The median home value in Winchester, VA is $409,995.
This is
higher than
the county median home value of $270,000.
The national median home value is $308,980.
The average price of homes sold in Winchester, VA is $409,995.
Approximately 41% of Winchester homes are owned,
compared to 48% rented, while
11% are vacant.
Winchester real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Winchester real estate agent to arrange a tour
today! Learn more about Winchester Real Estate.
Downtown Winchester - 2 blocks from the walking mall with in-law suite or lower level rental potential! From the moment you arrive, youll be drawn in by this homes timeless symmetry, classic brick exterior, and welcoming front porch. Thoughtful landscaping and charming details set the stage for whats inside. With 5 bedrooms and 3 full baths, theres plenty of space for everyone. The foyer opens to a warm, light-filled living area featuring built-in bookcases and a convenient pass-through to the beautifully remodeled kitchen. The flow continues through a designated dining room with views of the backyard, leading into a thoughtfully designed kitchen complete with radiant heated floors. Upstairs, youll find an additional bedroom or office drenched in natural light from skylights, plus a full bath. The lower level is a true surprise-full-size windows and doors bring in even more light, complementing two generous bedrooms, another full bath, a cozy sitting area, and a second full kitchen-ideal for guests, in-laws, or rental potential. Out back, the hardscaped patio with an outdoor fireplace, water feature, beautiful landscaping, and a one-car garage complete this special property. All of this, just two blocks from Old Town Winchester and Handley Library, three blocks to the Museum of the Shenandoah Valley, and less than a mile to Valley Health. Truly a rare find-dont miss this opportunity!
Turnkey Homestead on 5+ Acres Updated 4BR Home with Farm Infrastructure Welcome to this versatile and well-maintained property located in the pastoral countryside of Frederick County, VA. Situated on 5.07 acres, this 4-bedroom, 3.5-bath home offers modern updates, flexible living spaces, and a fully functional homestead setup-ideal for those seeking rural charm with commuter convenience. The main level features hardwood floors, a cozy fireplace, and an updated kitchen (complete with charming breakfast nook) with new countertops (2023) and appliances all under three years old. The fully finished walk-out basement includes a large recreation room, a kitchenette, a spacious fourth bedroom, a full bath, and ample storage-perfect for guests, extended family, or homestead use. Key updates include: New HVAC system (2023) New water softener (2020) New basement flooring (2019) New fencing on three sides of the property (2024) Approximately 3 acres of invisible pet fencing Outdoor features include a half-acre of permanent livestock fencing with a two-stall run-in, a metal chicken coop, duck house, and storage shed, a large hoophouse, a three-sided hay shed, and a farm stand with electric and refrigeration. The grounds also host a variety of young fruit trees (peach, plum, pear, cherry, apple, apricot), established perennial plantings, and a 30x40 fenced garden area. Additional highlights: Permanent hammock stand (holds up to five hammocks) Wet-weather pond within duck enclosure Beekeeping area (removable upon request) Semi-permanent fencing for orchard and duck house (removable upon request) Conveniently located near major commuter routes while offering privacy and room to grow, this property is ideal for aspiring homesteaders, hobby farmers, or those simply seeking a more self-sufficient lifestyle.
Move right in with no worries! adorable townhome with granite counters plus Lots of news: April 2023 AC replaced inside and outside, Gas Furnace replaced 2022,Roof replaced 2023,Fence installed 2024, New carpet 2025, newer LVP on main level Appliances a couple years old. 2 bedrooms, 1.5 baths ready for a new owner. Winchester city location near bus routes. Looking for investment property this could be a great rental as well.
Welcome to 412 Fairview Ave. A ranch-style home with a full basement. This house features hardwood floors, a gas fireplace in the living room, and a central vacuum system. On the main level, you'll find three bedrooms and two full bathrooms. The kitchen comes fully equipped with a stove, refrigerator, microwave, and dishwasher, all of which convey along with the window treatments. Enjoy the convenience of an attached carport and an accessibility ramp situated at the kitchen door, ensuring easy access for everyone. The washer and dryer are also on the main level. Moving down to the basement, you will discover a full bathroom, a bonus room that can be used as an office/rec room, a bar area, and ample storage space that can accommodate all your belongings. The basement also features a walk-out door that leads you up the stairs to your spacious backyard, which is perfect for summer hangouts and outdoor activities. Professional photos coming soon! Home is being sold as-is.
A rare find. House on Lake Saint Clair about 15 minutes from downtown Winchester. 35-acre lake and use of 175 acres, trails, hunting, and a shooting range. Lake St. Clair transfer fee of $5000.00 due at closing. Electric motorboats only, gasoline-powered boats are not allowed.
Exceptional 8 bedroom, 5.5 bath home located in the city of Winchester, offering space, luxury, and thoughtful updates throughout. The 3-car side-entry garage includes a convenient half bath. Enjoy outdoor living with covered front and side porches, a spacious covered rear deck, and a lawn sprinkler system in the front yard. The gourmet kitchen featuring Jenn-Air appliances, upgraded cherry cabinetry, a center island, and a walk-in pantry. Hardwood and tile floors flow throughout the main levels, while the lower level recreation room boasts durable waterproof laminate flooring. The expansive primary suite includes a gas fireplace and a private mini bar/coffee bar with a sink-perfect for added comfort. The bedroom-level laundry room is fully equipped with cabinets and a utility sink. Modern systems include two furnaces, three heat pumps, a sump pump, a central vacuum, and an AM/FM intercom system. Recent updates include: roof (2023), HVAC systems serviced and updated (attic 2024, basement 2021), and a water softener (2025). This home offers ideal multi-generational or large family living with thoughtful upgrades in every corner. See the virtual tour attached to this listing!
Step into this beautifully cared-for home featuring gleaming hardwood floors throughout and a spacious, inviting layout. The large kitchen offers plenty of room for meal prep and flows effortlessly into the dining and living rooms - perfect for family gatherings and entertaining. Enjoy the convenience of a sizable laundry room equipped with a front-loading washer and dryer. The finished basement boasts a magnificent entertainment/family room complete with a cozy fireplace, plus a bedroom and a half bath - ideal for guests or a private retreat. Upstairs, the owners suite includes a full bathroom, accompanied by two additional sizable bedrooms and another full bath. Situated on just over a third of an acre at the end of a quiet cul-de-sac, the mature trees provide privacy and tranquility. Relax or entertain on the fresh new patio and deck, with a storage shed for extra convenience. The huge backyard offers plenty of space for outdoor activities and gardening. Located near the city with easy access to a variety of restaurants and shopping, this home combines comfort, style, and convenience.
Amazing Opportunity--First time on the market, this mid-century Ranch comes with updated bathrooms and custom kitchen. The 1.4 acre property includes an in-ground pool and guest house with full bath and kitchenette. Densely landscaped property provides almost complete privacy on one of the few remaining spacious lots inside the city. A large Lanai complements the property for entertaining or just enjoying the impressive surroundings. Literally minutes from the Medical Center, this prime location is close to both amenities and commuter thoroughfares. Home offers custom Plantation shutters, new roof, new furnace and water heater , new front doors on both the main house and guest house. Extra large garage with space for storage or workshop. Bonus: a Whole-House generator is included.
Welcome to your future dream home! Currently under construction, this beautifully designed split foyer blends modern living with classic comfort. Situated on a spacious 1/3-acre lot, this 1909 square foot home offers plenty of room to grow, relax, and entertain-inside and out. Step inside and experience the inviting open-concept layout, where the living room, dining area, and kitchen flow seamlessly together-ideal for gatherings, daily living, and everything in between. Natural light pours through energy-efficient windows, highlighting high-quality finishes and thoughtful design throughout. The upper level boasts a spacious primary suite with a full bath, plus two additional bedrooms and another full bath. Downstairs, a fully finished lower level features a large bonus living area and third full bath-perfect for a home office, guest suite, or rec room. Additional highlights include durable and stylish flooring throughout main areas. a generously sized two-car garage, and a level lot with room for outdoor living, gardening, or play. Located in Wilde Acres, a community that offers a mountain lake, playground, picnic area, volleyball and basketball courts, plus scenic hiking trails leading to a beautiful nearby waterfall. Quiet and secluded but easy and convenient access to local amenities. Whether you're looking for your first home or your next chapter, this brand-new split foyer offers functionality, flexibility, and fantastic value. Dont miss your chance to personalize finishing touches-schedule a tour or consultation today!
A Commuters Dream! Discover your perfect sanctuary in this beautifully maintained home located in a serene cul-de-sac in Winchester, VA. This inviting property features 3 Bedrooms, 1.5 Baths with Spacious Living Room, Open Kitchen and a beautiful spacious Backyard. Backyard has a Gazebo, Large deck and fenced in back yard. There is ample storage with 2 sheds that convey with the property. Conveniently located just minutes from Rt. 7 and the Senseny Road area, this home offers easy access to shopping, dining, and commuting routes. Dont miss the opportunity to make this charming residence your own!
This move-in ready home in the sought-after Shawneeland community offers the perfect blend of modern comfort and natural beauty. Featuring a newer roof, newer washer and dryer, updated lighting and fixtures, and a beautifully renovated bathroom and kitchen, this home has everything done for you. This single level home showcases rustic wood flooring throughout and a cozy wood stove adding warmth and charm, while the nearly new deck (2 years old) provides an ideal space for outdoor dining or relaxing in your private backyard. Enjoy access to Shawneelands lake and beach for swimming, kayaking, or simply unwinding, along with scenic hiking trails just minutes away. Dont miss this chance to own a fully updated home in a peaceful mountain-lake community-schedule your showing today!
Charming 3-bedroom, 2-bath rancher featuring a covered front porch & hardwood floors throughout with cozy carpeted bedrooms. The spacious family room boasts a cathedral ceiling, while the formal dining room offers a tray ceiling and chair rail for added elegance. The kitchen is equipped with granite countertops, stainless steel appliances, a pantry, tiled backsplash, and an island-perfect for meal prep and entertaining. The main-level primary suite includes a jetted tub, double sinks, a separate shower, and plenty of natural light. Enjoy the convenience of a laundry room with granite counters, a sink, and cabinetry. Step outside to a covered rear deck and a 12x16 outbuilding with electric-ideal for a workshop or additional storage. See our virtual tour attached to this listing!
This cozy brick ranch offers timeless charm with hardwood floors, a vintage tiled bath, and bright, sun-filled rooms. Set on a lovely lot with mature trees and shrubs. A perfect canvas for your personal touch or investment vision.
This charming one-level home is perfectly situated in one of Winchester's desirable 55+ senior communities, Willow Lawn Cottages. Great home....first time on the market,featuring two spacious bedrooms, two full bathrooms, hardwood floors & vaulted ceilings. The open and inviting floor plan will make your new home ideal for both daily living and entertaining. The large primary suite offers a private retreat with its own bathroom, while the second bedroom and full bath are perfect for visiting friends and family !. Great sun room that is perfect for relaxing or converting to a home office. With everything on one level, this home is designed for accessibility and ease of living !
Here's a breath of fresh air! Welcome to a beautifully Upgraded and Updated one level home situated on level, fully fenced, cul-de-sac lot and loaded with the WOW factor. Setting the stage for what's to come is the Front Entryway which is a "Knotty Alder Front Door with Sidelights" installed in 2023. Breeze through entry to find desirable open floor plan with vaulted ceiling and dramatic floor to ceiling fireplace. This home has 3 bedrooms, 2 fully remodeled baths, gleaming hardwood floors, fresh neutral paint scheme and is teeming with meaningful upgrades and updates from 2023 to present. Family room is the center of the home with plenty of space, modern ceiling fan, gas fireplace and stylish wine bar with wine fridge. Kitchen and dining spaces are open to central living with designer light fixtures, Kitchen has been completely updated with essential upgrades; Brand New Stainless Appliances (2024) consisting of Gas Range, Dishwasher, Microwave, and French Door Refrigerator. New Quartz Countertops and Subway tile backsplash installed in (2023). Main living area is home to the upgraded laundry room with beautiful new cabinetry, countertops, folding station & modern barn door. The entire home's lighting has been updated to Modern Farmhouse fixtures. Both bathrooms have been completely remodeled with new tile floors, new sinks, faucets, new shower & updated plumbing. Primary suite offers privacy, space, natural light, a gorgeous spa bath and lots of closet space. Move outside to rear of home with a generous Trex deck, 12 x 10 Outdoor Cedar Pavilion, fully fenced yard (fence added in 2023), new & mature landscaping and the coolest Man Shed, PLUS a 2 car garage offering more storage! No detail has been missed in this lovely home. It is feature rich and a full list of features can be found in the documents tab. Schedule your tour today....this home will not last. ****When buyer purchased previous owner stated roof replaced in 2016 with 40 year architectural shingles, Central A/C 2013 & serviced twice yearly with GSSN**** Current owner has taken over the maintenance contract to present. Garage Door replaced in 2017.
Assessed at $491K and only asking $500K. One level living on a beautiful corner lot in Whittier Acres - a very desirable neighborhood in Winchester City! Take advantage of the convenience of everything Winchester in this location - Winchester Medical Center, Downtown Winchester, the Museum of the Shenandoah Valley, and all of the popular restaurants. With 3 bedrooms and 2 bathrooms on the main level, enjoy the convenience of 1st floor living with hardwood floors throughout. The expansive, fully finished basement has an additional 2 bedrooms and full bathroom, with a large family room and wood fireplace. The basement walks out to a gorgeous yard with meticulous landscaping and garden beds. Dont worry about replacing your roof for many years as it was recently replaced. Kitchen appliances are only 1 year old.
Extensive Renovations: The home has been fully renovated in 2025, including updates to kitchen, bathrooms, flooring, and fresh paint throughout. Designed to accommodate two families comfortably, featuring large rooms that are flooded with natural light like the entire house. The lower level is equipped with wheelchair-accessible features, enhancing mobility and convenience. Ideal for Home-Based Businesses: The layout and zoning may support various home-based businesses, including daycare or childcare services. New appliances will be installed Monday 06/16/2025. Roof, A/C & water heater have been replaced in last 3 years and $70,000+ in recent renovations. The big house sits on a large 0.4 Acre lot with room for expansions and it's just min to the heat of Winchester, 30 min from Leesburg or 60 min from Tysons Corner. Some Purchasers qualify for Down Payment assistance, check with your preferred Real Estate Agent. Your cost of living could be under $2,900/M after Tax Deductions and some money Down, even much lower if you rent out the BSMT.
Just Listed in Winchester, VA! A beautifully maintained 2-bedroom, 2.5-bath townhome. Offering 1,080 square feet of comfortable living space. This property combines small-town charm with functional features that make everyday living a breeze. Inside, a bright and airy living room and kitchen welcomes you with large windows and an exit door to the deck that allow natural light to pour in, creating a cheerful and relaxing atmosphere perfect for both entertaining and everyday living. This home doesn't have one, but two primary suites upstairs, generously sized, providing comfort and flexibility for families, guests, or workspace. The additional half bath adds convenience for busy mornings or when hosting guests. Out back, enjoy the benefits of a fully fenced backyard - ideal for pets, gardening, or outdoor entertaining. Whether you're a first-time buyer, a growing family, downsizing, or simply looking for a charming home in the Winchester area, this may be your NextHome. ð?? Schedule a private tour today for this moveâ??in ready gem before its gone!
Please take off shoes and give feedback. Step into this beautifully cared-for home featuring new roof (2023) New HVAC System (2024) new LVP floors throughout the basement a spacious, inviting layout. The large kitchen offers plenty of room for meal prep and flows effortlessly into the dining and living rooms - perfect for family gatherings and entertaining. The finished basement boasts a magnificent entertainment/family room complete, 2 bedrooms and 1 bath - ideal for guests or a private retreat. Upstairs, the owners suite includes a full bathroom, accompanied by one of the sizable bedrooms and another full bath. Situated on just over 2000+ square footage privacy and tranquility. Relax or entertain on the fresh new patio, with a storage shed for extra convenience. The huge backyard offers plenty of space for outdoor activities and gardening. Located near the city with easy access to a variety of restaurants and shopping, this home combines comfort, style, and convenience.
Welcome to 230 Allison Avenue, a recently renovated 3-bedroom, 1-bath home on a spacious 0.23-acre lot in Winchester. Ideally located just 1 mile from Winchester Medical Center and only minutes to Walmart Supercenter, shops, restaurants, and vibrant downtown Winchester, this home offers both convenience and charm. Step inside to discover a thoughtfully updated interior featuring luxury vinyl plank flooring throughout, a stunning modern kitchen with quartz countertops, stainless steel appliances, and crisp cabinetry perfect for everyday living or entertaining. The newly tiled bathroom shower adds a fresh, spa-like feel. Enjoy the outdoors from your back deck, which overlooks the backyard, ideal for relaxing, gardening, or play. Whether you're a first-time homebuyer, downsizing, or looking for an investment opportunity in a prime location, this move-in-ready gem is not to be missed. Schedule your tour today!
Discover tranquility and spacious living in this exceptional 4-bedroom, 3.5-bath home, with a main-level primary suite, ideally situated on one half of an acre backing to picturesque trees and wide-open fields. From the moment you step inside, you'll appreciate the meticulously maintained interior and inviting open floor plan. The living room features a cathedral ceiling and a cozy gas fireplace, while the adjacent expansive dining area, complete with built-in shelving, is ideal for gatherings. The kitchen features newer appliances and an adjoining casual dining area, with the laundry room/half bath nearby. The main level offers three generously sized bedrooms and two full baths, including a luxurious primary suite complete with a see-through fireplace, a sitting area, and a beautifully appointed primary bath featuring dual sinks, a walk-in shower, a skylight, and an adjacent walk-in closet. Upstairs, a versatile bonus space awaits, offering a fourth bedroom, full bath, and a flexible bonus room--perfect for guests, a game room, a hobby space, or storage. This level also includes pre-plumbed capability for a future kitchenette or coffee station. The full, unfinished basement presents incredible potential, featuring a 20x12 workroom, a whole-house vacuum connection, as well as a dedicated space for lawn tools near the walk-up stairs. Step outside to your private oasis: a sprawling 10x30 screened porch opens to the level rear yard, offering serene views and ample space for outdoor enjoyment with a great sense of privacy. Recent improvements include a new roof, a new heat pump, propane backup, a 2-year-old mini-split for the upper-level bedroom, and newer kitchen appliances. Also, no HOA! This home is truly ready for its next owners!
Opportunity awaits in Ash Hollow Estates! This 3-bedroom, 2-bath townhouse is full of potential-solid bones, a smart layout, and endless possibilities for transformation. Whether you're an investor or a first-time buyer ready to create something special, this home is the perfect canvas. With a little TLC, a fresh new look is on the horizon! Located just off Route 7, this property offers easy access to Washington, D.C., making commuting a breeze. Plus, you're within 5 miles of historic downtown Winchester, where you can enjoy charming shops, local dining, and rich history. Nearby amenities, shopping, and major commuter routes add to this home's convenience. Dont miss this chance to bring new life to this home-schedule your showing today!
Quick move-in new construction in the desirable Abrams Pointe community! Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites. The Rockford Floorplan is a beautiful 4-bedroom, 2.5-bath home with up to 2,833 square feet of living space. This single-family home design features an open floor plan, highlighted by a spacious great room, a light-filled kitchen, a sunroom extension, and a breakfast area. On the second floor, you'll find 4 bedrooms and 2 bathrooms, including a large owner's retreat with a private bath and a walk-in closet, as well as a conveniently located laundry area. The lower level features a fully finished basement with full bath and door to backyard.Move in quickly to this brand new construction in the sought-after Abrams Pointe community! Welcome to Abrams Pointe, which features new single-family homes in an established neighborhood in Winchester, complete with wooded cul-de-sac homesites. The Rockford Floorplan is a stunning 4-bedroom, 2.5-bath home that offers up to 2,833 square feet of living space. This design boasts an open floor plan, highlighted by a spacious great room, a bright kitchen, a sunroom extension, and a cozy breakfast area. On the second floor, you will find four bedrooms and two bathrooms, including a large owners retreat with a private bath and a walk-in closet, as well as a conveniently located laundry area. The lower level features a fully finished basement with a full bath and a door leading to the backyard.
