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$385,000
3 Beds ⋅ 2 Baths ⋅ VAFV2044592 MLS
Coming soon in Winchester! Welcome to this beautifully maintained 3-bedroom, 2-bath brick rambler in a convenient location. This move-in-ready home offers comfortable one-level living and features an updated kitchen with quartz countertops and stainless steel appliances, updated bathrooms, attractive flooring throughout, and a detached side-entry garage. The current owner has carefully maintained the property, making it ready for its next owner to enjoy. Conveniently located near shopping, dining, commuter routes, and everyday amenities. Professional photos and showing availability coming soon!

108 Williamson Rd, Winchester
$334,000
3 Beds ⋅ 3 Baths ⋅ VAFV2044586 MLS
Nestled in the charming Wilde Acres community, this delightful Colonial home offers a perfect blend of comfort and style. Built in 2009, this residence features 3 spacious bedrooms and 2.5 bathrooms, providing ample space for relaxation and daily living. The inviting layout encompasses 1,680 sq. ft. of thoughtfully designed living space, ideal for both entertaining and quiet evenings at home. Enjoy the serene outdoor setting on a generous 0.65-acre lot, perfect for gardening or outdoor activities. The detached garage and driveway provide convenient parking options. Inside, the home boasts a warm ambiance, ready for your personal touch. Experience the tranquility of Wilde Acres while being just a short drive from local amenities. This home is not just a place to live; it's a place to thrive. Don't miss the opportunity to make it yours!

308 Fawn Dr, Winchester
$675,000
2 Beds ⋅ 1 Baths ⋅ VAFV2044338 MLS
Discover a rare opportunity to own a piece of Frederick County history with this unique farmette property offering approximately 9.79 acres, a charming farmhouse, extensive outbuildings, and an established farm market setup. Originally built in the 1800s with later additions, the home offers character that is difficult to replicate while providing the space and functionality today's buyers appreciate. Beyond the residence, this property truly shines through its improvements, including a large approximately 2,400-square-foot wooden barn with three stalls, multiple storage buildings, workshop space, greenhouse/storage building, orchard and garden area, and a separate farm market building. The farm market features separate electric service, insulation, gas heaters, refrigerators, counters, shelving, and a layout that has supported farm market operations. (Buyer to verify all intended uses with Frederick County.) Whether your vision includes homesteading, raising animals, growing produce, operating a farm market, or simply enjoying the beauty of country living, this property offers exceptional flexibility. Located just minutes from Winchester while providing the privacy and space of rural living, this is a property where history, agriculture, and opportunity come together. Properties offering this combination of history, acreage, agricultural infrastructure, and farm market potential rarely become available. Schedule your private showing and experience everything this unique property has to offer. Highlights Approximately 9.79 acres Historic farmhouse 2,400± sq ft barn with 3 stalls Separate farm market building Orchard & garden area Multiple outbuildings Workshop Greenhouse/storage Convenient Winchester location

531 Cedar Grove Rd, Winchester
$759,900
5 Beds ⋅ 5 Baths ⋅ VAFV2043560 MLS
This spectacular, move-in-ready home shows like a professional model, showcasing exquisite designer touches, custom window treatments (included), and premium finishes throughout. Built in 2023, the residence offers the ultimate convenience of main-level living with a bright, open-concept layout that beautifully blends comfortable luxury with timeless appeal. Nestled on a spacious .28-acre lot with a deep setback from the street, the property provides a serene sense of arrival and added privacy. The fully finished lower level significantly expands your living space, offering a versatile recreation area, a private guest suite, and an additional room perfect for a home office or extra bedroom. Step outside to the beautiful patio, ideal for relaxing or entertaining. Every detail of this home reflects extraordinary care and pristine taste—truly a model-home experience ready for its new owners. *Also offering a one-year Home Warranty with the sale of the home.

174 Williamson Rd, Winchester
$308,000
2 Beds ⋅ 2 Baths ⋅ VAWI2011408 MLS
This charming cottage in the heart of the City of Winchester is poised for a remarkable transformation with major renovations slated for 2026. Built in 1950, this detached home offers a unique opportunity for investors seeking to capitalize on a revitalized property in a desirable location. With two spacious bedrooms and two full bathrooms, the layout is perfect for modern living. The full basement provides ample storage or potential for additional living space, enhancing the property's value. Set on a generous 0.34-acre lot, there's plenty of room for outdoor enjoyment or future enhancements. The vinyl siding ensures low maintenance, while the inviting architectural style adds character. Investors will appreciate the potential for significant returns as the renovations breathe new life into this home, making it an attractive option for renters or future buyers. With its warm ambiance and promising upgrades, this property is a sound investment in a thriving community. Don't miss the chance to be part of its exciting journey!

2519 Hockman Ave, Winchester
$674,000
5 Beds ⋅ 4 Baths ⋅ VAFV2044504 MLS
Welcome to 337 Canyon Road, a spacious brick-front home offering more than 4,600 finished square feet in desirable Twin Lakes Overlook. The open-concept main level features beautiful hardwood floors, a cozy gas fireplace, and a stunning kitchen with quartz countertops, abundant cabinetry, and plenty of space for gathering and entertaining. Generously sized bedrooms provide room for everyone, while the finished basement, with a full bathroom, offers incredible flexibility and can be used as an in-law suite, theater room, home gym, recreation area, or private guest retreat. Step outside onto the Trex deck and enjoy the peaceful setting overlooking mature trees, or relax on the lower patio, ready for a future hot tub. Just steps away, the community trail leads to the stocked lake, where residents can enjoy canoeing and kayaking. Conveniently located on Winchester’s east side near shopping, restaurants, and major commuter routes, this home offers an exceptional combination of space, comfort, convenience, and natural beauty.

337 Canyon Rd, Winchester
$379,900
2 Beds ⋅ 2 Baths ⋅ VAWI2011510 MLS
This charming Cape Cod home in Winchester City, built in 1950 and beautifully renovated in 2026, offers a perfect blend of classic character and modern convenience. With 2 spacious bedrooms and 2 full bathrooms, including a luxurious walk-in shower, this residence is designed for comfort. The heart of the home features a bright kitchen equipped with stainless steel appliances, including a refrigerator, dishwasher, microwave, and stove, making meal prep a delight. A generous size family room just off the kitchen. Enjoy the convenience of main-floor laundry and a partially finished basement, perfect for a cozy retreat on gameday, or even possible 3rd bedroom, & couple extra rooms for storage. The attic could also add potential living space.(possible 4th) The inviting outdoor space is ideal for relaxation, Brand New Garage while the driveway provides ample off-street parking. Nestled in a vibrant community, residents benefit from nearby parks, excellent schools, Shenandoah University and convenient public services. Experience the warmth of neighborhood gatherings and the charm of local shops. This home is not just a place to live; it's a place to thrive. Embrace the lifestyle you've been dreaming of!

1414 S Braddock St, Winchester
$645,000
4 Beds ⋅ 4 Baths ⋅ VAFV2044488 MLS
Come and discover this impressive beauty where easy main-level living meets exceptional indoor-outdoor entertaining. This beautifully appointed Cape Cod offers the convenience of a spacious main-level primary suite, while the heart of the home flows seamlessly from the well-appointed kitchen to a covered rear porch overlooking the sparkling inground pool and hot tub. With ceiling fans and a TV, the covered porch is an inviting gathering space for morning coffee, lazy summer afternoons, or movie night—truly an extension of the home all year long. Inside, the main level offers an ideal blend of an open floorplan and defined rooms with gleaming hardwood floors, soaring ceilings, crown molding, beautiful fresh paint, and an abundance of natural light. The kitchen features generous cabinet storage and prep space,a gas cook top, double ovens, built in microwave, a center island, and breakfast nook with direct access to the covered porch and expansive patio & pool area, making indoor-outdoor entertaining effortless. From the kitchen flow into the spacious living room with charming built-ins to find a warm and inviting place to relax and watch TV while being part of the action. This home also has a formal dining and living room (currently used as office) that flank the welcoming and generously sized foyer. The large main-level primary suite offers a private retreat with a relaxing en-suite bath featuring a soaking tub, step in shower, and huge walk-in closet. The main level is also home to laundry room and gorgeous powder room. Upstairs, three generously sized bedrooms share a full bath, providing comfortable accommodations for family and guests along with a loft area perfect as play area or reading nook. The versatile lower level expands the living space with ceramic tile throughout, a spacious recreation area, full bath, and finished room with closet that could serve as a fifth bedroom, home office, guest space, gym, media room, or game room. Outside, the covered rear porch, expansive patio, inground pool, and hot tub create a backyard designed for enjoying home to the fullest. The inviting front porch adds another charming outdoor space, perfect for morning coffee or winding down at the end of the day. A two-car garage, newer roof (2025), two-zone HVAC, and desirable corner-lot setting add to the home's appeal. Meaningful updates include new pool cover (3 years old), pool pump (2 years old) and brand new sand filter. Located in the quiet, Oakdale Crossing neighborhood, this home offers convenient access to Jim Barnett Park, Shenandoah University, Schools, Costco, Apple Blossom Mall, Winchester Country Club, and everyday amenities. Whether you're looking for the ease of main-level living, a comfortable home for entertaining, or your own private backyard retreat, 200 Fairfield Drive offers a wonderful combination of comfort, convenience, and lifestyle.

200 Fairfield Dr, Winchester
$575,000
3 Beds ⋅ 2 Baths ⋅ VAFV2044490 MLS
Like NEW built in 2020 on 2.49 acres. partly wooded, partly cleared. Walkout basement with windows ready for finishing, with rough-in for bath! Add a 4th bedroom - Septic rated for the additional bedroom. Close to town (approx 5 mins to hospital) Hi Speed Internet. Main level living with high ceilings, oversized windows and modern finishes. LVP floor, island kitchen with granite countertops, extended‑height cabinetry, and stainless steel appliances. Primary with en suite and walk‑in closet. Located just off Route 50 West, this home offers country living without the commute—only minutes from the hospital, shopping, dining, and all Winchester amenities.

584 Mcdonald Rd, Winchester
$1,025,000
5 Beds ⋅ 4 Baths ⋅ VAFV2044424 MLS
Opportunities in Stonymeade don't come along often—and once you arrive, it's easy to understand why. Tucked away on 3.2 beautifully maintained acres with a wooded perimeter, this custom-built Joe Mohr home feels wonderfully removed from the world, yet shops, restaurants and Winchester Medical Center are just 5–7 minutes away and Old Town Winchester is only 10 minutes from your door. Elegant without being formal, this home offers over 3,800 finished square feet and exceptional one-level living, with three bedrooms and 2.5 baths on the main floor plus two bedrooms and a full bath on the finished walkout lower level. At the heart of the home is a showstopping gourmet kitchen designed for those who love to cook, gather and entertain. A massive center island anchors the space, surrounded by Thermador appliances including a gas cooktop, double wall ovens and built-in microwave, Sub-Zero refrigeration, wine cooler and an oversized walk-in pantry. The adjoining family room features a gas fireplace flanked by custom built-ins and an expansive plate-glass window framing the peaceful backyard. A second oversized picture window in the dining room brings the outdoors in, while stunning hardwood floors, plantation shutters throughout and abundant natural light create a sense of warmth and understated elegance. The main-level primary suite is a true retreat. At 19' x 17', the bedroom is spacious and filled with natural light, complemented by a large walk-in closet and private bath with dual vanities and an oversized walk-in shower. Downstairs, the walkout lower level was made for entertaining. A generous living area with wet bar provides plenty of room for game days, movie nights and gatherings, while two additional bedrooms and a full bath comfortably accommodate family and overnight guests. And then there's the wine cellar. With capacity for approximately 1,000 bottles, this extraordinary climate-controlled brick-and-wood cellar feels like something discovered in a private wine country retreat. A dedicated tasting area creates a memorable space for opening a favorite bottle or sharing an evening with friends.* Outdoor living is every bit as inviting. Just off the main level, the spacious deck offers a built-in gas grill and plenty of room for dining and gathering while overlooking the grounds. Below, the walkout lower level opens to a patio with both covered and open-air spaces and a built-in fire pit. From summer dinners on the deck to wine by the fire on a cool evening, there are spaces here for every season. The gently sloping 3.2 acres offer a beautiful balance of mature trees and open lawn, with a wooded perimeter providing remarkable privacy and plenty of room to play, garden or simply enjoy the quiet. Even the three-car attached garage has been thoughtfully finished with extensive built-in cabinetry and wall organization, while a custom drop zone just inside keeps everyday life organized. Fresh interior paint and new carpet make this home ready for its next chapter. For those who have been waiting for something special in Stonymeade, this is a rare combination: custom construction, main-level living, exceptional entertaining spaces, acreage and privacy—all just minutes from the heart of Winchester. Some homes impress you. This one invites you to stay. *Wine cellar cooling unit is currently non-operational and conveys as-is.

632 Stonymeade Dr, Winchester
$597,000
5 Beds ⋅ 3 Baths ⋅ VAFV2044454 MLS
Welcome to this beautifully maintained home in the established Stonebrook Farms community, perfectly situated on a quiet cul-de-sac and surrounded by mature trees and landscaping. This inviting home offers a spacious and versatile floor plan, including a main-level bedroom and full bath—ideal for guests, multigenerational living, or anyone needing convenient main-level accommodations. At the heart of the home is a large family room featuring a wood-burning fireplace, creating a warm and welcoming space for gathering with family and friends. The home has been lovingly cared for, with pride of ownership evident throughout. One of the home's standout features is the beautiful covered and screened-in back porch, offering the perfect place for morning coffee, outdoor dining, or relaxing at the end of the day while overlooking the peaceful and beautifully maintained backyard. With its desirable cul-de-sac setting, flexible main-level living space, spacious family room, and wonderful outdoor living area, this well-maintained Stonebrook Farms home is ready to welcome its next owners!

102 Forest Valley Rd, Winchester
$250,000
2 Beds ⋅ 1 Baths ⋅ VAWI2011448 MLS
Welcome to 1125 Conway Ave, a charming bungalow in Winchester City that's move-in ready and full of character! This cozy 2-bedroom, 1-bath home features beautiful hardwood floors and numerous recent updates, including a new roof, fresh interior paint, kitchen remodel, hallway and bathroom flooring, and a new stainless steel refrigerator. The deck has also been restored, providing a great spot to relax or entertain. Conveniently located near shopping, dining and everyday amenities, with quick access to I-81 from Winchester's east side—making it an excellent option for commuters. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance home in the city, this bungalow is worth a look. Schedule your showing today!

1125 Conway St, Winchester
$625,000
4 Beds ⋅ 4 Baths ⋅ VAFV2044040 MLS
Coming Soon! A truly special property in a gorgeous, peaceful setting! This charming 1911 farmhouse sits on 2.75 acres and offers the perfect opportunity for a small farmette, complete with a barn and large detached garage. Thoughtfully updated throughout the years while maintaining its farmhouse character, the home offers plenty of space and a rare, flexible layout with two primary suites - one conveniently located on the main level and a second on the upper level. Panoramic views surround the property and can be enjoyed from nearly every window, creating a beautiful backdrop in every season. Peaceful, spacious, and full of charm - stay tuned for more details on this one-of-a-kind property!

394 Old Baltimore Rd, Winchester
$349,990
3 Beds ⋅ 2 Baths ⋅ VAFV2044470 MLS
Welcome to this adorable 3-bedroom, 2-full-bath cottage rancher home located on the East side of Winchester with NO HOA! Offering approximately 1,024 finished square feet on a generous .30-acre level lot, this property presents an excellent opportunity for both homeowners and investors. The home features an oversized two-car detached garage, providing plenty of room for vehicles, storage, hobbies, or a workshop. With no HOA, you’ll enjoy added flexibility and freedom to make the property your own. Custom updated bathrooms, Updated kitchen with stainless appliances, front porch & back patio! All this for an affordable price!

182 Mason St, Winchester
$354,900
3 Beds ⋅ 2 Baths ⋅ VAFV2044418 MLS
Welcome home to this charming 3-bedroom, 2-bath house nestled on .32 acres, where comfortable living spaces and inviting outdoor areas come together to create a place that truly feels like home. The main level offers two bedrooms and a full bath, along with both a formal living room and an open family room, giving you plenty of space for quiet evenings, everyday living, and time spent with family and friends. The eat-in kitchen provides a welcoming spot to gather and flows into an enclosed porch. From the porch, step onto the deck overlooking the patio and backyard, where mature trees add shade, character, and a peaceful backdrop for outdoor entertaining or relaxing at the end of the day. Upstairs, the primary suite offers a private retreat all its own, complete with a full bathroom and a spacious sitting area/flex space that can easily be tailored to your needs. Whether you envision a home office, dressing area, reading nook, or cozy lounge this space is sure to please. With its flexible floor plan, multiple gathering spaces, private primary suite, and seamless connection to the outdoors, this home offers the space and versatility to settle in, make it your own, and enjoy for years to come.

1077 Carpers Dr, Winchester
$389,999
3 Beds ⋅ 4 Baths ⋅ VAFV2044402 MLS
Mountain living meets modern convenience! This immaculate Shawneeland home offers the ultimate retreat while keeping you perfectly close to both the community entrance and the beach. Meticulously maintained and completely move-in ready, this property truly has it all. Step inside to find freshly painted walls throughout, highlighted by gleaming hardwood floors on the main level and cozy, plush carpet in the bedrooms. The bright kitchen comes fully equipped with newer appliances, flowing seamlessly into a convenient main-level laundry room—with the washer and dryer included! Luxury Owner's Suite: Relax in your private oasis, featuring a generous walk-in closet and a spa-like bath with a deep soaking tub and a large shower. Enjoy endless comfort and peace of mind with a tankless hot water heater and a built-in generator hookup. The beautifully finished, walk-out basement provides a fantastic second living area, complete with its own full bath—ideal for a game room, media center, or guest suite. Host summer barbecues on the large, maintenance-free Trex deck, or enjoy the spacious backyard which comes complete with a large storage shed for all your gear. Absolutely everything has been done to keep this home in pristine condition. Schedule your tour today to experience this mountain paradise for yourself!

114 Comanche Trl, Winchester
$599,500
3 Beds ⋅ 2 Baths ⋅ VAFV2044458 MLS
GREAT LOCATION CLOSE TO TOWN - 5 ACRES THAT POSSIBLY COULD BE SUBDIVIDED - HARDWOOD FLOORING - OPEN FLOOR PLAN - HAS A FLUE FOR WOOD OR PELLET STOVE - THIS PLACE IS READY FOR SOME NEW OWNERS THESE FOLKS HAVE OWNED THE HOME SINCE 1982 !!!! GREAT VIEWS AND SITS UP ON A HILL GIVING SOME PRIVACY !! THE SHED HAS A FULL CELLAR UNDERNEATH PERFECT FOR CANNING OR BAD STORMS

479 Perry Rd, Winchester
$439,000
3 Beds ⋅ 2 Baths ⋅ VAFV2044450 MLS
Some homes have a screened porch. This one has a screened porch you may never want to leave. You could sit on your front porch and enjoy a rain shower, but you might be happier on your large, screened-in porch overlooking a wooded view and your gorgeous backyard. Wood floors welcome you into the home and you're immediately drawn to the recently remodeled kitchen. The large kitchen island, farmhouse sink, stainless steel appliances, and beautiful tile backsplash are just perfect in combination with the wood floors. Gas cooking complete with a griddle! Fancy. Enjoy the dining area off the kitchen. Imagine relaxing on the screened porch daily. It feels like a treehouse as you look over your backyard and listen to the birds. There's also an open deck that leads to a patio where you can enjoy the rear yard. There's a shed as well. Back inside the home, you'll find a large primary bedroom with a great closet and a private bathroom with heated floors. Two additional bedrooms with nice closets complete the bedroom area. There's also a finished basement. The current setup features an office area, with a bench that has built-in storage and great lighting. Then, there's a family room area with built-in shelves, a Jotul freestanding direct-vent gas stove! (Allagash Model) The rear yard has a privacy fence. Keswick Court ends in a cul-de-sac. This home has been loved and is ready for its new owners! Located close to commuter routes 81 and 50/17, restaurants, Shenandoah University and shopping! Note: The lot size was estimated based on gis data and is an estimate. Do not wait for an open house. Call your agent today!

109 Keswick Ct, Winchester
$659,900
4 Beds ⋅ 5 Baths ⋅ VAFV2044442 MLS
Space, style, and room to live your best life come together in this 4-bedroom, 4.5-bath, 3-level Colonial in desirable Oakdale Crossing. With flexible spaces, great indoor-outdoor living, and a location close to everything Winchester has to offer, this home is ready for whatever comes next. The main level features an open, inviting flow between the kitchen, breakfast room, and family room, where a gas fireplace creates the perfect spot to unwind. The kitchen offers granite countertops, while the dining room, living room, and dedicated office give you plenty of flexibility for everyday life. Crown molding and hardwood floors adds a polished touch throughout the main level. Upstairs, the spacious primary suite is your private retreat, complete with a large bath featuring double sinks, a soaking tub, shower and walk-in closet. Two additional bedrooms share a full bath, while a fourth bedroom offers its own en-suite bathroom—ideal for guests or anyone who wants extra privacy. The conveniently located upper-level laundry room makes laundry day a whole lot easier. The walkout lower level is where the fun happens! A huge recreation room with a second gas fireplace gives you space for movie nights, game days, or your favorite hobbies; plus there is an exercise room. A full bathroom with walk-in shower adds even more flexibility. Step outside through the walkout level to the patio and enjoy views of the large backyard—perfect for relaxing, entertaining, or letting your outdoor space become whatever you want it to be or head up to the TimberTech deck for outdoor dining, morning coffee, or summer gatherings. With shopping, restaurants, schools, and Winchester Country Club all nearby, you'll have convenience without giving up the space and privacy of a larger home. Come see how easily this home can fit the way you live today—and all the possibilities ahead. Plus no HOA!!

291 Huntersridge Rd, Winchester
$585,659
3 Beds ⋅ 3 Baths ⋅ VAFV2044426 MLS
Find Homesite 1035, a brand new SINGLE FAMILY HOME designed for Active Adult (55+) living. This never lived-in before, MOVE-IN READY home offers main-level living and low-maintenance design at Hiatt Pointe, a gated community in Winchester, VA. Experience a true RESORT-STYLE lifestyle with exceptional onsite community amenities including a clubhouse, fitness center, pickleball and bocce courts, pool and hot tub, yoga studio, outdoor kitchen, fireside lounge, wine lockers, walking trails, and more. A full calendar of resident activities, from water aerobics and Mahjong game nights to Friday happy hours, creates endless opportunities to stay active, socialize, and enjoy everything Hiatt Pointe by Van Metre Homes has to offer! -----Offering three bedrooms, three full bathrooms, and a two-car front-load finished garage, this home spans across 3,200 finished square feet between two levels. A welcoming covered front porch, 9 ft. ceilings, and Luxury Vinyl Plank (LVP) flooring throughout the main living areas and primary bedroom make this home a standout. At the heart of the home, the kitchen features white quartz countertops, soft-close cabinetry, an oversized island, a walk-in pantry with solid shelving, and stainless steel appliances. The open-concept main level includes a spacious great room with an electric fireplace, a dedicated dining area, a secondary bedroom, and a luxurious primary suite. The spa-inspired primary bath offers dual vanities with quartz countertops, a roll-in frameless shower with floor-to-ceiling tile, and a soaking tub. A second full bath, family foyer with access to the laundry room with a utility sink, walk-in pantry, and two-car garage, complete the main level. The attached finished garage includes an electric opener and exterior keypad, while the home is solar-ready for future energy upgrades. The walkout finished basement adds a bedroom, full bath, and spacious rec room ideal for guests, entertaining, or flexible living. Being a new build, your home is constructed to the highest energy efficiency standards and comes with a post-settlement warranty. This home offers available closing cost assistance when financing with Intercoastal Mortgage and closing with Walker Title. -----Hiatt Pointe (55+) is located in Frederick County with convenient access to historic Downtown Winchester, Route 7, I-81, and I-66. Nearby shopping and dining includes Rutherford Crossing (4 mins away), Apple Blossom Mall (11 mins away), Downtown Winchester (13 mins away), and Winchester Commons (14 mins away). -----NterNow self-touring is available on select homesites at Hiatt Pointe, no agent or appointment required. Buyers may visit independently during daylight hours. For access instructions and availability, contact Van Metre Homes directly or visit our website. -----*Other homesites and delivery dates may be available. Pricing, offers, and availability are subject to change without notice. Images, renderings, and site plans are for illustrative purposes only and may not reflect actual homes or features. Some images and renderings may depict interior designs created in collaboration with AI or may represent a similar home. Additional terms and conditions may apply. Please see a Van Metre New Home Advisor for details.

108 Magpie Ln Unit #HOMESITE 1035, Winchester
$1,170,000
5 Beds ⋅ 6 Baths ⋅ VAFV2040822 MLS
Unique 5+ acre property in Winchester. Beautiful home with plenty of space for everyone's interests. 5 bedrooms- all with en suite bathrooms. High end kitchen designed by a chef. Plenty of outdoor entertaining areas. 2400 sq ft garage/workshop, green house, extensive gardens including koi pond. Abrams Creek runs along the back of property. Wildlife including Bald eagles, Blue heron, and deer frequent the property. All this within minute to Winchester.

854 Valley Mill Rd, Winchester
$359,000
3 Beds ⋅ 2 Baths ⋅ VAWI2011450 MLS
You've been dreaming of main-level living, and this is IT! Check all your boxes: ✅ 3 bedrooms ✅ 2 full bathrooms ✅ Open-concept family room ✅ Beautifully updated kitchen ✅ Spacious kitchen island ✅ Primary suite with private bath, walk-in shower, and walk-in closet ✅ Charming front porch - perfect for morning coffee ��� Roof replaced 2018 ✅ Private back deck ✅ Fenced backyard ✅ Storage shed ✅ Beautiful perennial flowers ✅ Convenient to shopping, hardware stores, pharmacy, and downtown Winchester ✅ Easy access to Route 7 and I-81 - ideal for commuters Comfort, convenience, and single-level living come together in one wonderful, updated home! PHOTOS COMING SOON!!

700 Green St, Winchester
$240,000
2 Beds ⋅ 1 Baths ⋅ VAFV2044388 MLS
Great investment opportunity for this centrally located rambler! Just minutes from Route 7 and I-81, this property offers convenient access to shopping, restaurants, and everyday amenities. The current tenant is under lease through 11/13/26, providing immediate rental income for an investor. With some sweat equity and a few updates, there is potential to increase the rental income significantly. Looking for a home of your own? This property could also be a great opportunity for a first-time homebuyer looking to build equity and make it their own. The home features LVP flooring throughout and a spacious, flat yard with plenty of room to enjoy the outdoors. Whether you're looking to add to your investment portfolio or find a home with room to grow, this one is worth a look!

187 Valley Mill Rd, Winchester
$394,900
3 Beds ⋅ 2 Baths ⋅ VAWI2011452 MLS
Nestled in the charming Morganside community, this delightful split-level home offers a perfect blend of comfort and functionality. Built in 1997, this well-maintained residence boasts 2,300+ square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming atmosphere, featuring three spacious bedrooms and two full bathrooms. The thoughtfully designed layout provides ample room for relaxation and entertaining, with a cozy living area that flows seamlessly into the dining space. Outside, the 0.18-acre lot offers a private retreat, perfect for enjoying sunny afternoons or evening barbecues. The driveway accommodates two vehicles, ensuring convenience for you and your guests. Located in a peaceful neighborhood, this home is just a short distance from local amenities, parks, and recreational opportunities, making it an ideal spot for those seeking a balanced lifestyle. With its inviting charm and practical features, this residence is more than just a house; it's a place to call home. Don't miss the chance to make this lovely property your own and start creating the life you've always envisioned!

63 Riflemen Ln, Winchester
$624,990
4 Beds ⋅ 3 Baths ⋅ VAFV2044230 MLS
Welcome to this lovely 4 Bedroom, 2.5 Bath Craftsman Style Home where modern design meets everyday comfort! This beautifully maintained home & unique designs include an Upper-Level Loft and offers flexibility to expand the Large Basement to meet all of your needs. Positioned on a desirable Corner Lot, this home offers an expansive yard and backs to a Cul-de-sac providing for extra privacy. The charming front porch which welcomes you is a great space to enjoy and unwind any time of day. The Open-Concept Main Level with LVT Flooring throughout, greets you with a Private Home-Office and an Expansive Kitchen with Island that flows seamlessly into the dining room and family room. The Kitchen offers Quartz countertops with SS Appliances and a large Walk-in Pantry. In addition to the Upper-Level Loft area, you will find 4 generously sized bedrooms with a convenient UL Laundry. The Primary Suite offers a Spa-Like Bathroom with an Expansive Walk-In Shower and a sizeable Walk-in Closet. The Basement provides a Finished Room with flexibility for additional living space as you desire and is already plumbed for a full-bath and egress window. This home is equipped with 2-Zone Heating & Cooling for your comfort with a water softener. Enjoy the Community Amenities which include a Clubhouse, Pool, Tennis/Basketball Courts and 2 Playgrounds. Great location too with easy access to the Downtown, Shopping & Restaurants. Just move-in and enjoy!!

101 Poe Dr, Winchester
$800,000
2 Beds ⋅ 3 Baths ⋅ VAFV2042610 MLS
Garage space like this is hard to find. Set on 10.05 private acres in Deerfield Estates, this all-brick rancher is anchored by a five-bay detached garage (garage lifts do not convey) with full electric, a half bath, metal roof, and six garage door openers, plus a two-car attached garage. A separate two-story outbuilding adds even more flexibility with ceramic tile flooring and built-in cabinetry, making it well suited for hobbies, projects, storage, or additional workspace. An additional 8x10 shed conveys, and a whole-house generator adds valuable backup power. Mature trees surround the property and create a private setting across two parcels. Inside, hardwood flooring runs throughout the main level, where the primary suite features an impressive custom shower. The main level also includes a guest bedroom and full bath, living room with gas fireplace and brick surround, luxury kitchen with brand-new appliances, separate dining area, and laundry room with wash sink and built-in cabinetry. The fully finished lower level features LVP flooring throughout and expands the living space with an oversized family room and second gas fireplace, full bath, large walk-in closet, dog spa station, and two bonus rooms ready for office, hobby, or flex use. A rare combination of acreage, privacy, garage capacity, backup power, and versatile space inside and out.

210 Jackson Dr, Winchester
$575,000
3 Beds ⋅ 2 Baths ⋅ VAFV2044336 MLS
Welcome to 123 Harvest Ridge Dr in Winchester, where low-maintenance living, a great location, and the good life all decided to move in together. Located in a desirable 55+ community, this beautiful home offers just over 2,200 square feet, 3 bedrooms, and 2 full bathrooms—which means plenty of room for guests, hobbies, an office, or that one room where you put all the stuff you swear you’re eventually going to organize. Step inside and you’ll find beautiful hardwood floors and a spacious kitchen featuring stainless steel appliances and plenty of room to cook, entertain, or stand in front of the refrigerator wondering what you came in there for. The comfortable, open layout makes everyday living easy, while the screened-in porch might quickly become your favorite spot in the house. Morning coffee? Absolutely. Evening drink? Even better. Enjoying the outdoors without donating blood to every mosquito in Frederick County? Priceless. With three generously sized bedrooms and two full bathrooms, there’s plenty of space to spread out without having so much house that you spend your entire weekend cleaning it. And when you actually decide to leave home, you’ll appreciate the convenient Winchester location with easy access to major commuter routes, shopping, dining, and everything else you need nearby. If you’ve been looking for a home that lets you spend less time worrying about the house and more time actually enjoying life, 123 Harvest Ridge Dr might just be calling your name. Come take a look—but fair warning: once you sit down on that screened-in porch, you may decide the showing is over and you live here now.

123 Harvest Ridge Dr, Winchester
$439,000
3 Beds ⋅ 3 Baths ⋅ VAFV2043862 MLS
Discover the perfect blend of modern living and community charm in this stunning Colonial-style home located in the desirable High View Manor subdivision. Built in 2021, this meticulously maintained residence boasts an excellent condition, ensuring you can move in with peace of mind. The spacious layout is enhanced by thoughtful interior features, including ceiling fans for comfort and stylish window treatments that add a touch of elegance. The heart of the home is equipped with top-of-the-line appliances, including a built-in microwave, dishwasher, refrigerator with icemaker, and a convenient washer and dryer-all designed to make daily living effortless. With three generous bedrooms and two and a half bathrooms, this home provides ample space for relaxation and privacy. The unfinished basement offers endless possibilities for customization, whether you envision a cozy family room, a home gym, or additional storage space. Outside, the property sits on a generous 0.34-acre lot, providing plenty of room for outdoor activities and gardening. The attached two-car garage and driveway ensure that parking is never a concern, while the front entry garage allows for easy access to your home. High View Manor is not just about the home; it's about the lifestyle. This vibrant community is known for its friendly atmosphere and proximity to local parks, where you can enjoy leisurely strolls, picnics, and recreational activities. Convenient public services and amenities are just a stone's throw away, making daily errands a breeze. Whether you're looking for shopping, dining, or entertainment, everything you need is within reach. This home is more than just a place to live; it's a gateway to a fulfilling lifestyle in a community that values connection and quality of life. Don't miss your chance to make this beautiful property your own and experience all that High View Manor has to offer!

114 Meadow Way, Winchester
$615,000
5 Beds ⋅ 4 Baths ⋅ VAWI2011344 MLS
Welcome home to this beautifully updated brick-front residence in the City of Winchester, where a thoughtful floor plan, generous living spaces with 9' ceilings on the main and upper levels, and meaningful improvements come together across three finished levels. The main level is designed for connection and comfort, beginning with a two-story foyer that opens into an airy, open-concept layout. The kitchen flows seamlessly into the main living area, creating an ideal space for everyday living and entertaining, while offering defined rooms for flexibility. Just off the kitchen, the mudroom connects to the garage and provides ample storage and seating when entering and exiting the home. A dedicated office provides a quiet place to work, and the formal dining room—enhanced with beautiful moldings—offers an elegant setting for gatherings. A separate music room adds space to relax or unwind. Throughout the main level, new crown molding, freshly painted walls and ceilings, and bamboo flooring create a cohesive feel, while brushed nickel finishes add a modern touch. The fireplace with new gas logs serves as an inviting focal point for the living area. From the main level, step through one of the new sliding glass doors onto the newly built deck, with stairs leading directly to the yard. This outdoor space is ideal for morning coffee, summer dinners, or entertaining friends. Upstairs, new oak hardwood flooring enhances the main stairs, landing, hallway, and primary suite, including a large double-sided walk-in closet. The entire upper level has freshly painted walls and ceilings, while new crown molding extends from the two-story foyer into the hallway. The primary bathroom has been updated and features heated flooring with app control for added comfort. The additional upstairs bathroom has also been updated, and the other three upstairs bedrooms feature new carpeting, giving the entire level a fresh, cohesive feel. One of the most convenient features of the upper level is the dedicated laundry room—no more carrying baskets between floors. Finished with waterproof LVT flooring, cabinetry, a countertop, walk-in closet shelving, and included Consumer Reports top-rated high efficiency washer and dryer, it is both practical and well-appointed. The lower level expands the home even further with nearly 1,000 additional finished square feet. Fresh paint and new carpeting throughout give this level a clean, updated feel. This space includes a large recreation room with a separate entry, offering excellent flexibility for entertaining or everyday living. It also features a fifth bedroom (non-legal egress) and a full bathroom, and an additional washer and dryer hookup - making it ideal for guests, extended stays, or multi-use living arrangements. Behind the scenes, the home has been carefully maintained and upgraded for long-term comfort and efficiency. The roof, washer and dryer, and HVAC system are all approximately four years old. The HVAC system is a Carrier air handler paired with a Carrier air-conditioning unit featuring a variable-speed inverter compressor, providing exceptional efficiency and helping keep energy costs low. Additional improvements include upgraded R-52 attic insulation, Honeywell Home app controls, and a Tamko Titan architectural shingle roof rated for 50 years. The attached 2-car garage has also been enhanced with highly insulated Lewin-Yount doors and Aladdin Connect smartphone control. With approximately 2,700 square feet above grade plus nearly 1,000 finished square feet in the basement, this 5-bedroom, 3½-bath Winchester City home offers a rare combination of space, versatility, and move-in-ready convenience. From its open and functional floor plan to its hardwood and bamboo flooring, updated systems, flexible living spaces, and thoughtful upgrades throughout, this is a home designed for both everyday living and memorable gatherings. Come inside, take your time, and imagine making it yours. Welcome HOME!

922 Wayne Dr, Winchester
$434,000
3 Beds ⋅ 3 Baths ⋅ VAWI2011380 MLS
Priced at recent appraised value. Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the charm of yesteryear this home offers the conveniences of modern living. Traditionally appointed, the main level of the home provides the perfect separation of spaces with a large formal living room, dining room, gourmet kitchen, additional full bath and main level washer/dryer. The second level of the home offers a sitting area, primary bedroom with its own half bath and two addtional bedrooms with a shared bathroom. Accessed by the third bedroom, the attic offers a blank canvas and could be easily transformed into a secondary living area, home office, or a recreation and fitness room. Wide plank pine flooring remains throughout most of the home along with many traditional fiixtures. Recent improvements include a new gourmet kitchen with SS appliances, hvac, water heater, exterior clapboard cedar siding replaced where needed and new tile floors in the kitchen, main level bath and utility room. Step outside to the quaint backyard which offers an oasis for relaxation, play and gardening. The location of the home can't be beat. Just a few blocks to the pedestrian mall, one can experience a plethora of dining options, coffee shops, boutique stores, galleries and local social activities.

422 S Loudoun St, Winchester