Winchester, VA 2-Story Homes for Sale

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  /25

  $369,900

  • 3 Beds
  • 2.5 Baths
  • 1,505 Sq Ft

  113 Maury Way, Winchester, VA 22602

  Welcome home to 113 Maury Way! This lovely, almost-new home is ready for its new owner. Just two years young, this villa-style townhome sits in the sought-after active adult Winchester Landing community. Perfectly located on the east side of Winchester, everything you need is conveniently close by; shopping, restaurants, amenities, and all the commuter routes.The thoughtful layout is

  Amanda White Nova Home Hunters Realty

  113 Maury Way, Winchester, VA 22602
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  /40

  $314,900

  • 2 Beds
  • 1 Bath
  • 1,631 Sq Ft

  1666 Apple Pie Ridge Rd, Winchester, VA 22603

  "A Slice Of Apple Pie" This 2-bedroom, 1 full bath ranch style home is ready for it's next owner! With modern updates the open style floorplan is perfect for everyday living. Beautiful kitchen with new quartz countertops, new cabinets and stainless-steel appliances. Updated bathroom with a new toilet, new vanity and tile surrounding the new tub/shower. Loft area with new carpet! Home has been

  Matt Kilmer Samson Properties

  1666 Apple Pie Ridge Rd, Winchester, VA 22603
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  /46

  $399,900

  • 4 Beds
  • 2 Baths
  • 2,450 Sq Ft

  461 Imperial St, Winchester, VA 22601

  Charming Rancher In Winchester, VA!Beautifully updated 4-bedroom, 2 full bath home offers both comfort and functionality. Fully finished basement ALSO includes a spacious 12x28 workshop with walk-out level to fenced rear yard—yard extends beyond the fence line! NEW gas furnace and NEW gas water heater being installed for the new homeowner. Gorgeous hardwood floors throughout main level,

  Kara Burnett Samson Properties

  461 Imperial St, Winchester, VA 22601
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  /50

  $415,000

  • 4 Beds
  • 3 Baths
  • 2,255 Sq Ft

  290 Green St, Winchester, VA 22601

  Life just got easier in this Beautiful Home. Here is a wonderfully maintained property offering 4 Bedrooms and 3 Full Baths with fresh neutral paint, a private lot, handy 1 car garage with sparkling stamped concrete driveway, sidewalk and 2 finished levels. There is so much room! Step into the sunny upper level to find a nice open floor plan. Kitchen, living and dining flow easily into one

  Angela Duncan MarketPlace REALTY

  290 Green St, Winchester, VA 22601
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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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  /24

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  341 Wood Ave, Winchester, VA 22601

  Location, Location. Brick Rancher offers Walkout Basement, 4 Bedrooms, Two Full Baths. Hardwood Floors throughout. Front Entry Ceramic Tiled. Kitchen Luxury Vinyl Floor, New Dishwasher,Disposal, Refrigerator with Ice-maker( Not Hooked Up) and Electric Range. Basement Partially Finished with Brick Fireplace with Timberline Wood Stove Insert, Fourth Bedroom, Laundry and Storage Area. Rear 15x12

  George Johnson Jim Barb Realty Inc.

  341 Wood Ave, Winchester, VA 22601
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  /43

  $449,900

  • 3 Beds
  • 2 Baths
  • 2,018 Sq Ft

  2808 Saratoga Dr, Winchester, VA 22601

  Unbeatable location on quiet street with oversized parcel in city limits within walking distance of Creekside Station and Kernstown Battlefield. This property does not have covenants or restrictions and the detached carport can handle a slew of large vehicles. Interior has the necessary accommodations with sunroom, office/den and family room. Partial basement adds some storage but also a rec

  Dave Spence RE/MAX Roots

  2808 Saratoga Dr, Winchester, VA 22601
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  /60

  $1,999,999

  • 5 Beds
  • 6 Baths
  • 5,590 Sq Ft

  821 Apple Pie Ridge Rd, Winchester, VA 22603

  This extraordinary 5-bedroom, 6-bathroom estate sits on 14.44 acres across two parcels—5.0 acres on the front lot and 9.44 acres with the residence—just minutes from Winchester, Virginia. Designed for both everyday living and elegant entertaining, this home combines timeless style with modern luxury. Inside, hardwood floors and soaring ceilings enhance open, light-filled spaces. The recently

  Jason Saphire HomeZu.com of Virginia

  821 Apple Pie Ridge Rd, Winchester, VA 22603
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  /36

  $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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  /42

  $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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  /14

  $469,700 Open Sat 11AM - 2PM

  • 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, and carport with bolts in ceiling for your swing to overlook the large back yard. Then inside, new heat pump and central a/c system, new appliances with fingerprint resistant stainless-steel exterior, stainless steel liner inside the dishwasher, large cu ft counter depth

  Leo Smith CENTURY 21 New Millennium

  421 Superior Ave, Winchester, VA 22601
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  /92

  $1,175,000

  • 4 Beds
  • 3.5 Baths
  • 4,815 Sq Ft

  2321 Cedar Grove Rd, Winchester, VA 22603

  Escape to your own private retreat! This custom log home on 21 wooded acres offers space, comfort, and endless outdoor enjoyment—without the restrictions of an HOA. Featuring over 3,200 sq. ft. on the main level plus 1,600+ finished sq. ft. in the walkout basement, this home provides room for everyone.Inside, you’ll find 4 bedrooms, 3 1/2 baths, and 2 fireplaces, along with an outdoor

  Traci Shoberg RE/MAX Roots

  2321 Cedar Grove Rd, Winchester, VA 22603
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  /56

  $334,900

  • 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! Take a few steps up to this adorable downtown pad. 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

  Melissa Crider Sager Real Estate

  129 E Cork St, Winchester, VA 22601
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  /47

  $459,900

  • 3 Beds
  • 3.5 Baths
  • 2,686 Sq Ft

  106 Foxglove Dr, Winchester, VA 22602

  This 3BD/3.5BA Colonial combines modern upgrades with a versatile layout. The upper level showcases a spacious primary suite with dual walk-in closets and a bath featuring a soaking tub, glass-enclosed shower, and skylight. Two additional bedrooms with walk-in closets and a laundry room complete the floor. The main level offers a welcoming living room with fireplace, an updated kitchen with

  Matt Baer MarketPlace REALTY

  106 Foxglove Dr, Winchester, VA 22602
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  /46

  $468,000

  • 4 Beds
  • 3 Baths
  • 2,654 Sq Ft

  219 Milam Dr, Winchester, VA 22602

  Welcome to 219 Milam Drive, a spacious and updated all-brick rancher tucked in a quiet neighborhood just minutes from downtown Winchester, Route 7, and I-81. This four-bedroom, three-bath home offers over 2,700 square feet of finished living space, including a partially finished basement and additional storage or hobby rooms to suit your needs. Inside, you’ll find warm hardwood flooring, modern

  Kira Grubb Realty ONE Group Old Towne

  219 Milam Dr, Winchester, VA 22602
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  /56

  $569,900

  • 3 Beds
  • 3 Baths
  • 2,847 Sq Ft

  118 Harvest Ridge Dr, Winchester, VA 22601

  Beautifully conceived HOME....floorplan maximizes one level living. Meticulously maintained neighborhood of 55 and better homes. Move in ready with freshly painted interior. Updated kitchen with SS appliances. Brand new top of the line HVAC system. Tankless hot water heater. Main level features low level threshold from garage to main entry. Complemented by full basement with large rec

  Dallas Croft Samson Properties

  118 Harvest Ridge Dr, Winchester, VA 22601
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  /34

  $347,000

  • 3 Beds
  • 2.5 Baths
  • 1,534 Sq Ft

  102 Coralyrose Ct, Winchester, VA 22602

  Better Than New – Freshly Painted & Packed with Charm!Welcome to 102 Coralyrose Ct, a thoughtfully crafted townhome built in 2022 by a local custom builder. Unlike today’s cookie-cutter developments, this home showcases quality, character, and craftsmanship within a boutique enclave of just 15 residences tucked off Senseny Road.Step inside to find fresh paint throughout and luxury

  Rajesh Cheruku Ikon Realty - Ashburn

  102 Coralyrose Ct, Winchester, VA 22602
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  /44

  $379,900

  • 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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  /39

  $699,900

  • 4 Beds
  • 2 Baths
  • 1,946 Sq Ft

  289 Westview Dr, Winchester, VA 22603

  Several things have been done to make this a nice show stopper "show stopper". Over 13 acres nestled at the end of Westview Dr. So quiet, peace and serenity. Blacktop parking area to accomidate 4 cars in front of home and plenty of driveway parking, plus a 2 car garage close by with work area in the back with long bench table. Really nice knotty pine floors on first floor and carpet on the

  Harry Hamilton CENTURY 21 New Millennium

  289 Westview Dr, Winchester, VA 22603
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  /42

  $479,900

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

  703 National Ave, Winchester, VA 22601

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

  Jennifer Sacco RE/MAX Roots

  703 National Ave, Winchester, VA 22601
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  /30

  $220,000

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  376 Charles St, Winchester, VA 22601

  Welcome home to laid-back charm in Winchester, VA! This inviting 3-bedroom, 1-bath home offers character, comfort, and plenty of breathing room to make your own. Inside, rich hardwood floors add warmth and continuity from the living room through the main level, while oversized windows flood the spacious bedrooms with natural light. The kitchen has plenty of cabinet space and a layout that

  Chris Craddock EXP Realty, LLC

  376 Charles St, Winchester, VA 22601
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  /49

  $299,000

  • 2 Beds
  • 2 Baths
  • 2,795 Sq Ft

  159 Ashton Dr, Winchester, VA 22603

  Great Location! 2-Bedroom, 2-Bath Ranch with Great Potential! Sold "AS IS"Discover the possibilities in this spacious ranch-style home featuring 2 bedrooms and 2 full bathrooms. A large living room with a wood-burning fireplace. Kitchen and separate dining room. Hardwood flooring under carpet. The full basement offers a full bath, ample space for storage, a workshop, or future finished

  RoxAnn Grimes RE/MAX Roots

  159 Ashton Dr, Winchester, VA 22603
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  /38

  $409,000

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  163 Margaret Ln, Winchester, VA 22603

  (Magnificent Margaret) This home has a lot to offer: All bedrooms and bathrooms on the main level, fully updated kitchen with Stainless Steel Appliances (Fridge, Dishwasher, Stove, Microwave) Quartz counter top, built in pantry, remodeled bathrooms with a double vanity in the primary bathroom and a walk-in tile shower, Central Heating & Air, New windows, Laundry room, large driveway, two car

  Michael Sprague Samson Properties

  163 Margaret Ln, Winchester, VA 22603
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  /69

  $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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  /16

  $299,900

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  20 E Hart St, Winchester, VA 22601

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

  Meridee Powars Link Realty Services LLC

  20 E Hart St, Winchester, VA 22601
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  /34

  $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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  /49

  $315,000

  • 4 Beds
  • 1.5 Baths
  • 1,199 Sq Ft

  118 E Monmouth St, Winchester, VA 22601

  Charming Remodeled Colonial in Historic Old Town WinchesterYou’ll fall in love with this beautifully updated Colonial located in the heart of Winchester’s Historic District. Just steps from the Downtown Pedestrian Mall, Handley High School, and local shops and restaurants, this home blends timeless character with modern convenience.• 4 Bedrooms 1.5 Bathrooms• Restored original

  Scott Dawson Oakcrest Commercial LLC.

  118 E Monmouth St, Winchester, VA 22601
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  /93

  $898,000

  • 4 Beds
  • 3.5 Baths
  • 3,532 Sq Ft

  430 Saddleback Ln, Winchester, VA 22602

  Welcome to 430 Saddleback Lane in Sheridan's Miss. Located minutes to downtown Winchester, VA. This 8.51 acre lot features lush landscaping and mature trees, with just the right amount of open space. The in ground salt water pool is the perfect spot for these hot summer days! This home has been well maintained and it shows. Enjoy morning coffee on your covered wrap around deck on the

  Jim Stafford ERA Oakcrest Realty, Inc.

  430 Saddleback Ln, Winchester, VA 22602
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  $1,148,000

  • 5 Beds
  • 4.5 Baths
  • 5,426 Sq Ft

  410 Valley View Dr, Winchester, VA 22603

  Fresh to market is this unexpected property that offers the sense of home combined with the amenities of a full-time retreat. This country escape is located within minutes of town with NO HOA. Markets, restaurants, stores, shopping are handy for a quick errand and allows you to get back fast and enjoy a lazy day at the pool. Additional offerings include 9.83 private acres, a fully outfitted

  Angela Duncan MarketPlace REALTY

  410 Valley View Dr, Winchester, VA 22603
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  /28

  $265,000

  • 2 Beds
  • 1.5 Baths
  • 1,134 Sq Ft

  105 Chatham Square, Winchester, VA 22601

  Beautiful 2 level townhouse in established Huntington Meadows and eastside of Winchester allows you to get on the road to school, conveniences, work, or head north/south on I-81. Spacious bedrooms, large family room, gleaming hardwood floors, carpeted bedrooms, a massive back deck with fenced yard. All appliances convey which makes for minimum investment and move in ready!

  Dave Spence RE/MAX Roots

  105 Chatham Square, Winchester, VA 22601
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  /58

  $649,900

  • 5 Beds
  • 3.5 Baths
  • 4,144 Sq Ft

  108 Katie Ln, Winchester, VA 22602

  Big price drop! Bring all offers!Welcome to 108 Katie Lane in beautiful Stonebrook Farms. This classic brick home has space, charm, and a setting that feels like home the moment you pull up. With five large bedrooms, including a comfortable primary suite, there is room for everyone.The main level features an open floor plan with hardwood floors throughout, creating a warm and

  Sharon Farinholt Realty ONE Group Old Towne

  108 Katie Ln, Winchester, VA 22602
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  /68

  $794,950

  • 5 Beds
  • 4.5 Baths
  • 4,434 Sq Ft

  111 Abrams Pointe Blvd, Winchester, VA 22602

  Gracious living abounds in this 3 years young Preston model in the prestigious community of Abrams Pointe. Designed for daily living and entertaining with several upgrades and custom features, this home offers it all on a .49AC lot backing to trees for privacy. The first floor offers 10' high ceilings and 9' doors for added ambiance. A custom double sliding glass door in the great room provides

  Becky Hanrahan Coldwell Banker Realty

  111 Abrams Pointe Blvd, Winchester, VA 22602
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  /62

  $312,000

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  151 Mccormick Cir Unit 203, Winchester, VA 22602

  55+ Condo Community, this charming 2-bedroom, 2-bathroom unit offers a perfect blend of comfort and style, featuring a Craftsman architectural design that welcomes you home. Step inside to find a thoughtfully designed interior with a combination kitchen and dining area, ideal for entertaining or enjoying quiet meals. The spacious family room off the kitchen is perfect for relaxation, while the

  Wanda Garris Miller Century 21 Redwood Realty

  151 Mccormick Cir Unit 203, Winchester, VA 22602
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  /30

  $370,000

  • 4 Beds
  • 2 Baths
  • 1,534 Sq Ft

  323 Russelcroft Rd, Winchester, VA 22601

  Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living space. Beautiful cared for by the homeowners. 3 bedrooms 2 full baths detached home .Beautiful Detached home with 3 bedrooms and 2 full baths + bonus room on the basement isfull finished with a family room. Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living

  Alexandra Brown Berkshire Hathaway HomeServices PenFed Realty

  323 Russelcroft Rd, Winchester, VA 22601
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  /38

  $574,999

  • 4 Beds
  • 3.5 Baths
  • 3,824 Sq Ft

  102 Caliber Ct, Winchester, VA 22603

  Beautiful 4-Bedroom Home with Mountain Views – No HOA!Discover this stunning 4-bedroom, 3.5-bath home tucked away in a peaceful cul-de-sac, offering breathtaking northeast-facing views of the mountains and city skyline from the inviting front porch. Designed with both comfort and function in mind, the open-concept main level features a spacious living area, a well-appointed kitchen, and a

  Amy Emerson-Kerns Cambridge Premier Realty, LLC.

  102 Caliber Ct, Winchester, VA 22603
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  /22

  $384,900

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  1399 Chestnut Grove Rd, Winchester, VA 22603

  One Level home on a private 5 acre lot. Bring your horses, goats, chickens - this is the perfect farmette! Absolutely beautiful setting that includes a paddock and a barn/shed. New roof April 2025. New Laminate flooring in kitchen. Only 10 minutes from downtown Winchester and convenient to grocery, farmers’ markets, and the hospital. House is full of character and has an open floor plan! The

  Emma Kerns MarketPlace REALTY

  1399 Chestnut Grove Rd, Winchester, VA 22603
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  /35

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  115 Blue Ridge Ln, Winchester, VA 22602

  Welcome to 115 Blue Ridge Ln in Winchester, VA. This recently renovated 3-bedroom, 2-bath brick rancher sits on a 0.53-acre lot. This move-in ready home offers a perfect blend of charm and modern updates, just 10 minutes from historic Old Town Winchester. Inside, you’ll find new windows, new luxury vinyl plank flooring, fresh paint, updated lighting, and a functional layout perfect for everyday

  Jon Fleming Weichert Realtors - Blue Ribbon

  115 Blue Ridge Ln, Winchester, VA 22602
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  /25

  $445,000

  • 4 Beds
  • 3.5 Baths
  • 2,892 Sq Ft

  112 Hites St, Winchester, VA 22602

  No HOA! Discover the expanded comfort of this charming home, featuring a spacious addition completed in 2011. Two master suites: one upstairs and the other one at the main level—it’s ideal for multigenerational living or a private in-law suite. Enjoy a fenced backyard, attached single-car garage, and updates including a newer roof (2015) and HVAC system with heat pump and gas furnace (2011). The

  Rocio Benavides Orus Realty Inc

  112 Hites St, Winchester, VA 22602
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  /53

  $199,000

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

  123 Old Bethel Ln, Winchester, VA 22603

  $50,000 Price Reduction—now priced below assessed value for a quick sale! This double wide home sits on a full concrete block walkout basement and offers solid infrastructure including a serviced, fully functioning septic system and well with newer pressure tank and pump. The home includes three bedrooms, three bathrooms, multiple living areas, intact appliances, some updated windows, and a shed

  Fawn Deitsch RE/MAX Gateway

  123 Old Bethel Ln, Winchester, VA 22603
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  /49

  $625,900

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

  2321 Stoneridge Rd, Winchester, VA 22601

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

  John Schroth Colony Realty

  2321 Stoneridge Rd, Winchester, VA 22601

Showing Results 41 - 80, Page 2 of 4