Winchester VA Real Estate & Homes for Sale

Nestled in the heart of historic downtown Winchester, this beautifully updated 2 bed, 2.5 bath colonial seamlessly blends modern convenience with timeless charm. Just steps from parks, dining, shopping, and the vibrant Old Town Walking Mall, this home offers the perfect blend of city living and cozy retreat. Inside, you'll find maintained original details alongside stylish updates, creating a warm and inviting atmosphere. The thoughtfully updated kitchen boasts modern finishes while preserving the home's classic character. The living and dining areas are perfect for entertaining. Enjoy multiple outdoor spaces, including a charming front porch, a private patio, and a large, beautifully landscaped backyard-a rare find in downtown Winchester! One off-street parking spot is available for added convenience .Don't miss this opportunity to own a piece of Winchesters history with all the modern amenities you desire. Schedule your showing today!

Welcome home to 202 Doe Trail! This lovely rancher is being sold with an adjacent, corner lot, totaling approximately .7 acres of space and comfort, simply awaiting for your gardening skills! Walk into the lovely, very well maintained home, with a freshly painted kitchen, open floor plan and three well sized bedrooms. The sellers added a slider door and beautiful deck to the home in 2022 and it's simply begging for a BBQ, company and a bevearge of your choice as you enjoy the quiet around you. The carpets have been recently steam cleaned, the home is in wonderful shape and ready to move in. Make your appointment today!

Step into elegance as you enter this remarkable 3BR 2.5 BA single family home on a quiet street in Winchester. Every inch has been thoughtfully designed, brimming with upgrades and impeccable taste. Highlights include contemporary lighting fixtures, a dream-worthy kitchen complete with beautiful stainless steel appliances including a new stove in 2023, granite countertops, shaker cabinets, and an eye-catching backsplash. The main level boasts stunning hardwood floors, while all bathrooms have been beautifully updated. The primary bathroom is a retreat of its own, featuring ceramic flooring, a tiled shower, and a luxurious 6-jet shower panel. Updates include roof (2020), hot water heater (2020), updated primary bathroom, updated AC/heating system, gorgeous landscaping, and a partially covered deck with custom railings add to this home's appeal. Conveniently located just minutes from a hospital, walking and biking trails, grocery stores, shopping, and historic downtown Winchester, with easy access to Routes 50, 37, and 81. Dont wait; this gem wont be on the market for long!

Charming 3 Bedroom Rancher with Incredible Lot & Amenities! Nestled on a peaceful cul-de-sac, this beautiful 3 bedroom, 2.5 bath rancher offers the perfect blend of comfort and convenience. Sitting on an amazing 0.69-acre lot, this home boasts a fully fenced backyard with mature trees, providing the perfect space for outdoor relaxation and entertainment. Step inside to discover upgraded laminate flooring throughout the main level, creating a sleek and modern feel. The updated kitchen features beautiful quartz countertops and stainless steel appliances, including a convenient beverage fridge-perfect for entertaining guests or little ones. The basement is an added bonus with a cozy family room, bar area, and a versatile bonus room that can easily be transformed into an additional bedroom, office, or storage space to suit your needs. Enjoy your morning coffee or evening relaxation on the amazing front porch, complete with a swing and composite decking. The wrap-around deck leads to an enclosed, screen-ed in back porch. For those who need a place to tinker or store their tools, this property includes an oversized 29 x 22 detached 2 car garage with electric and heat, plus a shed with electricity-ideal for hobbies or additional storage. Located in a prime commuter-friendly area, this home offers convenience without sacrificing tranquility. Dont miss out on this one-of-a-kind home with endless potential! Schedule your showing today and make this dream home yours!

Charming 2-bedroom, 1.5-bathroom brick-front home located within the city limits of Winchester. Enjoy outdoor living with a fenced backyard and a screened-in sun porch, perfect for relaxing or entertaining. The oversized one-car garage offers ample storage space. Interior highlights include plantation shutters. Located in a community with a clubhouse, with HOA services that include front lawn care and snow removal for hassle-free living. Conveniently close to downtown Winchester, shopping, dining, and entertainment options.

Classic brick colonial in sought-after MEADOW BRANCH! This beautifully maintained home has 5 bedrooms, 4 baths and 1 half bath, and, with a fully finished basement, offers just over 5,000 square feet of living space. The large corner lot, at just over one half acre, provides extra space for a young family, and plenty of gardening opportunities. A spacious deck , easily accessible from the kitchen, provides a comfortable spot for outdoor living. The freshly painted interior of the home was designed for easy flow without being totally open. The entrance hall bisects the formal living room and dining room, and leads back to a family room/kitchen with breakfast area, and gas fireplace. A bedroom, full bath,and laundry complete the ground floor, all rooms finished with hardwood flooring. Upstairs is the spacious primary suite with two large walk-in closets and a full bathroom with soaking tub. Three other good-sized bedrooms and two more baths complete the upstairs living space. Each bedroom has wall-to-wall carpeting. The basement, complete with kitchenette and half bath, was totally finished in 2018, providing space for a work-out room, man cave or playroom. Plenty of light comes through the exterior door and windows on the back of the house. Xfinity internet. The convenience of being in town and close to shopping and historic downtown Winchester makes this a very special home!

Ever dream of owning a farmette? Heres your chance! No need to search for land and start from scratch. 3262 Apple Pie Ridge Rd is ready for your horses, pigs, cows, goats, or chickens! Nestled on 6.5 acres and set back off the road, this property is perfect for those looking to embrace country living while still enjoying the convenience of a prime Apple Pie Ridge Road location-just minutes to I-81 and only 12 minutes to shopping and restaurants like Target, Lowes, Chick-fil-A, and Texas Roadhouse. The barn is ready for your animals, featuring three oversized stalls, hay storage, and ample space for tack, feed, and equipment. Two front stalls open to a fenced dry lot, which connects to three fenced pastures-one of which is already equipped with an automatic freeze free Ritchie waterer. Additional fields and the large chicken coop have frost-free spigots and electric, making farm life even easier. No need to worry about an egg shortage-the well-designed chicken coop includes two nesting areas leading to fenced runs. No HOA or restrictions means you can truly make this property your own. There is a detached 20x30 Lincoln steel garage building (built in 2015) which provides space for parking, equipment, hobbies, or a workshop. A run-in shed behind the garage conveys, offering extra storage or shelter for animals. And dont forget about the house! This charming Cape Cod offers over 3,000 finished sq. ft. of living space. Step inside to find engineered hardwood flooring throughout the main level. The kitchen features classic white cabinetry, butcher block countertops, and stainless steel appliances. The sunroom and living room overlook the backyard and pastures, providing stunning views year-round. The main-level owners suite has an oversized walk-in closet and ensuite bath. Upstairs, youll find two spacious bedrooms, with one featuring an extra bonus space to suit your needs. The finished basement includes a family room, a bonus room perfect for an office or potential fourth bedroom, ample storage, and a walkout to the side patio. Other highlights include: new carpet upstairs, Paved driveway (done 6 years ago) newer Fencing installed 2 years ago, Upstairs heat pump ( 7 years old) & Downstairs A/C ( 1 year old), Rear deck built in 2016. This turnkey farmette offers the perfect blend of privacy, functionality, and comfort-all while being just minutes from major conveniences. Don't miss your opportunity to make it yours! No issues with cell phone service at the property. The owners use Starlink for internet and are able to stream and work from home with no problems.

Backyard oasis in the CITY.... Complete with koi pond! Bring your imagination and your green thumb. The shed complete with back porch and gardening tool shed has so much potential. I could see an incredible "she Shed" or man cave!! The inside has been renovated complete with a huge granite island, newer appliances, updated bathrooms, fresh paint and carpet. Roof was replaced within the last 4 years. I would consider this a 3-4 bedroom home, two of the bedrooms are connected by a bathroom.

Space, space and more space! With nearly 4,400 finished square feet, this home can accommodate the needs of any buyer! Sitting on a quiet cul de sac on the desirable east side of Winchester, the location is ideal for commuters to NOVA as well as provides easy access to I-81. The spacious main floor offers a living room, formal dining room, study, family room, half bath and HUGE kitchen and morning room. A chef's dream, the kitchen boasts a large granite island, gas cooktop, double ovens, pantry, butler's pantry/coffee bar and ample cabinet space. The morning room walks out to a Trex composite deck for outdoor living. Upstairs the primary suite features a sitting room, walk in closet and tray ceiling. The primary bathroom showcases a large soaking tub, shower, dual sinks, large vanity and water closet. Three other bedrooms, one with an en suite bath, hall bath and the laundry can also be found on the upper level. Finished basement has huge recreation room and two other finished rooms as well as a full bathroom.

Spacious 3 Bed, 2.5 Bath Colonial with covered front porch & screened-in deck! This charming Colonial offers plenty of space, featuring a large covered front porch, a fenced backyard, and a screened-in deck-perfect for relaxing or entertaining. Inside, the main level boasts durable laminate flooring, a well-appointed kitchen with a breakfast bar, and both formal living and dining rooms. The family room, located off the kitchen, provides additional space for gathering. Upstairs, the three generously sized bedrooms have brand-new carpet. The full, unfinished basement offers potential for customization, with rough-in plumbing ready for an additional bathroom and a lower level laundry room includes a utility sink for added convenience. . Updates include windows replaced in 2022, a water softener installed in 2022, vinyl siding, shutters, and gutters replaced in 2019, a roof from approximately 2015, HVAC and furnace from approximately 2011, and a water heater from 2014. All appliances have been updated except for the refrigerator. Located close to the high school and elementary school, this home offers easy access to I-81 and Rt-7. With no HOA restrictions, you can enjoy the freedom of homeownership without additional fees. Flooring and vanities will convey to the new owner. Dont miss the opportunity to make this beautiful home yours-schedule a showing today!

They dont build townhouses like this anymore! If youre looking for a solidly built home with real hardwood floors, timeless cabinetry, and granite countertops, this is the one for you. Located on the east side of Winchester, just minutes from Route 7 and I-81, this end-unit townhouse offers both convenience and charm. No need to worry about lawn care-the HOA takes care of all the mowing! Step inside to find beautiful hardwood floors extending throughout the main level. The spacious living room flows seamlessly into the kitchen, featuring upgraded oak cabinets, granite countertops, and stainless steel appliances. Step out onto the back deck overlooking open space and woods-no maintenance required, as the boards have been replaced with durable composite decking. Upstairs, youll be pleasantly surprised by two oversized bedrooms, each with its own en suite full bathroom-no cramped spaces here! The lower level offers even more living space with a large finished family room, a third full bathroom, and a walkout to the backyard and concrete patio. With warmer days ahead, this location is perfect-just a short walk to The Dairy Corner for a sweet treat! Two assigned parking spaces are located right out front, with additional visitor parking nearby.

Welcome to this beautiful 4-bedroom, 2.5-bath home, constructed in 2024 and ideally positioned on a desirable corner lot within a tranquil cul-de-sac. As you enter, you'll appreciate the bright and open design tailored for contemporary living. The gourmet kitchen is a chef's dream, featuring a walk-in pantry, a spacious center island, and a seamless connection to the inviting living room, accentuated by an elegant electric fireplace. Thoughtfully designed windows allow natural light to flood the home, while a private study adorned with French doors and a sunroom enhance the main level's allure. Venturing upstairs, you'll find the luxurious primary suite, which includes a large walk-in closet and a spa-like bathroom equipped with double sinks. Three additional bedrooms, an upstairs laundry room for convenience, and an airy loft provide ample space for everyone. The expansive unfinished walkout basement presents a canvas for your creativity and personalized touches. A 2-car garage rounds out this impressive residence. Situated in the highly sought-after Raven Oaks community, residents enjoy exceptional amenities including a pool, pickleball and basketball courts, and playgrounds. With easy access to Winchester Country Club, Apple Blossom Mall, Shenandoah University, I-81, and SR-7, this home balances comfort with convenience. Don't miss out on this amazing opportunity to make it yours!

5 Minutes to town, Martins, and restaurants! HUGE & PRIVATE 1.5 acre property with turn-key, MOVE IN READY, 2 bedroom Cape Cod, ++ front and back porches! Great commuter location with quick access to routes 522, 37, 81, and 7. This wonderful home has tons of upgrades which include: 200 amp electric, maintenance-free laminate flooring in the kitchen and hallway, and hardwood in the bedrooms and living room. New windows and deck and a play area. Washer and drier hookups available. Fenced backyard! NO HOA. FREEDOM + CONVIENENCE + PRIVACY!

Welcome to 700 Crow Drive, situated in Wilde Acres subdivision in Frederick County, VA. When you step in the front door you will notice a two story foyer with lots of natural light. The main level of this home offers a half bath, formal dining, living room and a den. The kitchen has lots of space that opens up to the the living, which is great for entertaining. On the upper level you will find 3 secondary bedrooms and a full bath along with a primary bedroom with its own bathroom. The basement is fully finished which offers another full bathroom and a rec room. Outside you can entertain on your large rear deck or enjoy morning coffee on your front porch.

This elegant 7 bedroom home sits on a spacious corner lot in Winchester's historic district. The all brick construction sits on a native limestone foundation. The beautiful front yard is surrounded by a raised stone wall and overlooked by the large front porch offering wonderful space for entertaining or a comfortable to relax. The private backyard is great family space and play area and features a large flagstone patio with access to the beautiful sun porch, as well as a live turf putting green! Inside, beautiful hardwood floors throughout the home complementing large rooms with high ceilings. The first floor features front and side entrances, large central hall, elegant parlors on either side of the entry, the large and equally elegant dining room, each with a fireplace, a office or study, and the inviting sun porch and a spacious modern eat-in kitchen. On the second floor is the charming primary suite with modern bath and fireplace. Second floor also includes 4 other bedrooms, a second bath, and laundry. On the third floor are 2 more bedrooms, a full bath, and plenty of storage. The property is zoned RO1 the first floor could be used as office with living space on the second and third floor. What a house!

All brick ranch home with 4 bedrooms close to town and a short walk to the golf course! Main level large living Room and dinning room, 2 bedrooms and 2 bathrooms, an eat in kitchen, has gleaming hardwood flooring. Lower Level large area for pool table 2 more bedrooms, 1 bathroom and a family room equipped with a brick fireplace and space for a pool table. There is a sliding glass door that leads to a spacious deck with steps to the yard. The basement includes a shop area that could be used as storage or for hobbyists, laundry area and a third bath. There are 2 off street parking spaces. NOTE: The driveway is a shared driveway, 2/3 of the paved area belongs to this property, 1/3 belongs to the property to the right. There is space for 2 cars in the driveway.

Have you ever envisioned owning an incredible ranch with a 5-acre home? This unique opportunity invites you to embrace a serene rural lifestyle, offering vast space for relaxation and small-scale farming endeavors. Picture awakening to the soothing sounds of nature, with the potential to cultivate a flourishing garden, raise livestock, or bask in the tranquility of the countryside. This Property invites you to embrace a life of comfort and style, featuring three bedrooms and two bathrooms. The newly renovated upstairs, adorned with hardwood floors, creates a serene retreat, including a remodeled bathroom. The spacious open farmhouse kitchen island is the heart of the home, perfect for cherished family gatherings. Two welcoming living rooms offer an atmosphere of warmth, with the woodstove fireplace serving as a centerpiece for memorable evenings together. The home has a brand-new water heater and HAVC system. The Property Boasts two Garages: a large Three-Bay Garage and a Two-Car Garage. Both Have Their Own Electric Meters. The large garage is Plumbed For a Bathroom.

Welcome to Wilde Acres! This charming 3 bedroom with non-conforming 4th bedroom, 2.5 bath home is ready for new owners. The main floor boasts an open concept kitchen with granite countertops and stainless steel appliances that flows into an expansive living room and a half. Upstairs you'll find the 3 bedrooms, the office space/non- conforming bedroom, and full bath in the hall. The primary bedroom also has an attached full bath with a double vanity and beautiful tiled bath/shower. One owner home! Built in 2019!

Discover this stunning 5-bedroom, 4.5-bathroom colonial backing to serene wetlands, offering privacy and luxury just minutes from city conveniences. The main-floor primary suite has a large shower and dual vanities, along with a large walk-in closet. The primary bedroom overlooks the private backyard. The family room is accessible from the gourmet kitchen that features quartz countertops, a large island, a wall oven, walk-in pantry, custom designed cabinetry and hardware, lighting, top end appliances. The family room has a built-in entertainment center, coffered ceilings and a lovely gas fireplace - perfect for cool spring evenings. The mudroom also has custom built cabinetry with storage for anything you would need, it connects to a well laid out laundry room w/sink. The upper level features 3 bedrooms, all accessible to a bath. 3/4" white oak hardwoods have been installed on both main and upper levels. This home exudes warmth and character while displaying high quality finishings throughout. Enjoy indoor-outdoor living with a three-season sunroom and spectacular stone patios featuring a waterfall, fireplace, outdoor kitchen, and bubbler pots. Modern updates include dual-zone HVAC (7/18 & 6/20) and a new architectural roof (11/23) and a new hot water heater (12/24). There is also a whole house generator. This home comes with an extra building lot, for a total acreage of 1.78 in the city! It's a rare find. The home is on city water, but there is a well installed that services the irrigation system, so no large water bills in the summertime from watering! This home is sure to please the outdoor entertainers with the multi-tiered patio and gorgeous waterfall and fireplace as a backdrop for all the get togethers, or just the quiet times overlooking the wetlands from your backyard oasis. Breathtaking landscaping, this home is a true retreat inside city limits. Don't miss this rare opportunity-schedule your tour today!

WELCOME to this charming, conveniently-located, two-level brick rambler home!! This spacious, well-maintained property has comfortable living spaces inside and out. This cozy home features two finished levels with hardwood floors on the main level and flooring on the basement level as well. The main level features three bedrooms and a nice-sized kitchen. Your outdoor retreat awaits just beyond the back door. Enjoy a large, splendid deck and pleasant backyard area, where you will find abundant outdoor space ideal for both entertaining guests or unwinding in tranquility. There is also a practical storage shed in the back that provides excellent outdoor storage. The lower basement level also comes with newer PVC flooring and has a spacious family/recreation room, a bonus room and is also equipped with a full bathroom for extra convenience. The Laundry room is also conveniently located in the lower level. The driveway adds to your convenience and comfort, providing ample space for parking along with the rear alley access that provides additional parking space in the back of the home. The location is a commuters delight, perfectly situated close to major roads and highways and within short distance distance to public transportation. Close to restaurants and shopping. Take advantage of this wonderful opportunity to own this wonderful home and prime location!

Introducing a beautifully maintained three-level townhome in the desirable Brookland Heights community. This spacious 1,680 sq. ft. residence features a fully finished walk-out basement, offering the potential for a third bedroom or versatile living space in lower level. Enter through the spacious living room, with hardwood flooring and lots of natural light. Just ahead is the kitchen with a large pantry, kitchen has been updated with new flooring, a new stove and side by side fridge. Conveniently located on the first floor is an updated half bathroom, laundry hookup and deck access. Upstairs are two generously sized bedrooms, both with hardwood flooring. The upper level full bathroom has been completely remodeled, including new plumbing. For additional peace of mind and comfort, updates include, new doors, all new interior fixtures from fans, lights, to knobs to faucets, new insulation in the attic and entire duct system has been professionally cleaned. Outside you have a great space to entertain with a spacious deck and fully fenced yard with stairs connecting the deck to the patio. Home backs to a common area that offers a playground & plenty of greenspace for kids or fur babies. All of this is conveniently located, within minutes to I-81 and route 7. Minutes from restaurants, shopping, and Old Town Winchester.

No HOA! Bring your chickens for your FREE eggs! This stunning 4-bedroom, 2.5-bath home sits on over 2 private, wooded acres, offering a peaceful retreat just minutes from Winchester Medical Center and downtown Winchester. Inside, you'll find beautiful hardwood floors throughout the main level, built-ins, bay windows, and charming French doors. The kitchen is a dream-featuring granite countertops, upgraded cabinetry, a spacious pantry, a farmhouse sink, stainless steel appliances, and an island with seating. Upgrades galore! A newer HVAC system, water treatment system, pressure tank, water heater, and exterior doors ensure peace of mind. Cozy up by one of the two fireplaces, including one in the finished basement-perfect for additional living space. The main-level laundry room adds extra convenience. Step outside to a backyard sanctuary with gorgeous landscaping, a hardscape patio and fire pit, and mature trees for privacy, complete with an established garden and room for the chicken coop. A circular driveway, and a fully finished detached building with room perfect for an office and a garage with dual zone mini split for temperature control, complete the package. Plus, with Xfinity for internet and 50-year shingles installed in 2009, this home is as practical as it is beautiful!

Charming ranch home nestled at the end of a peaceful cul-de-sac, offering privacy and serene views with a wooded backdrop. Located on the desirable east side of Winchester in an established neighborhood, this spacious home boasts just under 2,600 sqft of living space. The gourmet kitchen is a chef's dream, perfect for entertaining, while the expansive basement provides ample room for recreation and storage. A true blend of comfort, convenience, and natural beauty. Dont miss out on this stunning home!

Nestled in the highly sought-after rural enclave of Shawneeland, this meticulously maintained and cherished cedar-sided rancher offers the perfect blend of comfort and convenience. Boasting four bedrooms and two bathrooms, this charming single-level residence is set on a generous 0.44-acre lot, surrounded by mature trees with serene mountain views. Unlike some other homes, the home features a second entrance to a living room area and bedroo that can be used as an In Law Suite, but allowing access to rest of home from inside. Ideally positioned near the subdivision entrance, it offers the tranquility of country living while remaining just eight miles from essential amenities such as Walmart, a hospital, and the historic charm of downtown Winchester. Commuters will appreciate the easy access to Route 50 (approximately three miles away), as well as Routes 37, 7, 81, and 522, all within close proximity. The home features a quaint eat-in kitchen seamlessly adjoining the cozy family room, making it an inviting space for gatherings. Thoughtful upgrades completed between 2022 and 2024 enhance both aesthetics and functionality, including a brand-new architectural shingle roof, freshly painted exterior (home and shed) with Valspar paints, a new well pump, a thoroughly inspected and serviced septic system with a replaced distribution box, and a newly installed 3-ton Heil heat pump system. The interior has been refreshed with new carpeting, a complete repaint, updated toilets, new vapor barrier in crawl space and modern appliances-including a microwave, refrigerator, cooktop, range hood, and kitchen sink. Additional improvements include a new ceiling fan in the dining room and bedroom, as well as upgraded doors throughout the home. The homes foundation features a high-clearance block crawl space, offering ample storage potential, recently enhanced with fresh gravel for easy access. The exterior has been beautifully landscaped in 2024, featuring vibrant Azaleas, hardy evergreens, a Butterfly Bush, and Skip Laurel, adding to the homes natural charm. With no HOA, residents instead benefit from a Sanitary District, ensuring year-round maintenance of subdivision roads, common areas, a lake, beach, mailbox sites, and more. The annual fee is conveniently collected through property taxes or paid directly by homeowners if no mortgage exists. This exquisite property offers the rare opportunity to experience peaceful rural living with modern comforts, all within minutes of essential services and commuter routes.