Winchester, VA Homes for Sale under $1,000,000

***You could get up to $3,000 with use of preferred lender for closing cost assistance or use funds for a rate buy-down (restrictions apply and not all will qualify, contact listing agent for details). *** Welcome to a lifestyle of sophistication with this better-than-new masterpiece that defines luxury living. Perfectly situated in the coveted Abrams Pointe community, this home transcends the

Lisa Lowery Keller Williams Realty

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

Melissa Perozich Century 21 Redwood Realty

RARE FIND! Discover the freedom and possibilities that come with 12.17 wooded acres—no HOA, no restrictions, just endless opportunity. Whether you're dreaming of creating a self-sufficient homestead, establishing a hobby farm, enjoying outdoor recreation, or simply escaping to your own private retreat, this exceptional property is ready to make it happen. The outdoor amenities are truly

Diva Bunting Touchstone Realty, LLC

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

John Schroth Colony Realty

Discover the charm of this beautiful custom Craftsman-style home nestled in the desirable Ravenwing community. Built in 2018, this residence boasts a perfect blend of contemporary design and classic comfort, featuring four spacious bedrooms and three full bathrooms. Step inside to find an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, ideal for both

Wendy Conner Coldwell Banker Premier

Discover the perfect blend of space, privacy and convenience this expansive 3500 sq ft plus ranch home situated on 7.12 beautiful acres. Located just 10 mins from shopping, medical facilities and highway access, this property offers peaceful country living. Inside, you'll spacious one-level living with plenty of room to spread out. A large unfinished bonus space on the second floor provides

Pamela Baber Coldwell Banker Premier

Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings.

Melissa Johnston ERA Oakcrest Realty, Inc.

Estimated completion August 2026. Photos shown are of a similar home previously constructed by the builder. Finishes and features may vary. Welcome to 169 Cather Lane, a spacious rancher situated on 5 beautiful pastoral acres with stunning views and an unbeatable location just minutes from town. Built by local builder Scott & Scott Construction, this home offers the perfect blend of quality

Kaitlyn Behr Samson Properties

Welcome to this Beautiful 4 bedroom, 4.5 Bath All Brick Home where traditional character and modern charm meet together all nestled on a Picturesque 4.18-Acre Estate in the Highly Desirable Apple Pie Ridge Area. Experience the perfect blend of peaceful living and everyday convenience in this spacious All Brick home located just minutes from Schools, Valley Health Hospital, Shopping and all your

Nancy Shiley Samson Properties

Stunning new construction modern contemporary home situated on nearly 6 private wooded acres, offering the perfect balance of privacy and convenience. This thoughtfully designed home features an open-concept layout filled with abundant natural sunlight and beautiful wooded views throughout.The main living area showcases engineered hardwood flooring, a spacious living room and dining area, and

Renee Waymire Samson Properties

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

Sandra Brill Century 21 Redwood Realty

Offering an exceptional blend of elegance, comfort, and modern updates, this meticulously maintained home is designed to impress. An impressive two-story foyer welcomes you into a thoughtfully designed floor plan featuring gleaming hardwood flooring throughout much of the main level. The formal living and dining rooms provide elegant spaces for entertaining, while the expansive family room is

Leah Clowser RE/MAX Roots

John Schroth Colony Realty

Tucked away on over 3 private acres in the scenic countryside of Frederick County, this newly completed modern farmhouse offers peaceful country living with the convenience of nearby Winchester amenities and major commuter routes. Custom built by Water Creek Homes, the home showcases quality craftsmanship, elevated finishes, and carefully curated details throughout. Designed to stand apart from

Monique Rodriguez Pearson Smith Realty LLC

Spacious 5-6-bedroom, 4-bath brick-front rancher with a fully finished basement, offering flexible living space for today’s needs. The main level features a welcoming living room with a tray ceiling & a gas fireplace, a formal dining room with crown molding & chair rail, and a well-appointed kitchen with Corian countertops and a walk-in pantry. The primary suite is conveniently located on the

Sheila Pack RE/MAX Roots

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Dogwood model ( One Story Living ) with standard 10' main level ceilings and 13' ceilings in the Family Room. Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

Daniel Boris Pearson Smith Realty, LLC

UP TO $5000 SELLER CONCESSION FOR PAINT. CALL FOR DETAILS. Welcome to this stunning Colonial estate nestled in the highly sought-after Raven Pointe neighborhood of Winchester, VA. This exceptional home flawlessly pairs a grand interior layout with panoramic views, perfectly situated directly adjacent to peaceful farmland while remaining just 7 minutes away from historic Old Town Winchester. Built

Jeffrey Stack CENTURY 21 New Millennium

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

Janet Smith NextHome Realty Select

Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse colonial offers the perfect balance of luxury, comfort, and peaceful country living—without sacrificing modern convenience. Built in 2018, this 4-bedroom, 3-bath home offers over 3,100 square feet of beautifully designed living space with 9-foot ceilings on all three levels, creating an open,

Traci Shoberg Samson Properties

Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of a large family living in this

Jim Thomson Realty ONE Group Old Towne

Opportunities of this caliber in the highly coveted Stonebrook Farms community are exceptionally rare. Positioned on a premium cul-de-sac lot backing directly to mature, private woods, this property is a true unicorn in today’s market: a sprawling, intelligently designed estate paired with a resort-style backyard and an exhaustive list of major capital improvements. The main level makes an

Charles Witt Nova Home Hunters Realty

This is the one that offers the perfect blend of privacy, comfort, and natural beauty. This custom-built 3-bedroom, 3-bath retreat sits on a private, wooded lot with expansive mountain views, creating a peaceful setting that still keeps you close to everyday conveniences.The main-level primary suite provides a relaxing escape with its elegant walk-in shower and soaking tub. Two additional

LESLIE WEBB Long & Foster Real Estate, Inc.

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

Victoria Davis Century 21 Redwood Realty

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

Laura White ERA Oakcrest Realty, Inc.

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Chestnut model with standard 10' Main Level Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

Daniel Boris Pearson Smith Realty, LLC

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

Bailey Cooper RE/MAX Gateway

Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along

Amanda Slate Keller Williams Realty

Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side. Situated on a beautifully landscaped corner lot of nearly 0.40 acres, this impressive home offers over 4,264 finished square feet with a thoughtfully designed floor plan perfect for both everyday living and entertaining. The inviting great room features a

Michele Gibson Samson Properties

Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate,

Jim Thomson Realty ONE Group Old Towne

PRICED BELOW RECENT 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

Kristin Crosby Samson Properties

Welcome to 106 Mate Court, a beautifully custom-designed 2026 new construction home situated on a private 0.27-acre cul-de-sac lot in Winchester’s desirable Red Fox Run community. Backing to mature trees with scenic natural views, this stunning property offers the perfect blend of privacy, modern craftsmanship, thoughtful design, and peaceful living. Featuring over 3,100 square feet of total

deborah longo Taylor Properties

Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (new PIN OAK model); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living

Jim Thomson Realty ONE Group Old Towne