Winchester, VA Homes for Sale under $400,000

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  $305,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 858 Sq Ft

  525 E Cork St, Winchester, VA 22601

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

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 900-1951

  525 E Cork St, Winchester, VA 22601
• Explore Winchester

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  $380,000

  • 4 Beds
  • 3 Baths
  • 1,888 Sq Ft

  408 Valley Mill Rd, Winchester, VA 22602

  Spacious Split Foyer Home in Winchester, VAConveniently located for both commuters and locals, this 2,128 sq. ft. split foyer home offers easy access to Route 7 and I-81, and is just minutes from FoodMaxx, Martin’s, and a variety of restaurants and fast-food options.Inside, you’ll find 4 comfortable bedrooms plus an additional lower-level room that can serve as a home office, gym,

  

  Carlos Soares

  Samson Properties

  (540) 583-4549

  408 Valley Mill Rd, Winchester, VA 22602
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  $399,500

  • 4 Beds
  • 3.5 Baths
  • 2,783 Sq Ft

  500 Quail Dr, Winchester, VA 22602

  500 Quail Dr, Winchester, VA – Beautifully Maintained 4 BR Home in Scenic VirginiaNestled in one of the most picturesque areas of Virginia, this spacious 4-bedroom, 3.5-bathroom home offers the perfect blend of charm, comfort, and convenience. Located just minutes from Interstate 81, you’ll enjoy easy access to commuting routes while still savoring the peace and beauty of your

  

  Dunia Woodward

  Impact Real Estate, LLC

  (540) 274-2342

  500 Quail Dr, Winchester, VA 22602
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  $300,000

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft

  112 Star Fort Dr, Winchester, VA 22601

  Unlock the Potential! 3BR/2BA Fixer-Upper in Winchester/Frederick County. Nestled in a quiet Cul De Sac in Frederick County, this 3-bedroom, 2-bath home is bursting with potential and ready for a visionary buyer to bring it back to life. Whether you're looking to renovate and resell or transform this into a charming personal residence, the canvas is yours to create something

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 502-3981

  112 Star Fort Dr, Winchester, VA 22601
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  $399,990 New Construction

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

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

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

  

  DRB Homes

  Builder

  0 Tbd Weems Ln Unit 36470375, Winchester, VA 22601
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  /31

  $397,990 New Construction

  • 4 Beds
  • 2.5 - 3.5 Baths
  • 1,966+ Sq Ft

  St Paul Plan at Winchester Ridge Townhomes, Winchester, VA 22602

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  

  Maronda Homes

  Builder

  161 Williamson Rd Unit 37409245, Winchester, VA 22602
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  /23

  $374,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,752+ Sq Ft

  Northgate Plan at Hiatt Pointe at Snowden Bridge - 55+ Villas Collection, Winchester, VA 22603

  This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

  

  Brookfield Residential

  Builder

  105 Wagtail Ln Unit 36578847, Winchester, VA 22603
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  $359,000

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  146 Sunshine Dr, Winchester, VA 22602

  Perfect and adorable 3-bedroom, 2-bath home! Step in from your covered carport—ideal for keeping the weather off your car—into a spacious mudroom with a washer and dryer that convey (only 2 years old!), cabinets for storage, and a convenient utility sink. The kitchen has been freshly painted, and features upgraded countertops, a stylish backsplash, and tile flooring. The open floor plan flows

  Brandi Marcum Pearson Smith Realty, LLC

  146 Sunshine Dr, Winchester, VA 22602
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  /20

  $355,900

  • 3 Beds
  • 2 Baths
  • 1,208 Sq Ft

  108 Fenwick Ct, Winchester, VA 22602

  Step inside this well-loved one-level home, perfect for starting out or settling in. With 3 comfortable bedrooms and 2 full baths, there’s plenty of space to relax and make your own. The easy single-floor layout makes everyday living a breeze, while the convenient location near Route 7 keeps you close to everything you need. A wonderful opportunity in a welcoming neighborhood. Come see the

  Kathleen Hobbs ERA Oakcrest Realty, Inc.

  108 Fenwick Ct, Winchester, VA 22602
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  /35

  $359,900

  • 3 Beds
  • 3 Baths
  • 1,644 Sq Ft

  153 Denny, Winchester, VA 22603

  Welcome to this three bedroom, three bath, ranch home! Located in a dream location for commuters, the house sits on Winchester's east side, just off Rt. 7. The lot is over half an acre, which makes it easy to forget how close you are to shopping and restaurants! A large, freshly painted deck adorns the front of the home, ideal for porch sitting and entertaining. Inside, nearly all flooring is a

  Stephanie Ryall Realty ONE Group Old Towne

  153 Denny, Winchester, VA 22603
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  /41

  $360,000

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

  513 van Fossen St, Winchester, VA 22601

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

  Amy Longerbeam RE/MAX Roots

  513 van Fossen St, Winchester, VA 22601
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  $375,000

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

  715 Berryville Ave, Winchester, VA 22601

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

  William Steinmetz RE/MAX Roots

  715 Berryville Ave, Winchester, VA 22601
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  $389,900

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  133 Erie Trail, Winchester, VA 22602

  Professional photos on the way Discover this charming ranch-style home nestled in the desirable Shawneeland community, offering a perfect blend of comfort and outdoor enjoyment. This well-maintained 3-bedroom, 2-bathroom residence spans 1,456 sq ft and features a thoughtful layout with an entry-level bedroom, ideal for convenience. Step inside to find a welcoming combination kitchen/living area,

  Tracy Link Coldwell Banker Premier

  133 Erie Trail, Winchester, VA 22602
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  $389,900

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

  501 National Ave, Winchester, VA 22601

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

  Dave Spence RE/MAX Roots

  501 National Ave, Winchester, VA 22601
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  $389,000

  • 3 Beds
  • 3 Baths
  • 1,280 Sq Ft

  134 Cardinal Ln, Winchester, VA 22602

  One-level living with commuter convenience. This home offers 3 bedrooms and 2 full baths on the main level, including a primary suite with private bath. The lower level is unfinished but includes a full bathroom and connects directly to the attached one-car garage, giving plenty of storage and future finishing options.Located on Winchester’s east side, this property is positioned

  Barton Chasler Realty ONE Group Old Towne

  134 Cardinal Ln, Winchester, VA 22602
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  $399,990

  • 3 Beds
  • 3.5 Baths
  • 1,658 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
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  $359,900

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

  301 Liberty Ave, Winchester, VA 22601

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

  John Ashton Equity Realty

  301 Liberty Ave, Winchester, VA 22601
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  $359,900

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

  3 N Purcell Ave, Winchester, VA 22601

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

  mary kakouras On The Market Properties

  3 N Purcell Ave, Winchester, VA 22601
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  /26

  $365,000

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

  1004 S Cameron St, Winchester, VA 22601

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

  Patricia Salgado Metas Realty Group, LLC

  1004 S Cameron St, Winchester, VA 22601
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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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  $355,000

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft

  2940 Grace St, Winchester, VA 22601

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

  Lauren Smith-Washbourne Coldwell Banker Premier

  2940 Grace St, Winchester, VA 22601
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  /19

  $389,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,752 Sq Ft

  102 Heirloom, Winchester, VA 22603

  Ready for you to call home! Brand new, main level primary bedroom villa in Hiatt Pointe at Snowden Bridge, a gated community for those persons 55 or better offers everything you need without the maintenance you don't want! The open concept home with the primary bedroom and laundry on the entry level, a rear screened in porch and a 1 car garage! Upstairs, find two generous secondary bedrooms,

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  102 Heirloom, Winchester, VA 22603
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  $365,000 New Construction

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

  513 Pheasant Dr, Winchester, VA 22602

  Welcome to this newly built colonial in Wilde Acres situated on 1/4 acre lot nestled among the trees and surrounded by a wall made of native stone. Upon entry, enjoy the open living area and wood floors which make the space warm and comfortable. The galley kitchen offers ample counterspace and new stainless steel appliances. The convenient main level full bath also has hookup for stackable

  Ismael Carino MarketPlace REALTY

  513 Pheasant Dr, Winchester, VA 22602
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  $374,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,752 Sq Ft

  0 Heirloom Way Unit VAFV2021776, Winchester, VA 22603

  Build this Brand New Northgate villa in Brookfield Residential's newest Active Adult community, Hiatt Pointe at Snowden Bridge, a gated community for those persons 55 or better for 2025 move in!This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  0 Heirloom Way Unit VAFV2021776, Winchester, VA 22603
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  /19

  $359,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,850 Sq Ft

  1619 Tomahawk Trail, Winchester, VA 22602

  Builder offering $10K purchaser closing cost with acceptable offer. Brand New! Done! Top of the world views! Private. Over 1/2 acre lot private, stunning views of valley and mountains. Side load garage with garage windows across front. 3 bed, 3 full baths, 2 car garage, open floor plan, family rm and kitchen with vault. HW floors entire main floor and stairs, tile floors in all baths,

  Jim Thomson Realty ONE Group Old Towne

  1619 Tomahawk Trail, Winchester, VA 22602
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  $365,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  804 Pheasant Dr, Winchester, VA 22602

  ***Professional photos coming soon***Welcome home to this brand-new, one-level ranch tucked among the trees for peace and privacy. Featuring 3 bedrooms and 2 full baths, this thoughtfully designed home combines quality and comfort with modern finishes. The kitchen showcases gray base cabinets paired with white uppers, soft-close dovetail drawers, granite countertops, and stainless-steel

  Kim Hurst MarketPlace REALTY

  804 Pheasant Dr, Winchester, VA 22602
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  $365,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  508 Grouse Dr, Winchester, VA 22602

  Nestled in the charming Wilde Acres community, this stunning new construction home, completed in 2025, offers a perfect blend of modern design and traditional comfort. The Colonial architectural style, adorned with durable vinyl siding, invites you into a warm and welcoming space. Step inside to discover a thoughtfully designed interior featuring a traditional floor plan that seamlessly connects

  Steve DuBrueler Coldwell Banker Premier

  508 Grouse Dr, Winchester, VA 22602
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  $399,000

  • 5 Beds
  • 2 Baths
  • 3,378 Sq Ft

  3339 N Frederick Pike, Winchester, VA 22603

  Discover a rare opportunity just minutes from Winchester Medical Center and downtown—this large brick home sits on 5 wooded acres with multiple water features and endless potential. A large 2.5-acre shared pond in front. offering fishing, wildlife, and year-round natural beauty. The setting is private, serene, and ideal for those who love the outdoors—hunting, hiking, or simply enjoying the

  Angela Reed-Dennis Weichert Realtors - Blue Ribbon

  3339 N Frederick Pike, Winchester, VA 22603
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  /20

  $335,000

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

  553 Highland Ave, Winchester, VA 22601

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

  Teri Domanski Corcoran McEnearney

  553 Highland Ave, Winchester, VA 22601
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  $310,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 1,886 Sq Ft

  206 Eastside Ln, Winchester, VA 22602

  Welcome to this bright and inviting 3-level end-unit townhome, boasting over 2,000 square feet of finished living space. Filled with natural light and enhanced by timeless wainscoting, this home combines charm and functionality — all at a price below the competition, making it an exceptional value.The main level features a spacious living room with large windows, a dining area with sliding

  Adam Brand Pearson Smith Realty, LLC

  206 Eastside Ln, Winchester, VA 22602
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  $350,000

  • 3 Beds
  • 1 Bath
  • 1,210 Sq Ft

  387 E Pall Mall St, Winchester, VA 22601

  Charming remodeled ranch within walking distance to downtown Winchester! This 3-bedroom home offers a spacious full bathroom, updated kitchen, dining room, and cozy family room. The fenced yard includes a large outbuilding for storage or hobbies. Enjoy sidewalks and easy access to the Town Run walking trails just across the street. Unfinished basement provides room to expand. So much new in this

  Deborah Matthews ERA Oakcrest Realty, Inc.

  387 E Pall Mall St, Winchester, VA 22601
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  $349,000

  • 3 Beds
  • 1 Bath
  • 1,416 Sq Ft

  96 Molden Dr, Winchester, VA 22601

  Introducing this thoughtfully-updated 3-bedroom, 1-full bath brick rancher offering true turnkey living in a highly desirable location! Featuring modern upgrades and a partially finished basement, this home provides comfort and style. The centralized location is incredibly convenient, situated just steps from Daniel Morgan Middle School and only minutes from all the shopping, dining, parks, and

  Dan Whitacre Colony Realty

  96 Molden Dr, Winchester, VA 22601
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  $340,000

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  191 Chapman Ln, Winchester, VA 22603

  Cute as a button Cape Cod on over 2 acres and don't miss the contemporary (pretty cool) converted run in shed which can have multiple uses. Refinished hardwood floors, plenty of quaint spaces, massive decking, central ac, country kitchen with butcher block island, and move in ready. Land/land is unrestricted.

  Dave Spence RE/MAX Roots

  191 Chapman Ln, Winchester, VA 22603
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  $329,900

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  614 Remington Dr, Winchester, VA 22602

  Nestled in the serene Wilde Acres, this charming raised ranch offers a perfect blend of comfort and functionality. With 3 bedrooms, 2 full bathrooms, and a large basement. The full basement provides endless possibilities for customization. A finished room in the basement can turn into a large home office or a space for your guest. The basement is roughed in to add a 3rd bathroom. Step outside to

  Michael Sprague Samson Properties

  614 Remington Dr, Winchester, VA 22602
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  $369,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 4 Baths
  • 2,444 Sq Ft

  105 Worsham Terrace, Winchester, VA 22602

  This Is IT! Updated and modern 3 bed/ 4 bath Townhome, ready for You! Ground level entry leads up the stairway, to your main level living. Take in your bright and open Living Room, with ample natural light flooding in, and powder room just off entry. Stepping into the modern Kitchen, enjoy the granite counters, extended center island, hardwood floors, and ceiling-height cabinets. With space to

  Cindy Greenya Keller Williams Realty

  105 Worsham Terrace, Winchester, VA 22602
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  /31

  $305,000

  • 3 Beds
  • 2.5 Baths
  • 1,690 Sq Ft

  106 Sutton Ct, Winchester, VA 22601

  Looking for convenience, comfort, and updates already in place? This delightful townhouse is located in Winchester in the Huntington Meadows neighborhood, just minutes from shopping, dining, and all the amenities you need. Step inside to find a welcoming living space featuring newer flooring in the living room, new ceiling fans and a bright, functional kitchen with a new floor, updated

  Sharon Farinholt Realty ONE Group Old Towne

  106 Sutton Ct, Winchester, VA 22601
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  /35

  $334,900

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

  2225 Harrison St, Winchester, VA 22601

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

  Jim Stafford ERA Oakcrest Realty, Inc.

  2225 Harrison St, Winchester, VA 22601
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  /56

  $324,999

  • 2 Beds
  • 1.5 Baths
  • 935 Sq Ft

  129 E Cork St, Winchester, VA 22601

  Welcome home to this charming 2-bedroom Craftsman-style home! Inside, you’ll find a warm and comfortable interior filled with character, including beautiful refinished hardwood floors, built-ins in the living room, and a built-in china cabinet in the dining room. The newly remodeled kitchen features newer appliances, while the furnace and AC are approximately 2.5 years old.Upstairs offers

  Melissa Crider Sager Real Estate

  129 E Cork St, Winchester, VA 22601
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  /41

  $319,900

  • 4 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  211 Eastside Ln, Winchester, VA 22602

  Welcome to this spacious 4-bedroom, 2.5-bath townhouse located in the heart of Winchester! Perfectly positioned for commuters, this home offers easy access to Rt. 7 and I-81. Step inside to find stunning luxury vinyl flooring throughout the main level, combining modern style with low-maintenance living. The open floor plan offers generous living and dining areas, ideal for entertaining or

  Brooke Bare Samson Properties

  211 Eastside Ln, Winchester, VA 22602
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  /31

  $349,900

  • 4 Beds
  • 2 Baths
  • 915 Sq Ft

  414 Elm St, Winchester, VA 22601

  Completely renovated four-bedroom, two-bath home in Winchester. Upgraded kitchen with new 42-inch cabinets, quartz countertops, and brand new appliances. Tastefully painted, new windows, new flooring, new HVAC, upgraded electric fixtures, and plumbing. Totally remodeled bathrooms. Very spacious walkout basement with a bedroom and bath. Huge flat backyard with a stone patio.Excellent commuter

  Aracely Rivera First Decision Realty LLC

  414 Elm St, Winchester, VA 22601

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