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1311 Handley Ave, Winchester
$600,000
3 Beds ⋅ 2 Baths
This charming Colonial home, built in 1952, exudes warmth and character, making it a perfect retreat. Nestled in the heart of the City of Winchester, this residence features three spacious bedrooms and one and a half bathrooms, ideal for comfortable living. Step inside to discover beautiful hardwood floors that flow throughout, complemented by a traditional floor plan that invites gatherings in the formal dining room. The upgraded countertops and butler's pantry in the kitchen enhance functionality, while the cozy fireplace adds a touch of elegance to the living space. The home boasts a well-designed attic and a convenient basement laundry area, ensuring ample storage and practicality. Outside, the extensive hardscape and outbuilding provide versatile outdoor space for relaxation or hobbies. Located in a vibrant community, residents enjoy easy access to local parks, perfect for leisurely strolls or picnics. The neighborhood is known for its friendly atmosphere and community events, fostering a sense of belonging. Excellent schools are just a stone's throw away, making this location ideal for those seeking quality education options. With on-street parking and a generous lot size, this property balances convenience and comfort. Experience the charm of this delightful home and the welcoming community that surrounds it.

1311 Handley Ave, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

336 Apple Valley Rd, Winchester
$699,990
3 Beds ⋅ 4 Baths
Spacious contemporary craftsman style home built in 2007 on .5 acre lot with rare 3 car attached side load garage as well as a detached 2 car & 1 car garages behind the home. This is a car lover's dream with a total 6 garaged parking spaces as well as the driveway or perfect for home based business (with appropriate County approval) - NO HOA!!! Located next to the green space of Kernstown Battlefield - expansive deck to enjoy the peaceful surroundings. The main level of the home boasts a two story foyer, inviting living room, large dining room and cozy family room with floor to ceiling stone gas fireplace. Kitchen is a chef's dream with oversized island, granite countertops, newer stainless steel appliances and walk-in pantry, upgraded cabinets, hardwood floors and pendant lights! Breakfast room with upgraded lighting - the perfect spot for a morning coffee or tea. There's a mud room as well as two half bathrooms on the main level. On your way up to the bedroom level there is a home office space/den - perfect to work from home, craft or as a swing guest space. The upper level offers a spacious primary bedroom with a double tray ceiling, recessed lights, ceiling fan and walk-in closet. The primary bathroom has a walk-in shower with body spray shower stall, jetted soaking tub & water closet. Two additional spacious secondary bedrooms are served by a hall bathroom with double-sinks and a shower. The home is served by public water and sewer and has a well as a secondary water source to water your gardens and landscaping. Well, garage freezer & satellite dish all convey as-is. Updates included but are not limited to: Water Heater 2024, HVAC approximately 5 years old, newer French door refrigerator and brand new dishwasher, updates to lighting and more! Crawl space was re-insulated in Summer of 2026.

336 Apple Valley Rd, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

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

582 Miller Rd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

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

111 Sovereign Ct, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

503 Grouse, Winchester
$329,900
3 Beds ⋅ 2 Baths
FABULOUS PRICE REDUCTION!!! Why wait to build? This beautifully finished, move-in-ready home offers all the benefits of new construction without the wait. Offering modern style, quality craftsmanship, and low-maintenance living a short distance from Winchester this new home is nestled on a beautiful lot in Wilde Acres. This thoughtfully designed 3-bedroom, 2-bath home features an open floor plan with luxury vinyl plank flooring and today’s most sought-after finishes. The spacious kitchen is the heart of the home, showcasing granite countertops, a large peninsula, stainless steel appliances, white shaker cabinetry, and black fixtures. The primary suite offers a private bath with granite countertops and a walk-in shower, while two additional bedrooms provide space for family, guests, or a home office. The finished lower-level family room offers flexible living space for entertaining, recreation, or remote work, and the oversized garage provides great storage. Enjoy the peace and privacy of mountain living with convenient access to Mountain Falls Park, featuring a lake, playground, picnic area, and outdoor recreation. Move-in ready and thoughtfully finished throughout, this home offers the perfect blend of comfort, style and value. Some photos virtually staged. Owner/agent.

503 Grouse, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

687 Woodland Ave, Winchester
$569,000
4 Beds ⋅ 4 Baths
ONE-OF-A-KIND HOME WITH INCREDIBLE FLEXIBILITY! This custom all-brick Winchester home offers a layout you simply don't find every day—4 bedrooms, 4 full baths, two main-level bedrooms, flexible private living spaces, a detached 2-car garage and NO HOA! Step inside to a bright, welcoming floor plan featuring beautiful hardwood floors, abundant natural light, custom built-ins and a cozy gas fireplace. The spacious gourmet kitchen offers granite countertops, stainless steel appliances, generous pantry space and a large breakfast area that flows easily into the dining and living spaces—perfect for everyday living and entertaining. One of this home's standout features is its main-level living potential. The primary suite is conveniently located on the main floor with a private bath and walk-in closet, while a second main-level bedroom and nearby full bath provide exceptional flexibility for guests, a home office or additional living space. Main-level laundry with a utility sink adds even more convenience. Upstairs, you'll discover a private and versatile living area with its own main-level entrance, sitting/living space, two additional bedrooms and a full bath—creating an ideal setup for extended stays, guests, work-from-home needs or anyone wanting additional privacy and separation. And there's even more! The detached two-car garage includes additional finished living space above, complete with a bedroom, full bath and kitchen/living area—opening the door to an incredible variety of possibilities. Outside, enjoy multiple parking options with front and rear driveways, an attached covered carport, detached garage and additional street parking. All of this is tucked into an established Winchester neighborhood convenient to downtown Winchester, Route 7, shopping, dining, medical facilities and major commuter routes. All brick. Four full baths. Two main-level bedrooms. Flexible living spaces. Detached garage. No HOA. This isn't your typical Winchester home—come see just how many possibilities 687 Woodland Avenue has to offer.

687 Woodland Ave, Winchester

Listing courtesy of Keller Williams Realty. Contact:

730 Merrimans Ln, Winchester
$3,175,000
6 Beds ⋅ 7 Baths
A Once-in-a-Generation Opportunity: 1765 Heritage Meets Modern Luxury Rarely does a property of this caliber, history, and scale become available within Winchester city limits. Perfectly positioned on 5.49 acres of breathtaking, park-like grounds, this historic masterpiece is a true private oasis. Painstakingly and lovingly renovated, the estate offers an unparalleled blend of 18th-century charm and contemporary convenience across 8,593 finished square feet, featuring 6 bedrooms, 5 full baths, and 2 half baths. The heart of the residence is the original 1765 portion, which stands as a museum-quality testament to early American craftsmanship. It showcases meticulously preserved original flooring, windows, doors, period hardware, stately mantles, and staircase. As the estate evolved, a first major addition was seamlessly introduced in 1940, followed by a second grand addition in 2000. True to the property's legacy of excellence, the 1940 wing underwent a major, high-end renovation in 2019 to ensure flawless modern style. Yet, behind the historic craftsmanship lies a completely modernized infrastructure: the entire home boasts fully updated plumbing, electrical, and central heating and A/C. Step outside to find your own secluded sanctuary, complete with a natural spring and a picturesque pond. This is a living piece of art, offering the perfect synergy of historical beauty, absolute privacy, and contemporary convenience. For additional information, full ownership history starting in 1735 and comprehensive renovation highlights please view the accompanying documents. Schedule your private tour to experience this once-in-a-lifetime legacy property. See accompanying files for full Historical Lineage starting in 1735, and details about the architecture and features.

730 Merrimans Ln, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

1022 Heth Pl, Winchester
$1,239,000
4 Beds ⋅ 8 Baths
This amazing property is ready for you! Located close to Winchester Medical Center, Churches, Shopping, Historic Downtown Winchester, John Kerr Elementary School, and John Handley High School. This property is beautifully landscaped with plush gardens, a koi pond, waterfalls, a large pool, pool room, large deck overlooking the property, and a fenced backyard lined with mature trees for privacy. Inside, you will find a stunning kitchen with top-of-the-line appliances and pull-out drawers throughout the cabinets. The great room is a 2 story ceiling and fireplace leading to the deck and wet bar with ice machine and wine racks. The main level office has a full bath attached if you would like to use it as a main level bedroom. The living and dining rooms are open to each other leading to a sunroom off the deck. The primary bedroom as a gas fireplace, a balcony , 2 walk in closets and an updated spa like bathroom. The second bedroom has it's own bath and the 3rd and 4th bedrooms share a full bath with updated tile and floors. The basement also has a fireplace, a full bath, exercise room and plenty of storage. The pool room (in the basement leading to the pool) has a refrigerator, storage for towels and a 1/2 bath. The 3 car garage has a ton of storage, as the original kitchen cabinets are on the wall...This home is truly a showcase!

1022 Heth Pl, Winchester

Listing courtesy of Samson Properties. Contact:

604 Gatling Dr, Winchester
$339,500
3 Beds ⋅ 2 Baths
SELLER OFFERING UP TO $8,000 TOWARD BUYER'S CLOSING COSTS WITH AN ACCEPTABLE OFFER! Brand-new construction, modern finishes, and community amenities! Welcome to this beautifully finished 3-bedroom, 2-bath split-level home in Mountain Falls Park, situated on a spacious 0.26-acre lot. Offering approximately 2,000 finished square feet, this move-in-ready home combines contemporary style with everyday functionality. A welcoming covered front porch sets the tone as you step inside to find luxury vinyl plank flooring throughout and a bright, modern feel. The kitchen features stainless steel appliances, stylish shaker-style cabinetry, and granite countertops, creating an attractive and functional space for everyday meals and entertaining. The primary bath also features granite countertops and a convenient stall shower, while all three bedrooms offer built-in closet shelving for added organization and storage. The lower level provides a spacious family room with plenty of room to relax, gather, or entertain, along with a dedicated laundry room. An oversized two-car garage measuring approximately 20'10" x 23'2" offers ample space for vehicles, storage, hobbies, or projects. Enjoy the added appeal of Mountain Falls Park community amenities, including a common area, lake, picnic area, playground, and more. With brand-new construction, modern finishes, a generous lot, and access to outdoor recreation, this home is an excellent opportunity for buyers seeking comfort, convenience, and a fresh start. Be sure to check out the attached property video!

604 Gatling Dr, Winchester

Listing courtesy of RE/MAX Roots. Contact:

132 Geronimo Trl, Winchester
$290,000
3 Beds ⋅ 2 Baths
Professional photos coming soon. Welcome home to 132 Geronimo Trail! Situated in a quiet and highly desirable neighborhood, this charming single-family home is perfect for first-time buyers, downsizers, or anyone seeking a peaceful retreat. This 1,232 square-foot rancher features 3 bedrooms, 2 full bathrooms, eat-in kitchen, living room, a brick fireplace with highly a efficient wood-burning insert, and laminate flooring throughout. Enjoy sun and shade from the comfortable deck and spacious yard with plenty of room for outdoor gatherings, gardening, or creating your own private oasis. The community features acres of greenspace, a large lake, several ponds, and playgrounds. Don't miss the opportunity to make this cozy retreat your own!

132 Geronimo Trl, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

136 Cahille Dr, Winchester
$724,900
5 Beds ⋅ 5 Baths
This home is where space, comfort and flexibility come together in a home designed to grow with you. Tucked away on a quiet dead-end street, this spacious home offers room to spread out while still feeling warm and inviting. A sought-after main-level owner’s suite makes everyday living easy, while the generous floor plan offers plenty of flexibility for guests, a home office, hobbies, or multigenerational living. With multiple living spaces and room for everyone to have a place of their own, this is the kind of home that adapts to your life—not the other way around. Whether you’re hosting a full house for the holidays, working from home, welcoming extended family, or simply craving more breathing room, you’ll appreciate just how much possibility this home offers. And with a whole-house generator, you’ll have the added peace of mind of knowing your home is prepared when the unexpected happens. Located with convenient access to commuter routes, shopping, dining, and everyday necessities, this home offers the space you’ve been searching for in a location that keeps you connected. If you’ve been waiting for a home with room for today and flexibility for whatever comes next, this one deserves a closer look. Home Warranty offered to qualified buyer! Updates: Fresh Paint throughout (2022), Full Kitchen Reno (2022), New main level/basement heat pump (2023), Upgraded Water Softener/Filtration System (2025), Automatic Garage Door Opener (2025), All new Toilets (2025), HVAC Maintenance every 6 months

136 Cahille Dr, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

140 Poe Dr, Winchester
$550,000
3 Beds ⋅ 3 Baths
Modern craftsman home in one of Winchester’s newer communities. Easy access to RT 50 and I81, Shenandoah University, Jim Barnett Park, shopping, and restaurants. Old Town Winchester three miles away. This ranch home offers an open-floor concept with custom living upgrades. Dining room includes a coffee station/wet bar with a refrigerator and the living room has an electric fireplace with a great entertainment flow that carries onto the covered deck with stairs to the fenced-in backyard for added family fun. Finished garage with heating and cooling, recessed lighting, utility sink, and epoxy flooring makes for a great gym or multipurpose space. Master bedroom ensuite includes a bedroom-sized walk-in closet and added storage area. For an expanded living area, the full unfinished walkout basement with a full-size window and bathroom rough-in await your creative design. Other Upgrades include: Whole house water filtration system and water softener. Reverse osmosis faucet in the wet bar. LVP throughout the entire home. Adjustable Elfa-shelving in all of the closets. Smart home features allow you to control security features, garage, and thermostat from an app, including ADT alarm system and auto-lock doors; Ring cameras and doorbell; NEST thermostat; and MyQ garage door opener. Community amenities include a pool with pool house, a multipurpose court (basketball/ pickleball), two playgrounds, and a short trail.

140 Poe Dr, Winchester

Listing courtesy of Samson Properties. Contact:

133 Wappinger Ter, Winchester
$549,990
6 Beds ⋅ 4 Baths
The Hayden is a spacious two-story home offering 6 bedrooms, 4 bathrooms, and over 3,100 square feet of thoughtfully designed living space, perfect for both everyday living and entertaining. The main level features a versatile flex room off the foyer, ideal for a formal dining room, home office, or additional living space. The gourmet kitchen includes an oversized island with seating, a large pantry, and opens seamlessly to the dining area and expansive living room. A main-level bedroom with a full bathroom provides an ideal setup for guests or multi-generational living. Upstairs, the owner’s suite serves as a private retreat with a luxurious bath featuring a standing shower, private water closet, double vanity, and a spacious walk-in closet. The upper level also includes three additional bedrooms, a full bathroom, a walk-in laundry room, and a loft area for added flexibility. The finished walkout basement expands the home even further, offering an additional bedroom and full bathroom—perfect for guests, recreation, or private living quarters. Situated on a homesite backing to mature trees, this home provides added privacy and a peaceful setting. Quality craftsmanship and attention to detail shine throughout, along with a one-year builder’s warranty. Move - in ready! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

133 Wappinger Ter, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

466 Merrimans Ln, Winchester
$899,000
3 Beds ⋅ 4 Baths
Your long search is over! Beautifully renovated all-brick ranch home situated on a secluded 2.03-acre lot in the city of Winchester, just a short walk to Valley Health. Offering an exceptional combination of privacy, convenience, and quality. This home features spacious living areas, three fireplaces, including one in the primary bedroom. The finished lower level provides outstanding flexibility with a large rec room, full kitchen, and full bath-ideas for guests, extended family, or entertaining. Outdoor living is a grand feature, with multiple brick patios and private spaces designed to take full advantage of the tranquil park setting. The property also has a unique barn for storage or a workshop. Recent improvements include a newer metal roof, while the expansive lot offers a rare sense of seclusion within the City limits. A truly unique property that combines timeless all-brick construction, modern renovations, and an unbeatable location near medical facilities, shopping, dining, downtown Winchester, and the Museum of the Shenandoah Valley.

466 Merrimans Ln, Winchester

Listing courtesy of Colony Realty. Contact:

118 Aulee Ct, Winchester
$784,900
5 Beds ⋅ 5 Baths
This beautiful, well-cared-for home occupies a peaceful setting overlooking a lake and stream directly behind the house. The well-stocked lake has an easily accessible walking trail near the back of the house. The owners have painted the entire interior and added new lighting fixtures, blinds, and window treatments, all of which convey. The main-floor half bath has new wallpaper, a new vanity & tile floor. The newly modernized fireplace has tile & mantle & is wired for TV. The TVs convey. New washer and dryer in the laundry room and new shelving in the laundry closet. New hot water heater. The kitchen is a dream, including a double oven, a large cooktop, and an oversized island. The morning room overlooking the lake has beautiful sunrise views. A new refrigerator and microwave have been installed in the kitchen, along with a new pantry door and shelving. The lower living area bathroom has a new vanity and mirror. With the exception of furniture in the living room and a large table, all the remaining furniture comes with the house, including the bedrooms. This is nearly a "turnkey" value; just pack your clothes and move in. The furniture that is staying in the house was purchased in the last three years. Upstairs, there are four nice bedrooms and three full baths. One of the secondary bedrooms has an en suite that is perfect for in-laws or older children. Outside, the lower-level patio area features new landscaping and swings for enjoying the view. The deck has a new railing. The front yard shrubbery was also enhanced.

118 Aulee Ct, Winchester

Listing courtesy of George W. Glaize, Jr., Inc. REALTOR. Contact:

211 Flanagan Dr, Winchester
$590,000
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:

108 Norfolk Ct, Winchester
$675,000
4 Beds ⋅ 5 Baths
MOTIVATED SELLERS!!! Sellers are offering $10,000 in closing costs with the right offer, to be used towards closing costs, points, etc. * 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.

108 Norfolk Ct, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

144 Widener Dr, Winchester
$899,900
4 Beds ⋅ 5 Baths
Exceptional All-Brick Custom Home with Panoramic Mountain Views! Nestled on a private 2-acre cul-de-sac lot in prestigious Butler Estates, this exceptional all-brick 4-bedroom, 4.5-bath custom home offers over three finished levels, timeless craftsmanship, and breathtaking Appalachian Mountain and pastoral views. A brand-new roof adds even more peace of mind. The main level features beautiful hardwood floors and an easy flow between the gourmet kitchen and spacious family room. The kitchen offers granite countertops, center island, propane cooktop, and reverse osmosis water filtration. The family room includes custom built-ins and a fireplace. A versatile front room can serve as a library, sitting area, playroom, second office, or additional entertaining space, while a dedicated home office provides a private workspace. Upstairs, the spacious primary suite features two walk-in closets, a private balcony with stunning views, and a spa-inspired bath with double vanities, jetted tub, and tiled walk-in shower. Three additional bedrooms include a private ensuite and Jack-and-Jill bath. The finished walkout lower level is perfect for entertaining with a recreation room, gas fireplace, media room, built-ins, wet bar, and electric fireplace. An exercise room, flexible fifth-bedroom space, and full bath complete the level. Media equipment and television convey. Enjoy outdoor living on the TimberTech deck and two brick patios surrounded by professionally landscaped grounds, invisible fencing, and spectacular views. Just 10 minutes from Winchester Medical Center and minutes from Route 37 and Interstate 81, this rare all-brick Butler Estates home offers privacy, incredible views, exceptional living space, and the convenience today's buyers are looking for.

144 Widener Dr, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

110 Russellcroft Rd, Winchester
$499,900
4 Beds ⋅ 3 Baths
Welcome to 110 Russellcroft Road, a beautifully updated 4-bedroom, 3-full-bath ranch-style home in the established Cedarmeade community of Winchester, VA. Offering approximately 3,000 square feet of finished living space including the finished lower level, this home combines comfortable everyday living with the flexibility today's buyers are looking for. The main level features warm hardwood floors, abundant natural light, and an inviting layout centered around an updated kitchen with a large island, pantry, recessed lighting, and easy access to the dining area. Two brick fireplaces add timeless character and create welcoming spaces for gathering, relaxing, or entertaining. The finished lower level is where this home truly stands out, providing an expansive recreation area, built-in bar, full bathroom, garage access, and a separate exterior entrance. Use the additional space as a family room, home office, gym, media room, guest area, game room, or entertaining space—the possibilities are endless. Outside, the nearly half-acre lot provides plenty of room to enjoy the outdoors, with a spacious backyard, mature surroundings, and a welcoming front porch. The attached 2-car garage provides additional convenience and storage. Located in Cedarmeade within Winchester City, this home offers convenient access to schools, parks, shopping, dining, major commuter routes, and all that downtown Winchester has to offer. If you're searching for an updated Winchester, VA ranch home with 4 bedrooms, 3 full baths, a finished basement, substantial living space, and a generous lot, 110 Russellcroft Road deserves a look.

110 Russellcroft Rd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

936 Allen Dr, Winchester
$324,900
3 Beds ⋅ 2 Baths
Sellers are motivated and offering incentives. Charming, beautifully maintained all-brick ranch home at 936 Allen Drive! Built in 1965 by Kingsberry Homes using the sought-after Belden model, this special property has been lovingly cared for by one family since its construction and even includes the original architectural floor plans. Inside, the move-in-ready home offers stunning hardwood floors and an enclosed carport seamlessly converted into a spacious family room. The main-level layout features 3 bedrooms and 1.5 baths, including a fully renovated hallway bath with a modern walk-in shower. A full, unfinished basement provides massive storage potential, while the covered rear deck and patio overlook a beautifully landscaped backyard oasis. The sellers have recently invested in numerous proactive improvements, including completed foundation work, radon mitigation, electrical panel optimization, and recent HVAC service (supporting documentation available). Excellent location just minutes from historic downtown Winchester shops and dining, with effortless commuter access to Interstate 81 and Route 50 into Northern Virginia. A wonderful opportunity with important updates already addressed!

936 Allen Dr, Winchester

Listing courtesy of Dream Real Estate. Contact:

120 Gabriel Ct, Winchester
$475,000
3 Beds ⋅ 3 Baths
Upgraded home in a desirable 55+ community on Winchester's east side! Thoughtfully upgraded and beautifully maintained, this exceptional residence offers the perfect blend of comfort, convenience, and low-maintenance living. Inside, you'll find upgraded flooring, elevated finishes, and an open-concept layout designed for both everyday living and entertaining. The beautifully appointed kitchen flows seamlessly into the spacious family room, while the main-level primary suite features a private en suite bath and easy access along with two additional bedrooms on the main level. One of the few homes in the community offering both a composite deck and fully fenced backyard, this property provides a rare opportunity to enjoy privacy and outdoor living. The partially finished basement with half bath, adds flexible space for a rec room, home office, fitness area, or guest retreat, while still offering plenty of storage. As one of the first resale opportunities in this newer, highly sought-after community, this home offers the benefits of nearly new construction without the wait. Residents enjoy a carefree lifestyle with lawn maintenance, road maintenance, and trash service included for a low monthly fee. Conveniently located just minutes from Downtown Winchester, shopping, dining, medical facilities, Route 7, and major commuter routes, this home offers the perfect balance of peaceful living and everyday accessibility. Whether you're relocating or simply looking for your next chapter, this exceptional property is ready to welcome you home.

120 Gabriel Ct, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

123 Etnam St, Winchester
$375,000
4 Beds ⋅ 3 Baths
PRICE WELL BELOW MARKET VALUE!! THE HOUSE IS GOING IN AS-IS CONDITION!!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 Samson Properties. Contact:

165 Carroll Ridge Ln, Winchester
$899,000
4 Beds ⋅ 3 Baths
Modern farmhouse living meets peaceful acreage on 2.75 acres right on Cedar Creek Grade. Built just two years ago by owner/builder Stephen Carroll, this thoughtfully designed home offers main-level living, scenic hilltop views, a walkout basement, high-speed fiber-optic internet, and a peaceful outdoor setting complete with a koi pond, wildflower meadow, and 275+ trees planted around the property. Inside, the home features a bright, open layout with gray solid oak floors throughout the main level, 9-foot ceilings on all levels, Andersen windows, and clean modern finishes. The main level includes the owner suite, an additional bedroom, spacious laundry room, and walk-in pantry, creating convenient one-level living without sacrificing space. The kitchen offers white shaker cabinetry, quartz countertops, and a fresh modern design that flows easily into the main living areas. The upper level has a large bonus room, a dedicated home office and two additional large bedrooms with tiled bath. Outdoor living is a major highlight, with an 18x18 covered rear patio finished with porcelain tile overlooking the backyard. The 10x12 koi pond with waterfall and stream creates a relaxing retreat, while the roughly 20x30 vegetable garden area with water hydrant and electrical outlet. The home also features 2x6 exterior walls, dual-level 15 SEER Heil heat pumps, a heat pump water heater, and an EV receptacle, adding efficiency and long-term value. The 24x24 two-car garage includes additional bump-out space, and the large unfinished window-lit walkout basement offers incredible potential with bathroom rough-in already in place. If finished, the basement would bring the home's total finished living space to an impressive 5,324 square feet. Whether you envision more finished living space, a home gym, media room, workshop, or guest area, the lower level is ready for your plans. All on a 4-bedroom conventional gravity septic system. With scenic views, modern comfort, thoughtful construction, and easy access just minutes from Route 37, this property offers the rare combination of peaceful country living and everyday convenience. Check out the virtual tour, blueprints, and video- https://media.absolutealtitude.us/165-Carroll-Rdg-Ln/idx

165 Carroll Ridge Ln, Winchester

Listing courtesy of RE/MAX Gateway. Contact:

3105 Apple Pie Ridge Rd, Winchester
$585,000
4 Beds ⋅ 2 Baths
Situated on a beautiful tract of land with scenic views in every season, this charming farmhouse offers the space, tranquility, and rural lifestyle that buyers dream about. The home features 4 bedrooms and 1 full bath on the upper level, plus a convenient half bath on the main floor. A walk-out basement includes a traditional root cellar, adding character and functionality. Recent improvements include fully renovated bathrooms, a new sediment filtration system, a spring pump less than one year old with warranty coverage, and an HVAC system and air handler that are less than two years old. Outside, the property truly shines. Multiple outbuildings provide exceptional flexibility for farming, hobbies, storage, or livestock, including a bank barn, two sheds, an equipment port, chicken coop, milk house, and a historic brick smokehouse. Whether you're looking for a homestead, hobby farm, recreational retreat, or simply room to roam, this property offers endless possibilities. Enjoy the beauty of the surrounding area while remaining conveniently located near Winchester's Historic Walking Mall, Jim Barnett Park, and outdoor destinations throughout the Shenandoah Valley. Charles Town, Berkeley Springs, Harpers Ferry, and the northern entrance to Shenandoah National Park are all within easy reach. If you've been searching for privacy, acreage, breathtaking views, and a property with authentic rural character, this is an opportunity you won't want to miss.

3105 Apple Pie Ridge Rd, Winchester

Listing courtesy of EXP Realty, LLC. Contact:

230 Tranquil Wood Ln, Winchester
$699,000
3 Beds ⋅ 3 Baths
NEW PRICE — EXCEPTIONAL VALUE AT $699,000! Discover the perfect blend of modern farmhouse charm, thoughtful design, and country privacy at 230 Tranquil Wood Lane. Set on 3.13 acres in Frederick County, this newly completed Water Creek Homes residence offers the freedom of no-HOA living while remaining conveniently located near Winchester amenities and major commuter routes. Designed for effortless main-level living, this beautifully crafted home features 3 bedrooms, 2 full baths, and a powder room, complemented by an open, light-filled floor plan and elevated finishes throughout. The inviting living room showcases expansive windows and a striking electric fireplace, creating a warm focal point for everyday living and entertaining. The well-appointed kitchen features stainless steel appliances, an eat-in dining area, and a spacious pantry, while the private primary suite offers a relaxing retreat at the end of the day. The partially finished walk-out basement provides additional flexible living space, with room to personalize to your needs, plus unfinished space for storage, hobbies, or future possibilities. An attached two-car garage and generous driveway parking add everyday convenience. Enjoy the best of both worlds: peaceful surroundings, room to spread out, and easy access to the shopping, dining, and amenities of Winchester. Complete with a builder-provided 1-2-10 home warranty, this move-in-ready home offers quality craftsmanship, timeless style, and the opportunity to enjoy a more relaxed way of living. Creating luxury is standard at Water Creek Homes. Come experience the space, privacy, and thoughtful design that make this property truly special. **PREFERRED LENDER INCENTIVE AVAILABLE** CONTACT WATERCREEK TO FIND OUT MORE**

230 Tranquil Wood Ln, Winchester

Listing courtesy of Pearson Smith Realty LLC. Contact:

527 Grouse Dr, Winchester
$349,900
3 Beds ⋅ 3 Baths
Welcome to 527 Grouse Drive—almost new construction offering the perfect blend of modern finishes, functional living space, and peaceful mountain surroundings. This beautifully updated split foyer home features 3 bedrooms, 2.5 bathrooms, and over 1,900 finished square feet situated on a spacious lot. Open-concept layout filled with natural light, fresh paint throughout, updated light fixtures, and upgraded faucets replacing standard builder-grade finishes. The kitchen offers granite countertops, upgraded cabinetry, and a functional layout that flows seamlessly into the dining and living areas—perfect for everyday living and entertaining. The spacious primary suite includes a private bath and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. The finished lower level offers additional living space ideal for a rec room, office, or media area along with a convenient half bath. Additional highlights include luxury vinyl plank flooring, a two-car garage, and a peaceful outdoor setting with room to relax and enjoy the surroundings. Located in Wilde Acres, residents enjoy access to a community lake, playground, picnic area, basketball and volleyball courts, scenic trails, and nearby waterfalls—all while being just a short drive to Winchester amenities.

527 Grouse Dr, Winchester

Listing courtesy of RE/MAX Roots. Contact:

159 Lauck Dr, Winchester
$398,000
3 Beds ⋅ 3 Baths
Imagine... a BRAND-NEW CUSTOM HOME (not a townhouse) for your family at just $398,000!! This custom home is in an established neighborhood just minutes from downtown Winchester! Welcome home to this beautifully crafted 3-bedroom, 2.5-bath modern cottage by Fauver and Browning Homes LLC. Thoughtfully designed with comfort and style in mind, this new home offers an OPEN-CONCEPT MAIN LEVEL featuring a bright living area, modern kitchen with STAINLESS STEEL APPLIANCES, convenient half bath, and MAIN LEVEL LAUNDRY just off the kitchen. A one-car attached garage adds everyday convenience and additional storage. Upstairs, you’ll find three spacious bedrooms and two beautifully finished baths, including a private primary suite. Enjoy quiet mornings on the COVERED FRONT PORCH uniquely designed with natural cedar posts or entertain on the REAR DECK overlooking the backyard. Filled with natural light and ideally located just 5 minutes from downtown Winchester, with easy access to shopping, dining, the medical center, pharmacies, and commuter routes. Modern living, timeless charm, and exceptional convenience all in one beautiful new home. DON'T SETTLE, THIS NEW HOME CAN BE YOURS.

159 Lauck Dr, Winchester

Listing courtesy of Colony Realty. Contact:

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