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337 George St, Winchester
$429,900
5 Beds ⋅ 2 Baths ⋅ VAWI2011688 MLS ⋅ ACTIVE Status
Fantastic location, classic brick charm, and plenty of space! This well-located rambler offers easy access to Route 50, Route 37, and I-81, while being just minutes from Valley Health. A long driveway, carport, concrete patio, and large, level backyard provide plenty of outdoor space and convenience. Inside, you’re welcomed by a light and bright living room featuring beautiful hardwood floors and a cozy fireplace. The kitchen opens directly to the dining room, creating a functional layout for everyday living and entertaining. All 3 bedrooms feature hardwood floors and share a hall bath that has been updated but still kept a classic vintage look. The fully finished basement adds even more versatility, featuring two bedrooms, a spacious den with a second fireplace, and a kitchenette. Whether used for guests, extended living space, a home office, or recreation, the lower level offers plenty of possibilities. With a convenient location, generous yard, multiple living spaces, and a flexible finished basement, this home is ready to make your own!

337 George St, Winchester
no property photo
$410,000
4 Beds ⋅ 3 Baths ⋅ VAWI2004480 MLS ⋅ CLOSED Status
**Location, Location, Location!** If you're looking for a spacious home with a detached garage that is about 1 mile from Valley Health campus and near lots of other medical offices, grocery stores & restaurants - this is the one! Situated on approximately 0.59-acre parcel, this brick & siding tri-level home offers NEW carpet, NEW laminate flooring, and NEW kitchen countertops. The traditional floor plan presents a large living room, formal dining room, kitchen (that walks out to carport), 3 Bedrooms and 2 full bathrooms (one of which has a NEW vanity). The lower level is accessed by a separate outside entrance (there is NO interior connecting staircase), yet this can be a great In-Law suite as it includes a full Kitchen, 1 bedroom, family room with a fireplace, and a full bathroom (with it's own laundry area too!). Get ready to ENJOY the holidays in your NEW home! You must see it to appreciate it. It's also VERY close to other Winchester landmarks including Glen Burnie and the Museum of the Shenandoah Valley, Westminster Canterbury, several schools, Rt 37 and also just a few minutes to downtown Winchester's local amenities. (Interior photos coming soon)

1509 Caroline St, Winchester
413 George St, Winchester
$445,000
3 Beds ⋅ 3 Baths ⋅ VAWI2010236 MLS ⋅ CLOSED Status
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 panel, while the additional bathrooms have been tastefully refreshed. Major updates include the roof and water heater (2020) for added peace of mind. Enjoy outdoor living on the spacious deck with pergola style framing and string lighting, perfect for entertaining. Ideally located just minutes from the hospital, walking and biking trails, shopping, and historic downtown Winchester with easy access to Routes 50, 37, and 81.

413 George St, Winchester
519 Whitacre St, Winchester
$419,000
4 Beds ⋅ 2 Baths ⋅ VAWI2009672 MLS ⋅ CLOSED Status
Ideally located within one of Winchester’s most desirable neighborhoods, Whittier Acres, and next to Winchester Medical Center, this spacious split-level home offers exceptional convenience paired with a rare sense of privacy in a quiet, established setting. Backing to mature trees, the backyard is a peaceful retreat where birds visit regularly and an established butterfly garden awaits its vibrant return each spring—making it the perfect place to begin and end your day. Inside, the versatile layout includes four bright bedrooms, multiple formal and informal living areas, and an open kitchen with an adjoining Florida room that provides flexible, light-filled living space. The large, fully fenced backyard is ideal for relaxing, entertaining, or gathering around the fire pit while deer pass by in the morning and evening. The home also features a water softening system and reverse osmosis water filtration for added comfort and quality. Recent upgrades include driveway expansion, a newer hot water heater, ceiling fans, custom blinds throughout, and an expanded back patio for outdoor enjoyment. An extra-large driveway plus ample street parking provide excellent parking options. Just minutes from historic Old Town Winchester, the Museum of the Shenandoah Valley, and with easy access to Routes 37 and I-81, this home blends location, comfort, and everyday livability.

519 Whitacre St, Winchester
413 George St, Winchester
$433,500
3 Beds ⋅ 3 Baths ⋅ VAWI2007296 MLS ⋅ CLOSED Status
Step into elegance as you enter this remarkable 3BR 2.5 BA single family home on a quiet street in Winchester. Every inch has been thoughtfully designed, brimming with upgrades and impeccable taste. Highlights include contemporary lighting fixtures, a dream-worthy kitchen complete with beautiful stainless steel appliances including a new stove in 2023, granite countertops, shaker cabinets, and an eye-catching backsplash. The main level boasts stunning hardwood floors, while all bathrooms have been beautifully updated. The primary bathroom is a retreat of its own, featuring ceramic flooring, a tiled shower, and a luxurious 6-jet shower panel. Updates include roof (2020), hot water heater (2020), updated primary bathroom, updated AC/heating system, gorgeous landscaping, and a partially covered deck with custom railings add to this home's appeal. Conveniently located just minutes from a hospital, walking and biking trails, grocery stores, shopping, and historic downtown Winchester, with easy access to Routes 50, 37, and 81. Don’t wait; this gem won’t be on the market for long!

413 George St, Winchester
1508 Pondview Dr, Winchester
$360,000
4 Beds ⋅ 2 Baths ⋅ VAWI2006092 MLS ⋅ CLOSED Status
Opportunity is knocking! This all brick rambler is in a spectacular location, with easy access to routes 50 and 37 and is near Valley Health Winchester, Walmart and Historic Old Town Winchester. Hardwood floors run through the bedrooms and living room, which is accented by a fireplace. The finished basement offers endless possibilities, currently consisting of a spacious family room, office and plenty of storage space but has potential to redone with many more uses. The large, flat yard is partially fenced and the 2 shed convey. Recent updates include new central air 5 years ago, and new heating 6 years ago. Sweat equity will go a long way to make this home the perfect family home or investment property.

1508 Pondview Dr, Winchester
555 Whitacre St, Winchester
$360,000
3 Beds ⋅ 2 Baths ⋅ VAWI2006444 MLS ⋅ CLOSED Status
Enjoy the convenience of being located within Winchester City while being close to the Winchester Medical Center, close to route 522, route 50, and route 37. This home offers a large paved driveway as well as an attached 1 car garage. From within the garage you’ll enjoy a large storage area as well as laundry space. Approximately half of the lower level includes a finished living area with a fireplace. The rear of the home includes a large sun room that is fully covered with large windows for views of the large back yard. High Speed internet options are available with providers such as GloFiber and others. HVAC replaced in 2023, Stove replaced in 2020, Kitchen Refrigerator replaced in 2021. No HOA!

555 Whitacre St, Winchester
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