Winchester County VA Homes under $400,000

Charming Ranch-Style Home Near Winchester HospitalThis inviting ranch-style home is ready for you to make it your own! Ideally located near the hospital in the city of Winchester, it offers convenient main-level living with the added bonus of a fully finished basement. The spacious basement includes a full bathroom, a large recreation room, and a versatile bonus room—perfect for a home office or

Paul Gallagher Colony Realty

Welcome to 12 Montague Circle — a recently updated 3-bedroom, 1.5-bath home tucked away in a quiet cul-de-sac in downtown Winchester. Enjoy the best of both worlds with a peaceful, private setting and immediate access to restaurants, shops, grocery stores, and all the charm the city has to offer. This recently renovated gem features a new roof and HVAC system, durable and modern LVP flooring, and

Jon Fleming Weichert Realtors - Blue Ribbon

Fully Renovated Gem in the Heart of Winchester! Welcome to 601 Fairview Ave, where modern upgrades meet timeless charm! This beautifully remodeled 3-bedroom, 2-bathroom rambler offers the perfect blend of comfort and convenience in one of Winchester’s most desirable locations.Step inside to discover a brand-new kitchen featuring stylish finishes, sleek countertops, and modern cabinetry—ready for

Jorge Najarro Samson Properties

Charming Historic Home in Downtown Winchester – Move-In Ready!If you love timeless craftsmanship—think original wood floors, custom built-ins, and vintage doors—but still want the ease of modern living, this beautifully updated downtown Winchester home is calling your name!From the moment you step onto the inviting covered porch and through the front door, you’ll feel right at home. Warm wood

Jeanne Mezzatesta Colony Realty

The seller is motivated, and the price has just been reduced! 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

Nathalie Acosta Spring Hill Real Estate, LLC.

WELCOME to this charming, conveniently-located, two-level brick rambler home!! This spacious, well-maintained property has comfortable living spaces inside and out. This cozy home features two finished levels with hardwood floors on the main level and flooring on the basement level as well. The main level features three bedrooms and a nice-sized kitchen. Your outdoor retreat awaits just beyond

Agustin Martinez Spring Hill Real Estate, LLC.

Welcome to 128 Fox Dr — a spacious, move-in ready home nestled in the heart of Winchester, offering three levels spanning over 2,600 square feet of flexible living space, with 4 bedrooms, 3 bathrooms, and unbeatable convenience! This Cape Cod-style home features a thoughtful layout with at least one bedroom and a full bathroom on every level. Step into the main level to discover hardwood floors

Robert Salehi Real Broker, LLC

COMING SOON - Sturdy brick rancher. Walk to Frederick Douglas Elementary School. Restaurants, stores and amenities all with a few miles. Easy access to major commuter routes. More pictures coming. Replaced roof Nov, 2022. New and awesome front stairs last month. New sump pump. New flooring in kitchen and in-law studio. New stack washer and dryer. Patience as we continue to make beautiful

Laurel Murray Samson Properties

Welcome to The Towns at Brooks Manor – where charm, comfort and convenience converge in this beautifully crafted end-unit townhome in Downtown Winchester. Step inside and experience the bright, open-concept floor plan—perfect for both everyday living and effortless entertaining. The main level features gleaming hardwood floors, a spacious living area, and a sleek, modern kitchen outfitted with

Laura White ERA Oakcrest Realty, Inc.

Relax on the back decks overlooking a treed canopy yard. Cape code with fresh paint, laminate flooring , large walk-in closets on upper lever with sitting room and 1 bedroom plus attic storage. Main level has 2 bedrooms, bathroom, living room and kitchen with door to back decks and yard. Unfinished basement with plenty of room to expand and for storage. Home has NEW windows 2024, NEW roof 2022

Stan Dull The Wiley Companies, Inc.

Back on the market with updated baths and brand-new flooring in the enclosed porch! Welcome to this charming classic home located in the City of Winchester. Built in 1940, this home offers timeless appeal and craftsmanship. Inside, you'll find 3 bedrooms, 1.5 baths, and a versatile fourth room—ideal for a home office, guest room, or creative space. The main level greets you with a welcoming

Lindsey Richardson ERA Oakcrest Realty, Inc.

This house has been remodeled and offers five bedrooms and 2.5 bathrooms. The open concept is evident in the easy-flowing floor plan. Beautiful kitchen quartz countertops, 42-inch cabinets and stainless steel appliances. Freshly painted, tastefully renovated bathrooms, new floors throughout, recess lighting, newer windows, driveway, and garage. Walkout basement with two big bedrooms and a

Aracely Rivera First Decision Realty LLC

Welcome to this beautifully maintained townhouse featuring 2 spacious bedrooms and 2.5 baths. Enjoy the convenience of both driveway parking and additional parking lot spaces. The modern kitchen boasts quartz countertops, a stylish backsplash, electric cooking, bamboo flooring, a pantry, and a reverse osmosis water system—perfect for any home chef. Located in the heart of downtown Winchester,

Sheila Pack RE/MAX Roots

This home is part of an Estate and is being sold as is. Needs a little TLC. Great starter home.Perfectly situated just minutes from shopping, restaurants, and I-81, this property offers convenience without sacrificing its quaint charm. Don't miss out on this genuinely affordable opportunity. Give me a call today to make it yours!

Cathy Caniford Crossroads, Realtors

Wonderful location near Handley High School. Home has been updated and is ready for new owners! Professional photos will be done next week. Garage has been converted into studio. Large back yard that is fenced,. New deck!

Meridee Powars Link Realty Services LLC

"Bring Your Vision To W Pall Mall" This 4 bedroom, 1 full bath home is perfect if you're looking for a renovation! Right in the heart of Winchester City within walking distance to the Old Town Walking Mall where you can enjoy excellent food, shopping and more! The first floor has a great sized living room, dining room and kitchen. 4 bedrooms on the upper level, full bathroom, walk-up attic and an

Matt Kilmer EXP Realty, LLC

Welcome home to this charming 3-bedroom, 1.5-bath gem perfectly located for easy access to I-81, Route 50, and Route 7—ideal for commuters. SEE VIDEO attached :)Enjoy the convenience of a main-level laundry room and peace of mind with a new roof installed in 2021. Step outside to your fully fenced backyard, complete with a screened-in porch and storage shed, perfect for relaxing or extra

Sheila Pack RE/MAX Roots

601 Grove Street, is a single-family home offering a blend of comfort and convenience. Built in 1980, this 1,152 sq ft ranch-style residence features 3 bedrooms and 1 full bath on the main level, complemented by a partially finished basement that includes an additional bathroom and laundry area. The basement also offers versatile spaces that can serve as extra bedrooms, an office, or a recreation

Lilly Triplett Colony Realty

REDUCE PRICE!!!!! BEATIFULL HOME!!! Fully Renovated Gem in the Heart of Winchester! Welcome to 127 Euclid , where modern upgrades meet timeless charm! This beautifully remodeled 3-bedroom, 2-bathroom rambler offers the perfect blend of comfort and convenience in one of Winchester’s most desirable locations. Step inside to discover a brand-new kitchen featuring stylish finishes, quartz

Carolina Mosquera Weichert, REALTORS

Newly painted interior. This 3 bedroom, 1.5 bath townhouse with a large rec room in the lower level is located just where you want to be. Great community and so convenient to shopping and everyday life necessities.

Joan Donald MarketPlace REALTY

Rossum Crossing is Winchester's newest and most popular townhome community, conveniently located near shopping and dining options.The St. Paul Townhome features three bedrooms, two and a half baths, and a one-car garage. The main floor boasts an open-concept floor plan, with a spacious family room that flows into a fully equipped kitchen. The kitchen includes an island, a pantry closet, and a

Dick Bryan New Home Star Virginia, LLC

Rossum Crossing is Winchester's newest and most popular townhome community, conveniently located near shopping and dining options.The St. Paul Townhome features three bedrooms, two and a half baths, and a one-car garage. The main floor boasts an open-concept floor plan, with a spacious family room that flows into a fully equipped kitchen. The kitchen includes an island, a pantry closet, and a

Dick Bryan New Home Star Virginia, LLC

Beautifully Maintained and Ideally Located!Nestled within city limits and just minutes from shopping, local dining, and the vibrant downtown walking mall, this home offers the perfect blend of comfort and convenience. Recent updates include fresh paint on all interior levels (2025), new carpet (2025), upgraded granite countertops (2019), a 30-year Timberline American Harvest roof (2017), HVAC

Jennifer Sacco RE/MAX Roots