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$559,000
5 Beds 3 Baths
Welcome home to this stunning 5-bedroom, 3-bath, 3-story Colonial located in the highly desirable Sovereign Village community on the east side of Winchester. Offering space, comfort, and thoughtful updates throughout, this home is designed to fit every stage of life. Step inside to find beautiful hardwood floors and a warm, inviting living room featuring a gas fireplace just off the kitchen—perfect for gathering and everyday living, office and dining room also complement the main floor. The main level offers a convenient bedroom and full bathroom, ideal for guests, multi-generational living, or a home office. Upstairs, you’ll find a spacious primary bedroom complete with an en suite bath and walk-in closet, three additional bedrooms, a full hall bathroom, and an upper-level laundry room for added convenience.Recent updates provide peace of mind, including HVAC (2023) with whole house humidifier, natural gas tankless hot water heater (2024), built-in microwave and dishwasher (2024), and refrigerator (2025). Outside the garage there is 30-amp RV electricity and is already wired for a future 50-amp upgrade. Enjoy your own private backyard retreat backing to open field views, where roaming deer are an occasional bonus. Outdoor living shines with a large deck, impressive stone patio, and oversized storage shed. Need more space? The spacious unfinished walk-up basement offers endless possibilities for future expansion, recreation, or customization. Conveniently located near schools, shopping, and commuter routes—this exceptional home truly has it all.

440 Canyon Rd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360

$750,000
5 Beds 5 Baths
Nestled towards the end of a quiet dead-end street in the sought-after Raven Pointe community, this stunning 5-bedroom, 4.5-bath home offers the perfect blend of elegance, functionality, and convenience. Ideally located for commuters with easy access to major routes, you’ll enjoy peaceful neighborhood living without sacrificing accessibility. Designed with flexibility in mind, the highly desirable main-level owner’s suite features a spacious walk-in closet and spa-like bath with a soaking tub and separate shower, making one-level living a breeze. With generous living space throughout, this home is also perfectly suited for multigenerational living, offering room for parents, in-laws, grandparents, or extended family. Inside, you’ll find rich hardwood floors and spacious living areas filled with natural light. The gourmet kitchen features stainless steel appliances, a six-burner commercial-style range, built-in microwave, upgraded countertops, abundant cabinetry, and a cozy breakfast area. The adjoining family room creates the perfect gathering space, while the formal dining room is ideal for holidays and entertaining. The fully finished basement provides additional living space for a recreation room, home theater and gym. The oversized attached garage includes built-in storage, space for a workshop and an additional refrigerator/freezer, while the expansive driveway offers plenty of parking. Additional upgrades include a tankless water heater, whole-house generator, battery backup sump pump, and an upgraded water treatment system for added comfort and peace of mind. This exceptional home combines timeless style, flexible living, and an unbeatable commuter-friendly location on one of Raven Pointe’s most desirable streets.

136 Cahille Dr, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$524,900
3 Beds 4 Baths
Welcome to this beautifully maintained townhome in the desirable Meadowbranch Mews community, where comfort, style, and convenience come together. Featuring three bedrooms and three-and-a-half bathrooms, this brick-front home offers timeless curb appeal and thoughtfully designed living spaces throughout. Step inside to a welcoming foyer with tile flooring that leads to an open and inviting main level. Rich hardwood floors, abundant natural light, and a neutral color palette create a warm atmosphere in the spacious living and dining areas. The kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, and a large center island with seating. Elevated ceilings enhance the home's airy feel, while a conveniently located powder room completes the main level. Upstairs, the spacious primary suite provides a relaxing retreat with a walk-in closet and private en-suite bath. Two additional bedrooms and a full hall bathroom offer plenty of space for family, guests, or a home office. The finished lower level adds exceptional flexibility with a large recreation room that can easily accommodate a media room, fitness area, playroom, or hobby space. This level also includes a guest room, full bathroom, laundry area, and generous storage. Recent updates include a new roof and gutters for added peace of mind. A private garage provides secure parking and extra storage, while the home's prime location places you just minutes from Winchester Medical Center, shopping, dining, and the charm of historic downtown Winchester. Residents of Meadowbranch Mews enjoy a low-maintenance lifestyle with community amenities that include a swimming pool, pickleball courts, picnic areas, snow removal, road maintenance, and trash service.

1352 Ramseur Ln, Winchester

Listing courtesy of Redfin Corporation. Contact:

$649,000
4 Beds 3 Baths
Welcome home to this beautifully maintained 3-level Colonial, perfectly situated on a quiet cul-de-sac in the highly desirable Oakdale Crossing community. Offering 4 bedrooms, 2.5 baths, and spacious living areas throughout, this home blends timeless style with modern updates. The main level is designed for both everyday living and entertaining, featuring formal living and dining rooms with hardwood floors, crown molding, and chair rail accents. The inviting family room showcases hardwood flooring, custom built-ins, crown molding, and a cozy gas fireplace. At the heart of the home is the beautifully remodeled kitchen, completed in 2023, featuring new cabinetry, upgraded countertops, ceramic tile flooring, double wall ovens, gas cooking, and abundant cabinet and counter space. The adjoining breakfast area is filled with natural light and opens to the covered rear porch, creating the perfect indoor-outdoor living space. Enjoy peaceful mornings on the covered front porch or entertain in the fully fenced backyard with low-maintenance vinyl fencing and a swing set. The upper level features a spacious primary suite with two walk-in closets and a spa-like bath complete with a jetted soaking tub, walk-in shower, and double vanity. Three additional bedrooms, a full hall bath, a versatile loft, and the convenience of an upper-level laundry room complete the second floor. The unfinished walk-up basement offers incredible potential for future living space, complete with multiple windows for natural light and a bathroom rough-in already in place. Located in one of Oakdale Crossing's most desirable cul-de-sac locations, this exceptional home offers the perfect combination of space, comfort, and convenience. With a beautifully remodeled kitchen, room to grow, and thoughtful features throughout, this move-in-ready home is one you won't want to miss.

104 Bramble Ct, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360

$299,900
2 Beds 2 Baths
Welcome home to this one-of-a-kind, fully renovated penthouse condo that has been transformed right down to the studs! Offering luxury finishes rarely found at this price point, this stunning residence is unlike anything else available in Frederick County under $300,000. Every detail has been thoughtfully updated, including a new gas furnace, new HVAC system, new flooring throughout, neutral designer paint, custom molding, and a beautiful custom stone gas fireplace that serves as the centerpiece of the living space. The spectacular kitchen features granite countertops, upgraded soft-close cabinetry, and all-new stainless steel appliances, creating the perfect space for both everyday living and entertaining. Impeccably designed and professionally decorated, this home has the look and feel of a luxury Loudoun County property—without the Loudoun County price tag. As an added bonus, this condo can be purchased fully furnished for just $329,000, making it truly move-in ready or an incredible turnkey investment opportunity. Its convenient location also makes it an ideal home for a Shenandoah University student, faculty member, or anyone looking for low-maintenance luxury living. Don't miss this rare opportunity to own a completely renovated penthouse condo that perfectly blends style, comfort, and value!

110 Brookland Ct Unit #10, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$400,000
4 Beds 4 Baths
REDUCED PRIICE FOR A QUICK SALE !! HURRY UP!! READY TO MOVE ! This well-maintained residence combines comfort, functionality, and convenience. The main level features an inviting open-concept layout filled with natural light—perfect for everyday living and entertaining. The spacious kitchen offers ample counter space, abundant cabinetry, and direct access to the rear deck, making indoor-outdoor living seamless. Upstairs, the primary suite includes a private in-suite bathroom and generous closet space. The additional bedrooms are comfortably sized and ideal for family, guests, or a home office. Enjoy a private backyard, perfect for summer gatherings, gardening, or relaxing evenings outdoors. The lower level offers 2 additional rooms, walk-out basement with a private entrance, family room and a convenient kitchenette and full bathroom, perfect for extended living, guest space or potential rental income. Property is in very good condition and Home inspections are welcome . Sold As Is. Very good price for a quick sale. Hurry up!

112 Ashley Dr, Winchester

Listing courtesy of Spring Hill Real Estate, LLC.. Contact: 7038914520

$699,000
4 Beds 4 Baths
Dream Home! This exquisite Colonial home offers a blend of luxury, comfort and privacy. Built in 2017, the property has a meticulously maintained interior and exterior featuring vinyl siding and stone accents, complemented by beautifully landscaped grounds that span over 5 acres, providing a private retreat surrounded by lush trees and natural beauty. Step inside to discover an inviting open floor plan that seamlessly connects the gourmet kitchen, complete with upgraded countertops, a spacious island, and stainless steel appliances, to the cozy living area with an electric fireplace. The home features four generously sized bedrooms, two full and two half well-appointed bathrooms, including a luxurious primary suite with a walk-in shower. The fully finished daylight basement offers additional living space, perfect for entertaining or unwinding, with convenient walkout access to the rear yard. Enjoy evenings on the expansive deck or soak in the hot tub while surrounded by the tranquility of nature while enjoying smores at the fire pit. Additional highlights include modern conveniences such as an upper level laundry area, ample storage in the attached garage, and thoughtful details like recessed lighting and ceiling fans throughout. This property is not just a home; it's a lifestyle, offering a perfect blend of elegance and comfort in a picturesque setting. Experience the best of rural living while being just moments away from local amenities.

2251 Hunting Ridge Rd, Winchester

Listing courtesy of NextHome Realty Select. Contact: (540) 667-9097

$989,000
4 Beds 4 Baths
Nestled in the highly sought-after Stonebrook neighborhood, this incredibly quiet wooded property offers the perfect blend of privacy and convenience. This 2.6 acre estate provides a peaceful country setting while remaining close to modern amenities. Step inside and discover a thoughtfully updated home featuring 4 bedrooms and 3.5 bathrooms. The inviting living spaces include a warm and welcoming family room with a classic brick fireplace and a spacious sunroom with floor-to-ceiling windows overlooking the backyard oasis. The main floor offers an open layout ideal for both everyday living and entertaining, with a bright dining area and an expanded kitchen boasting new appliances, ample counter space, and abundant cabinetry. The outdoor space is equally impressive. Enjoy summer days by the in-ground pool, unwind on the patio, or simply take in the serene views and sounds of nature from your private retreat. With multiple fireplaces throughout the home, including one in the main living area and another in the cozy lower-level family room, comfort and charm can be found in every season. Recent updates and tasteful finishes throughout make this home truly move-in ready. Whether you're hosting gatherings, relaxing with family, or seeking a peaceful escape, this exceptional property offers the best of country living with all the conveniences of modern life. A rare opportunity to own a breathtaking private retreat where elegance, comfort, and nature come together.

137 Old Forest Cir, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$610,000
4 Beds 4 Baths
Pictures coming soon. Prime Location in Raven Wing! This beautiful Colonial home offers the perfect combination of comfort, convenience, and modern updates. Located in the desirable Raven Wing community, you'll enjoy easy access to schools, shopping, restaurants, and commuter routes. Recent improvements include a new roof (2025), hot water heater (3 years old), sump pump (1.5 years old), and new dishwasher and stove, providing peace of mind for years to come. Inside, the home features 4 bedrooms and 3.5 bathrooms with an open floor plan designed for both everyday living and entertaining. The spacious family room includes a cozy gas fireplace, while the kitchen boasts upgraded cabinetry, granite countertops, and a bright breakfast area. Additional main-level features include formal dining and living rooms (or a home office), hardwood flooring, and ceramic tile flooring in all bathrooms. The spacious primary suite offers a large walk-in closet and a luxurious private bath. The fully finished basement provides a large recreation room, full bathroom, and abundant storage space. Enjoy outdoor living from the covered front and rear porches overlooking the large, fully fenced backyard, complete with a spacious patio and storage shed. High-speed internet is available. All measurements are approximate.

211 Flanagan Dr, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$690,000
4 Beds 5 Baths
Welcome home to Norfolk Ct!!! Oh my, where to begin? If you're looking for a turnkey home with ample space and lots of room for your dreams, then this is the home for you! Located on a quiet Cul-de-Sac, this beautiful brick home welcomes you with an impressive foyer and high ceilings. The first floor of this home houses a lovely kitchen with an ample great room, combination formal living/dining and a beautiful office/flex space with french doors. On the second floor you will find not one, but two en suite bedrooms, both quite sizeable, as are all the rooms in this lovely home. The primary suite hosts a large living space that was optioned when built, but set up to easily create an additional bedroom, if needed. The primary suite bathroom is a true sanctuary, bright, white and welcoming for your daily routine. With ample closet space, bright rooms and an additional bathroom to the two en suite bathrooms, the second floor is quite impressive. More space? OK! The basement has been completely finished with an additional full bathroom and flex room, bright recessed lighting and spacious with with walkout stairs. This home has been maintained beautifully and has a number of upgrades including, but not limited to, a full powder room remodel (2026), full basement finishing and bathroom (2025), laundry room remodel (2025), new decking (2025)... and more! With ample space for anything you can dream, whether hobbies or crafts, or entertaining friends and family, to game rooms and beyond, Norfolk Ct is waiting for you. Ideally located to commuter roads and a quick jaunt to downtown Winchester, the location is simply a bonus to all this beautiful home has to offer. *** ATTENTION BUYERS!!! This property qualifies for a reduced rate through a temporary rate buy-down program with Success Mortgage for qualified purchasers.

108 Norfolk Ct, Winchester

Listing courtesy of Coldwell Banker Premier. Contact: 990007.lead@leads.leadrouter.com

$989,000
4 Beds 5 Baths
Exceptional Custom Home with Panoramic Mountain & Pastoral Views in Butler Estates. Nestled in a scenic valley on a private 2-acre cul-de-sac lot in the prestigious Butler Estates subdivision, this stunning 4-bedroom, 4.5-bath residence offers over three finished levels of thoughtfully designed living space, exceptional craftsmanship, and breathtaking Appalachian Mountain & pastural views. From the moment you enter, you'll appreciate the elegant details that define this home, including extensive crown molding, rich hardwood flooring throughout the main level, and beautifully appointed formal living and dining rooms designed for both everyday living and entertaining. The gourmet kitchen is a chef's dream, featuring granite countertops, a center island, propane cooktop, and reverse osmosis water filtration serving both the kitchen sink and refrigerator. The adjoining family room creates a warm and inviting gathering space with custom built-ins and a brick gas fireplace. A dedicated home office with custom built-ins, hardwood floors, and crown molding provides the perfect setting for working from home. Upstairs, the luxurious primary suite serves as a private retreat, complete with a tray ceiling, two walk-in closets, and a private balcony overlooking the spectacular scenery. The spa-inspired primary bath features double vanities, a jetted soaking tub, and a beautifully tiled walk-in shower. Three additional bedrooms offer comfortable accommodations, including one with a private ensuite bath and two connected by a Jack-and-Jill bath with double vanities. The finished walkout lower level is designed for relaxation and entertainment, featuring a spacious recreation room with a gas fireplace, a media room with built-ins, wet bar, and electric fireplace. Plus all media equipment and television convey, making this space truly move-in ready. An exercise room and an additional room suitable for an additional bedroom, and a full bath with walk-in shower complete the lower level. Outdoor living is equally impressive with a low-maintenance TimberTech deck, two brick patios, professionally landscaped grounds, invisible fencing, and unmatched mountain and pastoral views that can be enjoyed year-round. All this plus a brand new roof! This exceptional Butler Estates home offers a rare blend of natural beauty, privacy and timeless charm. Schedule your private tour today and experience the beauty, quality, and views that make this property truly extraordinary.

144 Widener Dr, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360

$320,000
4 Beds 2 Baths
Step into a home where timeless character and modern opportunity come together. This spacious property is filled with antique charm and unique details throughout. Featuring 4 bedrooms, 2 full bathrooms, and several versatile flex spaces, this home can easily adapt to your needs or offer increased income potential with a renovation. Enjoy the outdoor living opportunities with a private second-floor balcony and a shared first-level patio, perfect for relaxing or gathering with friends and family. Whether you're searching for a primary residence, an owner-occupied investment, or a property with income potential, this home offers exceptional flexibility in a highly desirable location. Ideally situated in the heart of Winchester, you'll be just minutes from the popular Old Town Winchester Walking Mall, with convenient access to shopping, dining, entertainment, and local attractions. Don't miss this opportunity to own a distinctive property in one of Winchester's most sought-after locations

410 S Cameron St, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$408,000
4 Beds 3 Baths
Well-maintained colonial available in one of Winchester’s premier subdivisions, Pembridge Heights. The main level features a formal dining room just off the foyer, perfect for family gatherings, which flows into the eat-in kitchen with LVP flooring, stainless steel appliances, a tile backsplash, custom wood cabinetry, and access to the deck overlooking a semi-flat backyard with a koi pond. The adjoining family room offers an elegant gas fireplace and plush designer carpeting. A powder room and formal living room complete the main level.Upstairs, the oversized primary suite includes a walk-in closet and spa-inspired ensuite bathroom with a full vanity and tub/shower combination. Three additional spacious bedrooms share a modern full hallway bathroom.

123 Etnam St, Winchester

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700

$439,900
3 Beds 2 Baths
Charming 3-bedroom, 1.5-bath colonial home on 5 acres, with an additional 7 acres available. Nestled in nature, it features a detached 2-car garage with power and lights, run-in shed, large gazebo with a chandelier for evening ambiance, and a metal carport for 2 cars. Enjoy the outdoors from the spacious front porch. This home features 4 heat sources so each room will feel comfortable during those cold winter days and nights (propane furnace, mini-split, pellet stove, AND baseboard). The 2-car detached garage has an attached shed area as well as a covered open storage area. Despite having 1 bathroom upstairs, it would be very easy and cost effective to convert an area of the Primary Bedroom to your own personal ensuite! Move-in ready, solid-built home surrounded by nature - what more could you ask for? Located at the end of a private lane with no HOA. Perfect for country living!

170 Mountain View Ct, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475

$824,900
6 Beds 5 Baths
PRICED BELOW RECENT APPRAISAL>> Gorgeous Country Home on Two Acres — Nearly 5,000 Sq Ft of Well-Appointed Living!! Welcome to 161 Skylar Lanes Way, a thoughtfully-updated and well-maintained six-bedroom, five-bath home just 20 minutes from downtown Winchester. This inviting property features modern updates and practical design throughout - see the attached list of recent upgrades! Bright and airy, the two-story family room includes built-in shelves, an electric fireplace, and solar-powered remote blinds for easy light control. The updated kitchen impresses with quartz countertops, a new tile backsplash, custom cabinetry, a Butler’s pantry, and a cozy breakfast nook that opens to a covered patio—perfect for outdoor entertaining. The spacious primary bedroom boasts a newly remodeled en-suite bathroom that will make you swoon. A second bedroom upstairs offers another en-suite bath, while the third and forth share a Jack-n-Jill bath, providing flexibility and privacy for both family and guests. The main-level bedroom is also situated next to a full bath for added convenience. The finished lower level offers a large recreation room, a bedroom, bonus rooms, a full bath, and a soundproof media room with a Bose home theater system for entertainment. Outside, enjoy a new architectural shingle roof with copper granules, updated gutters, well-maintained landscaping with outdoor lighting, a spacious composite deck, and irrigated garden beds. Storage is plentiful with a three-car garage and two sheds—one set up as a workshop with electricity, a window air conditioning unit, work benches, and slatwalls. The snow blower, alarm system, Starlink equipment, and more convey!! Sellers are also offering $3,500 toward closing costs! This beautiful home on acreage offers a rare combination of space, updates, and location. Schedule your showing today!!!

161 Skylar Lanes Way, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$524,900
4 Beds 3 Baths
Welcome to 105 Travis Court, a spacious and beautifully maintained colonial situated on a desirable corner lot just outside Winchester city limits. This inviting 4-bedroom, 2.5-bath home offers over 2,300 finished square feet, plus a large unfinished walkout basement with excellent potential for future living space, a recreation room, home gym, workshop, or additional storage. The main level features beautiful hardwood flooring, a formal living room, formal dining room, and a comfortable family room with a cozy gas fireplace. The kitchen opens to the family room and breakfast area, creating a warm and functional space for everyday living and entertaining. Newer appliances, attractive cabinetry, generous counter space, and easy access to the covered porch make this area the heart of the home. Upstairs, the spacious primary suite includes a private bath, while three additional bedrooms and a full hall bath provide plenty of room for family, guests, or a home office. The unfinished walkout basement features large windows and French doors leading to the rear patio, offering natural light and endless possibilities for expansion. Additional highlights include a new roof installed in 2022, a two-car attached garage, a welcoming full front porch, a covered rear porch with ceiling fan, and a patio overlooking the yard. Conveniently located near shopping, dining, schools, and major commuter routes. Appointments only: One hour notice. Agents please leave Business Card

105 Travis Court, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$359,900
3 Beds 3 Baths
New construction is underway on this 3-bedroom, 2.5-bath Colonial offering approximately 1,512 finished square feet, a 1-car garage, and a thoughtfully designed floor plan with quality finishes throughout. Estimated Completed is now Mid September 2026. The main level features an open-concept layout with luxury vinyl plank flooring, a spacious family room, dining area, and a well-appointed kitchen with upgraded countertops and pantry. A convenient half bath completes the main level. Upstairs, the primary suite includes a walk-in closet and private bath with double vanity and walk-in shower. Two additional bedrooms, a full hall bath, and an upper-level laundry area provide comfort and convenience for everyday living. Outdoor features include a covered front porch and rear deck, providing additional space for relaxing or entertaining. Located in a community with HOA-maintained roads and low annual dues that include road maintenance, this home offers the opportunity to own a brand-new home in a peaceful setting just minutes from Winchester, Route 50, and major commuter routes. Construction is in progress, and buyers may have the opportunity to select certain finishes depending on the stage of construction. Photos are similar and provided for illustrative purposes only. Final layout, finishes, materials, and design may vary. Please note: This property is served by a 2-bedroom septic system.

813 Crow Dr, Winchester

Listing courtesy of Preslee Real Estate. Contact: 5402274416

$450,000
3 Beds 3 Baths
***4.25% INTEREST RATE AVAILABLE*** Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main residence, you’ll find warm hardwood flooring, detailed millwork, built-in features, and inviting fireplaces that highlight the home’s original craftsmanship. Spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The layout offers functional flow, with well-proportioned rooms and abundant natural light throughout. Upstairs, generously sized bedrooms provide comfortable retreats, including a primary suite with its own private bath. Additional bedrooms and a second full bath ensure convenience and flexibility for guests or family. On the main level, a versatile bonus space offers options for a home office, reading nook, or mudroom, along with practical features such as laundry and a powder room. Adding to the property’s appeal is a separate secondary structure with its own address, offering valuable additional finished space ideal for guests, studio use, or potential income-producing opportunities. Behind it, multiple outbuildings provide exceptional storage, workshop potential, or future redevelopment possibilities. Outdoor amenities include off-street parking and a generous rear yard setting that enhances both privacy and usability. The property’s zoning allows for a variety of residential and potential mixed-use opportunities, offering flexibility rarely found in a historic setting. With its unbeatable location, architectural charm, and multi-structure versatility, this unique offering presents endless possibilities for homeowners, investors, or those seeking a distinctive property in one of Winchester’s most desirable historic neighborhoods. THIS HOME IS ALSO AVAILABLE FOR RENT!

703 S Loudoun St, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$1,150,000
5 Beds 5 Baths
This home has a 2.25% VA Assumable Loan. There are homes that simply provide shelter. And then there are homes like this—homes that make you slow down, take a deep breath, and picture the life you've been working so hard to create. Nestled in one of Winchester's most beloved neighborhoods, this stately residence blends timeless elegance with the confidence that comes from knowing the important work has already been done. Over the past several years, the owners have invested extensively in both beauty and peace of mind, creating a home that is as practical as it is impressive. Imagine gathering friends and loved ones around the oversized island in the beautifully renovated kitchen. Quartz countertops, quality cabinetry, stainless steel appliances with gas cooking, and abundant workspace make this the kind of kitchen where holiday meals, birthday celebrations, and ordinary Tuesday dinners become lasting memories. Rich hardwood floors and updated finishes add warmth and sophistication throughout the main level, while formal and casual living spaces flow effortlessly together. Need a quiet place to work, create, or manage life's daily demands? A private office on the main level offers the flexibility today's lifestyles require. The private office is a space you'll actually look forward to spending time in, surrounded by windows that fill the room with natural light and create an inspiring setting for working from home or simply enjoying a quiet moment with a cup of coffee. Just beyond, the dramatic two-story family room serves as the heart of the home, with soaring ceilings and an open, airy feel that makes every gathering feel a little more special. Whether you're hosting a holiday celebration, cheering on your favorite team, or enjoying a cozy evening by the fire, this impressive space brings everyone together while still feeling warm and inviting. At day's end, retreat to what may become your favorite room in the house. The completely renovated primary bath is nothing short of breathtaking. With its freestanding soaking tub, frameless glass shower, elegant finishes, and designer-inspired style, it feels less like a bathroom and more like a luxury spa featured in the pages of an upscale magazine. Beyond the beauty, the major systems have been thoughtfully updated as well. The roof has been replaced and enhanced with new insulation and a solar fan. The furnace heat exchanger and blower assembly have been replaced and serviced, while the AC fan and motor have also been updated, giving future owners confidence and comfort for years to come. Most updates occurred in 2023. And then there's the walkout lower level. With 9-foot ceilings, newer luxury vinyl plank flooring, a guest room, additional office space, and an expansive recreation area, this level is ready for whatever your imagination can create. Golf simulator? Home theater? Craft studio? Fitness room? The possibilities are endless. Bright, open, and inviting, it extends directly to the concrete patio, with a portion tucked beneath the screened porch for cool shade on warm Virginia afternoons. Outside, you'll discover the kind of backyard that invites you to linger a little longer. Enjoy morning coffee or evening conversations on the screened porch with low-maintenance composite decking. The beautiful white vinyl fence creates a sense of privacy and charm, while mature landscaping provides a peaceful, park like setting just minutes from downtown Winchester, local parks, restaurants, shopping, and Winchester Medical Center. Completing the package is a spacious three-car garage and a rare financing opportunity that may be the ultimate bonus. Eligible VA buyers may have the opportunity to assume the seller's existing VA loan at an attractive 2.25% interest rate. Homes with this combination of location, updates, character, and opportunity do not come along often. The next chapter is ready to be written. All that's missing is you.

801 Armistead St, Winchester

Listing courtesy of Samson Properties. Contact: 7033788810

$539,000
4 Beds 3 Baths
Price Improvement . Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level with large pantry and large eat in kitchen with breakfast bar, granite countertops (new in Jan/Feb 2025) Family room formal dining room and living room (currently being used as a dining room) Large flat back yard with above ground pool with decking surround and pool house and BBQ deck for gathering. Pool house has electricity and TV connections . Carpet on Bedroom (new in Jan Feb 2025) level, Large Primary bedroom with ensuite bath with soaking tub and shower stall and double sink and walk in closet. hall bath has 2 sinks. all bedrooms have ceiling fans. Basement has a legal size bedroom rough in and a bath rough-in in the corner by the electric panels. Hot Water Heater replaced in 2024. Well Filter was installed in approx Sept 2025 (Lancaster Iron Filter Service) 2 car garage rear entry and inside entrance to the basement . two 200amp electric panels for plenty of expansion for electrical usage. AND house wired with CAT 5 wiring. Private Well, and Private Septic in Jan/Feb 2025 2 new Tanks , drain lines and Distribution Box Pool house has mini split for AC/Heat, mounted TV, Luxury Vinyl Plank flooring, 2 ceiling fans, Anderson wood windows double pane with a deck area for grilling, storage under pool house for equipment

3336 Hunting Ridge Rd, Winchester

Listing courtesy of Carter Real Estate, Inc.. Contact:

$665,000
5 Beds 4 Baths
Some homes are new. This one is finished. Welcome to 220 Lehigh Drive, where the details have already been thoughtfully completed, allowing you to skip the time, expense, and hassle of post-closing projects and simply enjoy the lifestyle you've been searching for. Built in 2023 and located in Frederick County's highly desirable Senseny Village, this exceptional home combines the peace of mind that comes with newer construction with the custom upgrades and finishing touches buyers typically spend years adding after they move in. The result is a home that feels polished, complete, and ready to enjoy from the moment you walk through the front door. Welcome to this exceptional 5-bedroom, 3.5-bath residence offering more than 4,000 square feet of thoughtfully designed living space, where modern elegance meets everyday comfort. From the moment you step inside, you'll appreciate the bright, open-concept design, abundant natural light, and carefully selected designer finishes that create a true model-home feel. The spacious kitchen is the heart of the home, featuring a custom designer backsplash, generous workspace, and seamless flow into the dining and living areas, making it ideal for everything from quiet mornings to hosting family and friends. The owner's suite serves as a private retreat with a professionally designed custom walk-in closet that combines beauty with everyday functionality. The additional bedrooms offer flexibility for guests, family members, or a dedicated home office, allowing the home to adapt to your lifestyle. Step outside and discover one of this home's most impressive features. A spacious Trex deck with premium aluminum railings overlooks a professionally designed multi-level stamped concrete patio, creating the perfect setting for outdoor dining, entertaining, or simply unwinding after a long day. Beautiful landscaping, custom hardscaping, retaining walls, and thoughtfully engineered drainage improvements complete this backyard oasis, offering outdoor living that's as functional as it is beautiful. Throughout the home, you'll find upgrades that elevate everyday living, including upgraded tile flooring, a professionally coated garage floor, designer finishes, and a beautifully finished basement that provides exceptional additional living space along with a large storage room. Every improvement has been thoughtfully completed, allowing the next owner to enjoy all the benefits without the time, expense, or inconvenience of completing projects after closing. Located just minutes from Historic Downtown Winchester, you'll enjoy easy access to locally owned restaurants, boutique shopping, breweries, wineries, parks, walking trails, farmers markets, and year-round community events. Commuters will appreciate the convenient access to Routes 7, 50, and Interstate 81, providing an easy drive to Northern Virginia, Loudoun County, and surrounding employment centers, while everyday conveniences—including grocery stores, medical facilities, schools, and recreation—are all just minutes away. If you've been searching for a home that offers the advantages of newer construction with the upgrades already completed, exceptional outdoor living, a thoughtfully designed floor plan, and an unbeatable location, 220 Lehigh Drive delivers a truly move-in-ready lifestyle from the very first day. The work has already been done, the upgrades have already been completed, and all that's left to do is move in and start making memories. Schedule your private tour today and experience everything 220 Lehigh Drive has to offer. **Seller is willing to contribute toward a temporary interest rate buydown or buyer closing costs with an acceptable offer—an excellent opportunity to reduce upfront expenses or lower monthly mortgage payments.**

220 Lehigh, Winchester

Listing courtesy of EXP Realty, LLC. Contact: 8668257169

$599,990
3 Beds 3 Baths
READY FOR IMMEDIATE DELIVERY! The Sierra 39-F2 at Hiatt Pointe (55+) delivers single-family living at its finest — 3 bedrooms, 3 full baths, 2-car front-load garage, and an open-concept floorplan designed for the way you actually live. Enter through the front porch into a light-filled main level featuring 9' ceilings, oak stairs, and luxury vinyl plank flooring throughout. The chef's kitchen shines with light brown cabinetry, white quartz countertops, an oversized island with built-in trash can, walk-in pantry with solid shelving, and a full Samsung® stainless steel appliance package including 5-burner cooktop with chimney hood, wall oven, refrigerator, microwave, and dishwasher. The open great room features a cozy electric fireplace and flows to a 20'x12' walkout deck. The main-level primary suite offers a spa-inspired bath with dual vanities, white quartz countertops, and a roll-in frameless floor-to-ceiling tile shower. The walkout finished basement adds a spacious rec room, full bath, and additional bedroom. Smart home technology throughout includes IQ Panel 4, Ecobee® smart thermostat, tankless gas water heater, and solar-panel-ready construction. Located in the gated Hiatt Pointe community at Snowden Bridge — fitness center, pickleball, outdoor pool, hot tub, fire tables, outdoor kitchens, and full clubhouse. Easy access to Rt. 7, I-81 & I-66. Closing cost assistance available with Intercoastal Mortgage and Walker Title. Other homesites and delivery dates may be available. Pricing, offers, and availability subject to change without notice. Images and renderings are for illustrative purposes only and may not reflect actual home or features. Additional terms and conditions may apply. See a Van Metre Sales Advisor for details.

116 Magpie Ln, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$325,000
3 Beds 2 Baths
This is a unique opportunity to purchase a piece of history. The Glass Mill (Glass/Rinker/Cooper Mill) is available. The Mill was constructed during the years 1812-1815. At the base, the structure has stone walls that are 3' thick, tapering to about half that at the gable ends. The Mill has a "mechanics level", the lower level with dirt floor and water source when the Grist wheel was in place. The next two levels are wide open with wood floors and open beams. There are also stairs to attic space on the very upper level. The attached "miller's house" was added several decades later. Still quite livable with original wood floors, formal living and dining rooms, and bedroom(s), bath, upstairs. The interesting features remain. The Mill office is off the living room, where the original wood burning fireplace remains. The house has a covered front porch, and rear upper and lower covered porches. The grounds are quite nice with an array of plantings and a path/walking bridge over Opequon Creek. This property is at the corner of Cedar Creek Grade and Miller Road. Inquire about information relating to Deed of Gift Easement with Historical. NEW SEPTIC JUST INSTALLED. Price just reduced. The Seller is ready to sell!!

2431 Cedar Creek Grade, Winchester

Listing courtesy of Cedar Creek Real Estate. Contact:

$498,000
4 Beds 3 Baths
To be built-choose your colors and upgrades! Photos are similar and include upgrades. Beautifully crafted new home by a respected local builder, offering over 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for gathering and entertaining, that seamlessly connects to the dining and living areas. A private office provides the ideal space for working from home, and a spacious mudroom offers first-floor laundry and a space to unload as you enter from the garage. Upstairs, you'll find three bedrooms with generous closets, sharing a hall bath, and the home's large primary suite with a walk-in closet and a beautiful ensuite primary bathroom. Every detail of this home reflects quality craftsmanship and modern style. Sovereign Village is a sought-after community with sidewalks, open green spaces, and an optional membership pool for summer fun. Conveniently located just off Route 7 and less than four miles from Old Town Winchester, this home offers the perfect blend of modern comfort, community living, and commuter convenience. Don't miss your chance to make this stunning new home yours! Other homes available-Move-in ready: 619 Farmington Dr. and 251 Rossmann Blvd.

Lot 39 Rossmann Blvd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360

$539,900
5 Beds 4 Baths
Enjoy city living in this spacious and light-filled home featuring 5 bedrooms and 3.5 baths. Fresh new carpeting has been installed on the upper level and in the family room, complemented by hardwood floors throughout the main living areas. The kitchen is equipped with stainless steel appliances, double ovens, and a center island—perfect for cooking and entertaining. Formal living and dining rooms offer plenty of space for gatherings, while large windows provide abundant natural light throughout the home. The walk-up basement includes a full bath, rec room, and a versatile 5th bedroom that can also serve as an office or playroom (no egress window). Outside, enjoy a stamped concrete patio and fully fenced rear yard. Located in a sidewalk-lined neighborhood with streetlights and a nearby playground, this home is just 5 minutes from downtown. A wonderful place to call home!

660 Beehive Way, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$399,900
2 Beds 2 Baths
Seeking the perfect blend of historic character and modern urban living? This exceptional Urban Lofts Condominium is just one and a half blocks from Old Town Winchester Walking Mall, offering easy access to restaurants, boutiques, entertainment, and vibrant downtown living. Originally built in the early 1900s, this beautifully updated home showcases exposed brick walls, timeless architectural charm, and thoughtfully curated modern finishes throughout. A welcoming front porch adds to the home's character and curb appeal, while inside, the gourmet kitchen features upgraded cabinetry, premium quartz countertops, stainless steel appliances, and sleek designer touches. The home also features an energy-efficient hybrid heat pump water heater, which uses approximately one-third the electricity of a traditional electric water heater, helping reduce utility costs while providing reliable hot water. Spa-like baths offer stunning tile work, custom cabinetry, and stylish lighting. One of the standout features of this home is the charming private rear patio—an ideal outdoor extension of the living space, perfect for entertaining, dining al fresco, or simply relaxing. The property also includes a dedicated assigned parking space that is pre-wired and EV charger ready, offering added convenience for modern living. A spacious unfinished dry basement provides exceptional storage space, an uncommon and highly desirable feature for downtown living, offering plenty of room for seasonal décor, bicycles, outdoor gear, and more. The monthly condo fee also includes exterior maintenance of common areas, snow removal, water & sewer service, adding value and helping simplify your monthly household expenses. Whether you are seeking a sophisticated primary residence, a lock-and-leave weekend retreat, or an investment opportunity, this move-in ready condo offers an exceptional combination of location, character, energy efficiency, storage, and modern upgrades that are difficult to duplicate. This is a wonderful opportunity to purchase pieces that complement the home's style and make moving in even easier. Please inquire for a list of available items and pricing. Schedule your private showing today and experience downtown Winchester living at its fines 🏡✨ Love the furnishings? Buy it furnished for $415000!

118 1/2 E Cork St, Winchester

Listing courtesy of Keller Williams Realty. Contact: 7036690099

$547,000
5 Beds 4 Baths
BACK ON THE MARKET AFTER THE INSTALLATION OF NEW CARPET !! MOVE IN CONDITION PRICED TO SELL FAST LOCATED IN THE CUL-DE-SAC WHICH HAS A PLAYGROUND - SEPERATE IN-LAW-SUITE IN BASEMENT WITH SEPARATE ENTRANCE FULL BATH LIVING ROOM OFFICE OR COULD MAKE INTO KITCHEN AREA - JUST FULLY PAINTED THRU-OUT NEW CARPET INSTALLED AND THE HARDWOOD FLOORS LOOK NEW. GAS FIREPLACE - KITCHEN WITH BAR AND TABLE SPACE - SEPERATE OFFICE OR LIVING ROOM IN THE FRONT OF THE HOME - 2 DECKS FOR ENTERTAINING - PRIVATLY FENCED REAR YARD - GUTTER GUARDS TO MAKE EASY FOR UP- THERE IS A PLAYGROUND ONLY 1 HOUSE AWAY FOR PLENTY OF PLAYING FOR THE CHILDREN-KEEPTHIS IS A MUST SEE PROPERTY AND WONT LAST LONG - SO DONT DELAY JUST CALL AND MAKE AN APPOINTMENT--Room For a 2nd Kitchen in Basement and also a 2nd Bedroom, there is Already a Full Bathroom in the Basement....Radon System has been Installed in this Home !!

114 Settlers Cir, Winchester

Listing courtesy of Winchester Real Estate Connection. Contact:

$339,000
3 Beds 2 Baths
Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you’ll find a practical and inviting layout featuring 3 bedrooms, 1.5 bathrooms, a spacious kitchen, separate living and dining areas, main-level laundry, and additional storage space. Recent updates add extra peace of mind, including an HVAC system installed in 2020 and a roof recoated in 2021. Outside, the home offers valuable city-living features, including off-street parking and usable outdoor space for relaxing, gardening, pets, or entertaining. The surrounding streetscape is also seeing meaningful improvements, with the street being repaved, sidewalks redone, and new trees expected to be planted along the street. Whether you are searching for a primary residence, a Winchester-area home base, or a potential investment property, this home offers a strong combination of location, utility, and opportunity in an established Winchester neighborhood with quick access to major roadways and the surrounding Shenandoah Valley. Seller offering up to $2,500 towards painting with acceptable offer.

307 E Piccadilly St, Winchester

Listing courtesy of HoneyWay. Contact: 5402149682

$1,179,000
4 Beds 5 Baths
Stepping onto the Southern style covered front porc.h you enter the large foyer with a Schoenbek chandelier. There is a living room to the left which opens to a separate dining room with a hand painted blue and gold ceiling. The kitchen is eating size with granite counter and large island. Double doors lead to a small back porch and stairs to the patio. The first floor family room has a gas fireplace, built-in cabinets, a built-in window seat and two-story windows. The garden room has tile floor, built-in bookcases and windows on two sides overlook the rose garden and back yard. There is a powder room off the family room. The second floor has four bedrooms and three full baths. The master bedroom is very large with a three-sided fireplace and sitting area with tray ceilings. There is a large walk-in closet with custom built ins. The master bath has two separate vanities with vessel sinks. The generous shower is glass sided and there is a large spa tub with a Schoenbek chandlier. The bath has a tile floor and artistic tiles around the shower, spa tub and vanities. Two bedrooms share a jack and jill bath with each haviing it's own vanity.. All the bathrooms have marble counters. There is a library on this floor with built in bookcases which could be turned into a fifth bedroom. The upper hall has an overlook to the family room below. You enter the lower level from the kitchen and there is an exit from the recreation room onto the patio at the rear. There is a gas fireplace in the large family room with a wet bar and a generous adjoining area for activities. There is a gym with a wall of mirrors, an office, a large cedar closet, half bath and storage room. The entire house has crown molding, many shadow boxes, and 5" baseboards. All the walks, the driveway and the patio are done in architectual concrete. The rear yard has a waterfall, brick walls and extensive plantings. On the side of the home there is a large rose garden. The house has a security system; and also, the entire home is wired with speakers for music. The roof is less than 5 years old. The oven and microwave were new in 2025. Details about each room is found in documents. This home is within 5 minutes of Medical Center, Museum of the Shenandoah Valley and the Green Trail and within 10 minutes of Old Town Walking Mall, Shenandoah University and shopping, Note: one owner is licensed broker/real estate agent & other owner is licensed real estate agent

1004 Heth Pl, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484