5,456

Stephenson, VA Homes

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  • /58

    $590,000

    • 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. Situated within the highly exclusive Sleigh Drive enclave—just fifteen homes in total— this residence occupies one of Lake Holiday’s most distinguished addresses. Tucked against hundreds of acres of wooded trails and the quieter, newly improved South end of the lake, the setting is private, serene, and unlike any other within the

    Agent Photo

    Jen Kitner

    Pearson Smith Realty, LLC

    (540) 384-9412

    514 Sleigh Dr, Cross Junction, VA 22625
  • /20

    $1,900 per month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    124 Chandler Ct, Winchester, VA 22603

    Stunning 3 bedroom 1 bath house located 10 mins from Winchester Medical Center. New appliances, hardwood flooring throughout main level with large deck off living room. House has large unfinished basement with washer/dryer hook up on main level. Tenant responsible for adding salt to water softener system. REQUIREMENTS TO QUALIFY: 1) Minimum annual household income $85k, 2) Good credit,

    Courtney Spaid Crum Realty, Inc.

    124 Chandler Ct, Winchester, VA 22603
  • /27

    $289,000 Sold Oct 31, 2025

    • 1,056 Sq Ft
    • $274/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1977

    210 Zeiger Dr, Winchester, VA 22602

    Looking for a home just outside the city limits? You are 3 miles from Rt 37 and the hospital. This charming 3-bedroom, 1-bath rancher sits on 1.1 acres at the end of a cul-de-sac, surrounded by trees for extra privacy. Enjoy quiet mornings on the covered front porch or unwind in the evenings on the spacious wrap-around deck. Inside, the home has been tastefully remodeled and is move-in ready.

    Melissa Crider Sager Real Estate

    210 Zeiger Dr, Winchester, VA 22602
    • /14

      Not Listed For Sale

      0 Susquehanna Trail, Winchester, VA 22602

      0 Susquehanna Trail, Winchester, VA 22602
  • /15

    $125,000

    • Land
    • 8.2 Acres
    • $15,244 per Acre

    LOT 1 Back Creek Rd, Gore, VA 22637

    Access installed and homesite cleared, easy to show. Scenic Wooded Lots with Creek & Mountain Views – 30 Minutes from Winchester, VADiscover the perfect blend of privacy and convenience with this stunning, 8.2 acre wooded lot, ideally situated just 30 minutes from downtown Winchester, VA. Nestled along a state-maintained, paved road with power on-site, these parcels offer both

    Agent Photo

    Bradley Comstock

    ERA Oakcrest Realty, Inc.

    (540) 384-9385

    LOT 1 Back Creek Rd, Gore, VA 22637
  • /50

    $2,700 per month

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • House for Rent

    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. The entire house benefits from a state-of-the-art

    Fehiber Rosario NBI Realty, LLC

    709 Dicks Hollow Rd, Winchester, VA 22603
  • /65

    $600,000 Sold Oct 31, 2025

    • 3,283 Sq Ft
    • $183/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    231 Gun Barrel Ln, Winchester, VA 22603

    Spectacular, move-in ready rancher on over 6 acres. Completely remodeled within the past 3 years with all appliances, HVAC systems, roof, flooring and more less than 3 years old. The home offers a beautiful new kitchen with upgraded cabinets and quartz countertops. All bathrooms have also been completely updated with top-of-the-line vanities, tile and flooring. The lower level is finished into

    Dennis Virts RE/MAX Distinctive Real Estate, Inc.

    231 Gun Barrel Ln, Winchester, VA 22603
    • /83

      Est $965,516 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,632 Sq Ft

      420 N Hayfield Rd, Winchester, VA 22603

      420 N Hayfield Rd, Winchester, VA 22603
  • /23

    $125,000

    • Land
    • 5.12 Acres
    • $24,414 per Acre

    LOT 6 Back Creek Rd, Gore, VA 22637

    Access installed and homesite cleared, easy to show. Scenic Wooded Lots with Creek & Mountain Views – 30 Minutes from Winchester, VA Discover the perfect blend of privacy and convenience with this stunning,5.1 acre wooded lot, ideally situated just 30 minutes from downtown Winchester, VA. Nestled along a state-maintained, paved road with power on-site, these parcels offer both accessibility and

    Agent Photo

    Bradley Comstock

    ERA Oakcrest Realty, Inc.

    (540) 501-7405

    LOT 6 Back Creek Rd, Gore, VA 22637
  • /39

    $2,600 per month

    • 5 Beds
    • 3 Baths
    • 2,783 Sq Ft
    • House for Rent

    409 S Lakeview Dr, Cross Junction, VA 22625

    Come vacation where you live and enjoy high speed internet while enjoying lake living! Located on the quiet, less dense area of the lake, this large, almost 3,000 sq ft, 5 bedroom, 3 bath home is available December 1st in the gated community of Lake Holiday! All HOA amenities are included in rent... 2 sandy beaches, playgrounds, fitness room, tennis/volleyball/basketball courts, fishing pier and

    Lisa Cox Colony Realty

    409 S Lakeview Dr, Cross Junction, VA 22625
  • /69

    $419,350 Sold Oct 31, 2025

    • 2,189 Sq Ft
    • $192/SF
    • 90 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1964

    1793 N Hayfield Rd, Winchester, VA 22603

    Charming all-brick ranch home on a spacious .97-acre lot, featuring 3 bedrooms, 2.5 baths, and traditional style throughout. Enjoy a covered front porch, rear deck, living room with fireplace, separate dining room, and eat-in kitchen. Includes a 2-car garage and no HOA. Ideally located—peaceful setting just outside of town, yet only 10 minutes to shopping and Winchester Medical Center, and just

    RoxAnn Grimes RE/MAX Roots

    1793 N Hayfield Rd, Winchester, VA 22603
    • /2

      Est $233,738 Not Listed For Sale

      • Studio

      128 Rappahannock Trail, Winchester, VA 22602

      128 Rappahannock Trail, Winchester, VA 22602
  • /32

    $125,000

    • Land
    • 7.74 Acres
    • $16,150 per Acre

    LOT 2 Back Creek Rd, Gore, VA 22637

    Access installed and homesite cleared, easy to show. Scenic Wooded Lots with Creek & Mountain Views – 30 Minutes from Winchester, VADiscover the perfect blend of privacy and convenience with this stunning, 7.74 acre wooded lot, ideally situated just 30 minutes from downtown Winchester, VA. Nestled along a state-maintained, paved road with power on-site, these parcels offer both

    Agent Photo

    Bradley Comstock

    ERA Oakcrest Realty, Inc.

    (540) 782-3667

    LOT 2 Back Creek Rd, Gore, VA 22637
  • /18

    $15,000 Sold Oct 28, 2025

    • Land
    • 0.46 Acre
    • $32,609 per Acre
    • 80 Days On Market

    LOT 43 Tomahawk Trail, Shawneeland, VA 22602

    Looking for a quiet lot to build your dream home with mountain views? Look no further! Nestled off of a paved road sits almost a half of an acre of possibilities. With two lakes, one containing a sandy beach, and a community playground, Shawneeland offers peaceful living for those who wish to be surrounded by nature. Less than 10 miles from the city, it’s close enough to shopping, dining and

    Amanda Toothman Dandridge Realty Group, LLC

    LOT 43 Tomahawk Trail, Shawneeland, VA 22602
    • /11

      Est $118,078 Not Listed For Sale

      1137 Tomahawk Trail, Winchester, VA 22602

      1137 Tomahawk Trail, Winchester, VA 22602
  • /33

    $125,000

    • Land
    • 5.34 Acres
    • $23,408 per Acre

    LOT 5 Back Creek Rd, Gore, VA 22637

    Access installed and homesite cleared, easy to show. Scenic Wooded Lots with Creek & Mountain Views – 30 Minutes from Winchester, VA Discover the perfect blend of privacy and convenience with this stunning, 5.4 acre wooded lot, ideally situated just 30 minutes from downtown Winchester, VA. Nestled along a state-maintained, paved road with power on-site, these parcels offer both accessibility and

    Agent Photo

    Bradley Comstock

    ERA Oakcrest Realty, Inc.

    (540) 302-5499

    LOT 5 Back Creek Rd, Gore, VA 22637
  • /71

    $400,000 Sold Oct 24, 2025

    • 1,721 Sq Ft
    • $232/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1931

    1576 Old Bethel Church Rd, Winchester, VA 22603

    Step back in time with this 1931 farmhouse set on 5 acres, blending historic character with thoughtful modern updates—all just minutes from Winchester. This property offers convenient access to main roads while maintaining the space and feel of country living.The home features 3 bedrooms, 2 updated baths, hardwood floors, and an oversized two-car garage with workshop space. Recent

    Natasha Roberts Realty ONE Group Old Towne

    1576 Old Bethel Church Rd, Winchester, VA 22603
    • /13

      Not Listed For Sale

      LOT 241 S Lakeview Dr, Whitacre, VA 22625

      LOT 241 S Lakeview Dr, Whitacre, VA 22625
  • /29

    $125,000

    • Land
    • 5.65 Acres
    • $22,124 per Acre

    LOT 4 Back Creek Rd, Gore, VA 22637

    Access installed and homesite cleared, easy to show. Scenic Wooded Lots with Creek & Mountain Views – 30 Minutes from Winchester, VA Discover the perfect blend of privacy and convenience with this stunning,5.6 acre wooded lot, ideally situated just 30 minutes from downtown Winchester, VA. Nestled along a state-maintained, paved road with power on-site, these parcels offer both accessibility and

    Agent Photo

    Bradley Comstock

    ERA Oakcrest Realty, Inc.

    (540) 258-4961

    LOT 4 Back Creek Rd, Gore, VA 22637
  • /33

    $329,000 Sold Oct 22, 2025

    • 1,344 Sq Ft
    • $245/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2008

    147 Falcon Trail, Winchester, VA 22602

    Welcome to this charming home offering 3 bedrooms, 2 full bathrooms, and over 1,300 sq. ft. of finished living space (sqft is estimated). Step inside to find a warm and inviting layout with hardwood floors and new carpet throughout. The bright living area features a cozy propane fireplace, perfect for relaxing evenings. The kitchen offers easy access to the spacious back deck with brand-new

    Anthony Constable RE/MAX Gateway

    147 Falcon Trail, Winchester, VA 22602
    • /32

      Est $440,200 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft

      180 Dicks Hollow Rd, Winchester, VA 22603

      180 Dicks Hollow Rd, Winchester, VA 22603
  • /54

    $489,000

    • 3 Beds
    • 2 Baths
    • 2,302 Sq Ft

    101 Delaware Trail, Winchester, VA 22602

    Huge Price Reduction! Motivated Seller.Fabulous remodel featuring the finest materials from around the world. Outdoor activities are everywhere you turn at this completely renovated home in Winchester. Hiking, swimming, biking, kayaking, and skiing are all close by. As you sit on the beautiful deck, you can listen to the birds while you have your coffee. There are stunning views out of every

    Agent Photo

    Kimberly Pace

    EXP Realty, LLC

    (540) 240-9877

    101 Delaware Trail, Winchester, VA 22602
  • /43

    $345,000 Sold Oct 21, 2025

    • 1,232 Sq Ft
    • $280/SF
    • 76 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1962

    6760 Northwestern Pike, Gore, VA 22637

    Country Living at its Best! Welcome to a charming 4 Bedroom 1 Bath home nestled on 1.62 acres of pure peace and quiet! Inside you will find lots of space to make it your own. Full basement has an extra shower and a sink all you have to add is a toilet for another full bath. Nice hardwood floors in living room and bedrooms. Some updates are already done. New Roof in 2024 and New

    Suzanne Simpson Fathom Realty

    6760 Northwestern Pike, Gore, VA 22637
    • /45

      Est $451,418 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,928 Sq Ft

      3063 Northwestern Pike, Winchester, VA 22603

      3063 Northwestern Pike, Winchester, VA 22603
  • /50

    $445,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    220 Chestnut Grove Rd, Winchester, VA 22603

    Experience the best of country living with this charming 2-Bedroom, 1-Bath Rancher nestled on 15 unrestricted acres in beautiful Frederick County, VA. Perfect as a full-time residence, weekend retreat, or potential farm, this property offers the peace and privacy of rural life while still being within easy reach of town conveniences.Step inside to find a cozy and move-in ready Home featuring

    Agent Photo

    Laura King

    MarketPlace REALTY

    (540) 351-9580

    220 Chestnut Grove Rd, Winchester, VA 22603
  • /10

    $14,000 Sold Oct 21, 2025

    • Land
    • 0.9 Acre
    • $15,556 per Acre
    • 194 Days On Market

    0 Iroquois Trail Unit VAFV2024486, Back Creek, VA 22602

    Sign on lot at end of road....Almost an acre of rolling forest, Secluded location in Shawneeland not far from Lake Cherokee, beach, play grounds. Potential home site for permanent home or weekends/ vacations. Mature trees. Maintenance of roads, common areas, amenities, snow plowing etc via Shawneeland Sanitary District/Frederick County. Sanitary District Tax just $190 for unimproved lot. Iroquois

    Roger Lamborne MarketPlace REALTY

    0 Iroquois Trail Unit VAFV2024486, Back Creek, VA 22602
    • /39

      Est $332,220 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,077 Sq Ft

      217 Poorhouse Rd, Winchester, VA 22603

      217 Poorhouse Rd, Winchester, VA 22603
  • /13

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft

    LOT 1 Back Creek Rd, Gore, VA 22637

    Build your own weekend getaway or vacation property. Scenic Wooded Lots with Creek & Mountain Views – 30 Minutes from Winchester, VA. Discover the perfect blend of privacy and convenience with this stunning, 8.2 acre wooded lot, ideally situated just 30 minutes from downtown Winchester, VA. Nestled along a state-maintained, paved road with power on-site, these parcels offer both

    Agent Photo

    Bradley Comstock

    ERA Oakcrest Realty, Inc.

    (540) 696-5848

    LOT 1 Back Creek Rd, Gore, VA 22637
  • /36

    $385,000 Sold Oct 20, 2025

    • 1,215 Sq Ft
    • $317/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1966

    790 McDonald Rd, Winchester, VA 22602

    Welcome to this charming 3-bedroom, 2-bath ranch-style home, perfectly situated on over 1.5 acres in a peaceful yet convenient Winchester location. This property offers the best of both worlds — a private setting with plenty of space to spread out, while still being just minutes from restaurants, shopping, and everyday amenities. With easy access to Interstate 81, Route 37, Route 50, and Route 7,

    Brian Doman Preslee Real Estate

    790 McDonald Rd, Winchester, VA 22602
    • /44

      Est $321,428 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,124 Sq Ft

      208 Poorhouse Rd, Winchester, VA 22603

      208 Poorhouse Rd, Winchester, VA 22603
  • /41

    $77,700

    • Land
    • 6.09 Acres
    • $12,759 per Acre

    440 Iris Ln, Winchester, VA 22602

    Owner Financing Available! (see details below)Enjoy breathtaking, unrivaled views of the Shenandoah Valley below from this ridgetop property on Little North Mountain.Property Overview:Address: 440 Iris Lane, Winchester, VA 22602Size: 6.09 AcresKey Features:Gorgeous Sunset Valley ViewsTwo Lots in One Build on Both or Split Off!Extensive Road

    Robert Scott AcreTown.com

    440 Iris Ln, Winchester, VA 22602
  • /39

    $225,000 Sold Oct 17, 2025

    • 1,004 Sq Ft
    • $224/SF
    • 29 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1950

    261 Middle Ln, Gore, VA 22637

    Charming Rancher backing to beautiful Back Creek! Tucked away at the end of the street, this delightful ranch-style home sits on a spacious lot. Enjoy sunny days playing in the creek right from your backyard, then unwind by a cozy fire as the sun sets. Inside, you'll find gleaming hardwood floors and convenient main-level living. The spacious kitchen opens to a sunny porch—perfect for morning

    Jaime Pinto Funkhouser Real Estate Group

    261 Middle Ln, Gore, VA 22637
    • /2

      Est $627,416 Not Listed For Sale

      • 3 Beds
      • 6 Baths
      • 2,645 Sq Ft

      2680 Northwestern Pike, Winchester, VA 22603

      2680 Northwestern Pike, Winchester, VA 22603
  • /42

    $439,000

    • 3 Beds
    • 2 Baths
    • 2,325 Sq Ft

    1133 Tomahawk Trail, Winchester, VA 22602

    Nestled in the serene Shawneeland community, this exquisite chalet-style residence offers a perfect blend of rustic charm and modern comfort. Set against a backdrop of breathtaking mountain views and scenic vistas, this home is a sanctuary for those seeking tranquility and an exclusive lifestyle. As you approach the property, the warm cedar exterior invites you in, exuding a sense of timeless

    Sue Goodwin Long & Foster Real Estate, Inc.

    1133 Tomahawk Trail, Winchester, VA 22602
  • /11

    $12,000 Sold Oct 14, 2025

    • Land
    • 0.27 Acre
    • $44,444 per Acre
    • 2 Days On Market

    0 Graywolf Trail, Winchester, VA 22602

    This lovely lot in the quiet neighborhood of Shawneeland is nestled against the backdrop of Great North Mountain in western Frederick County, Virginia. Build a weekend getaway, or enjoy year-round living. Immerse yourself in nature as you witness a variety of birds, the occasional flock of wild turkeys, and deer foraging among the trees. This community offers a spring-fed lake where residents

    Rebecca McTavish Long & Foster Real Estate, Inc.

    0 Graywolf Trail, Winchester, VA 22602
    • /61

      Est $485,200 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,311 Sq Ft

      227 Skyview Ln, Winchester, VA 22603

      227 Skyview Ln, Winchester, VA 22603
  • /48

    $475,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    121 Waterside Ln, Cross Junction, VA 22625

    Welcome to 121 Waterside Lane in Cross Junction, VA — where lake life meets mountain views and every sunset feels like a screensaver. This 3-bedroom, 2.5-bath beauty is “peaceful retreat meets functional family home” with over 2,300 sq ft of living space and views for days. Step inside to gleaming hardwood floors throughout the main level and a floorplan that flows like a dream — featuring a flex

    Daniel Keeton Keeton & Co. Real Estate

    121 Waterside Ln, Cross Junction, VA 22625
  • /18

    $290,000 Sold Oct 14, 2025

    • 1,029 Sq Ft
    • $282/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    111 Dakota Trail, Winchester, VA 22602

    Welcome to 111 Dakota Trail nestled in the Shawneeland community! This charming 3-bedroom, 1-bath home offers the ease of one-level living and has been thoughtfully refreshed with modern updates while maintaining its rustic appeal. Recent renovations include a brand-new HVAC system, new windows, new roof, fresh paint, and nice deck to enjoy the outdoors.Step inside to a beautifully

    Mrs. Grace Bellows Samson Properties

    111 Dakota Trail, Winchester, VA 22602
    • /37

      Est $214,758 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 902 Sq Ft

      625 Round Hill Rd, Winchester, VA 22602

      625 Round Hill Rd, Winchester, VA 22602
  • /100

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    212 Whitacre Rd, Gore, VA 22637

    This charming split-level home, beautifully renovated in 2019, offers a perfect blend of modern comfort and classic appeal. Nestled on a generous 5.16-acre lot, the property boasts stunning panoramic views of the mountains and valleys, creating a serene backdrop for everyday living. Step inside to discover an inviting open floor plan awash with natural light, featuring luxury vinyl plank and

    Jennifer Whitehead Coldwell Banker Premier

    212 Whitacre Rd, Gore, VA 22637

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