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.
Welcome to this beautifully maintained 3 Bedroom 2 Bath home in the desirable neighborhood of Meadowlark Court in Winchester, Va. With a spacious interior, and a private backyard with a lovely shed for all your gardening tools or for a workshop. All season room off the master bedroom with a hot tub to relax in. This home is perfect for both relaxing and entertaining.
Come check out this 4-bedroom 1.5 bath 4 level Brick Colonial with a Detached Garage all on a double lot, updated roof, windows, new plumbing & water heater, updated electric & panel box. There is plenty of room to grow and put your flavor in the walk-up attic and basement. Home has the original Hardwood floors & Beautiful Woodworking that has never been painted throughout. Large, covered front & (2) back porches to relax on. This is a pretty large lot with many possibilities in town close to shopping & downtown.
If your goal is to have an easy walk to Old Town Winchester, this is the home for you! Built in the early 1900's and full of charm!! The family room addition was done in1971 and is absolutely amazing!! Featuring 4 bedroom and 2 baths with approximately 2200 finished square feet!! Heating and air conditioning has been recently updated. The downstairs openness and light is incredible for this age home. In addition the lot has been extended to include the shed in the rear of the home along with additional sq footage. This is reflected on the survey in the documents. Great city location and fabulous price!!!
Welcome to this charming ranch home with spacious backyard and unfinished basement. Set on a generous lot in Mountain Falls, this property has 3 bedroom and 2 bathrooms. Functional kitchen with ample cabinet space and adjoining dining room. Comfortable main-level layout-ideal for easy everyday living. Unfinished basement with walk out access. Back deck great for gatherings. Don't miss this opportunity to own this home and make it your own.
Brand New Northgate villa in Hiatt Pointe at Snowden Bridge, a gated community for those persons 55 or better is almost ready for move in! Experience the epitome of modern living in this exquisitely designed two-level villa. The open-concept layout on the main level fosters an inviting and spacious ambiance, perfect for both relaxed living and vibrant entertaining. The heart of the home is the expansive rear kitchen, a chef's delight featuring elegant Carrara Morro quartz countertops, two-tone shaker cabinetry accented with brushed nickel hardware, and upgraded stainless appliances. The well-designed L-shaped layout includes a convenient eating bar, complemented by a central island offering additional bar seating. Seamless transitions are ensured with the stylish and durable LVP main level flooring flowing throughout the entire main level. Sliding doors from the kitchen gracefully open to a delightful rear screened porch, extending your living space outdoors. The main level also hosts a serene primary bedroom retreat, complete with two generous walk-in closets and a luxurious en suite bathroom. A dedicated laundry room and a well-appointed powder room also located on this level. Take the stairs to the upper level to find two generously sized secondary bedrooms, each featuring a walk-in closet, and a spacious full bathroom designed with comfort in mind. This villa offers a sophisticated blend of style, functionality, and premium finishes for a truly exceptional living experience in Winchester, Virginia. Community will offer a gated entrance, bocce & pickleball courts, clubhouse with event room, fitness and yoga studio, outdoor kitchen with gas grill and an outdoor pool with hot tub. Snow, trash and recycling included. Interior photos similar while construction finishes
Charming Countryside Cape Cod on a Meticulously Maintained 1.25 acres! Welcome to 327 Bryarly Drive, Winchester, VA 22603 - a beautifully updated Cape Cod-style home nestled on a serene and private 1.25 Acre lot. Originally built in 1941, this residence exudes countryside charm and character, while offering numerous modern upgrades. Step inside to discover 3 spacious bedrooms and 2 full baths, with a thoughtful layout perfect for comfortable living. The main level features a cozy family room with a gas fireplace, a formal dining room ready for entertaining, and a sunroom ideal for plant lovers, a home gym, or simply relaxing while enjoying tranquil nature views. The main-level bedroom includes custom built-in bookshelves, perfect for a guest room or office. The kitchen provides ample storage and flows into an additional sunroom - a perfect bonus space for hosting or daily enjoyment. Upstairs, you'll find two generously sized bedrooms and a full bath. The finished portion of the basement offers flexible space for a rec room, den, or home office, while the large utility room delivers abundant storage options. As a bonus, this property includes a charming detached suite above the covered carport - complete with a private bath and a kitchenette, ideal for guests, extended family, or potential rental income. The outdoor space is just as impressive - beautifully landscaped with mature shrubs, colorful flower beds, and multiple areas to unwind and soak in the peaceful surroundings. Two storage sheds convey, offering plenty of room for hobbies or equipment. Recent Upgrades Include: New Well Pump (2025) New Hot Water Heater (2025) New Roof (2020) New Septic System (2006) This lovingly cared-for home offers a perfect blend of vintage character and modern conveniences. Dont miss your chance to own this unique and serene property - schedule your private tour today! *property conveys both lots 42-a-108 & 42-a-107 totalling 1.25 acres see documents section*
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.
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!
***OFFER DEADLINE: SUNDAY JUNE 22ND AT 8PM!*** Calling all investors, builders, and renovation enthusiasts-this is the opportunity you've been waiting for! This property is a true blank canvas with tons of potential. The home has been completely gutted and is ready for your vision-whether you're planning to renovate, rebuild, or start from scratch, the possibilities are wide open! With over 1,600 sq ft of interior space and a spacious lot, there's plenty of room to create something special. Located in a desirable neighborhood just minutes away from downtown Winchester thats quickly growing and transforming, this is a prime spot for a smart investment. Property values are on the rise, and demand is climbing-this is your chance to get in while you can! The home is being sold strictly as-is-no repairs or concessions will be made by the seller. A rehab special with strong upside potential, perfect for someone with the creativity and vision to bring it to life. Bring your contractor, architect, or just your imagination, and walk the lot to see whats possible. Whether youre planning to flip it, build new, or hold it as part of your portfolio, this is a golden opportunity to create real value. Dont wait see what this property could become with your vision!
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!
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. The primary bedroom currently holds a queen size bed for reference. 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!
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 !
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!
