Winchester VA Real Estate & Homes for Sale

END UNIT Luxury 3 level/3 bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available! ***OFFERING UP TO $7K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* MOVE-IN READY! Explore Winchesters new luxury townhome community. This three level end unit home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height. The first level includes a private finished recreation room and possible 4th bedroom with its own full bath and walk in shower, perfect for guests or a home office. Laundry hookups are conveniently located on the third level near the bedrooms. Step outside to a 10X14 maintenance free deck, ideal for relaxing or entertaining. Upgrades throughout make this home truly shine. Come see it for yourself.

Welcome to 769 Seldon Drive-an elegant brick-front colonial situated on nearly half an acre in one of Winchesters most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along with formal living and dining rooms, a warm and inviting family room with fireplace, and a well-equipped kitchen with center island and breakfast area. Hardwood floors and detailed trim work add classic character throughout. A standout feature of this home is the private ground-level apartment with its own entrance-complete with a full kitchen, bedroom, bathroom, living space, and dedicated laundry. Perfect for guests, extended family, or potential rental income. Upstairs, you'll find additional spacious bedrooms and full baths, offering plenty of room for everyone. Enjoy the outdoors from your beautifully landscaped yard with space to garden, entertain, or relax. A two-car garage and extended driveway provide ample parking. Conveniently located just minutes to downtown Winchester, parks, shopping, dining, and commuter routes-this home offers the space and versatility you've been searching for. Schedule your private showing today!

1813 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA - ready to move in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, soft-close grey cabinets & drawers, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! Its a home that adapts to your lifestyle. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

1809 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA - ready to move in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, soft-close espresso cabinets & drawers, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! Its a home that adapts to your lifestyle. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

NEW, NEW, NEW (IN OLD TOWN WINCHESTER) ...NEW KITCHEN ...NEW APPLIANCES ...NEW BATHROOMS ...NEW CARPET ...BEAUTIFUL HARDWOOD FLOORS ...FRENCH DOORS TO A LARGE DECK (CENTRAL AIR) ...VERY LARGE FENCED IN BACKYARD (FIRST TIME EVER OFFER FOR SALE) ...PERFECT FAMILY HOME!!!

1821 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA - ready to move in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, soft-close grey cabinets & drawers, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! Its a home that adapts to your lifestyle. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

An exceptional offering of luxury living in the City of Winchester, this stately brick residence presents 4,958 square feet or refined, custom-designed living space. The home features 5 generously sized bedrooms and 4.5 beautifully appointed bathrooms, thoughtfully crafted for both elegant entertaining and everyday comfort. Rich architectural details and custom finishes are showcased throughout, complemented by three fireplaces that create warm, inviting gathering spaces. The sun-drenched breakfast room enhances the gourmet kitchen, ideal for casual dining and morning light. Enjoy year-round comfort with gas heat and central air. Ideally suited for medical professionals, this premier location offers an effortless commute - just one stoplight from Valley Health. A rare opportunity to own a sophisticated, executive-style residence in a highly desirable city setting.

Nestled in the charming Hillcrest neighborhood, this delightful Craftsman-style home, built in 1950 and set to shine with major renovations in 2024, offers a perfect blend of classic character and modern convenience. With two spacious bedrooms and two full bathrooms, this residence is designed for comfort and functionality. The heart of the home features a well-appointed kitchen equipped with essential appliances, including a built-in microwave, electric range, and refrigerator, making meal preparation a joy. The unfinished basement presents an opportunity for customization to suit your needs. The expansive 0.34-acre lot provides ample outdoor space for relaxation and recreation, perfect for enjoying the fresh air or gardening. Parking is a breeze with both on-street options and a gravel driveway. Hillcrest is not just a place to live; it's a vibrant community. Residents enjoy access to nearby parks, perfect for leisurely strolls or picnics, and excellent local schools that foster a nurturing environment for learning. With public services that ensure convenience and safety, this home is a wonderful opportunity to embrace a lifestyle of comfort and community. Experience the warmth and charm of Hillcrest-your new home awaits!

Welcome to this charming Winchester home full of character and potential. Featuring a functional layout and comfortable living spaces, this property offers a wonderful opportunity for a buyer ready to add their personal touch. The spacious yard provides room to relax, garden, or entertain. Conveniently located near downtown, shopping, dining, and commuter routes. Priced at $185,000 to reflect updates needed, making it an excellent chance to build equity in a growing area.

Welcome to this charming 2-bedroom, 1.5-bath home in Winchester! Featuring a recently replaced roof (2024) and double-hung windows, this home combines character and functionality. The main floor offers a bedroom with half bath, perfect for guests or home office use, while upstairs boasts a large bedroom with full bath. Enjoy cozy evenings by the brick wood-burning fireplace and the beautiful hardwood and vinyl floors throughout the home. The kitchen comes fully equipped with refrigerator, stove, disposal, and washer/dryer, making move-in easy. Other updates include a natural gas furnace (2016) in the crawl space and window units for AC. A 2002 structural engineering report confirms the homes solid structure-documents available upon request. Utilities are convenient with SVEC electricity, Winchester City water & sewer, and Washington Gas. This property is lockbox and sign rider protected, with showings by appointment only and 2-hour notice (dog on premises). Dont miss this well-maintained home in a desirable Winchester location-perfect for those seeking comfort, updates, and value all in one!

Charming and completely updated! This beautiful home features a brand-new kitchen with new appliances, an updated bathroom, newly installed HVAC system, and a new water heater. Truly move-in ready and waiting for its next owner!

Welcome to 1885 Rosser Lane. Located in one of Winchester's sought after 55+ retirement communities, Willow Lawn Cottages. This cute and cozy 2 bedroom 2 full bath home features spacious one level living with vaulted ceilings, den/office, sunroom, gas fireplace, separate laundry room, walk in closets, 1 car garage and more.

Must see this Newly Renovated 4-5 bedroom 2 Full bath, Main level has Brand New Kitchen Cabinets with Granite Counters & Stainless-Steel Appliances. Living room and two Good Size Bedrooms & a Full Bathroom with a Walk-in Shower, Main level Laundry. Up to the 2nd level are Two Bedrooms & Full Bath. 3 Finished levels with a Finished room in the Basement with additional room to Grow. Walkout level to a Large Fenced Backyard. Natural Gas Heat & Gas Hot Water & Central A/C. Relax on either one of the Front or Back Covered Trex Porch. New Roof

Charming Victorian home in the Heart of Historic downtown Winchester and located just off of the Apple Blossom Parade route with a fabulous large yard, great for entertaining and gardening. Loaded with the charm of the era, plus many updates for comfort and convenience. The foyer, front staircase , living, dining , family and main level bedrooms have beautiful wood flooring reminiscent of years gone by. The living room charm includes a bay window area and decorative fireplace. while the lovely dining room has a beautiful chandelier. The kitchen has been updated with stainless steel appliances and there is a rear staircase that takes you to the upstairs. The great main level floor plan includes the main level bedroom or office with doors to the deck area of the charming large backyard. The upstairs includes a large recently renovated and spacious primary bedroom and exquisite en suite bath that you will fall in love with. Plus, two other bedrooms and 2 additional baths on the second level. The house has been added on to since the original construction of the main home in 1880 ( according to the Historic American Buildings Survey information although shown by the assessor's office is 1900). The original section is brick while the additions in the rear are a combination. A true gem, this home is one to three blocks of most of the amenities of the downtown area, including shopping, the Handley Library, court house and many restaurants and charming cafes and downtown mall.. Also only a short distance away are The Museum of the Shenandoah Valley and the Winchester Medical Center. : National Register of Historic Places Recent updates also include: new roof in 2023, kitchen appliances and upstairs washer & dryer 2023 HVAC is 3 zones

Unwind on the covered front porch of this charming stone Cape Cod, ideally located on a spacious corner lot with sidewalks and a large, fenced backyard. Inside, the inviting living room features hardwood floors and a brick gas-log fireplace-perfect for cozy evenings. Hardwood flooring continues throughout the home, complemented by a convenient kitchen and dining combination. Two bedrooms are located on the main level, one of which could easily serve as a formal dining room if desired. The upper level boasts a generously sized bedroom with hardwood floors and a large closet. The lower level offers additional living space with a family room, oversized closet or pantry, laundry area, and ample storage. Outdoor amenities include a recently updated covered carport and additional storage. Conveniently located just minutes from I-81 and close to restaurants and shopping. Notable updates include the replacement of two exterior doors with stainless steel-reinforced wood doors in 2022 and a new chimney cap installed the same year. The kitchen has seen several improvements, including replacement of the plumbing drain under the sink, installation of a microwave with exhaust ductwork, a new dishwasher in 2021, and a new refrigerator and stove in 2022. Bathroom updates include new plumbing under the bathtub in 2022 and a new diverter inside the spout in 2026. Additional plumbing improvements include an updated sink, a new AO Smith water heater installed in 2022, and a basement pressure-reducing valve. The home also features new vinyl windows throughout-including two attic windows, seven main-level windows, two miniature windows, and two basement half windows-installed in 2026, along with new gutters equipped with LeafGuard added in 2026.

Welcome to The Lofts at Creekside! Better than new and absolutely breathtaking, this four-level interior townhome delivers style, space, and an unbeatable lifestyle-all within walking distance to top-rated restaurants, shopping, and the historic Kernstown Battlefield. Offering 3 bedrooms and 2.5 baths, the home features a chic upper-level loft that opens to a stunning private terrace, perfect for hosting unforgettable gatherings or enjoying quiet evenings under the stars. The main living level is a showstopper with a large quartz island, sleek stainless steel appliances, and luxury vinyl plank flooring that blends modern elegance with everyday comfort. Downstairs, the versatile lower-level family room and attached garage add both function and flexibility. Set in an amazing location and designed with a true Pinterest-worthy aesthetic, this home feels like a dream-and lives even better.

Location? Check. Beautiful federal-style architecture? Check. A separate dwelling unit? Check. Endless possibilities? Check!!! This amazing property, located within the Historic Winchester District, presents a one-of-a-kind opportunity to own a piece of history - all just minutes from the Old Town mall. The front of the main home dates back to 1856! You will surely fall in love with the wood floors, thoughtful built-ins, and charming fireplaces. Upstairs, three generously sized bedrooms await, including the primary bedroom with an en-suite bath. A second full bath is also located on the upper level between the other two bedrooms for ultimate convenience. On the main level, you'll find laundry and a powder room, as well as a bonus room that would make a great breakfast nook, office, or mud room. The family room and dining area are gorgeous and spacious, but if you need even more space, look no further! The cottage behind the home has its own address and offers nearly 350 more finished square feet (and was even used as an Airbnb in the past)! This adorable former summer kitchen offers endless possibilities - especially with the RB1 zoning (see attached documents). Behind the cottage, you will find a three-bay garage (a former blacksmith shop) and a shed. Brand-new garage were just installed on the garage on 2/3/2026! An off-street parking space is also available beside the shed, and if you want more green space, permission to remove the garage was previously granted to the current owners (please contact the Board of Architectural Review for more information). The most recent updates to the property include: siding repair in 2025 on the main house; new plumbing, flooring, and vanity in the cottage bathroom in 2023; and new toilets upstairs in the main house in 2024. A HOME WARRANTY ALSO CONVEYS with this property. The policy expires 4/24/2028 (see documents). This fabulous home awaits your imagination! Schedule your showing today!!

Ready for occupancy and fast settlement! Exceptional, spacious one-level home ideally located near the Medical Center, the Museum of the Shenandoah Valley, shopping, and downtown. This well-maintained property features newly refinished hardwood floors. The generously sized living room offers extensive built-in shelving and a wood-burning fireplace with mantle and hearth. Sliding glass doors open to a lovely patio and fenced rear yard, creating a seamless indoor-outdoor living experience. The front foyer provides access to a private office that connects to a full bath with shower and the primary bedroom, offering a flexible and functional layout. Additional highlights include a pull-down attic with ample storage space, as well as an attached storage area accessible from both the interior and exterior of the home. The carport leads directly to the charming front porch, providing convenient, weather-protected entry. An additional outdoor storage building conveys with the property. This is a wonderful opportunity to own a spacious one-level home in a highly desirable area, with plenty of potential to add your own personal touches. Appliances conveying with the home include a Whirlpool refrigerator with icemaker, Kenmore range, and Bosch 18" dishwasher.

Charming one level, 3-bedroom, 1 full bath home conveniently located in the heart of Winchester. Recently remodeled with new flooring throughout, updated bathroom, and modern fixtures. Thoughtful updates make this home move-in ready and ideal for easy, single-level living. Close to shopping, dining, and commuter routes.

All-brick rancher located in the sought-after Earlys Green at Meadow Branch community, offering 1,974 finished square feet with 9-foot ceilings and true one-level living. The open floor plan provides excellent flow and is ideal for both everyday living and entertaining. Recent interior updates include new hardwood flooring in the main living room, new carpet in all bedrooms, and fresh interior paint throughout in modern, neutral tones. Tile flooring has been thoughtfully retained in the kitchen, entry, and guest bath. Recessed lighting has been added to the main living area, along with multiple updated light fixtures, creating a bright and welcoming feel. The kitchen features a breakfast nook with a bay window and now includes custom built pantry storage, while the living room has been enhanced with a custom built-in with integrated lighting. A former bar area was removed and replaced with a large storage closet, significantly improving functionality. The primary bathroom has been fully gutted and completely redesigned, featuring a modern walk-in shower, contemporary fixtures, and an aging-in-place-friendly layout with grab bars and improved accessibility. The sunroom has been reconfigured for better flow, with the original sliding doors removed, a new cased opening added, and HVAC extended to the space, allowing it to be enjoyed year-round. A rear deck extends the living space outdoors. Exterior improvements include over $10,000 in rear landscaping designed to buffer Meadow Branch Avenue, featuring Crepe Myrtles, Emerald Green Arborvitae, and Hollies. A crawlspace fan/radon-style ventilation system has also been installed. Situated on a cul-de-sac and conveniently located near hospitals, shopping, dining, fitness facilities, walking trails, coffee shops, and Old Town Winchester. HOA covers lawn maintenance, snow removal, pool, and tennis courts. Not a 55+ community. Homes offering this level of care, thoughtful upgrades, and low-maintenance living in this location are rarely available.

945 Allen Drive sits on a rare extra-wide double lot and showcases an in-ground swimming pool designed for both fun and relaxation. The pool features a brand-new liner, solar-powered heater to help keep the water comfortably warm, a sun shelf for lounging in shallow water, and a diving board for classic summer fun. The backyard is fully enclosed with a 6-foot vinyl privacy fence, creating a private setting ideal for entertaining and everyday enjoyment. Two storage buildings add valuable flexibility, one equipped with electric, perfect for a workshop, hobbies, or additional storage. Inside, the home is listed as a 3-bedroom, 2-bath but functions as a 4-bedroom layout, offering versatility for a home office, guest space, or additional living area. A gas fireplace provides a warm, cozy gathering spot on freezing winter days, while a whole-house humidifier enhances year-round comfort. Upgraded replacement windows improve energy efficiency and natural light throughout the home. Major system updates have already been completed, including a new roof, HVAC/furnace, and water heater, delivering peace of mind and reducing future maintenance costs. The driveway with carport provides convenient covered parking and easy daily access. The current homeowner is the original owner of the property and has been meticulous about maintenance throughout the years, a level of care that is evident throughout the home. Located in an established neighborhood with easy access to downtown Winchester, shopping, dining, medical facilities, and major commuter routes, this property combines space, thoughtful updates, and lifestyle features that are increasingly hard to find.

PRICE IMPROVEMENT!! Newly renovated and move-in ready! Everything is brand new in this super cute ranch home with a craftsman-style feel. Located in the City of Winchester in Northwestern Hills, schedule your appointment to see this stunning 3 BR 1 BA home with detached garage. New vinyl siding, roof, heat pump, GE appliances, cabinets, granite countertops, undercabinet lighting, flooring, landscaping, doors, windows, light and plumbing fixtures throughout. With an added new electric fireplace in the living room for that perfect ambiance! A level front yard and a spacious level fenced rear yard that can be the perfect space to host gatherings. Close to Valley Health Medical Center, Museum of the Shenandoah Valley, MSV walking path, banks, churches, and shopping. No HOA makes this home the perfect choice!

END UNIT Luxury 3 level/3 bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available! ***OFFERING UP TO $7K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* MOVE-IN READY! Explore Winchesters new luxury townhome community. This three level end unit home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height. The first level includes a private finished recreation room and possible 4th bedroom with its own full bath and walk in shower, perfect for guests or a home office. Laundry hookups are conveniently located on the third level near the bedrooms. Step outside to a 10X14 maintenance free deck, ideal for relaxing or entertaining. Upgrades throughout make this home truly shine. Come see it for yourself.

Ideally located within one of Winchesters most desirable neighborhoods, Whittier Acres, and next to Winchester Medical Center, this spacious split-level home offers exceptional convenience paired with a rare sense of privacy in a quiet, established setting. Backing to mature trees, the backyard is a peaceful retreat where birds visit regularly and an established butterfly garden awaits its vibrant return each spring-making it the perfect place to begin and end your day. Inside, the versatile layout includes four bright bedrooms, multiple formal and informal living areas, and an open kitchen with an adjoining Florida room that provides flexible, light-filled living space. The large, fully fenced backyard is ideal for relaxing, entertaining, or gathering around the fire pit while deer pass by in the morning and evening. The home also features a water softening system and reverse osmosis water filtration for added comfort and quality. Recent upgrades include driveway expansion, a newer hot water heater, ceiling fans, custom blinds throughout, and an expanded back patio for outdoor enjoyment. An extra-large driveway plus ample street parking provide excellent parking options. Just minutes from historic Old Town Winchester, the Museum of the Shenandoah Valley, and with easy access to Routes 37 and I-81, this home blends location, comfort, and everyday livability.

Investors Dream - $36,000 rental income, low maintenance, long term tenants in place. This is a great starter property for those looking to build a real estate portfolio or add to an existing one. Both apartments were completely rehabbed last year - new wiring and plumbing, new appliances, including washer and dryer, new carpet and vinyl plank flooring installed and fenced backyards. Situated just minutes from the historic Old Town Winchester pedestrian mall and major commuter routes, this is a "set-and-forget" asset in one of the areas strongest rental markets.