Search Winchester City VA Real Estate

See All Old Fort Addition Home Listings

$540,000
4 Beds 4 Baths VAWI2010302 MLS CLOSED Status
Welcome to 1300 Caroline Street—where timeless design meets everyday functionality in one of Winchester’s most convenient locations. Perfectly positioned on a spacious 0.32-acre corner lot, this beautifully maintained residence offers 4 bedrooms, 3.5 bathrooms, a finished basement, and a desirable 2-car side-load garage. The main level showcases a thoughtfully renovated kitchen featuring updated appliances, tile flooring, and a seamless flow into the formal dining room. Hardwood floors carry throughout the sun-filled formal living and family rooms, where the inviting family room is anchored by a classic brick-encased wood burning fireplace and custom built-ins—creating a warm, refined gathering space. Upstairs, you’ll find three generously sized guest bedrooms and a well-appointed hall bath. The primary suite offers a peaceful retreat with hardwoods and a private en-suite bath. The finished lower level expands your living space with a second brick-encased fireplace, a full bathroom, and a spacious laundry room complete with built-in cabinetry for exceptional storage. A large unfinished area provides ideal climate-controlled storage, and the walk-up access adds convenience and flexibility. Outdoors, enjoy a lush, green setting designed for entertaining—featuring a spacious deck that flows down to a thoughtfully designed patio, perfect for hosting family, friends, or summer barbecues. Ideally located just moments from major commuter routes i.e., I-81, Rte. 37, 50, and 522 this home offers easy access to everything you need. Enjoy close proximity to downtown Winchester, where you’ll find exceptional local shopping and dining, and just a quick 2-minute drive to The Winchester Medical Center. Set within a community that blends charm, sophistication, and everyday convenience—with the added benefit of no HOA—this is a rare opportunity to experience elevated living in the heart of Winchester Virginia!

1300 Caroline Street, Winchester

$469,000
4 Beds 3 Baths VAWI2005678 MLS CLOSED Status
BEAUTIFUL BRICK RANCHER NEAR WINCHESTER MEDICAL CENTER AND OLD TOWN. MORE THAN 3,000 SQUARE FEET - SO MUCH LARGER THAN IT LOOKS! NEW PRICE! INVESTMENT OPPORTUNITY. This well-maintained home includes 4 bedrooms plus a bonus room, 3 full baths, and 2 spacious family rooms. The lower level, with its separate covered rear entrance, makes an excellent in-law suite. In the city limits, where bus service is available, and convenient to restaurants, shopping and services. An area of wide streets where you can go for strolls with your dog or meander to the nearby neighborhood park and trails at Museum of the Shenandoah Valley. Listen to the birds sing while enjoying morning coffee or an afternoon iced tea on the covered front porch or back yard patio. Or watch the birds and butterflies from the living room's large picture window. Landscaped yard with trees, bushes and flowers. Gorgeous hardwood, tile and laminate floors throughout. Tile showers, walls and surrounds in the bathrooms. Two wood-burning fireplaces. Main-level kitchen has stainless steel appliances and tile backsplash. The basement kitchenette has a double sink, refrigerator, and bar with shelves. Washers and dryers on each level. Walk-in closets in the basement plus a walkup attic for storage. Interior wood shutters on some windows. Fully fenced back yard with gates on either side and a brick walkway from the front yard. Two sheds, great for storing a lawn mower and garden tools. The main-level family room was once a garage. Lennox Signature 18 Energy Star Electric Air-Conditioning System Condenser installed in 2021. Built-in microwave in basement does not work. Dryer on main level as-is.

411 Marion Street, Winchester

Start Your Search

Old Fort Addition Homes For Sale