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$329,000
3 Beds ⋅ 2 Baths ⋅ VAWI2011100 MLS
Charming, meticulously maintained brick rancher in the heart of Winchester City! This move-in-ready home features 3 spacious bedrooms, 1 full bath, and a convenient half bath. Step inside to find gorgeous hard wood floors and several rooms boasting fresh, modern paint. The fully finished basement ( with radon system installed) offers incredible bonus square footage, perfect for a family room, home office, or recreation space. Outdoor living is a breeze on the private backyard brick patio, situated on a peaceful, quiet street. Driveway provides convenient off-street parking. New Refrigerator, washer and dryer convey. Location is everything! Enjoy the convenience of in-town living while staying just minutes away from major commuting routes, shopping, and dining. Don't miss this Winchester gem—schedule your tour today!

912 Allen Dr, Winchester
$379,999
3 Beds ⋅ 3 Baths ⋅ VAFV2043596 MLS
This lovely 3 bedroom 2 and 1/2 bath home in the Apple Ridge neighborhood of Winchester is not far from shopping and dining. Close to Route 81 and Route 7 it's an easy commute . The home has a great covered deck for outdoor entertaining and a large shed for your storage needs. Step into the home by way of a welcoming entryway and comfortable living room. Stainless appliances and granite countertops in the kitchen make it a pleasurable place to prepare all your favorites to serve in the formal dining room. There is a separate laundry room/ mud room with a washer and dryer that convey and lead to the garage. The upstairs landing has an arched window leading to 3 bedrooms and a hall bath. The spacious primary bedroom has a large private bath. Don't miss out on this wonderful home.

105 Mesquite Ct, Winchester
$499,900
3 Beds ⋅ 2 Baths ⋅ VAFV2043308 MLS
Stately rambler on gorgeous 1-acre lot in prestigoius Stonebrook Farms. Major remodel in 2016 includes new kitchen and both full baths. New windows & Sliding Glass Door replaced with Renewal by Anderson in April 2024 ($41,856). HVAC 2022, Water heater 2025. Kitchen features granite colunters, stainless steel appliances, added pantry, recessed lighing, under cabinet lighing, and pendant lighing, soft-close cabinets w/ pull-out shelves and soft-close drawers. Brand new carpeting on main level (Living Room, Family Room, & all 3 Bedrooms), hardwood flooring in kitchen and dining room in great shape. Huge unfinished basement offers tons of space to expand. Other updates include asphalt drivway (2018), Gutter guards (2014), Culligan water softener (2022), and ducts cleaned in Oct 2025. Septic pumped in 2014, roof replaced in 2010. Beautiful landscaping includes azaleas, boxwoods, and Japanese maple tree. Large patio-style porch in front looks out onto lush green lawn, and 3-season enclosed sunroom in back looks out to trees and grass, very private! Do not miss this rare opportunity to buy into Winchester's most prestigious neighborhood. And purchase an optional membership at Stonebook Club (Indoor & outdoor tennis, huge pool, raquetball courts, reception hall, and dining facilities, less than 1/2 mile away.

112 Beverly Dr, Winchester
$3,500,000
3 Beds ⋅ 4 Baths ⋅ VAFV2043614 MLS
Be Sure to View the Video and 3D Tour to Fully Experience this Stunning Property <br><br> **Briede Family Vineyards** presents an exceptional opportunity to acquire one of Virginia's distinguished boutique vineyard estates. Offering far more than beautiful real estate, it provides the new owners the opportunity to continue a well-established legacy within the Commonwealth's thriving wine industry. Combining an award-winning vineyard and winery brand with an elegant country residence currently operating as a licensed short-term rental, this remarkable property is ideally suited for those seeking both a lifestyle investment and an established business. The property's total acreage also includes three additional building lots (with approved Well and Septic), providing exceptional opportunities for future residential development, guest accommodations, or investment, subject to applicable approvals.<br><br> For years, Briede Family Vineyards has earned recognition for producing award-winning wines while cultivating a reputation for offering intimate, highly personalized guest experiences. Unlike larger commercial wineries, the vineyard has become known for its thoughtfully curated tastings, signature Champagne experiences, and imported French cheese pairings, creating a destination that guests return to year after year. The recognized brand, loyal clientele, and respected presence within Virginia's wine community provide an invaluable foundation for future ownership.<br><br> The beautifully appointed tasting room and adjoining great room provide an inviting setting for tastings, private gatherings, and special events. Guests can also enjoy the charming covered pavilion overlooking the vineyard, offering an ideal outdoor venue for relaxing, live entertainment, special events, and taking in the surrounding views. Complementing the vineyard experience, the beautifully maintained residence offers guests the opportunity to experience life among the vines. Surrounded by sweeping vineyard vistas and tranquil countryside, the home serves equally well as a private estate residence, luxury guest accommodations, or an expanded hospitality venue, offering exceptional flexibility for a variety of ownership goals.<br><br> The property encompasses established vineyards, meticulously maintained grounds, and the infrastructure necessary to continue current operations while providing opportunities for future growth. This is a true turnkey opportunity, allowing a new owner to step into an established vineyard operation with recognized branding and a well-developed hospitality experience, while providing an exceptional foundation for future growth and continued success. Whether expanding wine production, enhancing agritourism, hosting private events, or preserving the vineyard's boutique character, the possibilities are exceptional.<br><br> Conveniently located in Frederick County, Virginia, with easy access to Northern Virginia, Washington, D.C., and the Shenandoah Valley, Briede Family Vineyards represents a rare opportunity to acquire a recognized vineyard destination where years of dedicated ownership, reputation, and hospitality come together in one remarkable offering.

450 Green Spring Rd, Winchester
$360,000
3 Beds ⋅ 3 Baths ⋅ VAWI2011164 MLS
Welcome home to 117 E Pall Mall St! Ideally located within a mile of Shenandoah University and historic downtown Winchester! This 3 bedroom, 2.5 bath has lots of updates and upgrades! Updated kitchen and baths, stainless steel appliances, & a fenced in backyard! 2023 - Roof, siding, & electrical panel (and all breakers), updated kitchen and all baths, 2024 - repaired sump pump & new hot water heater, 2025 - new sewer line under driveway & from driveway to street, new LVP in kitchen, 2026 - replaced / leveled living room floor & subfloor, new LVP. Schedule your tour today!

117 E Pall Mall St, Winchester
$479,000
4 Beds ⋅ 3 Baths ⋅ VAFV2043570 MLS
Welcome to 104 Foxglove Drive, a beautifully updated, move-in-ready home offering 4 bedrooms, 3 full baths, and two spacious living areas, providing plenty of room for everyday living, entertaining, or accommodating guests. From the moment you arrive, you'll appreciate the care and pride of ownership that shines throughout. Major improvements have already been completed, allowing you to move in with confidence. Recent updates include a new roof (2024), front porch (2024), water heater (2024), privacy fence (2025), windows throughout the home (2025), and stove (2025). In 2026, the home received fresh interior paint, new faucets, and a beautifully renovated primary bathroom, creating a fresh, modern feel. The main level features beautiful hardwood flooring, a bright and inviting living room with soaring cathedral ceilings, a spacious kitchen with abundant cabinetry, a dedicated dining area, and a cozy gas fireplace perfect for cooler evenings. The finished lower level offers a large family room, full bath, laundry room, and fourth bedroom—ideal for guests, a home office, or multi-generational living. Step outside to enjoy the fully fenced backyard complete with a playset, a large deck for entertaining, and plenty of space for pets or play. The oversized garage features a freshly painted floor, adding both function and a polished finish. Additional improvements include: New appliances (2023–2026) New toilet (2023) New smoke detectors installed throughout the home Ideally located just minutes from I-81, Route 7, and Route 50, this home offers the perfect combination of convenience, thoughtful updates, and flexible living space. With so many major improvements already completed, all that's left to do is move in and enjoy. Some photos have been digitally staged for inspiration.

104 Foxglove Dr, Winchester
$670,000
4 Beds ⋅ 4 Baths ⋅ VAFV2043524 MLS
Nestled in a private cul-de-sac and ideally located for commuters, this beautifully maintained Colonial offers the perfect blend of comfort, style, and privacy. The home features four spacious bedrooms and three and a half bathrooms, providing plenty of room for both relaxation and entertaining. Step inside to a warm and inviting atmosphere, complemented by thoughtful design and quality finishes throughout. The recently remodeled kitchen features quartz countertops and stainless steel appliances. The expansive living areas open onto a Trex deck overlooking the picturesque heated, saltwater gunite pool—perfect for enjoying summer days and entertaining family and friends. The fully fenced yard also includes a separate fenced area, ideal for gardening, pets, or a children’s play area. The full basement provides a private retreat for guests, complete with a separate living area, bathroom, and dry bar with refrigerator. Situated on a generous 0.65-acre lot, the property offers abundant privacy and a peaceful setting surrounded by nature. Parking is a breeze with an attached two-car garage and a spacious driveway with room for an RV, complete with exterior 220/120-volt electrical service. More than just a house, this exceptional property offers a wonderful place to call home and create lasting memories.

107 Dell Ct, Winchester
$399,999
3 Beds ⋅ 3 Baths ⋅ VAFV2043576 MLS
What a sweet home with the best yard around. This wonderful home shows beautifully and features an updated kitchen, New HVAC units, New 16x14 deck plus extra deck on side of house. Large private fenced yard with 2 outbuildings, and one has electric for nice workshop area. Firepit area. This yard is great for entertaining. This wonderful home has 3 generous bedrooms. Primary ensuite with walk in closet, and sitting space. Primary bathroom with double sinks. Conveniently located near major commuter routes while offering the private yard for entertaining or just relaxing. This home combines comfort, functionality, and an ideal location. Don’t miss your opportunity to make it yours!

323 Dogwood Rd, Winchester
$599,990
2 Beds ⋅ 2 Baths ⋅ VAFV2043568 MLS
Welcome home to the Avalon, a beautifully designed move-in-ready ranch offering 2 bedrooms, 2 full baths, and up to 2,658 square feet of thoughtfully finished living space. This open-concept floor plan is perfect for effortless everyday living, featuring a spacious great room, a bright, modern kitchen, and a welcoming breakfast area that flows seamlessly into the sunroom. The main level offers a spacious owner's suite, a secondary bedroom, two full baths, and a versatile flex room that's ideal for a home office, den, or hobby space. The finished basement provides abundant additional living space and includes bathroom rough-ins, giving you the opportunity to add another full bath in the future. A two-car garage completes this exceptional home. Located just minutes from historic Downtown Winchester, you'll enjoy easy access to local restaurants, boutiques, entertainment, parks, wineries, and commuter routes while still enjoying the comfort of a peaceful community. Don't miss this opportunity to own a move-in-ready home that combines modern comfort, flexible living spaces, and an unbeatable location. Schedule your private tour today!

159 Williamson, Winchester
$449,000
4 Beds ⋅ 2 Baths ⋅ VAWI2011188 MLS
Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, dining room and kitchen. Upstairs you will find 4 sizable bedrooms and a full bath. The top level is a true gem—a finished attic with an exposed brick wall, providing a unique, flexible space ideal for a home office, a creative studio, or a quiet retreat. Step outside and discover the large covered front porch. Adorned with a stylish wooden ceiling, it's the perfect spot to relax and enjoy the neighborhood. The rear deck and fully-fenced backyard offer a private oasis for outdoor gatherings. Situated on a desirable corner lot, the home's prime location puts you just moments away from Winchester's best shopping, dining, and schools. Parking is a breeze with a detached garage and a private driveway, providing abundant off-street parking—a valuable convenience in this downtown neighborhood. Offering recently updated HVAC on 3 levels.

420 W Cork St, Winchester
$675,000
4 Beds ⋅ 3 Baths ⋅ VAFV2043234 MLS
Experience the ease of one-level living in the highly desirable Stonebrook Subdivision, just minutes from Winchester! Situated on over a one-acre lot, this stunning all-brick rancher offers more than 3,000 square feet of beautifully updated living space with a private backyard that's perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. The sellers thoughtfully redesigned the front entrance with custom architectural enhancements, including elegant double front doors and a welcoming courtyard that creates an impressive first impression while enhancing the home's curb appeal. Inside, you'll find gorgeous hardwood flooring, a beautiful wood-burning fireplace, and numerous updates throughout the home. A newly added storage shed provides extra space for all your outdoor needs. The spacious owner's suite is a true retreat, featuring private access to the covered rear porch, deck, and fenced backyard. It also offers a beautifully designed open-concept closet and a luxurious en-suite bath with a jetted soaking tub and separate shower. Bedrooms two and three share a full hall bath, while the fourth bedroom offers its own private entrance from the front courtyard along with an adjacent full bath—perfect for guests, multigenerational living, or a home office. The chef's kitchen is the heart of the home, complete with a large center island, abundant cabinetry, and direct access to the covered porch and deck—ideal for entertaining. The family room, formal dining room, and bright sunroom all provide easy access to the outdoor living spaces, creating a seamless flow for everyday living and gatherings. With its spacious one-level floor plan, custom updates, over an acre of land, private backyard, and sought-after Stonebrook location, this home truly has it all. Professional interior photos are coming soon—stay tuned because you won't want to miss this exceptional property!

140 Stonebrook Rd, Winchester
$230,000
3 Beds ⋅ 1 Baths ⋅ VAWI2011210 MLS
Conveniently located in the heart of the City of Winchester, this charming home is just a short walk to the shops, restaurants, entertainment, and events of historic Old Town Winchester. Offering 3 bedrooms and 1 full bath, the home features an eat-in kitchen, a fenced backyard, and a storage shed for added convenience. Ready for your personal touches, this property offers an excellent opportunity to update and make it your own while enjoying all the conveniences of city living. Whether you're looking for a primary residence or an investment opportunity, this home has plenty of potential in a sought-after location. Property is being sold AS IS.

554 N Kent St, Winchester
$295,000
3 Beds ⋅ 1 Baths ⋅ VAWI2011214 MLS
1314 S Braddock St is a one-story Winchester single-family home with a functional single-level layout. The kitchen is equipped with stainless steel appliances for everyday cooking and cleanup. The bathroom includes a tub and shower for daily use, and a dedicated laundry area with a stacked washer and dryer keeps utility tasks out of the main living space. Multiple bedrooms provide flexible room for sleeping or work-from-home use. Outdoors, a covered front porch offers a shaded sitting area, a rear deck extends the usable outdoor space, and a fully fenced backyard defines the grounds for outdoor activities. Clean interior finishes complete this well-maintained residence with practical amenities throughout every room.. Included 100-Day Home Warranty with buyer activation

1314 S Braddock St, Winchester
$435,000
3 Beds ⋅ 2 Baths ⋅ VAWI2011212 MLS
Come home to Whittier Acres and this well maintained Rancher with 1-car garage just minutes from Winchester Medical Center. You'll love the cozy living room with wood burning fireplace, crown molding & built in bookshelves. Gleaming hardwood floors grace the main level (just refinished). The kitchen has a French door refrigerator, electric range, built-in microwave, dishwasher, a built-in spice rack & a tile backsplash. The primary suite includes a remodeled primary bath (2023). There is a cozy sun porch on the rear of the home. Enjoy your morning coffee on the inviting front porch or out on the rear deck. The partially finished basement offers a large recreation room with wood stove for all your favorite hobbies. There is also a spacious storage room for your holiday decor, etc. The fenced backyard has a fire pit perfect for cooler fall evenings. There is also a shed for storing your gardening tools.

338 Lanny Dr, Winchester
$599,990
4 Beds ⋅ 3 Baths ⋅ VAFV2043510 MLS
The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, main floor living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with LVP flooring sits just off the foyer – ideal for a home office or craft room.<br><br> 9-foot ceilings lead into the open-concept kitchen, dining, and family room. The kitchen features quartz countertops, soft-close cabinet doors, a gas range, and modern island perfect for gathering. Sliding glass doors off the dining area fill the home with natural light and open to a covered patio – ideal for morning coffee or relaxed evenings outdoors.<br><br> The owner’s suite includes a spacious bath with split dual vanities, a large walk-in closet, and direct access to the laundry room for added convenience. This home also has 750 square feet of loft including an open living space, another bedroom, full bath, and extra storage.<br><br> Located in the serene and amenity-rich Willow Run community, residents will enjoy a clubhouse, outdoor pool, tennis and pickleball courts, and more. Move in this August/September and experience low-maintenance, active adult living at its best!

245 Hydrangea Way, Winchester
$839,900
4 Beds ⋅ 5 Baths ⋅ VAFV2043448 MLS
Welcome to this Beautiful 4 bedroom, 4.5 Bath All Brick Home where traditional character and modern charm meet together all nestled on a Picturesque 4.18-Acre Estate in the Highly Desirable Apple Pie Ridge Area. Experience the perfect blend of peaceful living and everyday convenience in this spacious All Brick home located just minutes from Schools, Valley Health Hospital, Shopping and all your Major Commuter Routes, such as 522 N, Rt 37, I-81, Rt 7, Rt 50. As you drive onto the property, you are greeted with a gorgeous circular driveway and beautiful eye catching landscaping that says, Welcome! From the moment you walk into this home you are greeted with an Open 2 Story Foyer boasting with beautiful hardwood floors, timeless aesthetics, modern finishes and Lots of natural light. The kitchen which is open to the family room boasts of gorgeous cabinetry offering ample storage, a large island, Corian countertops, double ovens and is located right in the heart of the home overlooking a stunningly beautiful back yard; Step outside to your low-maintenance Trex deck and take in the beauty of your private acreage. Whether you're enjoying your morning coffee, hosting friends and family, or unwinding as fireflies light up warm summer evenings, the outdoor space offers a peaceful retreat you'll never want to leave. In the colder months, enjoy your all brick wood burning fireplace that brings comfort and warmth throughout the home. The property has a large fenced in garden, large storage shed and beautiful mature tress surrounding the property. This exceptional property offers the privacy and serenity you've been searching for without sacrificing accessibility. Designed for both everyday living and entertaining, the recently finished basement was custom designed for functionality. Endless opportunities for this modern living space is a standout feature. It includes a spacious family room that walks out to a patio, a state of the art home gym that was designed to be versatile and has LVP flooring underneath if you want to convert it to a bedroom, a bonus room currently used as a playroom was designed to convert back to a storage room/ office easily by removing the rock climbing wall that has finished drywall behind it and there is also a large unfinished storage room. Properties offering this combination of acreage, privacy, updated living space, and an unbeatable location are a rare find. If you've been searching for room to spread out while remaining just minutes from schools, healthcare, shopping, and major commuter routes, this home truly delivers the best of both worlds. With 4+ Acres, privacy, and a highly sought -after location so close to town, this property is a rare opportunity to own a beautiful estate without sacrificing convenience to amenities.

160 Wilton Dr, Winchester
$889,900
5 Beds ⋅ 5 Baths ⋅ VAFV2043438 MLS
Opportunities of this caliber in the highly coveted Stonebrook Farms community are exceptionally rare. Positioned on a premium cul-de-sac lot backing directly to mature, private woods, this property is a true unicorn in today’s market: a sprawling, intelligently designed estate paired with a resort-style backyard and an exhaustive list of major capital improvements. ​The main level makes an immediate impact with soaring vaulted ceilings and an impeccable, flowing layout. Off the welcoming foyer, elegant French doors enclose a dedicated home office, complemented by formal living and dining spaces detailed with extensive, high-end trim work. Recent interior investments elevate the entire space. ​The kitchen is a masterpiece engineered for both daily living and high-capacity entertaining. It boasts crisp white cabinetry and counters, a Bosch electric cooktop, double ovens, and a massive walk-in pantry. Additional highlights include an expansive breakfast bar, a dedicated wall of extra cabinetry, and a highly practical secondary prep sink. This space transitions seamlessly into a substantial family room anchored by a gorgeous gas fireplace. Just off the kitchen, a bright sunroom with panoramic wooded views provides direct access to the newly constructed deck. A highly functional mudroom with built-in hooks, a dedicated laundry room, and a spacious half-bath complete the first floor. ​Upstairs, the layout is masterfully configured to accommodate family and guests with four bedrooms and three full bathrooms. The primary suite is a true private retreat with amgenerous walk-in closet space, and a fully appointed spa-like bathroom with dual vanities, a jetted soaking tub, and a separate walk-in shower. The secondary sleeping quarters are equally impressive, offering a private en-suite bedroom with its own dedicated bathroom, alongside two additional bedrooms that share a smartly designed Jack-and-Jill bathroom. ​The finished walk-out lower level serves as a massive secondary living space. It centers around a sprawling recreation and game room equipped with a built-in wet bar. Accommodations on this level include a private fifth bedroom with an egress window and a full bathroom. For logistics, the basement offers a large finished storage closet alongside an even larger utility storage room. ​Finding a private backyard oasis with a sprawling inground pool is rare; finding one where the heavy lifting has already been done is nearly impossible. The pool area is flanked by ample patio space, an adjacent fire pit, and a covered lower-level terrace perfect for shaded seating. ​Significant mechanical and structural investments have transformed this into a truly turnkey property. Key upgrades include a brand-new high-efficiency HVAC system, a new deck, a new pool pump, a new water heater and water softener, new garage doors and openers, and installed gutter guards. The property is also fully integrated with a Guardian security system. ​This home beautifully marries the convenience of Winchester city living with coming home to a private oasis. An incredible fleeting opportunity to secure a fully upgraded, resort-style property on one of the best lots in Stonebrook Farms.

102 Julie Ct, Winchester
$349,900
3 Beds ⋅ 2 Baths ⋅ VAFV2043490 MLS
Enjoy the ease of one-level living in this beautifully maintained all-brick ranch, conveniently located just minutes from Historic Downtown Winchester's shops, restaurants, and local events. Freshly painted and move-in ready, this home offers comfortable living with thoughtful updates throughout. The spacious living room features a beautiful stone accent wall that adds warmth and character, while the bonus room addition provides flexible space for a family room, home office, playroom, or whatever fits your lifestyle. Step outside and you'll find one of this home's best features, a large backyard with an expansive Trex deck and a sun porch that can be enjoyed year-round, making it the perfect place to relax or entertain. The crawl space has been professionally encapsulated and includes a commercial-grade dehumidifier, providing added protection and peace of mind. If you're looking for a home that's been well cared for, offers great outdoor living, and is close to everything Winchester has to offer, this one is ready for you!

111 Huntcrest Cir, Winchester
$349,900
3 Beds ⋅ 2 Baths ⋅ VAFV2043492 MLS
"Escape To Archwood" Whether you're looking for a weekend retreat or a primary residence this 3-bedroom, 2-bathroom Chalet Style home is it! With incredible mountain views, privacy and room to stretch out this home can be your happy place! Open concept on the upper level with vaulted ceilings and a large kitchen with stainless steel appliances. Primary bedroom with a sliding door to the deck and private bathroom that has a large standing shower. Pull down steps to a walk-up loft area perfect for storage. Lower level has 2 bedrooms, full bathroom and laundry area. Huge lower and upper decks perfect to drink your morning coffee or relax in the evenings while you enjoy the breathtaking views! Storage shed out back. This home was fully renovated in 2019. New LVP flooring was just installed in the kitchen, living room and hallway area. Many parts of the deck and the vinyl siding off the left side of the upper deck were replaced in 2025. Home is sold as is where is.

904 Archwood Trl, Winchester
$724,000
5 Beds ⋅ 4 Baths ⋅ VAFV2043330 MLS
Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side close to Rt 7. Situated on a beautifully landscaped corner lot of nearly .40 acres where the schoolbus stop is at the front door, this impressive home offers over 4,264 finished square feet with a thoughtfully designed floor plan perfect for both everyday living and entertaining. The inviting great room features a stunning stone fireplace, while the gourmet kitchen boasts a large center island, abundant cabinetry, and a bright breakfast area. A private main-level office provides the ideal space for working from home or a quiet study. Upstairs, you'll find four generously sized bedrooms, two full bathrooms, dual staircases, and an additional hallway for added convenience. The oversized primary suite has been custom expanded to include a spacious sitting area, creating a true owner's retreat. The partially finished walk-out basement includes a full bedroom, full bath and a wide staircase leading to the backyard, offering excellent flexibility for a recreation room, guest space, home gym, or future finishing. Enjoy outdoor living on the rear deck overlooking mature landscaping that provides exceptional privacy, with seasonal lake views and a nearby walking path to the lake. Additional highlights include a side-loading garage, one of the largest floor plans in the neighborhood, and high-speed Glo Fiber Optic internet. Conveniently located near shopping, dining, schools, and major commuter routes, this exceptional home offers the perfect combination of space, comfort, and versatility. This property is under active video surveillance, all access codes are extremely confidential. Huge primary suite and bonus room/bedroom over garage. School bus stop is at the front door so kids can wait inside for the bus! Water oriented properties don't last long , so schedule your private showing today!

342 Canyon Rd, Winchester
$600,000
3 Beds ⋅ 2 Baths ⋅ VAWI2011162 MLS
Nestled in the charming City of Winchester, this delightful Colonial home, built in 1952, exudes warmth and character. With its classic brick exterior and excellent condition, this residence invites you to experience a blend of traditional elegance and modern comfort. Step inside to discover a thoughtfully designed interior featuring beautiful hardwood floors that flow seamlessly throughout. The home spans approximately 3,480 square feet (1,844 main living areas + 804 sunroom + 832 basement). The traditional floor plan offers a formal dining room, perfect for hosting gatherings, while the butler's pantry adds a touch of convenience for entertaining. The kitchen is equipped with upgraded countertops and modern appliances, including a built-in microwave, cooktop, range hood, wall oven, dishwasher, and refrigerator, making meal preparation a joy. The home boasts three well-appointed bedrooms, each with ample closet space, including a walk-in closet in the master suite. The bathrooms are designed for comfort, featuring a full bath with a tub shower and a convenient half bath for guests. The property also includes a connecting stairway to the basement, where you'll find additional storage and laundry facilities. Outside, the extensive hardscape provides a relaxing outdoor space, perfect for enjoying the fresh air or hosting outdoor gatherings. A shed offers extra storage options for gardening tools or recreational equipment. Living in this vibrant community means enjoying the benefits of nearby parks, schools, and public services. The City of Winchester is known for its friendly atmosphere and active community life, with local events and activities that foster a sense of belonging. With on-street parking and a location that offers easy access to local amenities, this home is a perfect blend of comfort, style, and community spirit. Experience the charm of this Colonial residence and make it your own, where every corner feels like home. (See documents for improvements list)

1311 Handley Ave, Winchester
$715,000
3 Beds ⋅ 4 Baths ⋅ VAFV2043346 MLS
Spacious contemporary craftsman style home built in 2007 on .5 acre lot with rare 3 car attached side load garage as well as a detached 2 car & 1 car garages behind the home. This is a car lover's dream with a total 6 garaged parking spaces as well as the driveway or perfect for home based business (with appropriate County approval) - NO HOA!!! Located next to the green space of Kernstown Battlefield. The main level of the home boasts a two story foyer, inviting living room, large dining room and cozy family room with floor to ceiling stone gas fireplace. Kitchen is a chef's dream with oversized island, granite countertops, newer stainless steel appliances and walk-in pantry, upgraded cabinets, hardwood floors and pendant lights! Breakfast room with upgraded lighting - the perfect spot for a morning coffee or tea. There's a mud room as well as two half bathrooms on the main level. On your way up to the bedroom level there is a home office space/den - perfect to work from home, craft or as a swing guest space. The upper level offers a spacious primary bedroom with a double tray ceiling, recessed lights, ceiling fan and walk-in closet. The primary bathroom has a walk-in shower with body spray shower stall, jetted soaking tub & water closet. Two additional spacious secondary bedrooms are served by a hall bathroom with double-sinks and a shower. The home is served by public water and sewer and has a well as a secondary water source to water your gardens and landscaping. Well, garage freezer & satellite dish all convey as-is. Updates included but are not limited to: Water Heater 2024, HVAC approximately 5 years old, newer French door refrigerator and brand new dishwasher, updates to lighting and more! Crawl space was re-insulated in Summer of 2026.

336 Apple Valley Rd, Winchester
$1,650,000
4 Beds ⋅ 5 Baths ⋅ VAFV2043458 MLS
Built in 1774, before America was America, this remarkable 31-acre estate has stood through the birth of a nation, and today it's ready for its next chapter. This is history you can live in, a piece of the past, built for the life you're living now. Hardwood floors run throughout, and the spacious kitchen opens effortlessly into the family room and dining space, the kind of layout that makes everyday living and entertaining equally easy, with direct access to either the back patio or covered side porch. Four bedrooms include a primary suite with its own private & covered porch overlooking the 31.74 acres and pond, a quiet spot to start or end the day. Additional flexible bonus rooms offer options for guest space, an office, or extra bedrooms as needed, alongside 3 full and 2 half baths across. A 3-car attached garage adds everyday convenience. Outside, the property opens into 31.74 sweeping, scenic acres. A picturesque pond anchors the grounds, a substantial 100' x 50' barn with its own electric service offers exceptional storage or workshop space, ready for hobby farming, equipment, or a creative studio of your own. Just 15 minutes to downtown Winchester and minutes from local attractions like the Museum of the Shenandoah Valley, with Washington, DC only 84 miles away, this is countryside living with the city still within reach. A rare chance to own a true piece of American history, lived in, loved, and ready for its next 250 years.

582 Miller Rd, Winchester
$599,000
4 Beds ⋅ 3 Baths ⋅ VAFV2043446 MLS
Nestled against a backdrop of mature trees, this nearly new 4-bedroom, 3-bath home offers beautiful finishes and modern comfort in the sought-after Raven Oaks community. Conveniently located with easy access to Routes 50 and I-81, this home is just minutes from Shenandoah University, Jim Barnett Park, shopping, restaurants, and everyday conveniences. Historic Old Town Winchester is only about three miles away, offering local dining, boutiques, entertainment, and community events. A fence and deck already in place for you. The thoughtfully designed floor plan features a main-level bedroom and full bath, perfect for guests or multi-generational living. The open-concept kitchen, dining, and living area showcases quartz countertops, stainless steel appliances, and an electric fireplace, creating a stylish and inviting gathering space. Luxury vinyl plank flooring extends throughout the main level. Upstairs, you'll find a spacious loft, a private primary suite with an attached bath, two additional bedrooms, a full hall bath, and the convenience of a bedroom-level laundry room. The unfinished basement offers plenty of storage and future expansion potential with rough-in plumbing for a full bath. Enjoy outdoor living on the deck overlooking the fenced backyard that backs to trees. Residents also have access to the community pool, making this home the perfect blend of comfort, convenience, and neighborhood amenities. Check out the 3-D Tour attached to this listing.

139 Poe Dr, Winchester
$539,000
4 Beds ⋅ 4 Baths ⋅ VAFV2043442 MLS
Step into the lifestyle you deserve at 111 Sovereign Ct in Freedom Manor! This 3-level, 4-bedroom, 3.5-bath home is crafted for modern living. The main level has an open-concept layout that makes entertaining a breeze. Whether you are hosting a large group or relaxing in the family room, the layout is designed to flow seamlessly. The upper-level primary suite is your personal sanctuary, with three additional bedrooms to meet all of your needs. The partially finished lower level with a full bath offers the possibility of a fifth bedroom. This additional flex space provides room to grow or to create that home gym or game room you’ve always wanted. Outside, the large, level yard and private deck invite you to relax and unwind. You will also realize continued savings from the solar panels, which will be paid in full at settlement! Located near I-81 and Old Town Winchester, you are perfectly positioned for work and play. The loan for the solar panels will be paid by the seller at closing. WANT TO SAVE ON YOUR MOVE? YOU CAN FINANCE THROUGH THE PENFED CREDIT UNION'S VIB PROGRAM? As a VIB (Very Important Buyer), you can save an average of $2,300 on closing costs when financing with PenFed Credit Union. Enjoy waived appraisal, origination, and credit report fees, plus a unique 3-year refinance advantage. ASK ME FOR DETAILS ON HOW TO QUALIFY!!

111 Sovereign Ct, Winchester
$489,900
3 Beds ⋅ 2 Baths ⋅ VAFV2043454 MLS
Welcome to this beautifully refreshed 3-bedroom, 2-bath rancher in Chapel Hill. After hearing buyer feedback that the home felt dated, the sellers invested thousands of dollars and brought in a builder and design team to thoughtfully update the property for its next owner. The kitchen received a complete refresh with quartz countertops, a redesigned single-level peninsula, stainless steel appliances, a porcelain sink, tile backsplash, updated hardware, modern fixtures, and fresh lighting. The result is a bright, current space that feels both functional and inviting. Additional improvements include a new hall bathroom vanity with a quartz top, new switch plates and outlets throughout, a serviced and inspected HVAC system, a fully functioning gas fireplace, and a new vapor barrier in the crawl space. The sellers also addressed the items identified in a prior home inspection. Outside, the home has been power-washed, the landscaping has been trimmed, and the storage shed was updated with new plywood, shingles, and a ridge vent. The home's roof is approximately 8 to 10 years old, and the covered front porch adds classic curb appeal. With substantial improvements already completed, this home offers a refreshed interior, important maintenance updates, and the opportunity to move in and enjoy from day one. Conveniently located off Route 522 South, approximately two miles beyond Costco, the home provides easy access to shopping, dining, and everyday conveniences.

231 Bentley Ave, Winchester
$489,900
4 Beds ⋅ 3 Baths ⋅ VAFV2043450 MLS
Welcome to this beautiful new construction home offering over 2300 square feet of living space, This spacious home features 4 bedrooms, 2 1/2 bathrooms, and an attached garage with automatic garage door openers. The main level showcases hardwood flooring throughout, elegant crown molding, and an open inviting layout ideal for everyday living and entertaining. The kitchen is highlighted by granite countertop, generous cabinet space, and bar. With modern finishes, ample living space, and the convenience of a brand new home, this property will be ready to move in very soon!

181 Manor Dr, Winchester
$849,000
6 Beds ⋅ 5 Baths ⋅ VAFV2043430 MLS
UP TO $5000 SELLER CONCESSION FOR PAINT. CALL FOR DETAILS. Welcome to this stunning Colonial estate nestled in the highly sought-after Raven Pointe neighborhood of Winchester, VA. This exceptional home flawlessly pairs a grand interior layout with panoramic views, perfectly situated directly adjacent to peaceful farmland while remaining just 7 minutes away from historic Old Town Winchester. Built in 2016, this stone-accented detached single-family home boasts a massive 4,714 total finished square feet across three fully completed levels. Positioned on a beautifully manicured 0.27-acre lot, it offers an incredible footprint featuring 6 bedrooms, 4 full bathrooms, and 1 half bathroom—delivering unparalleled space and versatility for multi-generational living or working from home. The main level welcomes you with an open, light-filled architectural flow anchored by high ceilings and formal dining spaces. Cozy up next to one of the 2 fireplaces or enjoy entertaining guests in the spacious living area. A massive primary suite functions as your own private oasis, accompanied by generously sized additional bedrooms upstairs. The lower level features a fully finished walk-out basement equipped with interior access and structural step-up design, ready for a home theater, gym, or separate recreation space. Includes a spacious 2-car attached front-entry garage with an automated door opener. Situated immediately next to sprawling local farmland, offering an authentic country-style retreat without sacrificing suburban convenience. Experience the premium neighborhood presentation of Raven Pointe with a low, budget-friendly fee of just $95 annually. Don't miss the chance to own this meticulously maintained, newer-construction masterpiece that balances rural tranquility with city conveniences. Schedule your tour today!

226 Summerfield Dr, Winchester
$439,000
3 Beds ⋅ 2 Baths ⋅ VAFV2043378 MLS
Welcome to 180 Quaker Lane, where timeless charm meets thoughtful updates! Nestled on a peaceful one-acre lot in the desirable Glenside subdivision, this beautifully maintained Cape-Cod home offers 3 bedrooms, 2.5 bathrooms, a 2 car attached garage, and over 1,900 finished square-feet of comfortable living space. The main level features an updated kitchen, a formal living room anchored by a cozy gas fireplace, a dedicated dining room, and convenient laundry and half-bath. An additional family/flex room provides the perfect space for entertaining, a home office, playroom, or second living area. Upstairs, you'll find three generously sized bedrooms, including the spacious primary suite complete with a walk-in closet and private en-suite bath. Two additional guest bedrooms feature hardwood flooring, abundant natural light, and share a well-appointed full bath in the hall. The outdoor living is equally impressive. Relax year-round in the fully screened porch, or step onto the recently added rear deck - an ideal extension off the dining area for effortless indoor-outdoor entertaining. The deck overlooks the spacious backyard framed by mature trees and lush landscaping, offering both privacy and room to enjoy the outdoors. Two storage sheds convey with the property, providing ample space for lawn equipment , tools, or hobbies. Located just off Apple Pie Ridge Road with no HOA , this move-in ready home combines peaceful living with everyday convenience. This one will not last long, schedule your private tour today! Recent updates include the new roof in 2021, replaced HWH in 2025, and addition of the rear-deck in 2026.

180 Quaker Ln, Winchester
$310,000
3 Beds ⋅ 2 Baths ⋅ VAFV2043422 MLS
Adorable rancher in Shawneeland with access to a lake, trails, beach, and fishing. Ideally you wish for spacious living quarters,3 bedrooms, 2 full baths, and a walkout basement with a finished room for gym/office/den..well we have all that and more so come take a gander and make it your own before the summer ends. Septic is 1 bedroom (2 person occupancy)

204 Cochise Trl, Winchester