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!
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.
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.
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 !
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.
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!
Here is your chance to make the Village at Harvest Ridge your relaxing abode with abundance of open interior space and an true HOA who keeps your lawn in tip top shape. Being 55+ active adult community definitely has its up side for sure, but this immaculate craftsman ranch style has a floor plan where the kitchen has a ton of cabinetry and granite counter tops and the island has the bar seating allowing for the friends and family to all enjoy your cooking and conversation. Spacious bedrooms and wood floors are expected and then you walk out to your screened-in patio just puts any worry to rest with views of gardens and common area. The basement is partially finished and storage room left unfinished for all you knick-knacks/seasonal decorations. Even off the basement there is a covered patio for sipping your beverage after some light gardening. Come See Today!
Welcome home to 711 E. Cork Street! Centrally located in Winchester, VA. Enjoy the ease of access to downtown Winchester, Jim Barnett Park, shopping, and commuter routes. This 2 bedroom 1 1/2 bath detached home with brand new exterior update(new vinyl siding). Deeded right away provides access to rear of the property. Call today for your private showing!
Step into refined elegance and exceptional quality in this beautifully upgraded residence, located in one of Winchesters most desirable and walkable neighborhoods. This stately home offers the perfect blend of timeless architecture, sophisticated updates, and a lifestyle of convenience-just minutes from charming downtown shops, acclaimed restaurants, picturesque parks, and Winchester Medical Center. Since 2021, the current owners have meticulously enhanced nearly every inch of this home, ensuring a truly turnkey experience for the next fortunate owner. At the heart of the home lies a chefs dream kitchen, fully redesigned with high-end stainless steel appliances, custom cabinetry, quartz countertops, a spacious center island, and designer lighting-making it the perfect space for everything from casual family breakfasts to elegant dinner parties. Rich hardwood floors flow seamlessly throughout the main living areas, enhancing the homes warm and welcoming character. The formal living and dining rooms provide classic, sunlit spaces ideal for hosting holiday gatherings and special celebrations, while the open-concept kitchen and family room create a central hub for daily living and relaxed entertaining. And with a full office just off the family room, offers ease of daily living. Retreat to the spa-inspired primary suite, featuring a completely remodeled en-suite bathroom that rivals luxury resorts-complete with a soaking tub, frameless glass shower, dual vanities, and stylish tilework. Additional bedrooms offer generous space and ample storage. Additional upgrades include fresh interior paint in a soothing designer palette, a new roof, updated fixtures, and careful attention to every detail throughout. The exterior boasts classic curb appeal with mature landscaping and a welcoming front entry, while the backyard offers privacy and space to relax or entertain.The inviting screen porch and the lower level patio round out this homes excellent outdoor space you would not expect in a city location. Whether you're enjoying a quiet evening at home, entertaining guests in style, or taking a leisurely stroll through the tree-lined neighborhood, this home meets every moment with grace and functionality. Properties of this caliber-combining location, quality, and character-rarely come to market. Schedule your private tour today and prepare to fall in love.
Freshly Renovated Charmer in Winchester! Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. â?¨ Recent Updates Include: Fresh interior paint throughout Renovated kitchen and bath Updated fixtures and finishes Clean, move-in ready condition This home offers the perfect blend of charm and function - ideal for a first-time buyer, downsizer, or investor looking for a turnkey rental. With convenient access to downtown Winchester, shops, restaurants, and commuter routes, the location cant be beat. Dont miss your chance to own a beautifully refreshed home in an established neighborhood. Schedule your showing today
Looking for a one level living in a sturdy, large brick rancher close to all amenities? This is it; walking distance to Frederick Douglas Elementary School. Restaurants, stores and amenities all within a couple of miles. Easy access to major commuter routes. Relax on the huge front porch or rear covered patio in the private, fully fenced backyard. Semi-open floor plan in the main area bracket the kitchen with the living room on one side and large, open dining room with brick fireplace. A library area with plenty of built in shelves and cabinets at the other end of this huge room. Hardwood floors in living area and bedrooms. Tile floors in bathrooms in main area. Large closets in the bedrooms, a big coat closet, and 2 linen closets supply ample room. Fourth bedroom area with separate rear entrance, half bath and kitchen cabinets and sink for private studio. Large backyard with center flower garden. Roof replaced Nov, 2022. New and awesome front stairs last month. New luxury vinyl flooring in kitchen and in-law studio. New stacked washer dryer. New built in microwave. New sump pump. Don't miss out on this spacious home in a very convenient location.
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 HVAC system, a washer and dryer, and complete renovations of both bathrooms, as well as hardwood flooring (2024). The kitchen shines with new cabinets and countertops (2025). Additionally, the home has been freshly painted throughout, including the spacious rear deck. Whether you're looking for a primary residence or a property with rental potential, this home offers a unique opportunity with NO HOA restrictions and public water and sewer services. You need to take a look at this property!
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 system (2015), water heater (2014), and a radon reduction system (2011). The washer and dryer convey as-is. Storage shed also conveys as-is. The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyers decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent.
Nestled at the end of a quiet cul-de-sac and backing to serene wetlands and a protected preserve, this expansive colonial offers over 5,000 square feet of refined living space on nearly half an acre-providing both privacy and picturesque views. Boasting 4 generously sized bedrooms and 4.5 bathrooms, this home features a comfortable and functional main level layout perfect for everyday living and entertaining. The fully finished basement offers versatile space Step outside to a massive patio overlooking your private backyard oasis-ideal for gatherings, quiet evenings, or the occasional afternoon BBQ. Located within the city limits of Winchester and free from HOA restrictions, this home blends the tranquility of nature with the convenience of in-town living and an underground front and rear yard sprinkler system!
1019 Berryville Avenue, Winchester, VA 22601 is a Fully-rented triplex located just minutes from Old Town Winchester and Shenandoah University. This approximately 3,000 sq. ft. property is configured as three fully independent residential and commercial units. All units have private entrances, full kitchens, and separate electric. Middle unit may be used for commercial space. Units have been previously rented on Airbnb. Updated systems. Zoned for multi-family. Approx. 200/sq. ft. valuation Plenty of off-street parking, large backyard, and located in a high-demand corridor with proximity to I-81, Route 7, and schools.
DO YOU HAVE A LARGE FAMILY AND NEED YOUR OWN SPACE. HERE IS A 6 BEDROOMS 3 BATHROOMS WITH A IN-LAW SUITE. OVER 3900+ SQ. FT FINISHED. OFF STREET PARKING FOR 6 CARS. SHED AND STILL ROOM TO RELAX OUTBACK.
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 throughout, two generously sized bedrooms, a bright and airy sunroom perfect for relaxing or entertaining, and an inviting living space perfect for everyday living and entertaining - plus the kitchen with ample cabinet space and the dining room. Upstairs, you'll find a finished upper level with its own full bathroom - a fantastic space for a guest suite, home office, or media room. The finished basement includes a bedroom, full bath, and spacious living area, with ample storage space thats great for extra storage or a potential workshop. Enjoy the outdoors with a fully fenced expansive yard and a long private driveway that makes parking a breeze. All of this, just minutes from downtown Winchester, shopping, restaurants, and the Valley Health Hospital. Whether you're looking to move right in or add your personal touches, this home is ready to become your dream home!