level Brick Colonial with a Detached Garage all on a double lot, updated roof, windows, new plumbing & water heater, updated electric & panel box. There is plenty of room to grow and put your flavor in the walk-up attic and basement. Home has the original Hardwood floors & Beautiful Woodworking that has never been painted on the main level. Large, Covered

  Richard Kozlowski Long & Foster Real Estate, Inc.

  684 Berryville Ave, Winchester, VA 22601
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  /8

  $1,400,000

  • Land
  • 6 Acres
  • $244,328 per Acre

  1667 N Frederick Pike, Winchester, VA 22603

  Great highway exposure exposure to state route 37 the bypass around the West side of Winchester and and 5222 north or North Frederick Pike entrance at a signalized intersection

  John Scully Colony Realty

  1667 N Frederick Pike, Winchester, VA 22603
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  /41

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,165 Sq Ft

  327 Bryarly Rd, Winchester, VA 22603

  Charming Countryside Cape Cod on a Meticulously Maintained 1.25 acres! Motivated seller! Welcome to 327 Bryarly Drive, Winchester, VA 22603 – a beautifully updated Cape Cod-style home nestled on a serene and private 1.25 Acre lot. Originally built in 1941, this residence exudes countryside charm and character, while offering numerous modern upgrades.Step inside to discover 3 spacious

  Lisa Behr Coldwell Banker Premier

  327 Bryarly Rd, Winchester, VA 22603
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  /56

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,581 Sq Ft

  1080 Old Bethel Church Rd, Winchester, VA 22603

  Notice: Private Property/Working Homestead, Do NOT enter/walk property without appointment. Turnkey Homestead on 5+ Acres | Updated 4BR Home with Farm InfrastructureWelcome to this versatile and well-maintained property located in the pastoral countryside of Frederick County, VA. Situated on 5.07 acres, this 4-bedroom, 3.5-bath home offers modern updates, flexible living spaces, and a

  Samantha Armel EXP Realty, LLC

  1080 Old Bethel Church Rd, Winchester, VA 22603
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  /58

  $1,129,000

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

  1020 Breckinridge Ln, Winchester, VA 22601

  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 residence features a main-level bedroom and full bath—ideal

  Sheila Pack RE/MAX Roots

  1020 Breckinridge Ln, Winchester, VA 22601
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  /40

  $465,000

  • 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
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  /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
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  /81

  $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
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  /32

  $499,900

  • 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 ready conditionThis home offers the perfect blend

  Cherish Green Coldwell Banker Elite

  201 Parkway St, Winchester, VA 22601
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  /27

  $339,000

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

  425 Beechcroft Rd, Winchester, VA 22601

  Looking for one level living in a sturdy, large (over 2000+/- SF) brick rancher close to all amenities? Restaurants and stores all within a couple of miles including Jim Barnett Park (swimming pools, yay). Easy access to major commuter routes. Relax on the huge front porch or rear covered patio in the private, fully fenced backyard. Semi-open floor plan in the main area bracket the kitchen

  Laurel Murray Samson Properties

  425 Beechcroft Rd, Winchester, VA 22601
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  /60

  $349,990

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft

  1005 Pennsylvania Ave, Winchester, VA 22601

  This charming classic brick ranch in Winchester, VA, features 3 bedrooms and 2 full bathrooms, with easy access to downtown Winchester. As you approach, the covered front porch sets a welcoming tone. The basement has a separate entrance and additional space for bedrooms, a laundry area, and a full bathroom. Recent updates include an HVAC system, a washer and dryer, and complete renovations of

  Nathalie Acosta Spring Hill Real Estate, LLC.

  1005 Pennsylvania Ave, Winchester, VA 22601
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  /62

  $765,000

  • 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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  /26

  $499,900 Open Sat 11AM - 1PM

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

  811 Berryville Ave, Winchester, VA 22601

  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
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  /69

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  1793 N Hayfield Rd, Winchester, VA 22603

  Back on the market - the buyer's home did not sell.Charming all-brick ranch home on a spacious .97-acre lot, featuring 3 bedrooms, 2.5 baths, and traditional style throughout. Enjoy a covered front porch, rear deck, living room with fireplace, separate dining room, and eat-in kitchen. Includes a 2-car garage and no HOA. Ideally located—peaceful setting just outside of town, yet only 10

  RoxAnn Grimes RE/MAX Roots

  1793 N Hayfield Rd, Winchester, VA 22603
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  /47

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,952 Sq Ft

  164 Bethel Grange Rd, Winchester, VA 22603

  Beautiful brick ranch in a lovely rural setting with mountain views and only minutes to town amenities. Sellers are installing new central air conditioning . 3 bedrooms, 1 1/2 baths with a shower stall in mud room downstairs. Country kitchen with adjoining carport. Large living room front window with nice view of Round Hill. Extra closets. 4 ft hallway with ceiling fan. 5x16 covered front

  Cathy Durbin Crum Realty, Inc.

  164 Bethel Grange Rd, Winchester, VA 22603
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  /8

  $150,000

  • Land
  • 0.16 Acre
  • $937,500 per Acre

  1415 Ramseur Ln, Winchester, VA 22601

  This 0.16-acre lot is a rare opportunity to own a homesite in the desirable Early’s Green at Meadowbranch subdivision, located in the heart of Winchester. Nestled within a beautifully maintained community, this property offers access to fantastic amenities including common grounds, a swimming pool, and tennis courts—perfect for enjoying an active and social lifestyle. Conveniently located near

  Sheila Pack RE/MAX Roots

  1415 Ramseur Ln, Winchester, VA 22601
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  /37

  $389,000

  • 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
• 

  

  /54

  $724,900

  • 4 Beds
  • 3 Baths
  • 3,482 Sq Ft

  1419 Ramseur Ln, Winchester, VA 22601

  (Not a 55 community)This beautifully maintained brick front rancher offers a spacious layout with 4 bedrooms and 3 full baths, situated in the desirable Early's Green at Meadowbranch community.Enjoy the comfort of single-level living with the added bonus of a finished basement with a professionally built bar—perfect for entertaining, hobbies, or extra living space. Hardwood flooring under

  Sheila Pack RE/MAX Roots

  1419 Ramseur Ln, Winchester, VA 22601
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  /87

  $699,900 Open Sun 1PM - 3PM

  • 5 Beds
  • 6 Baths
  • 3,824 Sq Ft

  504 Old Fort Rd, Winchester, VA 22601

  Handsome Colonial loaded with possibilities, from a multigenerational home to spacious entertaining venues. It features a Main Floor ensuite Bedroom and expansive finished basement with kitchenette and outside entrance for possible in-law suite. Inviting lot with large pool and covered and open decks in large privacy fenced back yard. Conveniently located in lovely, well-maintained

  Dallas Croft Samson Properties

  504 Old Fort Rd, Winchester, VA 22601
• 

  

  /27

  $339,900

  • 3 Beds
  • 1 Bath
  • 1,024 Sq Ft

  509 W Cork St, Winchester, VA 22601

  Location, Location, Location! Nestled in the heart of Winchester on the sought-after west side, this recently renovated 3-bedroom, 1-bath home offers modern comforts with a touch of classic charm. Step inside to discover a brand-new kitchen featuring gleaming white cabinets and exquisite granite countertops, perfect for culinary enthusiasts. The updated bathroom boasts a stylish tiled tub,

  Dan Whitacre Colony Realty

  509 W Cork St, Winchester, VA 22601

Showing Results 41 - 80, Page 2 of 5