5,498

Stephenson, VA Homes

Section Image
  • /68

    $364,900

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    156 Geronimo Trail, Winchester, VA 22602

    .Welcome home to this charming ranch-style retreat featuring 3 bedrooms and 2 full baths, nestled on a beautifully mature, wooded lot filled with lush plantings and abundant wildlife. The fully fenced front yard offers privacy and a perfect outdoor escape, complete with a cozy firepit area for relaxing or entertaining. Step inside to a warm and inviting interior, highlighted by a spacious

    Traci Shoberg Samson Properties

    156 Geronimo Trail, Winchester, VA 22602
  • /10

    $25,000 Sold Mar 31, 2026

    Lot 68 Killbuck Trail, Shawneeland, VA 22602

    • Land
    • 13,068 Sq Ft
    • $83,333 per Acre

    Last Sold Summary

    • 2 Days On Market

    Last Listing Agent RoxAnn Grimes RE/MAX Roots

    Lot 68 Killbuck Trail, Shawneeland, VA 22602
    • /39

      Est $263,187 Not Listed For Sale

      301 Duwamish Trail, Winchester, VA 22602

      • 2 Beds
      • 2 Baths
      • 1,225 Sq Ft
      • Built 1964
      301 Duwamish Trail, Winchester, VA 22602

      Last Sold Summary

      • 7% Above List Price
      • $200/SF
      • 19 Days On Market
      • Last Sold Price $245,000
      • Jul 14, 2023

      Last Listing Agent Alexander Bracke Real Broker, LLC

  • /9

    $17,000

    • Land
    • 21,780 Sq Ft
    • $34,000 per Acre

    Lot 111 Cub Trail, Winchester, VA 22602

    Tired of the bustle of city life? Visit Shawneeland in northwestern Frederick County, Virginia. Visit for a day and stay for a lifetime. This mountaintop lot on the western slope is just the place to build a home. Enjoy Shawneeland's amenities: a spring-fed lake perfect for swimming and fishing, a playground for the children, and hiking trails for the entire family.Love the country but want

    Rebecca McTavish Long & Foster Real Estate, Inc.

    Lot 111 Cub Trail, Winchester, VA 22602
  • /27

    $320,000 Sold Jun 27, 2025

    228 Doe Trail, Winchester, VA 22602

    • 2 Beds
    • 2 Baths
    • 2,051 Sq Ft
    • Built 1978

    Last Sold Summary

    • $156/SF
    • 7 Days On Market

    Current Estimated Value $321,914

    Last Listing Agent Yvonne Holland Samson Properties

    228 Doe Trail, Winchester, VA 22602
    • /19

      Est $451,175 Not Listed For Sale

      101 Delaware Trail, Winchester, VA 22602

      • 3 Beds
      • 1 Bath
      • 2,094 Sq Ft
      • Built 1965
      101 Delaware Trail, Winchester, VA 22602

      Last Sold Summary

      • 79% Above List Price
      • $120/SF
      • 21 Days On Market
      • Last Sold Price $252,000
      • Jan 29, 2024

      Last Listing Agent Scott Thompson Samson Properties

  • /8

    $250,000

    • Land
    • 15.63 Acres
    • $15,995 per Acre

    15.63 Acres 52-2-b, Winchester, VA 22603

    15.63 +/- acres, located at the top of Round Hill, call for information about access, the property will be sold with deed restrictions against building at the top of the hill.

    John Scully Colony Realty

    15.63 Acres 52-2-b, Winchester, VA 22603
  • /26

    $235,000 Sold Jul 18, 2025

    1502 Tomahawk Trail, Winchester, VA 22602

    • 2 Beds
    • 1 Bath
    • 704 Sq Ft
    • Built 1988

    Last Sold Summary

    • $334/SF
    • 34 Days On Market

    Current Estimated Value $230,984

    Last Listing Agent Kristin Crosby Samson Properties

    1502 Tomahawk Trail, Winchester, VA 22602
    • /22

      Est $304,772 Not Listed For Sale

      225 Susquehanna Trail, Winchester, VA 22602

      • 3 Beds
      • 2 Baths
      • 1,528 Sq Ft
      • Built 1970
      225 Susquehanna Trail, Winchester, VA 22602

      Last Sold Summary

      • 9% Above List Price
      • $183/SF
      • 6 Days On Market
      • Last Sold Price $280,000
      • Jun 11, 2024

      Last Listing Agent Jacob Taylor Blue Valley Real Estate

  • /24

    $260,000

    • Land
    • 11,325 Sq Ft
    • $1,000,000 per Acre

    0 Sleigh Drive Lot #193 Unit VAFV2040356, Cross Junction, VA 22625

    Come to the very popular SOUTH SIDE where the LAKE whispers to you in soft and quiet tones. Come and find out why the SOUTH SIDE is so very attractive for LAKE LIVING at LAKE HOLIDAY ESTATES. This parcel is gently sloped on a wide COVE (No Wake). Lots of LAKE WILDLIFE and the parcel is within a few minutes WALK to BEACH 2.. There is NO THROUGH TRAFFIC here and There are NO HOUSES across the COVE

    Erick Erdal Long & Foster Real Estate, Inc.

    0 Sleigh Drive Lot #193 Unit VAFV2040356, Cross Junction, VA 22625
  • /39

    $445,000 Sold Aug 01, 2025

    234 Bethel Grange Rd, Winchester, VA 22603

    • 4 Beds
    • 2 Baths
    • 1,864 Sq Ft
    • Built 1954

    Last Sold Summary

    • $239/SF

    Current Estimated Value $440,261

    Last Listing Agent Cathy Durbin Crum Realty, Inc.

    234 Bethel Grange Rd, Winchester, VA 22603
    • /41

      Est $226,992 Not Listed For Sale

      141 Rappahannock Trail, Winchester, VA 22602

      • 2 Beds
      • 1 Bath
      • 660 Sq Ft
      • Built 1975
      141 Rappahannock Trail, Winchester, VA 22602

      Last Sold Summary

      • 3% Below List Price
      • $356/SF
      • 8 Days On Market
      • Last Sold Price $235,000
      • Apr 24, 2024

      Last Listing Agent David Rotan Pearson Smith Realty, LLC

  • /10

    $45,000

    • Land
    • 19,166 Sq Ft
    • $102,273 per Acre

    LOT #184 Sleigh, Cross Junction, VA 22625

    Nestled in a serene corner of Lake Holiday, this exceptional land parcel offers a unique opportunity to create your dream retreat. With its irregular shape and gentle sloping terrain, the lot presents a canvas for architectural creativity, allowing you to design a residence that harmonizes with the natural beauty surrounding it. Imagine waking up to breathtaking views of the tranquil lake, where

    Steve DuBrueler Coldwell Banker Premier

    LOT #184 Sleigh, Cross Junction, VA 22625
  • /10

    $25,000 Sold Mar 31, 2026

    Lot 4 Duwamish Trail, Shawneeland, VA 22602

    • Land
    • 11,761 Sq Ft
    • $92,593 per Acre

    Last Sold Summary

    • 2 Days On Market

    Last Listing Agent RoxAnn Grimes RE/MAX Roots

    Lot 4 Duwamish Trail, Shawneeland, VA 22602
    • /53

      Est $264,017 Not Listed For Sale

      229 Shenandoah Trail, Winchester, VA 22602

      • 3 Beds
      • 1 Bath
      • 1,032 Sq Ft
      • Built 1976
      229 Shenandoah Trail, Winchester, VA 22602

      Last Sold Summary

      • 4% Above List Price
      • $247/SF
      • 22 Days On Market
      • Last Sold Price $255,000
      • Mar 29, 2024

      Last Listing Agent Kristen Kerns Roberts Realty Group, LLC

  • /23

    $228,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 640 Sq Ft

    228 Graywolf Trail, Winchester, VA 22602

    Move‐in ready 2 bedroom, 1 full bath rancher offering easy one‐level living in a convenient location close to Winchester. Enjoy a welcoming covered front porch, circular driveway, and a nice‐sized outbuilding with electric—perfect for a freezer, workshop, or hobby space.This home has been updated throughout, featuring LVP flooring, mini‐split heating and cooling, new water heater, updated

    Julie Shiley Coldwell Banker Realty

    228 Graywolf Trail, Winchester, VA 22602
  • /2

    $55,000 Sold Feb 27, 2026

    Lot 14 Autumn Hills Estate, Gore, VA 22637

    • Land
    • 5.25 Acres
    • $10,476 per Acre

    Last Sold Summary

    • 228 Days On Market

    Last Listing Agent Vinay Gulati Dream Realty, Inc.

    Lot 14 Autumn Hills Estate, Gore, VA 22637
    • /47

      Est $267,651 Not Listed For Sale

      141 Geronimo Trail, Winchester, VA 22602

      • 3 Beds
      • 1 Bath
      • 1,232 Sq Ft
      • Built 1975
      141 Geronimo Trail, Winchester, VA 22602

      Last Sold Summary

      • 1% Above List Price
      • $215/SF
      • 95 Days On Market
      • Last Sold Price $265,000
      • Jun 23, 2023

      Last Listing Agent Janet Broyles CENTURY 21 New Millennium

  • /86

    $1,900,000

    • 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
  • /24

    $315,000 Sold Jun 27, 2025

    398 Old Bethel Church Rd, Winchester, VA 22603

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1968

    Last Sold Summary

    • $281/SF
    • 4 Days On Market

    Current Estimated Value $323,184

    Last Listing Agent Janet Broyles CENTURY 21 New Millennium

    398 Old Bethel Church Rd, Winchester, VA 22603
    • /36

      Est $284,127 Not Listed For Sale

      109 Gannentaha Trail, Winchester, VA 22602

      • 2 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 2002
      109 Gannentaha Trail, Winchester, VA 22602

      Last Sold Summary

      • 2% Above List Price
      • $275/SF
      • 27 Days On Market
      • Last Sold Price $277,500
      • Jul 31, 2024

      Last Listing Agent Nicole Lewis Coldwell Banker Premier

  • /19

    $369,900 Coming Soon

    • 4 Beds
    • 2 Baths
    • 1,691 Sq Ft

    611 Manito Trail, Winchester, VA 22602

    Nestled in the highly sought-after rural enclave of Shawneeland, this meticulously maintained and cherished cedar-sided rancher offers the perfect blend of comfort and convenience. Boasting four bedrooms and two bathrooms, this charming single-level residence is set on a generous 0.44-acre lot, surrounded by mature trees with serene mountain views. Unlike some other homes, the home features a

    Tracy Link Coldwell Banker Premier

    611 Manito Trail, Winchester, VA 22602
  • /43

    $345,000 Sold Oct 21, 2025

    6760 Northwestern Pike, Gore, VA 22637

    • 4 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1962

    Last Sold Summary

    • $280/SF
    • 76 Days On Market

    Current Estimated Value $353,404

    Last Listing Agent Suzanne Simpson Fathom Realty

    6760 Northwestern Pike, Gore, VA 22637
    • /20

      Est $239,316 Not Listed For Sale

      104 Forked Horn Trail, Winchester, VA 22602

      • 3 Beds
      • 1 Bath
      • 1,029 Sq Ft
      • Built 1966
      104 Forked Horn Trail, Winchester, VA 22602

      Last Sold Summary

      • 23% Above List Price
      • $190/SF
      • 74 Days On Market
      • Last Sold Price $195,000
      • Jun 06, 2023

      Last Listing Agent Meghan Pachas Realty ONE Group Old Towne

  • /7

    $12,500

    • Land
    • 15,681 Sq Ft
    • $34,722 per Acre

    0 Cub Trail Unit VAFV2020880, Back Creek, VA 22602

    This corner lot in Shawneeland, a residential community nestled against the backdrop of Great North Mountain. northwestern Frederick County, Virginia, offers the opportunity to return to nature and revel in your privacy. Build your getaway home or consider moving here permanently. Enjoy swimming or fishing in the community's spring -fed lake, take the children to the playground, or bring

    Rebecca McTavish Long & Foster Real Estate, Inc.

    0 Cub Trail Unit VAFV2020880, Back Creek, VA 22602
  • /39

    $489,900 Sold Jul 10, 2025

    602 S Lakeview Dr, Cross Junction, VA 22625

    • 4 Beds
    • 4.5 Baths
    • 2,490 Sq Ft
    • Built 2007

    Last Sold Summary

    • $197/SF
    • 34 Days On Market

    Current Estimated Value $501,495

    Last Listing Agent Jacquelyn Rizzari MarketPlace REALTY

    602 S Lakeview Dr, Cross Junction, VA 22625
    • /19

      Est $233,749 Not Listed For Sale

      126 Cheyenne Trail, Winchester, VA 22602

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1966
      126 Cheyenne Trail, Winchester, VA 22602

      Last Sold Summary

      • 2% Below List Price
      • $275/SF
      • 111 Days On Market
      • Last Sold Price $238,000
      • Jun 15, 2023

      Last Listing Agent Leo Smith CENTURY 21 New Millennium

  • /9

    $17,000

    • Land
    • 18,295 Sq Ft
    • $40,476 per Acre

    Lot 76 Bear Trail, Winchester, VA 22602

    Looking for a lot in a quiet, rural development where you can enjoy the beauty of nature, listen to the birds, and view an occasional wild turkey or deer? This undeveloped lot in Shawneeland may be just the place for you. With its spring-fed lake, great for fishing or swimming, and mountain trails, Shawneeland is the perfect place to build a getaway retreat or a full-time residence. Located

    Rebecca McTavish Long & Foster Real Estate, Inc.

    Lot 76 Bear Trail, Winchester, VA 22602
  • /32

    $469,000 Sold Aug 27, 2025

    152 Burnt Church Rd, Winchester, VA 22603

    • 3 Beds
    • 3 Baths
    • 2,850 Sq Ft
    • Built 1964

    Last Sold Summary

    • $165/SF
    • 25 Days On Market

    Current Estimated Value $463,859

    Last Listing Agent Cheryl Spangler Spangler Real Estate

    152 Burnt Church Rd, Winchester, VA 22603
    • /44

      Est $311,477 Not Listed For Sale

      103 Cheyenne Trail, Winchester, VA 22602

      • 3 Beds
      • 1.5 Baths
      • 2,438 Sq Ft
      • Built 1969
      103 Cheyenne Trail, Winchester, VA 22602

      Last Sold Summary

      • 4% Above List Price
      • $123/SF
      • 24 Days On Market
      • Last Sold Price $300,000
      • May 01, 2025

      Last Listing Agent Keri Shull EXP Realty, LLC

  • /17

    $399,900 New Construction

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

    123 Killbuck Trail, Winchester, VA 22602

    Current Shawneeland Inventory208 Beaver Trail210 Beaver Trail212 Falcon Trail211 Inca Trail103 Tonto Trail123 Killbuck TrailPremium 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

    Jim Thomson Realty ONE Group Old Towne

    123 Killbuck Trail, Winchester, VA 22602
  • /35

    $403,000 Sold Nov 03, 2025

    277 McDonald Rd, Winchester, VA 22602

    • 3 Beds
    • 2.5 Baths
    • 1,993 Sq Ft
    • Built 2008

    Last Sold Summary

    • $202/SF
    • 6 Days On Market

    Current Estimated Value $407,148

    Last Listing Agent christine ruffner Morris & Co. Realty, LLC

    277 McDonald Rd, Winchester, VA 22602
    • /26

      Est $220,921 Not Listed For Sale

      127 Blackfeet Trail, Winchester, VA 22602

      • 3 Beds
      • 1.5 Baths
      • 922 Sq Ft
      • Built 1975
      127 Blackfeet Trail, Winchester, VA 22602

      Last Sold Summary

      • 68% Above List Price
      • $142/SF
      • 42 Days On Market
      • Last Sold Price $131,250
      • Jan 08, 2024

      Last Listing Agent Steve DuBrueler Coldwell Banker Premier

  • /4

    $179,000 Under Contract

    • 2 Beds
    • 1 Bath

    777 McDonald Rd, Winchester, VA 22602

    1.22 Acres with Move-In Ready Mobile Home & Approved 3BR Build – Utilities Installed! Stop searching for land and start building! This is the ultimate "hook-up" property located on a quiet 1.22-acre lot, just minutes from downtown and shopping. Whether you want to move in immediately while you plan or start construction right away, this property has everything in place. The Land & Utilities:

    Kandi McKenzie Realty ONE Group Old Towne

    777 McDonald Rd, Winchester, VA 22602
  • /24

    $34,000 Sold Sep 30, 2025

    LOT 34 Southwood Dr, Whitacre, VA 22625

    • Land
    • 17,424 Sq Ft
    • $85,000 per Acre

    Last Sold Summary

    • 139 Days On Market

    Last Listing Agent Lisa Cox Colony Realty

    LOT 34 Southwood Dr, Whitacre, VA 22625
    • /32

      Est $269,963 Not Listed For Sale

      104 Buffalo Trail, Winchester, VA 22602

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1960
      104 Buffalo Trail, Winchester, VA 22602

      Last Sold Summary

      • $208/SF
      • 3 Days On Market
      • Last Sold Price $270,000
      • Aug 22, 2024

      Last Listing Agent Elizabeth Kerns Realty ONE Group Old Towne

  • /29

    $6,000

    • Land
    • 12,632 Sq Ft
    • $20,690 per Acre

    LOT 234 Christie Ln, Whitacre, VA 22625

    Membership lot located in the 240-acre gated Lake Holiday Estates! Come bring your boat and lease a dock slip at the marina! Just 90 minutes from DC and 20 minutes from Winchester. Relax and enjoy the many amenities that Lake Holiday has to offer: 2 sandy beaches, fishing pier, clubhouse, fitness room, dog parks, playgrounds, picnic areas, disc golf and various sports courts. Lake Holiday is a

    Lisa Cox Colony Realty

    LOT 234 Christie Ln, Whitacre, VA 22625
  • /2

    $1,305,000 Sold Jun 20, 2025

    2277 Indian Hollow Rd, Winchester, VA 22603

    • 3 Beds
    • 3.5 Baths
    • 2,880 Sq Ft
    • Built 2012

    Last Sold Summary

    • $453/SF

    Current Estimated Value $1,332,834

    Last Listing Agent Jim Shebest Coldwell Banker Realty

    2277 Indian Hollow Rd, Winchester, VA 22603
    • /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

  • /3

    $84,900 Under Contract

    • Land
    • 1.33 Acres
    • $63,835 per Acre

    0 Hollow Rd, Gore, VA 22637

    Perc work has been started! Soil scientist has located 2 separate perc sites, 1 at the front for a 2 bedroom conv and one at the rear of the property for a 4 bedroom alternate system. Existing well on the property that Purchaser will need verify. Seller hasn't used since the hydrant went missing years ago. Seller has put survey and final perc docs on a temporary hold with consideration to Buyer.

    Misty Miller OliveTree Property Group, LLC

    0 Hollow Rd, Gore, VA 22637

Showing Results 161 - 200, Page 5 of 18

How to Buy a Home How to Finance a Home How to Sell a Home