Winchester VA Real Estate & Homes for Sale

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Beds:
5
Baths:
4.00
Sq.Ft.:
4,408
Status:
Active
MLS#:
VAFV2039686
Type:
Single Family-Detached
Subdivision:
OAKDALE CROSSING
Lot size:
0.35 Acres
Year built:
2000
Courtesy: Samson Properties 703-378-8810
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ADDITIONAL INFORMATION

Beautifully remodeled with exceptional care and attention to detail by its current owners, this stunning 5-bedroom, 3-bath home offers over 4,400 finished square feet on a private 0.35-acre corner lot with NO HOA. Thoughtfully designed for comfortable everyday living, the home features four bedrooms on the upper level and a fifth bedroom on the main level with convenient access to a full bath, ideal for guests, a private home office, or additional living space. The main level showcases hardwood flooring, a spacious family room with an impressive stone fireplace, and an elegant formal dining room enhanced by decorative moldings. The gourmet kitchen, renovated in 2021, features quartz countertops and backsplash, a large center island, a pantry, and a built-in desk/workstation, perfect for working from home, organizing daily tasks, or a study area. The outdoor spaces are equally inviting and include a covered rear porch, a renovated deck (2024), a paved patio (2022), and a fully fenced backyard—perfect for relaxing or enjoying time with family and friends. The fully finished walk-out basement with its own private entrance offers exceptional versatility. It features a spacious open recreation area with a kitchenette, a full bathroom, and two finished bonus rooms that can easily be used as an office, gym, playroom, hobby room, media room, or any flexible space to fit the new owner's needs. Major improvements completed by the current owners include new flooring (2021), renovated bathrooms (2021), new fence (2022), paved patio (2022), renovated deck (2024), basement renovation with kitchenette and full bathroom (2024), primary bathroom renovation (2025), fresh interior paint throughout (2026), plus new windows and a new HVAC system. Conveniently located near shopping, restaurants, Route 7, Route 50, and I-81, this meticulously maintained home combines modern updates, versatile living spaces, and the convenience of being truly move-in ready.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,738
Status:
Active
MLS#:
VAFV2044100
Type:
Single Family-Detached
Subdivision:
STONEBROOK FARMS
Lot size:
1 Acres
Year built:
1978
Courtesy: EXP Realty, LLC 866-825-7169
View additional info

ADDITIONAL INFORMATION

NEW PRICE — NOW $665,000! An exceptional opportunity to make 158 Old Forest your new home. With a $10,000 price improvement, this property offers even more value. If you've been waiting to take a second look, now is the time! SELLER OFFERING ONE-YEAR STONEBROOK CLUB MEMBERSHIP! Offering approximately 4,000 square feet of living space, welcome to 158 Old Forest Circle, a spacious and inviting Colonial nestled among mature trees in the desirable Stonebrook Farms community. This classic home features four bedrooms, two full baths and one half bath, along with a partially finished lower level offering additional living space and the potential for a fifth bedroom. Inside, hardwood floors and abundant natural light create a warm and welcoming feel. The spacious living room offers plenty of room to gather and relax, while the separate formal dining room provides a beautiful setting. The kitchen features white cabinetry, granite countertops, stainless steel appliances, generous workspace, and a convenient breakfast bar. Upstairs, four generously sized bedrooms provide plenty of room for family, guests, or a home office. The partially finished lower level adds even more flexibility, with space that can be used for a recreation room, home gym, office, hobby area, or future fifth bedroom. One of the home's most appealing features is its peaceful outdoor setting. Step outside onto the spacious rear deck, perfect for morning coffee, outdoor dining, grilling, or entertaining while surrounded by mature trees and the privacy of the wooded lot. A lower-level garage and extended driveway provide convenient off-street parking. Additionally, seller-provided home warranty offers additional peace of mind. SPECIAL SELLER INCENTIVE: The seller is offering the new owner a one-year membership to the Stonebrook Club, where you can enjoy swimming, tennis, pickleball, a fitness/weight room, and a variety of other recreational and social activities—a wonderful way to begin enjoying the Stonebrook lifestyle from day one.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,258
Status:
Active
MLS#:
VAFV2044228
Type:
Other
Subdivision:
STEEPLECHASE
Lot size:
0.29 Acres
Year built:
2009
Courtesy: Open Door Brokerage, LLC 480-462-5392
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ADDITIONAL INFORMATION

118 Marlise Ln is a residence with a functional layout and comfortable living spaces throughout. The kitchen features stainless steel appliances and an accent backsplash, creating a well-equipped space for cooking and entertaining. The primary bathroom includes double sinks for everyday convenience and a separate tub and shower. A deck extends the living space outdoors, flowing to a fully fenced backyard that creates ample room for relaxation and entertaining, with a storage shed adding extra utility. This residence combines practical design with comfortable living spaces, delivering functional amenities throughout every room.

Beds:
5
Baths:
3.00
Sq.Ft.:
4,030
Status:
Active
MLS#:
VAFV2043898
Type:
Single Family-Detached
Subdivision:
STONEBROOK FARMS
Lot size:
1 Acres
Year built:
1980
Courtesy: ERA Oakcrest Realty, Inc. 540-665-0360
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ADDITIONAL INFORMATION

Spacious ranch home on a beautiful 1-acre lot in the highly desirable Stonebrook Farms community, offering generous living space, a flexible floor plan, and numerous important updates already completed by the current owners. While there is still opportunity to personalize some of the home's cosmetic finishes, many of the major maintenance and system updates have already been taken care of, including HVAC in 2022, windows and septic system in 2023, water heaters and water softener in 2023, fresh paint throughout in 2024, a new HVAC ventilation system in 2024, and new appliances in 2025. LVT flooring was added in 2026, and carpet was replaced in 2024. The home's versatile layout offers 5 bedrooms and 3 full baths, including a private wing tucked behind the garage with a bedroom, full bath, and adjoining den. Located just off the kitchen, this space works well for guests, an in-law arrangement, home office, or multi-generational living. The finished lower level adds even more flexibility and has been recently renovated into a comfortable apartment-style living space, with its own kitchen, dining area, bedroom, and full bath. This approximately $30,000 renovation was completed in 2024 and provides a ready-to-use space for extended family, guests, recreation, or other needs. Outside, enjoy a spacious backyard surrounded by mature trees and landscaping, with a patio and plenty of room for gardening, relaxing, and gatherings. The 1-acre setting provides a peaceful country feel while remaining just minutes from shopping, dining, medical facilities, and everything Winchester has to offer. Stonebrook Farms is one of Winchester's most sought-after communities, with the option to join the Stonebrook Club and enjoy swimming, tennis, pickleball, and social activities. If you're looking for a home with substantial updates already completed, flexible living space, and room to make the remaining finishes your own, this property offers an opportunity to settle into a well-maintained home in a highly desirable Winchester location.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,678
Status:
Active
MLS#:
VAFV2043924
Type:
Single Family-Detached
Subdivision:
BRENTWOOD TERRACE
Lot size:
0.19 Acres
Year built:
1988
Courtesy: Corcoran McEnearney 304-918-5015
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ADDITIONAL INFORMATION

Charming cape cod, located on a quiet cul-de-sac street with no through traffic! Beautiful hardwood floors welcome you into this thoughtfully updated, move-in-ready home. The primary suite and laundry room are on the main level, which allows for convenient one-level living. Walk out onto the large back deck and enjoy your fully fenced yard, backing to trees for added privacy. The backyard also features a koi pond, fire pit, and large storage shed (with electrical). Recent updates include fresh paint and carpet (2026), landscaping stone work (2026), fence (2025), new refrigerator and stove (2025), dishwasher (2020), updated kitchen with painted cabinets, granite countertops, and island (2019), new half bath added, recessed lighting installed, new windows and doors (2016), and hot water heater (2021). Conveniently situated just a quick drive from Jim Barnett Park, with a pool, playground, fishing lake, and more. Also near commuter routes 1-81 and Route 7--or work from home with Glo-Fiber internet! Abram’s Creek also runs alongside the neighborhood and is just a two-minute walk from the property, offering easy access to fishing and a peaceful natural setting. Schedule your showing today!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,952
Status:
Active
MLS#:
VAFV2042230
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
13.64 Acres
Year built:
1891
Courtesy: EXP Realty, LLC 866-825-7169
View additional info

ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,186
Status:
Active
MLS#:
VAWI2011294
Type:
Single Family-Detached
Subdivision:
WILLOW LAWN COTTAGES
Lot size:
0.08 Acres
Year built:
2001
Courtesy: Realty FC, LLC 540-931-0144
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ADDITIONAL INFORMATION

Welcome to easy one-level living in Willow Lawn Cottages, a popular 55+ community in Winchester! This well-maintained home has been freshly painted and offers 2 bedrooms and 2 full bathrooms. The open floor plan feels bright and spacious, with vaulted ceilings, plenty of natural light, and luxury vinyl plank flooring throughout. The kitchen includes granite countertops, updated cabinets, stainless steel appliances, and a built-in microwave. The primary bedroom has a walk-in closet and a private bathroom with a walk-in shower. You’ll also find main-level laundry, an attached one-car garage, a covered front porch, and a rear patio where you can relax outdoors. The HOA takes care of lawn maintenance and snow removal and provides access to the community clubhouse, gathering spaces, and sidewalks. Located close to Winchester Medical Center, shopping, restaurants, and historic downtown Winchester, this home offers comfort and convenience in a welcoming community.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,680
Status:
Active
MLS#:
VAFV2044104
Type:
Single Family-Detached
Subdivision:
RAVEN OAKS
Lot size:
0.16 Acres
Year built:
2024
Courtesy: Livewell Realty, LLC 703-830-6222
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ADDITIONAL INFORMATION

Discover this impressive Hopewell home, ready for quick move-in! Included features: a quiet study with French doors; a spacious great room with an electric fireplace; a dining nook; an open kitchen with a center island; a main-floor powder room; a convenient laundry; a luxurious primary suite showcasing added windows, a private bath with double sinks and an immense walk-in closet; and an extra bedroom and bath in lieu of a loft. This could be your dream home! Raven Oaks amenities include a community pool, pickleball/basketball court and playgrounds. Residents will appreciate easy access to a variety of unique shopping, dining and recreation options, including Winchester Country Club and Apple Blossom Mall. Close proximity to Shenandoah University, I-81 and SR-7 provides added convenience. **Sellers Need Short Rent Back

Beds:
3
Baths:
2.00
Sq.Ft.:
2,030
Status:
Active
MLS#:
VAWI2011370
Type:
Single Family-Detached
Subdivision:
WEA-VILLA
Lot size:
0.38 Acres
Year built:
1965
Courtesy: Samson Properties 540-348-4911
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ADDITIONAL INFORMATION

***Sellers offering $5k credit towards a mini-split -or- for closing cost assistance.*** This beautiful rancher sits on 0.38 acres with an expansive, level backyard that is fully fenced and shaded by gorgeous, mature trees. A large deck spans the back of the home and incorporates a charming stock-tank plunge pool with liner and filtration system, creating a fantastic space for relaxing and entertaining. Inside, the beautifully renovated kitchen is a standout, while the primary suite offers a walk-in closet and a stylishly remodeled en suite full bath with walk-in shower. The lower level adds even more living and entertaining space, with over half of the basement finished, a wet bar, and convenient walk-up access to the backyard. A carport and high-speed internet round out the home's practical features. Updated furnace, circuit breaker has a generator panel back up already wired just need a generator, heat lamp in the hallway bathroom, updated electrical and circuit breaker Electrical- $2,500, furnace $2,600

Beds:
5
Baths:
4.00
Sq.Ft.:
4,542
Status:
Active
MLS#:
VAFV2043816
Type:
Single Family-Detached
Subdivision:
LYNNEHAVEN
Lot size:
0.28 Acres
Year built:
2010
Courtesy: Pearson Smith Realty, LLC 571-386-1075
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ADDITIONAL INFORMATION

Welcome to this gorgeous single family home with custom details galore in the lovely Lynnehaven community! Approaching the home you are welcomed by a spacious front porch with columns perfect for enjoying your morning coffee on the porch swing. Upon entering you will love the impressive two-story foyer, the luxury vinyl plank flooring throughout the entire main level and the sun flooding through all the windows. The entryway offers an elegant formal living room and a formal dining room which is the perfect place for hosting gatherings along with a dry bar great for entertaining. The spacious great room features a decorative custom wall and a stone fireplace. The expansive kitchen is a true showstopper offering an abundance of space with granite counters, custom painted cabinetry, stainless appliances, double ovens, gas cooking and a custom pantry. This chef's kitchen overlooks the morning room that seamlessly extends the kitchen and offers a warm, welcoming setting for everyday living. The custom niche just inside the door leading from the garage is the perfect spot to drop coats and backpacks. The main level also has a generously sized room offering exceptional versatility and can easily be used as a bedroom, play room, home office or additional living space to suit your needs. A beautifully appointed powder room completes the main level. Upstairs, the expansive primary suite offers an exceptional retreat, featuring a bedroom space with tray ceiling and an impressive private sitting room with custom moldings perfect for relaxing, reading or creating a comfortable lounge space. The beautifully appointed en-suite bath offers dual sinks, a generous walk-in shower, a separate soaking tub and a private water closet, providing both comfort and functionality in a spa-like setting. Display all your clothing and accessories with a huge walk-in closet with custom built shelving. There are three additional bedrooms on the upper level including a charming and imaginative children’s bedroom with a custom-built loft bed and a closet with a ladder leading to a delightful hidden hangout space. The laundry room is conveniently located on this bedroom level with custom cabinets and built-in sink. The basement is fully finished with an expansive recreation room, an impressive movie theatre room complete with awesome seating and an extra large screen TV that convey. An expansive flex room, currently outfitted as a home gym, offers endless possibilities and can easily be transformed into a bedroom, playroom or hobby space. A full bathroom is offered on this level for added convenience. Enjoy outdoor living on the Trex deck overlooking a beautifully fenced backyard, complete with raised flower beds that add charm and color to your outdoor space. Welcome home! * UPDATES: New Roof 2019, New HVAC 2024 Upper unit (both inside and out), New flooring on main level and basement 2025, new subpanel in garage 2025, main level painted 2025. *

Beds:
3
Baths:
4.00
Sq.Ft.:
2,094
Status:
Active
MLS#:
VAFV2044202
Type:
Townhouse
Subdivision:
SNOWDEN BRIDGE
Lot size:
0.05 Acres
Year built:
2026
Courtesy: Brookfield Mid-Atlantic Brokerage, LLC 703-420-3322
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ADDITIONAL INFORMATION

BUILDER OFFERING BELOW MARKET RATE FINANCING OPTIONS ON THIS QUICK MOVE IN HOME!! Brand-New Dual Primary Townhome—Late Summer Move-In! Step into modern living with this beautifully designed dual primary bedroom home, ideally located just steps from Snowden Bridge’s newest amenities. The entry-level bedroom with a full bath offers flexible space for guests, multigenerational living, or a private office. Upstairs, the light-filled open-concept layout features a stylish kitchen that flows seamlessly into the spacious family room—perfect for entertaining or everyday comfort. The top level showcases two spacious primary suites, each with a walk-in closet and private en suite bath, plus a conveniently located laundry area. Enjoy resort-style living at Snowden Bridge with a pool, pirate-themed water park, indoor sportsplex, trails, dog park, and more—all just minutes from Winchester shopping and dining. Secure your new home now for a late summer move-in! Note - Photos are similar while home is under construction.

Beds:
2
Baths:
3.00
Sq.Ft.:
920
Status:
Active
MLS#:
VAFV2044144
Type:
Single Family-Detached
Subdivision:
WILDE ACRES
Lot size:
0.26 Acres
Year built:
2024
Courtesy: Coldwell Banker Premier 540-662-4500
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ADDITIONAL INFORMATION

Nestled in the charming Wilde Acres subdivision, this delightful Colonial-style home offers a perfect blend of comfort and modern living. Built in 2024, this detached residence features 2 spacious bedrooms and 2.5 bathrooms, providing ample space for relaxation and privacy. The inviting living area is enhanced by a cozy fireplace, perfect for creating warm memories on chilly evenings. Step outside to enjoy the serene 0.26-acre lot, adorned with beautiful trees that offer a sense of tranquility and privacy. The outdoor spaces include a lovely deck and porch, ideal for morning coffee or evening gatherings. With its thoughtful design and inviting atmosphere, this home is a wonderful opportunity for those seeking a peaceful retreat while still being close to local amenities. Experience the joy of homeownership in a setting that feels just right.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,050
Status:
Active
MLS#:
VAWI2011354
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.17 Acres
Year built:
1948
Courtesy: Colony Realty 540-662-0323
View additional info

ADDITIONAL INFORMATION

Welcome to 12 N Purcell Ave, a classic white bungalow offering standout curb appeal, a well-kept lawn and landscaping, and an unbeatable central location. Relax on the covered front porch before stepping inside to a bright and inviting main level featuring rich hardwood floors and a spacious eat-in kitchen with plentiful cabinet space. Two sizable bedrooms and a full bath round out the main floor for comfortable, easy living. The upper level serves as an expansive additional bedroom full of original charm, showcasing warm hardwood floors and classic wood-accented walls alongside custom built-in shelving, an integrated dresser, and a cedar-lined closet. This versatile space offers endless possibilities to suit your lifestyle—whether you want a private primary suite, home office, or hobby room. The full, unfinished basement offers massive storage capacity, laundry facilities, chairlift access, and a dedicated workshop space perfect for tools and DIY projects. Outside, the large, fully fenced backyard is a rare find for a city lot—giving you plenty of room to garden, host, or let pets play freely, as well as a shed for handy outdoor storage. All of this is situated just blocks from Jim Barnett Park and Daniel Morgan Middle School, with quick access to local shopping, dining, historic downtown Winchester, and major commuter routes.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,014
Status:
Active
MLS#:
VAFV2044092
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.87 Acres
Year built:
1949
Courtesy: Colony Realty 540-662-0323
View additional info

ADDITIONAL INFORMATION

A great lot in a great location! 1024 Front Royal Pike is a prime opportunity packed with potential on a huge, nearly one-acre lot! Located in a highly desirable and convenient location, this property offers a rare opportunity to renovate, add value, and build significant equity. Bring your tools, contractor, and big ideas to transform this diamond in the rough into a standout home or a high-performing rental property. The existing floor plan features a large kitchen and living space, along with one bedroom and a full bathroom on the main level. Upstairs, a versatile second bedroom provides excellent additional space that can easily serve as a primary suite, home office, playroom, or exercise area. Outside, the expansive lot offers a large covered front porch, a rear deck, a handy storage shed, and plenty of off-street parking for multiple vehicles. Commuters will love the unbeatable position close to major transit routes, as well as local shopping, dining, and schools. Bring your vision to 1024 Front Royal Pike and unlock the full value this property has to offer.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,982
Status:
Active
MLS#:
VAFV2043998
Type:
Single Family-Detached
Subdivision:
SENSENY GLEN
Lot size:
0.29 Acres
Year built:
2000
Courtesy: Hunt Country Sotheby's International Realty 703-443-1757
View additional info

ADDITIONAL INFORMATION

Welcome to 307 Canyon Road in Winchesters sought-after Senseny Glen community. This move-in-ready ranch style home offers open-concept main-level living boasting hardwood floors, plush carpet, a cozy gas fireplace, and an abundance of natural light throughout! The kitchen includes ample cabinetry and pantry storage, a large island for breakfast seating, all positioned perfectly with the dining and living areas. The thoughtful split bedroom layout features two spacious guest rooms with a full bath on one side, and a private primary suite on the other, complete with a generous ensuite full bath and dual walk-in closets. Upstairs, a finished bonus bedroom above the 2-car garage provides flexible space for living, home office, gym, or media room. Outside, enjoy a welcoming front porch and a private side patio just off the kitchen, perfect for quiet mornings or casual gatherings on this beautiful .29 acre corner lot. Ideally positioned for easy commuter access to Rte. 7, 81 & beyond. Meticulously maintained, and with many recent improvements, this is a wonderful opportunity in a superb location, schedule your private tour today!

Beds:
3
Baths:
4.00
Sq.Ft.:
1,692
Status:
Active
MLS#:
VAFV2044154
Type:
Townhouse
Subdivision:
COPPERFIELD
Lot size:
0.07 Acres
Year built:
2002
Courtesy: Spring Hill Real Estate, LLC. 703-891-4514
View additional info

ADDITIONAL INFORMATION

*PRICE ADJUSTMENT * Welcome to this beautifully remodeled end-unit townhouse offering three spacious levels of comfortable living. The main level features a refreshed kitchen with brand-new cabinets, new flooring, and recessed lighting, creating a bright and inviting space for everyday living and entertaining. Upstairs, you’ll find two generously sized rooms, each with its own full bathroom, providing comfort and privacy. The fully finished walk-out basement offers a bedroom, full bathroom, laundry area, and direct access to the outdoors. A versatile bonus room provides additional space that can be used as a home office, storage area, or flex space to suit your needs. With its desirable end-unit location, spacious layout, multiple bedrooms and bathrooms, and recent updates, this townhouse offers a wonderful combination of style, functionality, and convenience. Professional pictures coming soon! Schedule your showing today, this will not last!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,278
Status:
Active
MLS#:
VAFV2043990
Type:
Single Family-Detached
Subdivision:
BABBS MOUNTAIN
Lot size:
6.44 Acres
Year built:
2002
Courtesy: Samson Properties 540-348-4911
View additional info

ADDITIONAL INFORMATION

A PRIVATE CUSTOM-BUILT ESTATE SURROUNDED BY NATURE — WITH YOUR OWN RESORT-STYLE POOL! Set on an extraordinary 6.44 private acres, this exquisite custom-built residence offers nearly 4,700 square feet of beautifully finished living space across three levels, combining luxurious indoor living with an incredible outdoor setting. Tucked away among the trees, this is the kind of property where you can step outside, take a swim in your private in-ground pool, lounge poolside, enjoy the screened deck, gather around a campfire, play yard games, or simply sit beneath the stars and enjoy the peace and privacy of nature. Inside, the home is equally impressive. The main-level primary suite is a true retreat, featuring a vaulted ceiling, ceiling fan, fireplace, striking accent wall crafted from flooring, and direct access to the expansive screened deck. Two walk-in closets provide exceptional storage, while the spa-like primary bath features a double vanity, soaking tub with a mounted electric fireplace, and an oversized walk-in shower with dual shower heads and a built-in bench. A spacious main-level laundry room offers abundant cabinetry and shelving, while a second full bath with a walk-in shower adds convenience. The fifth main-level bedroom provides the perfect flexibility for a home office, study, or guest room. At the heart of the home, the gourmet kitchen opens seamlessly to the spectacular two-story family room, creating an ideal space for everyday living and entertaining. The kitchen features a large island with breakfast bar, high-end range with hood, gas cooking, backsplash extending to the ceiling, and a bright breakfast nook. The sun-filled family room showcases a dramatic two-story stone fireplace and opens directly onto the screened deck. And what a screened deck it is! Stretching nearly the entire length of the home, this expansive outdoor living space features two ceiling fans and overlooks the sprawling backyard and custom in-ground pool. Imagine morning coffee surrounded by the sounds of nature, summer evenings entertaining friends, or relaxing poolside without ever leaving the comfort of home. Retractable screen doors at both the front entry and garage entry add another thoughtful custom touch. Beautiful custom railings lead to the upper level, where you'll find three generously sized bedrooms, each with a ceiling fan. One bedroom offers direct access to a large bonus room that can easily serve as a craft room, playroom, additional storage, or whatever best fits your needs. A full upper-level bathroom includes a tub/shower combination. The finished lower level provides even more living and entertaining space with a large recreation room, another impressive stone fireplace, built-in shelving, and a fun "secret" closet tucked beneath the stairs. The rec room walks out to the rear patio, creating an easy connection to the incredible outdoor spaces. An additional unfinished room provides tremendous storage or workshop potential, with 10-foot ceilings offering exceptional versatility. Outside, the property continues to impress. A huge circular driveway provides an abundance of parking for family and guests and leads to the attached two-car garage. A custom-built shed provides ideal storage for pool equipment, lawn and yard equipment, a tractor, and more. With 6.44 acres to explore, there is room for outdoor games, campfires, gardening, stargazing, and creating memories for years to come. This is far more than a house — it is a private retreat, entertainer's dream, and everyday escape, offering the rare combination of custom luxury, expansive living space, a spectacular pool, and 6.44 acres of privacy and natural beauty. Come experience the setting, the craftsmanship, and the lifestyle for yourself.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
VAFV2044134
Type:
Single Family-Detached
Subdivision:
WILDE ACRES
Lot size:
0.53 Acres
Year built:
2026
Courtesy: Long & Foster Real Estate, Inc. 540-662-3484
View additional info

ADDITIONAL INFORMATION

Blue Ocean Modulars introduces The Laurel, a three-bedroom, two-full-bath ranch home to be built in the Wilde Acres subdivision of Frederick County. Nestled against a forested backdrop and built with high-quality workmanship, this residence showcases modern construction designed for durability, comfort, and long-term value. The home features Insul-Stud framing, a cutting-edge system that enhances insulation and significantly improves energy efficiency. From foundation to finishing details, every element reflects careful attention to design and build quality, making it a standout choice in Frederick County’s housing market. Wilde Acres is about 1/2 hour southwest of Winchester, Virginia, on the eastern face of Great North Mountain. Listing photos show a deck. This is an optional add-on feature.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,488
Status:
Active
MLS#:
VAFV2044088
Type:
Townhouse
Subdivision:
WINDSTONE
Lot size:
0.05 Acres
Year built:
2004
Courtesy: Colony Realty 540-662-0323
View additional info

ADDITIONAL INFORMATION

Welcome home to 103 Trade Wind Lane, a beautifully updated townhome offering low-maintenance living on Winchester’s desirable east side! Perfectly situated near top schools, shopping, dining, and major commuter routes, this turn-key residence delivers both comfort and ultimate convenience. Natural light pours into the bright living room, where modern flooring lead you straight into the open kitchen and dining area designed for easy everyday living. Outfitted with brand-new granite countertops, a center island, plentiful cabinetry, and a new dishwasher, this space effortlessly opens to the rear deck for peaceful outdoor relaxation. Rounding out the main level are a conveniently located half bath and main-level laundry setup. Upstairs, retreat to the primary suite featuring a spacious layout, a walk-in closet, and a private ensuite bath. Two additional well-proportioned bedrooms share a second full bath, perfect for family, guests, or a flexible work space. The upper level shines with brand-new carpet and stylishly refreshed bathroom fixtures and lighting. Outside, the freshly pressure-washed exterior is highlighted by a private back deck with a handy built-in storage shed, all overlooking a quiet grassy common area. Beyond the home itself, enjoy community living with an inground pool and an all-inclusive HOA that handles lawn care, road upkeep, and snow removal. With two assigned parking spots right at your front step, you can leave the stress of exterior maintenance behind. Don't miss out on this rare opportunity to enjoy updated, turn-key living in one of Winchester’s most convenient locations.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,058
Status:
Active
MLS#:
VAFV2043774
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.33 Acres
Year built:
1946
Courtesy: Weichert Realtors - Blue Ribbon 304-262-8700
View additional info

ADDITIONAL INFORMATION

Recently renovated and move-in ready! This updated 3-bedroom, 1-bath home offers the perfect combination of modern finishes and worry-free living with major upgrades already completed. Enjoy peace of mind with a new roof, new windows, new siding, and a brand-new HVAC system, providing comfort and energy efficiency for years to come. Inside, you'll find stylish luxury vinyl plank (LVP) flooring throughout, creating a seamless and low-maintenance living space. The updated kitchen features all-new stainless steel appliances, offering both functionality and a sleek, contemporary look that's ready for everyday living or entertaining. Conveniently located on N. Frederick Pike with easy access to shopping, dining, schools, and commuter routes, this home is an excellent opportunity for first-time buyers, those looking to downsize, or anyone seeking a turnkey property. Don't miss your chance to own this beautifully renovated home, schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
VAFV2043714
Type:
Single Family-Detached
Subdivision:
WILDE ACRES
Lot size:
1 Acres
Year built:
2026
Courtesy: Preslee Real Estate 540-227-4416
View additional info

ADDITIONAL INFORMATION

New construction one-level home on a spacious 1-acre lot! Currently under construction and anticipated to be completed in early October 2026, this thoughtfully designed 3-bedroom, 2-bath ranch offers the ease of single-level living with an open-concept floor plan, luxury vinyl plank flooring, granite countertops, upgraded stainless steel appliances, and an attached two-car garage. The open kitchen flows seamlessly into the dining and living areas, creating a bright, welcoming space that's ideal for everyday living and entertaining. The private primary suite, spacious secondary bedrooms, modern finishes, and abundant cabinet space combine comfort, style, and functionality throughout the home. Whether you're buying your first home, downsizing, retiring, or simply looking for the convenience of one-level living, this home offers a comfortable, low-maintenance lifestyle on a beautiful 1-acre lot with room to enjoy the outdoors. Construction is anticipated to be completed in early October 2026. Buyers may still have the opportunity to make certain finish selections, depending on the stage of construction. Contact the listing agent for current construction updates, available selections, and additional details. Taxes currently reflect the land only.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,936
Status:
Active
MLS#:
VAFV2044122
Type:
Other
Subdivision:
REGENCY HEIGHTS
Year built:
1995
Courtesy: CENTURY 21 New Millennium 540-665-0700
View additional info

ADDITIONAL INFORMATION

Location Location Location, Nice home tucked away in a cul-de-sac, this ranch style home offers 4 bedrooms and 2 full bathrooms. Eat in kitchen that has room for a table and chairs. This home has an addition built on that offers a large family room and the fourth bedroom. The floors have not been finished in the addition and is waiting for your touches. There is a deck off of the kitchen waiting for your backyard entertainment or just to relax on in the mornings with your cup of coffee. Just minutes from Rt 7 for easy commuting. Make an appointment to see what this home offers.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,588
Status:
Active
MLS#:
VAWI2011300
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.14 Acres
Year built:
1930
Courtesy: Redfin Corporation 703-665-6665
View additional info

ADDITIONAL INFORMATION

Live just minutes from historic Old Town Winchester, where charming boutiques, local restaurants, and picturesque streets are all close at hand. This beautifully maintained two-story home seamlessly blends the timeless character of the 1930s with the modern updates today’s buyers appreciate. A classic covered front porch welcomes you home and offers the perfect place to enjoy your morning coffee or relax at the end of the day. Inside, beautifully restored hardwood floors, high ceilings, elegant crown and baseboard molding, and stunning original built-in cabinetry between the living and formal dining rooms showcase the home’s historic charm. Thoughtful updates provide added comfort and convenience, including a renovated kitchen, updated bathrooms, bedroom-level laundry, new windows (2023), a new water heater (2023), and a new roof (2024). Situated on one of the larger lots in the neighborhood, this property also offers incredible outdoor potential. With convenient alley access from both the side and rear, there’s plenty of room to add a garage, oversized workshop, or storage shed while still maintaining a spacious backyard for entertaining, gardening, or simply relaxing outdoors. Full of character, thoughtfully updated, and ideally located near all that Old Town Winchester has to offer, this special home is one you won’t want to miss!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
VAFV2043896
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
1.98 Acres
Year built:
2006
Courtesy: Century 21 Redwood Realty 301-365-0664
View additional info

ADDITIONAL INFORMATION

Set on nearly two acres just minutes from historic downtown Winchester, this beautifully maintained one-level home delivers the rare combination of open country space and everyday convenience. A classic covered front porch welcomes you in, opening to a bright, open-concept kitchen and living with 10' ceilings. This central living area is designed for easy flow — cooking, gathering, and relaxing all in one connected space. Two comfortable bedrooms and two full baths include a spa-inspired retreat. One with a luxurious walk-in shower and the other with a step-up soaking tub. Out back, a covered patio overlooks the wide, level lawn — a quiet spot for morning coffee or evening entertaining, framed by mature trees and open sky. Storage and workspace are never an issue here: a two-car attached garage plus a separate detached garage offer room for vehicles, tools, hobbies, or a workshop. Manicured landscaping, crisp white siding, and a white-fenced property line complete the picture. Move-in ready, meticulously cared for, and surrounded by room to breathe — all within a short drive of Winchester's shops, dining, and Old Town district.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,256
Status:
Active
MLS#:
VAFV2043994
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
2.44 Acres
Year built:
1953
Courtesy: Century 21 Redwood Realty 301-365-0664
View additional info

ADDITIONAL INFORMATION

2.44 Acres with 1-Car Attached + 3-Bay Detached Workshop Garage — Close to Winchester Solid 1953 stucco home on 2.44 acres with a small wet weather pond and livestock fencing—ready for animals, a hobby farm, or just keeping the property secure. 1,256 square feet, 3 bedrooms, 1 full bath, and an unfinished basement. 2 Bedrooms are on the main level. Check out the shop space! The attached one-car garage is a drive-through with doors on both ends. The detached three-bay garage is set up for real work: it has a pit for getting underneath vehicles and heavy-duty metal workbenches built to handle vehicle parts and serious projects. An additional storage shed adds even more room for equipment, tools, or overflow. You get the space and quiet of acreage while staying just a short drive from downtown Winchester for shopping, dining, and everyday errands. Room to spread out, livestock-ready fencing, and a workshop most properties can't offer.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Winchester Real Estate

Winchester is located in Virginia. Winchester, Virginia has a population of 28,194. Winchester is less family-centric than the surrounding county with 26.15% of the households containing married families with children. The county average for households married with children is 26.15%.

The median household income in Winchester, Virginia is $61,321. The median household income for the surrounding county is $61,321 compared to the national median of $69,021. The median age of people living in Winchester is 36.6 years.

Winchester Weather

The average high temperature in July is 85.7 degrees, with an average low temperature in January of 21.3 degrees. The average rainfall is approximately 38.3 inches per year, with 21.9 inches of snow per year.

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $510,000
    13.9%
    change since last quarter
  • # Active listings

    575
    30-day change

Winchester Schools and Demographics

Education near Winchester, VA

City County
High School Graduates 87.28 87.28
College Degree - 2 year 6.54 6.54
College Degree - 4 year 33.7 33.7
Graduate Degree 10.34 10.34
Expenditures per Student 15,810 15,810
Students per Teacher 13.6 13.6

Elementary Schools near Winchester, VA

Grades Students P/T Ratio ZIP
Apple Pie Ridge Elementary School PK - 05 499 16.1 22603
Armel Elementary School PK - 05 563 17.1 22602
Bass-Hoover Elementary School PK - 05 589 16.8 22655
Evendale Elementary School PK - 05 543 15.1 22602
Frederick Douglass Elementary School PK - 04 475 12.3 22601
Gainesboro Elementary School PK - 05 547 16.1 22603
Garland R. Quarles Elementary PK - 04 542 16.4 22601
Greenwood Mill Elementary School PK - 05 677 16.5 22602
Indian Hollow Elementary School PK - 05 384 15.1 22603
John Kerr Elementary School PK - 04 285 12.5 22601
Orchard View Elementary School KG - 05 448 15.7 22602
Redbud Run Elementary School PK - 05 687 16 22603
Stonewall Elementary School PK - 05 533 15.7 22624
Virginia Avenue Charlotte Dehart Elementary PK - 04 477 14.5 22601

Middle Schools near Winchester, VA

Grades Students P/T Ratio ZIP
Admiral Richard E. BYRD Middle 06 - 08 895 13.3 22602
Daniel Morgan Middle School 05 - 08 1,287 13.1 22601
Frederick County Middle School 06 - 08 691 12.7 22601
James Wood Middle School 06 - 08 850 13.3 22601
Robert E. Aylor Middle 06 - 08 618 13 22655

High Schools near Winchester, VA

Grades Students P/T Ratio ZIP
James Wood High School 09 - 12 1,304 12.3 22603
John Handley High School 09 - 12 1,203 11.5 22601
Millbrook High School 09 - 12 1,312 13.4 22603
Sherando High School 09 - 12 1,488 13.1 22655

Ungraded Schools near Winchester, VA

Grades Students P/T Ratio ZIP
New John KERR Elementary UG - UG 0 22601
Northwestern Reg. Ed PGM UG - UG 0 22601

Demographics near Winchester, VA

City County
Neighborhood Type
Population 28,194 28,194
Population Density 3,067 3,067
Median Age 36.6 36.6
People per Household 2.5 2.5
Median Household Income 61,321 61,321
Average Income per Capita 33,908 33,908

Real estate near Winchester