5,497

Stephenson, VA Homes

Section Image
  • /37

    $395,000 Sold Nov 06, 2025

    125 Cherokee Trail, Winchester, VA 22602

    • 2 Beds
    • 2 Baths
    • 1,651 Sq Ft
    • Built 2007

    Last Sold Summary

    • $239/SF
    • 1 Day On Market

    Current Estimated Value $375,018

    Last Listing Agent Lisa Chaudhry Samson Properties

    125 Cherokee Trail, Winchester, VA 22602
    • /21

      Est $210,035 Not Listed For Sale

      130 Erie Trail, Winchester, VA 22602

      • 2 Beds
      • 1 Bath
      • 756 Sq Ft
      • Built 1976
      130 Erie Trail, Winchester, VA 22602

      Last Sold Summary

      • 36% Above List Price
      • $205/SF
      • 5 Days On Market
      • Last Sold Price $155,000
      • May 25, 2023

      Last Listing Agent Liz Owings Samson Properties

  • /28

    $370,000 Under Contract

    • 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
  • /29

    $55,000 Sold Jun 03, 2025

    528 Southwood Dr, Whitacre, VA 22625

    • Land
    • 16,117 Sq Ft
    • $148,649 per Acre

    Last Sold Summary

    • 1 Day On Market

    Last Listing Agent Lisa Cox Colony Realty

    528 Southwood Dr, Whitacre, VA 22625
    • /37

      Est $355,526 Not Listed For Sale

      131 Geronimo Trail, Winchester, VA 22602

      • 3 Beds
      • 2.5 Baths
      • 1,984 Sq Ft
      • Built 2007
      131 Geronimo Trail, Winchester, VA 22602

      Last Sold Summary

      • 19% Above List Price
      • $151/SF
      • 60 Days On Market
      • Last Sold Price $300,000
      • Jun 20, 2023

      Last Listing Agent Thomas Luster Epique Realty

  • /2

    $649,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    492 Chestnut Grove Rd, Winchester, VA 22603

    Amazing ranch style home on 27+ acres! Views! Gorgeous screened in porch. Protected forever by a Conservation Easement. Many properties in the area are also in conservation easement. Trails throughout and a stream runs through it! Many trails throughout.

    Erika De Azagra ERA Oakcrest Realty, Inc.

    492 Chestnut Grove Rd, Winchester, VA 22603
  • /6

    $20,500 Sold Jan 23, 2026

    Lot 103 Dogwood Trail, Shawneeland, VA 22602

    • Land
    • 27,878 Sq Ft
    • $32,031 per Acre

    Last Sold Summary

    • 35 Days On Market

    Last Listing Agent Gina Griffith MarketPlace REALTY

    Lot 103 Dogwood Trail, Shawneeland, VA 22602
    • /20

      Est $222,818 Not Listed For Sale

      122 Geronimo Trail, Winchester, VA 22602

      • 2 Beds
      • 1 Bath
      • 741 Sq Ft
      • Built 1960
      122 Geronimo Trail, Winchester, VA 22602

      Last Sold Summary

      • 35% Above List Price
      • $223/SF
      • 42 Days On Market
      • Last Sold Price $165,000
      • Jul 23, 2024

      Last Listing Agent Kenneth Cooper The Cornerstone Business Group, Inc.

  • /30

    $925,000

    • Land
    • 156.58 Acres
    • $5,908 per Acre

    950 Stony Hill Rd, Winchester, VA 22603

    PLEASE NOTE THAT THERE IS AN ELECTRIC FENCE. PLEASE MAKE SURE IT'S CLOSED BEHIND YOU WHEN ENTERING AND EXITING PROPERTY. MUST HAVE AN APPOINTMENT AND BE ACCOMPANIED BY AN AGENT TO SEE THIS PROPERTY. A truly rare opportunity to own over 150 acres in Frederick Co., VA , just a few miles west of the scenic Shenandoah Valley—where rolling pasture, privacy, and possibility come together. 950 Stony

    Jennifer Watt Century 21 Redwood Realty

    950 Stony Hill Rd, Winchester, VA 22603
  • /59

    $700,000 Sold May 22, 2025

    267 Masterpiece Ln, Winchester, VA 22602

    • 5 Beds
    • 2.5 Baths
    • 3,276 Sq Ft
    • Built 1993

    Last Sold Summary

    • $214/SF
    • 39 Days On Market

    Current Estimated Value $733,506

    Last Listing Agent M. Kelly Walker RE/MAX Roots

    267 Masterpiece Ln, Winchester, VA 22602
    • /26

      Est $245,266 Not Listed For Sale

      137 Red Fox Trail, Winchester, VA 22602

      • 2 Beds
      • 1 Bath
      • 1,104 Sq Ft
      • Built 1970
      137 Red Fox Trail, Winchester, VA 22602

      Last Sold Summary

      • 4% Above List Price
      • $213/SF
      • Last Sold Price $235,000
      • Sep 01, 2023

      Last Listing Agent Rose Marie Chabaneix Long & Foster

  • /41

    $119,500

    • Land
    • 5.1 Acres
    • $23,431 per Acre

    0 Hedrick Ln, Winchester, VA 22602

    5.10 Unrestricted Private Acres with Electric, Septic, and Foundation – Ready to Build! Opportunities like this don’t come along often, this beautiful 5.10 acre lot features mature hardwoods and valuable improvements already in place, offering a jump start on your dream build. The property includes an installed 24' x 50' foundation w/ a walk-out basement, an installed three-bedroom septic system,

    Erik Thorpe ERA Valley Realty

    0 Hedrick Ln, Winchester, VA 22602
  • /2

    $16,500 Sold Nov 26, 2025

    Lot 31 Pinto Trail, Shawneeland, VA 22602

    • Land
    • 14,810 Sq Ft
    • $48,529 per Acre

    Last Sold Summary

    • 5 Days On Market

    Last Listing Agent Gina Griffith MarketPlace REALTY

    Lot 31 Pinto Trail, Shawneeland, VA 22602
    • /55

      Est $323,631 Not Listed For Sale

      126 Erie Trail, Winchester, VA 22602

      • 3 Beds
      • 1.5 Baths
      • 1,704 Sq Ft
      • Built 1976
      126 Erie Trail, Winchester, VA 22602

      Last Sold Summary

      • 8% Above List Price
      • $176/SF
      • 2 Days On Market
      • Last Sold Price $300,000
      • Oct 31, 2023

      Last Listing Agent Susan Raburn Long & Foster Real Estate, Inc.

  • /2

    $39,900

    • Land
    • 19,602 Sq Ft
    • $88,667 per Acre

    Lot 205 Rockwood Trail, Winchester, VA 22602

    Offers the best views of the valley. Beautiful lot (almost 1/2 acre) with valley views of Shenandoah waiting for your clients to build your new home on or buy and hold. Perfect for those who want privacy and view. Great for primary home or weekend retreat. Cert Letter 3 bedroom perk..

    Jim Thomson Realty ONE Group Old Towne

    Lot 205 Rockwood Trail, Winchester, VA 22602
  • /73

    $450,000 Sold Jul 25, 2025

    306 Burnt Church Rd, Winchester, VA 22603

    • 3 Beds
    • 1.5 Baths
    • 2,964 Sq Ft
    • Built 1801

    Last Sold Summary

    • $152/SF
    • 86 Days On Market

    Current Estimated Value $486,977

    Last Listing Agent Sue Goodwin Long & Foster Real Estate, Inc.

    306 Burnt Church Rd, Winchester, VA 22603
    • /43

      Est $285,680 Not Listed For Sale

      106 Dakota Trail, Winchester, VA 22602

      • 3 Beds
      • 2 Baths
      • 1,929 Sq Ft
      • Built 1966
      106 Dakota Trail, Winchester, VA 22602

      Last Sold Summary

      • 22% Above List Price
      • $122/SF
      • 171 Days On Market
      • Last Sold Price $234,990
      • Mar 14, 2024

      Last Listing Agent Carolyn Young Samson Properties

  • /2

    $199,900

    • Land
    • 5 Acres
    • $39,980 per Acre

    181 Oak Dr, Winchester, VA 22603

    Build Your Vision at the End of the Lane Discover a rare opportunity to create a custom estate in an established community of luxury homes (up to 4,000 sq. ft.). Located at the quiet end of the street, this lot offers the perfect blend of privacy and prestige. Enjoy the peace of a secluded setting without sacrificing convenience—you are minutes from town with effortless access to Route 50. With a

    Jim Thomson Realty ONE Group Old Towne

    181 Oak Dr, Winchester, VA 22603
  • /70

    $789,000 Sold Sep 10, 2025

    850 Dicks Hollow Rd, Winchester, VA 22603

    • 4 Beds
    • 3.5 Baths
    • 3,178 Sq Ft
    • Built 2000

    Last Sold Summary

    • $248/SF
    • 15 Days On Market

    Current Estimated Value $803,990

    Last Listing Agent Rhonda Shade ERA Oakcrest Realty, Inc.

    850 Dicks Hollow Rd, Winchester, VA 22603
    • /32

      Est $326,850 Not Listed For Sale

      120 Comanche Trail, Winchester, VA 22602

      • 4 Beds
      • 2 Baths
      • 1,812 Sq Ft
      • Built 2006
      120 Comanche Trail, Winchester, VA 22602

      Last Sold Summary

      • 11% Above List Price
      • $163/SF
      • 1 Day On Market
      • Last Sold Price $295,000
      • Dec 11, 2024

      Last Listing Agent Kristen Kerns Roberts Realty Group, LLC

  • /8

    $69,990

    • Land
    • 1.38 Acres
    • $50,717 per Acre

    Lots 182, 183, 184 Rockwood Trail, Shawneeland, VA 22602

    WOW! Opportunities like this DO NOT come up often!! This sale includes THREE lots on the premium "view side" of Rockwood Trail, totaling nearly 1.4 acres (estimated). Go take a look and see the view potential on these lots. It's going to make you swoon!! Imagine the possibilities and schedule your showing today!Note: Buyer should consult Frederick County Planning Department and the VA

    Kristin Crosby Samson Properties

    Lots 182, 183, 184 Rockwood Trail, Shawneeland, VA 22602
  • /46

    $460,000 Sold Oct 01, 2025

    327 Bryarly Rd, Winchester, VA 22603

    • 3 Beds
    • 2 Baths
    • 2,165 Sq Ft
    • Built 1941

    Last Sold Summary

    • $212/SF
    • 76 Days On Market

    Current Estimated Value $449,449

    Last Listing Agent Lisa Behr Hunt Country Sotheby's International Realty

    327 Bryarly Rd, Winchester, VA 22603
    • /28

      Est $211,365 Not Listed For Sale

      102 Comanche Trail, Winchester, VA 22602

      • 2 Beds
      • 1 Bath
      • 925 Sq Ft
      • Built 1964
      102 Comanche Trail, Winchester, VA 22602

      Last Sold Summary

      • 6% Below List Price
      • $243/SF
      • 60 Days On Market
      • Last Sold Price $225,000
      • Mar 15, 2024

      Last Listing Agent John Wohlever Burch Real Estate Group, LLC

  • /21

    $235,000

    • 3 Beds
    • 1 Bath
    • 970 Sq Ft

    127 Geronimo Trail, Winchester, VA 22602

    Nestled in the serene Shawneeland community, this charming ranch-style home offers a perfect blend of comfort and tranquility. Set on a generous 1.92-acre lot, the property features a gently sloping landscape adorned with mature trees, creating a peaceful retreat from the hustle and bustle of everyday life. This 3-bedroom, 1-bathroom home invites you to unwind and make lasting memories. The

    Steve DuBrueler Coldwell Banker Premier

    127 Geronimo Trail, Winchester, VA 22602
  • /50

    $475,000 Sold Mar 31, 2026

    121 Waterside Ln, Cross Junction, VA 22625

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft
    • Built 2004

    Last Sold Summary

    • $193/SF
    • 47 Days On Market

    Current Estimated Value $475,705

    Last Listing Agent Daniel Keeton Keeton & Co. Real Estate

    121 Waterside Ln, Cross Junction, VA 22625
    • /22

      Est $199,472 Not Listed For Sale

      106 Blackfeet Trail, Winchester, VA 22602

      • 1 Bed
      • 1 Bath
      • 637 Sq Ft
      • Built 1960
      106 Blackfeet Trail, Winchester, VA 22602

      Last Sold Summary

      • 13% Above List Price
      • $276/SF
      • 46 Days On Market
      • Last Sold Price $176,000
      • Dec 15, 2023

      Last Listing Agent Laurie Hailey Charis Realty Group

  • /7

    $179,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,024 Sq Ft

    108 Comanche Trail, Winchester, VA 22602

    *Short Sale* SOLD AS IS* Discover the potential of this ranch-style home tucked away in Shawneeland! Offering 3 bedrooms and 2 full baths, this property features an open floor plan with a bright living room, kitchen with plenty of cabinet space, and spacious dining area. The primary suite includes a private bath and ample closet space. Enjoy peaceful mountain living with a large deck overlooking

    Waleed Abuzar RE/MAX Galaxy

    108 Comanche Trail, Winchester, VA 22602
  • /34

    $316,900 Sold May 16, 2025

    119 Comanche Trail, Winchester, VA 22602

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1986

    Last Sold Summary

    • $245/SF
    • 15 Days On Market

    Current Estimated Value $315,527

    Last Listing Agent LESLIE WEBB Long & Foster Real Estate, Inc.

    119 Comanche Trail, Winchester, VA 22602
    • /22

      Est $239,960 Not Listed For Sale

      123 Apache Trail, Winchester, VA 22602

      • 2 Beds
      • 1.5 Baths
      • 1,089 Sq Ft
      • Built 1967
      123 Apache Trail, Winchester, VA 22602

      Last Sold Summary

      • 2% Below List Price
      • $225/SF
      • 13 Days On Market
      • Last Sold Price $244,900
      • Sep 25, 2023

      Last Listing Agent Leo Smith CENTURY 21 New Millennium

  • /56

    $349,900

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

    224 Doe Trail, Winchester, VA 22602

    **NEW ROOF TO BE INSTALLED PRIOR TO CLOSING** Second chance to own this home!!! 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.

    Traci Shoberg Samson Properties

    224 Doe Trail, Winchester, VA 22602
  • /33

    $259,000 Sold Jul 28, 2025

    455 Marple Rd, Winchester, VA 22603

    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Built 2001

    Last Sold Summary

    • $259/SF
    • 46 Days On Market

    Last Listing Agent Anna Fox NextHome Realty Select

    455 Marple Rd, Winchester, VA 22603
    • /35

      Est $343,024 Not Listed For Sale

      117 Apache Trail, Winchester, VA 22602

      • 3 Beds
      • 1.5 Baths
      • 2,266 Sq Ft
      • Built 1985
      117 Apache Trail, Winchester, VA 22602

      Last Sold Summary

      • 9% Above List Price
      • $139/SF
      • 98 Days On Market
      • Last Sold Price $315,000
      • Mar 20, 2024

      Last Listing Agent Kevin Drake Coldwell Banker Premier

  • /10

    $20,000 Under Contract

    • Land
    • 27,007 Sq Ft
    • $32,258 per Acre

    LOT 35A Huron Trail, Shawneeland, VA 22602

    Welcome to Shawneeland. Large .62 acre Lot. Want More? Also For Sale Connected Lot 37(w/ Cert Letter) & Lot 38 offering multiple purchase options. See MLS VAFV2041026 & VAFV2040980 A Scenic Maintained Mountain Community, enjoy the amenities, lake with beach area & boat entrance, 4 fishing pond areas, streams, Large & small recreational park areas with playgrounds & Picnic pavilion, baseball

    Gina Griffith MarketPlace REALTY

    LOT 35A Huron Trail, Shawneeland, VA 22602
  • /51

    $1,060,000 Sold Jan 16, 2026

    207 Westview Dr, Winchester, VA 22603

    • 7 Beds
    • 4.5 Baths
    • 4,180 Sq Ft
    • Built 2005

    Last Sold Summary

    • $254/SF
    • 15 Days On Market

    Current Estimated Value $1,039,651

    Last Listing Agent Carolyn Young Samson Properties

    207 Westview Dr, Winchester, VA 22603
    • /3

      Est $230,642 Not Listed For Sale

      159 Hawk Trail, Winchester, VA 22602

      • 3 Beds
      • Built 1976
      159 Hawk Trail, Winchester, VA 22602

      Last Sold Summary

      • 1,053% Above List Price
      • $28/SF
      • 193 Days On Market
      • Last Sold Price $20,000
      • Jan 31, 2025

      Last Listing Agent Donovan Vasquez-Ramirez Vaze Realty

  • /7

    $23,900

    • Land
    • 21,344 Sq Ft
    • $48,776 per Acre

    Lot 101 Dogwood Trail, Shawneeland, VA 22602

    Come see the views in this mountain community, potential building lot .49 acres, build your possible full or part time home or just recreational use. Hard top roads, road maintenance & amenities. Fishing, boating, Beach area, 2 recreational park areas, picnic pavilion, fishing ponds, baseball field, basketball hoops. Peaceful & Quiet, Take a ride to the top & enjoy all the wonderful Mountain

    Gina Griffith MarketPlace REALTY

    Lot 101 Dogwood Trail, Shawneeland, VA 22602
  • /67

    $499,900 Sold Jun 20, 2025

    124 Downhill Cir, Cross Junction, VA 22625

    • 3 Beds
    • 2 Baths
    • 1,989 Sq Ft
    • Built 2005

    Last Sold Summary

    • $251/SF
    • 6 Days On Market

    Current Estimated Value $509,732

    Last Listing Agent Traci Shoberg Samson Properties

    124 Downhill Cir, Cross Junction, VA 22625
    • /48

      Est $311,349 Not Listed For Sale

      204 Hawk Trail, Winchester, VA 22602

      • 3 Beds
      • 2 Baths
      • 1,288 Sq Ft
      • Built 2007
      204 Hawk Trail, Winchester, VA 22602

      Last Sold Summary

      • 4% Above List Price
      • $233/SF
      • 9 Days On Market
      • Last Sold Price $300,000
      • May 06, 2024

      Last Listing Agent Leah Clowser RE/MAX

  • /23

    $349,900 Under Contract

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

    116 Pinto Trail, Winchester, VA 22602

    The Perfect Starter Home Awaits! 4-18-26 almost done. Current Shawneeland Inventory208 Beaver Trail210 Beaver Trail212 Falcon Trail211 Inca Trail107 Pinto Trail116 Pinto TrailLot 68 Killbuck TrailGranite 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

    Jim Thomson Realty ONE Group Old Towne

    116 Pinto Trail, Winchester, VA 22602
  • /18

    $15,000 Sold Oct 28, 2025

    LOT 43 Tomahawk Trail, Shawneeland, VA 22602

    • Land
    • 20,037 Sq Ft
    • $32,609 per Acre

    Last Sold Summary

    • 80 Days On Market

    Last Listing Agent Amanda Toothman Dandridge Realty Group, LLC

    LOT 43 Tomahawk Trail, Shawneeland, VA 22602

Showing Results 201 - 240, Page 6 of 18

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