37

Stephenson, VA Houses for Sale

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  • /11

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    1755 N Hayfield Rd, Winchester, VA 22603

    Agent Photo

    Katherine (Kat) Wetzel

    Century 21 Redwood Realty

    (540) 596-5444

    1755 N Hayfield Rd, Winchester, VA 22603
  • /2

    $799,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,331 Sq Ft

    123 Stetson St, Winchester, VA 22603

    Don’t miss this incredible opportunity to own a brand-new ranch home set on 2.66 beautiful acres, conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia and approximately 10 minutes from the Winchester Medical Center. This thoughtfully designed home features an open-concept layout with a desirable split-bedroom design, offering both comfort and

    Agent Photo

    Brett Sowder

    RE/MAX Roots

    (540) 619-5465

    123 Stetson St, Winchester, VA 22603
  • /60

    $799,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 3,256 Sq Ft

    201 Nathaniel Dr, Winchester, VA 22603

    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

    201 Nathaniel Dr, Winchester, VA 22603
  • /84

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,165 Sq Ft

    456 Marple Rd, Winchester, VA 22603

    Welcome to Elysian Fields Farm, a magnificent 56+ acre equestrian estate situated at 456 Marple Road in Winchester, VA. Spanning three distinct parcels and located just 10 minutes from the conveniences of town, this private retreat is defined by its timeless brick construction and a masterfully designed layout that harmonizes luxury living with top-tier agricultural infrastructure. The arrival

    Dan Whitacre Colony Realty

    456 Marple Rd, Winchester, VA 22603
  • /50

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft

    109 Huron Trail, Winchester, VA 22602

    Discover this inviting 3-bedroom, 2-bath tri‐level home, offering flexible living spaces and a unique layout designed for comfort and creativity. The main level features a bright kitchen and a welcoming living room, setting the tone for easy everyday living. The upper-level hosts three full bedrooms, including a comfortable primary suite with its own ensuite bath, along with a well‐appointed full

    LESLIE WEBB Long & Foster Real Estate, Inc.

    109 Huron Trail, Winchester, VA 22602
  • /23

    $235,000

    • 2 Beds
    • 1 Bath
    • 640 Sq Ft

    228 Graywolf Trail, Winchester, VA 22602

    Move‐in ready 2 bedroom, 1 bath rancher featuring easy one‐level living and a covered front porch on a quiet lot. This home has been updated throughout, including LVP flooring, mini‐split heating and cooling with back up propane wall heat, new water heater, updated kitchen, and new washer and dryer.A circular driveway provides convenient access, and the nice‐sized outbuilding with electric

    Julie Shiley Coldwell Banker Realty

    228 Graywolf Trail, Winchester, VA 22602
  • /74

    $450,000

    • 3 Beds
    • 3 Baths
    • 2,860 Sq Ft

    320 Shawnee Trail, Winchester, VA 22602

    Located in Emerald Lake Subdivision-NO HOA . Welcome to your very own treehouse retreat surrounded by mature trees, mountain views, and exceptional privacy on 1.86 acres with a Private POOL! This property is designed for outdoor living, featuring a covered front porch, a large back deck with scenic views, and a beautifully crafted stone patio with a fire pit—perfect for entertaining or relaxing

    Stacey Mullins ERA Oakcrest Realty, Inc.

    320 Shawnee Trail, Winchester, VA 22602
  • /56

    $349,900

    • 4 Beds
    • 2.5 Baths
    • 2,058 Sq Ft

    224 Doe Trail, Winchester, VA 22602

    Welcome home to this spacious 4-bedroom, 2.5-bath ranch nestled on two wooded lots in Shawneeland - which has a lake, playground, beach and more! Situated on over half an acre, this property offers privacy, beautiful natural surroundings, and an abundance of flowers and mature plantings that create a peaceful setting. Inside, you'll find finished living space on both levels, offering flexibility

    Traci Shoberg Samson Properties

    224 Doe Trail, Winchester, VA 22602
  • /26

    $305,000

    • 3 Beds
    • 2 Baths
    • 984 Sq Ft

    110 Duwamish Trail, Winchester, VA 22602

    Charming and Move-In Ready Ranch in a Peaceful Setting!Welcome home to this beautifully refreshed single-level ranch nestled on a spacious, tree-lined lot. This inviting home features a bright and functional layout with updated finishes throughout. The kitchen offers grey cabinetry, granite countertops, and stainless steel appliances, creating a clean and modern space perfect for everyday

    Tina Jacobin Main Street Realty

    110 Duwamish Trail, Winchester, VA 22602
  • /22

    $332,900

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    105 Buckskin Trail, Winchester, VA 22602

    Nestled in the charming Shawneeland community, you will enjoy the mountain views in this delightful ranch-style home which offers a perfect blend of comfort and modern living. With a major renovation completed in 2026, this residence boasts a fresh and inviting atmosphere, ideal for creating lasting memories. The exterior features low-maintenance vinyl siding, complemented exterior lighting that

    Bruce Elsey Long & Foster Real Estate, Inc.

    105 Buckskin Trail, Winchester, VA 22602
  • /74

    $574,900

    • 4 Beds
    • 2.5 Baths
    • 2,524 Sq Ft

    514 Sleigh Dr, Cross Junction, VA 22625

    Rarely does a property of this quality and location come to market. This spectacular residence occupies one of Lake Holiday’s most distinguished addresses within the highly exclusive Sleigh Drive enclave—just fifteen homes in total AND the only location in Lake Holiday that offers direct beach access from your doorstep.Tucked against hundreds of acres of wooded trails and the quieter, newly

    Jen Kitner Pearson Smith Realty, LLC

    514 Sleigh Dr, Cross Junction, VA 22625
  • /29

    $279,900

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    111 Genesee Trail, Winchester, VA 22602

    Remodeled rancher on 4 lots totaling 1.41 acres. Cute 2 bedroom 1 bath home freshly painted with new luxury vinyl planking throughout the entire house. Brand new bathroom with tub /shower. Open floor plan with bedrooms on each end of the house for privacy. 2 sheds that convey to store whatever your heart desires. Front deck to be stained as soon as weather permits. Come out and and enjoy all the

    Jacquelyn Rizzari MarketPlace REALTY

    111 Genesee Trail, Winchester, VA 22602
  • /34

    $245,000

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    177 Dicks Hollow Rd, Winchester, VA 22603

    Newly remodeled turn-key starter home with modern updates. 2-bedroom 1-bathroom rancher just minutes from Winchester! Situated on a private .29-acre lot that backs to trees, this home offers peaceful country living with convenient access to Route 50 and town amenities. Interior features include luxury vinyl plank flooring throughout, stainless steel appliances, upgraded countertops, and a modern

    Sheila Pack RE/MAX Roots

    177 Dicks Hollow Rd, Winchester, VA 22603
  • /81

    $456,500

    • 3 Beds
    • 2 Baths
    • 2,094 Sq Ft

    101 Delaware Trail, Winchester, VA 22602

    Welcome to 101 Delaware Trail, a thoughtfully updated home nestled in the highly desirable Shawneeland community of Winchester, VA. Nearly the entire home has been updated, both inside and out, creating a fresh and modern living experience. Interior improvements include new flooring throughout (excluding existing wood flooring), an updated kitchen featuring Taj Mahal quartzite countertops, a

    Michael Putnam EXP Realty, LLC

    101 Delaware Trail, Winchester, VA 22602
  • /28

    $399,000

    • 4 Beds
    • 2 Baths
    • 2,031 Sq Ft

    5990 Northwestern Pike, Gore, VA 22637

    *HUGE PRICE IMPROVEMENT – YOUR 10-ACRE OPPORTUNITY AWAITS!This SPRAWLING 9.8-acre estate offers the ultimate rural retreat without sacrificing modern convenience. Stop dreaming of more space and start owning it! Now at a newly improved price point, BRING ALL OFFERS! PRIME LOCATION! Tucked away in a mountain-view sanctuary, yet only 7 minutes from the WV border and 15 minutes from the heart of

    Kristi Massie Story House Real Estate

    5990 Northwestern Pike, Gore, VA 22637
  • /35

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    157 Oak Dr, Winchester, VA 22603

    STOP THE PRESSES!! This PRICE ADJUSTMENT is not a typo! The weather is warmer and Spring is in the air.... This home is ready for YOU! Welcome home to 157 Oak Dr. in Winchester, VA—an inviting property offering comfort, thoughtful updates, and a peaceful setting. This home has been refreshed with luxury vinyl plank flooring throughout most of the home and fresh paint, creating a clean,

    Phyllis Guthrie Keller Williams Realty

    157 Oak Dr, Winchester, VA 22603
  • /46

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,946 Sq Ft

    289 Westview Dr, Winchester, VA 22603

    Welcome to your private contemporary retreat at 289 Westview Drive in Winchester, VA! This truly exceptional property offers the ultimate escape, situated on over 13 magnificent acres with gorgeous mature trees, stunning views, and unparalleled peace and quiet. Step inside the sun-filled main level, featuring an open layout that seamlessly connects the living room, dining room, and kitchen.

    Dan Whitacre Colony Realty

    289 Westview Dr, Winchester, VA 22603
  • /86

    $2,125,000

    • 5 Beds
    • 4 Baths
    • 4,166 Sq Ft

    1631 Back Mountain Rd, Winchester, VA 22602

    This unique property is the definition of an oasis in the woods. Surrounded by 180 glorious private acres, this home dazzles with grandeur while blending natural elements that mesh with the environment. The handsome hunter green standing seam metal roof with matching accents against wood siding is the ideal look for this 4,166 square foot architectural marvel. Indoors, there’s a thoughtful

    Dan Whitacre Colony Realty

    1631 Back Mountain Rd, Winchester, VA 22602
  • /79

    $860,000

    • 5 Beds
    • 5.5 Baths
    • 6,256 Sq Ft

    150 Ewell Dr, Winchester, VA 22602

    Price Reduction- Welcome to Equestrian Estates, a highly sought-after Winchester community with no HOA, where space, style, and flexibility come together beautifully. This stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of finished living space on nearly 3 private acres, creating the perfect setting for both everyday living and entertaining. Originally built in 2007 and

    Sherry Santmyer Hunt Country Sotheby's International Realty

    150 Ewell Dr, Winchester, VA 22602
  • /49

    $422,999 Open Sat 1:30PM - 3:30PM

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft

    709 Dicks Hollow Rd, Winchester, VA 22603

    Welcome to this private gem nestled on a corner lot in beautiful Winchester, VA! This stunning 3-bedroom, 2-bath home offers the perfect balance of modern upgrades, comfort, and peace of mind. Step inside to find a fully remodeled primary bathroom featuring a luxurious walk-in shower — a spa-like retreat in the comfort of your own home. Enjoy the confidence of a brand-new roof with a 30-year

    Fehiber Rosario NBI Realty, LLC

    709 Dicks Hollow Rd, Winchester, VA 22603
  • /2

    $925,000

    • 3 Beds
    • 1.5 Baths
    • 1,204 Sq Ft

    1112 Stony Hill Rd, Winchester, VA 22603

    156,58 acres minutes from Winchester, VA! Opportunities like this are hard to find—expansive land with fields, woods, and a creek, ready for your vision of a farm, estate, or peaceful retreat. Approximately half of the property could be farmed. Prime land opportunity in the Winchester area featuring a desirable mix of open fields, mature wooded acreage, and a scenic creek running through the

    Jennifer Watt Century 21 Redwood Realty

    1112 Stony Hill Rd, Winchester, VA 22603
  • /25

    $799,900 New Construction

    • 3 Beds
    • 2 Baths
    • 2,139 Sq Ft

    169 Cather Ln, Winchester, VA 22602

    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

    169 Cather Ln, Winchester, VA 22602
  • /20

    $399,900 New Construction

    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft

    208 Beaver Trail, Winchester, VA 22602

    3-22-26 foundation going in this week and 60 days to complete. Stunning 3BR/3BA home on 0.33+ acre lot with public water & available Xfinity internet. Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes include hardwood throughout the entire main floor, stairs & bedrooms, plus tile in all

    Jim Thomson Realty ONE Group Old Towne

    208 Beaver Trail, Winchester, VA 22602
  • /41

    $449,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,898 Sq Ft

    607 S Lakeview Dr, Cross Junction, VA 22625

    BIG price adjustment! Get it while it lasts! Brand-new construction at 607 South Lakeview Dr. offers a perfect blend of modern comfort, thoughtful design, and scenic surroundings. Construction is complete—this home is truly turnkey and move-in ready.Step inside to discover a desirable open floor plan designed for both comfortable living and effortless entertaining. The main level features a

    Carolyn Young Samson Properties

    607 S Lakeview Dr, Cross Junction, VA 22625
  • /24

    $399,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,608 Sq Ft

    215 Cochise Trail, Winchester, VA 22602

    April Delivery -10 minutes from town - New Custom Colonial with upgrades and designed for modern living! This beautiful home offers 3 bedrooms, 2.5 baths, including a spacious primary suite with a private ensuite bath. The open-concept main level seamlessly connects the kitchen, dining, and living areas—perfect for everyday living and entertaining. Enjoy recessed lighting, stainless steel

    RoxAnn Grimes RE/MAX Roots

    215 Cochise Trail, Winchester, VA 22602
  • /23

    $780,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,476 Sq Ft

    230 Tranquil Wood Ln, Winchester, VA 22602

    NO HOA! APRIL-MAY READY TO MOVE IN! Are you in search of a spacious, one-level living home that combines privacy and the freedom of no HOA restrictions? Your search ends here—introducing Tranquil Wood Ln showcasing the exquisite Dogwood Model! Inspired by the tree it draws its name from, this charming residence is a true masterpiece, reflecting the superior craftsmanship of the acclaimed Water

    Monique Rodriguez Pearson Smith Realty LLC

    230 Tranquil Wood Ln, Winchester, VA 22602
  • /20

    $349,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,152 Sq Ft

    212 Falcon Trail, Winchester, VA 22602

    3-31-26 Under roof and trades start 3-30-26. Delivery end of April. 1/3 Acre – No Carpet!This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential.Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops.Open Layout: Bright family room and a spacious kitchen/dining area perfect for

    Jim Thomson Realty ONE Group Old Towne

    212 Falcon Trail, Winchester, VA 22602
  • /15

    $399,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    7 Comanche Trail, Winchester, VA 22602

    Discover your dream home on a spacious, level lot, available for an end-of-April completion. This stunning new construction boasts a generous 3-bedroom, 2-full-bathroom layout, featuring an impressive list of builder upgrades included at no extra cost. Enjoy elegant hardwood flooring installed throughout the entire home, including all bedrooms, and classic tile in the baths. The gourmet kitchen

    Jim Thomson Realty ONE Group Old Towne

    7 Comanche Trail, Winchester, VA 22602
  • /23

    $349,900 New Construction

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft

    116 Pinto Trail, Winchester, VA 22602

    The Perfect Starter Home Awaits! 3-26-26 almost done. Granite and septic going in and final clean up grading and seed and straw beginning. Ready for you within 30 days.Comcast/Xfinity available on this street. New plan on almost 1/3 of acre! Affordable new home close to town with full unfinished basement (two double windows and walkout exit with ruff in for future bath) for future needs.

    Jim Thomson Realty ONE Group Old Towne

    116 Pinto Trail, Winchester, VA 22602
  • /27

    $399,900 New Construction

    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft

    107 Pinto Trail, Winchester, VA 22602

    3-26-26 house complete and once drain field installed can close. Hurry! Level lot in the subdivision with views and privacy. "Brand New & Fully Loaded: Your Dream Home Awaits"The best value proposition in the subdivision! This stunning new construction offers 3 bedrooms, 3 full baths, and a 2-car side-load garage with excellent curb appeal. Comcast/Xfinity available on this street.Enjoy a

    Jim Thomson Realty ONE Group Old Towne

    107 Pinto Trail, Winchester, VA 22602
  • /19

    $379,900 New Construction

    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft

    1619 Tomahawk Trail, Winchester, VA 22602

    Discover the best value for square footage in this stunning 3 bed, 3 bath home. Perched on over half an acre with panoramic mountain views. Enjoy an open floor plan, vaulted kitchen, hardwood floors throughout the main level & bedrooms, and a huge finished rec room. Builder bonuses include granite counters, kitchen island, and upgraded cabinets. Side-load 2-car garage & paved drive. A must-see!

    Jim Thomson Realty ONE Group Old Towne

    1619 Tomahawk Trail, Winchester, VA 22602
  • /27

    $399,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,660 Sq Ft

    211 Inca Trail, Winchester, VA 22602

    3-31-26 trades done going to drywall and completion early May. Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms.Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook.Modern Layout: An airy, open

    Jim Thomson Realty ONE Group Old Towne

    211 Inca Trail, Winchester, VA 22602
  • /11

    $579,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    120 LOT 15 Downhill Cir, Cross Junction, VA 22625

    Construction has begun on This Brand New home that is being offered in a beautiful Lake Community! Desirable floor plan, Offers Quartz counters in the kitchen, stainless steel appliances, Luxury Vinyl flooring throughout all main living areas. 9' ceilings on the main level. Favorable floor plan that offers primary bedroom on one side of the home with the other two bedrooms on the other side of

    Denise Bishop Long & Foster Real Estate, Inc.

    120 LOT 15 Downhill Cir, Cross Junction, VA 22625
  • /95

    $675,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 1,760 Sq Ft

    740 Whitacre Rd, Gore, VA 22637

    Nestled on nearly 26 private acres, this beautifully maintained 3-bedroom, 3-bath ranch-style home offers the perfect blend of comfort, functionality, and peaceful country living. With thoughtful updates throughout and a mix of wooded and open land, this property is ideal for those seeking privacy, space, and self-sufficiency—without sacrificing convenience. Inside, you’ll find character-rich

    Mark Laing Keller Williams Realty

    740 Whitacre Rd, Gore, VA 22637
  • /4

    $516,500 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 1,962 Sq Ft

    235 Peppermint Spring Ln, Winchester, VA 22603

    Discover Your Private Retreat: 235 Peppermint Spring LaneNestled in the serene landscape of Winchester, Virginia, 235 Peppermint Spring Lane offers a rare combination of spacious country living and modern convenience. This charming single-family home sits on a sprawling 6.67-acre lot, providing a peaceful sanctuary just minutes from the vibrant energy of historic Downtown

    Andrew Hensley Samson Properties

    235 Peppermint Spring Ln, Winchester, VA 22603
  • /2

    $1,200,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 5,426 Sq Ft

    410 Valley View Dr, Winchester, VA 22603

    Discover Your Private Estate: 9.83 Acres of Country Charm with Resort-Style Amenities. NO HOA! Step into the unexpected with this exceptional property, perfectly blending the tranquility of a country retreat with the convenience of being just minutes from town. The inviting entry to the front door welcomes you into a beautifully maintained home, featuring three finished levels, five bedrooms, and

    Brenda Miller Berkshire Hathaway HomeServices PenFed Realty

    410 Valley View Dr, Winchester, VA 22603
  • /2

    $365,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft

    113 Deer Trail, Winchester, VA 22602

    Welcome home to this beautifully updated 3 bed, 2 bath property in Winchester! Step inside to an open-concept kitchen complete with a center island, brand new stainless steel appliances, and stylish finishes—ideal for both everyday living and entertaining. The home has been freshly painted and boasts new LVP flooring throughout the main living areas and new carpet in the bedrooms, creating a

    Caleb Fowler Samson Properties

    113 Deer Trail, Winchester, VA 22602
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