Stephenson, VA Homes

• 

  

  

  /25

  $379,900

  New Construction

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

  208 Beaver Trail, Winchester, VA 22602

  House is completed! 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 baths. Huge value: Almost 2,000 sq ft

  Jim Thomson Realty ONE Group Old Towne

  208 Beaver Trail, Winchester, VA 22602
• 

  

  /2

  $145,000

  Sold Aug 14, 2026

  500 S Hayfield Rd, Winchester, VA 22602

  • 3 Beds
  • 1 Bath
  • 1,359 Sq Ft
  • Built 1957

  Last Sold Summary

  • 31% Below List Price
  • $107/SF
  • 32 Days On Market

  Last Listing Agent Phyllis Guthrie Keller Williams Realty

  500 S Hayfield Rd, Winchester, VA 22602
• 

  

  

  /22

  Est $258,386

  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

  • 13 Days On Market

  Last Listing Agent Leo Smith CENTURY 21 New Millennium
• 

  

  

  /29

  $359,900

  $29K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,263 Sq Ft

  224 Hawk Trail, Winchester, VA 22602

  Welcome home to this charming retreat nestled in the Shawneeland community of Winchester, Virginia. This beautifully reimaged rambler has been fully remodeled. The 3-bedroom, 2-bathroom home offers the perfect blend of modern finishes and relaxed mountain community living – ready for you to move-in and enjoy!Step outside and breathe it all in. A delightful front porch sets the tone the

  Joelle Graham Weichert, REALTORS

  224 Hawk Trail, Winchester, VA 22602
• 

  

  

  /18

  $405,000

  Sold Apr 24, 2026

  164 Bethel Grange Rd, Winchester, VA 22603

  • 3 Beds
  • 1.5 Baths
  • 2,164 Sq Ft
  • Built 1964

  Last Sold Summary

  • 5% Below List Price
  • $187/SF
  • 2 Days On Market

  Current Estimated Value $406,540

  Last Listing Agent Sarah Reynolds Keller Williams Realty

  164 Bethel Grange Rd, Winchester, VA 22603
• 

  

  /35

  Est $345,187

  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

  • 98 Days On Market

  Last Listing Agent Kevin Drake Coldwell Banker Premier
• 

  /2

  $199,900

  $50K PRICE DROP

  • Land
  • 5.01 Acres
  • $39,900 per Acre

  Lot 7 Oak, Winchester, VA 22603

  Build Your Vision at the End of the LaneDiscover 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.

  Jim Thomson Realty ONE Group Old Towne

  Lot 7 Oak, Winchester, VA 22603
• 

  

  /20

  $7,000

  Sold Aug 26, 2025

  LOT 41 Westside Ln, Lake Holiday, VA 22637

  • Land
  • 16,988 Sq Ft
  • $17,949 per Acre

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Lisa Cox Colony Realty

  LOT 41 Westside Ln, Lake Holiday, VA 22637
• 

  

  /69

  Est $697,460

  Not Listed For Sale

  237 Aspen Trail, Winchester, VA 22602

  • 3 Beds
  • 3.5 Baths
  • 3,432 Sq Ft
  • Built 2001

  237 Aspen Trail, Winchester, VA 22602

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Sheila Pack RE/MAX Roots
• 

  

  /90

  $485,000

  $32K PRICE DROP Under Contract

  • 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 backing to conservation land just minutes from the vibrant energy of historic

  Andrew Hensley Samson Properties

  235 Peppermint Spring Ln, Winchester, VA 22603
• 

  

  /18

  $240,000

  Sold Jul 08, 2026

  230 Crinoline Ln, Winchester, VA 22603

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $195/SF
  • 7 Days On Market

  Current Estimated Value $357,259

  Last Listing Agent Jennifer Avery Crum Realty, Inc.

  230 Crinoline Ln, Winchester, VA 22603
• 

  

  /3

  Est $245,072

  Not Listed For Sale

  159 Hawk Trail, Winchester, VA 22602

  • 3 Beds
  • Built 1976

  159 Hawk Trail, Winchester, VA 22602

  Last Sold Summary

  • 193 Days On Market

  Last Listing Agent Donovan Vasquez Vaze Realty
• 

  

  /59

  $350,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,449 Sq Ft

  852 McDonald Rd, Winchester, VA 22602

  Country living without the long commute! This 4-bedroom, 2-bath ranch sits on 2.15 private acres just minutes from Winchester, offering the perfect blend of peaceful surroundings and everyday convenience. Backing to woods with your own private walking paths, this property also enjoys distant mountaintop views that can be appreciated from both the backyard and the primary bedroom. Many of the

  Angie Ordonez NextHome Realty Select

  852 McDonald Rd, Winchester, VA 22602
• 

  

  /50

  $370,000

  Sold Feb 06, 2026

  220 Chestnut Grove Rd, Winchester, VA 22603

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

  Last Sold Summary

  • $428/SF
  • 62 Days On Market

  Current Estimated Value $372,971

  Last Listing Agent Laura King MarketPlace REALTY

  220 Chestnut Grove Rd, Winchester, VA 22603
• 

  

  /48

  Est $314,929

  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

  • 9 Days On Market

  Last Listing Agent Leah Clowser RE/MAX Roots
• 

  

  /26

  $759,000

  $7K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,220 Sq Ft

  175 Shields Dr, Winchester, VA 22602

  Beautiful 5 bedroom, 2.5-bath brick-front home situated on 2 private acres, offering the perfect blend of space, comfort, and recent updates. Shower on the main floor in laudry room, bonus room being used as a main floor bedroom. Major updates provide peace of mind, including a new roof (2025), HVAC systems replaced in 2023, 2024, and 2025, a new pressure tank, water heater, sump pump, Culligan

  Sheila Pack RE/MAX Roots

  175 Shields Dr, Winchester, VA 22602
• 

  

  /5

  $1,200,000

  Sold Apr 24, 2026

  1389 Back Mountain Rd, Winchester, VA 22602

  • Land
  • 189 Acres
  • $6,349 per Acre

  Last Sold Summary

  • 87 Days On Market

  Current Estimated Value $1,496,000

  Last Listing Agent H. Paige Manuel Oakcrest Commercial LLC.

  1389 Back Mountain Rd, Winchester, VA 22602
• 

  

  /68

  Est $367,011

  Not Listed For Sale

  611 Manito Trail, Winchester, VA 22602

  • 4 Beds
  • 2 Baths
  • 1,691 Sq Ft
  • Built 1992

  611 Manito Trail, Winchester, VA 22602

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Tracy Link Coldwell Banker Premier
• 

  

  /22

  $349,900

  New Construction

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  101 Tonto Trail, Winchester, VA 22602

  The Perfect Starter or downsize Home Awaits! Current Shawneeland Inventory208 Beaver Trail101 Tonto Trail212 Falcon Trail211 Inca Trail107 Pinto Trail 123 Killbuck TrailComcast/Xfinity available on this street. New plan on almost 1/3 of acre! Affordable new home close to town with full unfinished basement (ruff in future bath) for future needs. Upgrades include: Hardwood

  Jim Thomson Realty ONE Group Old Towne

  101 Tonto Trail, Winchester, VA 22602
• 

  

  /23

  $220,000

  Sold May 20, 2026

  228 Graywolf Trail, Winchester, VA 22602

  • 2 Beds
  • 1 Bath
  • 640 Sq Ft
  • Built 1975

  Last Sold Summary

  • 6% Below List Price
  • $344/SF
  • 20 Days On Market

  Current Estimated Value $218,430

  Last Listing Agent Julie Shiley Coldwell Banker Realty

  228 Graywolf Trail, Winchester, VA 22602
• 

  

  /48

  Est $386,098

  Not Listed For Sale

  621 Shawnee Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 2,776 Sq Ft
  • Built 2003

  621 Shawnee Trail, Winchester, VA 22602

  Last Sold Summary

  • 120 Days On Market

  Last Listing Agent Darlene Ferguson Key Move Properties, LLC.
• 

  

  /35

  $379,900

  New Construction

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

  211 Inca Trail, Winchester, VA 22602

  House completed.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 floor plan connects the family room to a

  Jim Thomson Realty ONE Group Old Towne

  211 Inca Trail, Winchester, VA 22602
• 

  

  /34

  $235,000

  Sold Apr 30, 2026

  177 Dicks Hollow Rd, Winchester, VA 22603

  • 2 Beds
  • 1 Bath
  • 650 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Below List Price
  • $362/SF
  • 51 Days On Market

  Current Estimated Value $231,624

  Last Listing Agent Sheila Pack RE/MAX Roots

  177 Dicks Hollow Rd, Winchester, VA 22603
• 

  

  /36

  Est $314,221

  Not Listed For Sale

  217 Spruce Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2004

  217 Spruce Trail, Winchester, VA 22602

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Dave Spence RE/MAX Roots
• 

  

  /69

  $349,000

  $31K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,276 Sq Ft

  112 Cornstalk Trail, Winchester, VA 22602

  NEW PRICE! COME TO THE COUNTRY! WELCOME TO THE GOOD LIFE IN THIS RUSTIC MOUNTAIN-LAKE COMMUNITY WITH A BEACH. A short drive to downtown, Winchester Medical Center, restaurants, shopping and services. Lovely and affordable split foyer with 3 bedrooms, 3 full baths, a finished basement and a 2-car garage. Open floor plan. Large living room with vaulted ceiling. Kitchen with breakfast bar, newer

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  112 Cornstalk Trail, Winchester, VA 22602
• 

  

  /86

  $1,600,000

  Sold Aug 18, 2026

  1631 Back Mountain Rd, Winchester, VA 22602

  • 5 Beds
  • 4 Baths
  • 4,166 Sq Ft
  • Built 2008

  Last Sold Summary

  • $384/SF
  • 273 Days On Market

  Current Estimated Value $1,646,068

  Last Listing Agent Dan Whitacre Colony Realty

  1631 Back Mountain Rd, Winchester, VA 22602
• 

  

  /27

  Est $331,788

  Not Listed For Sale

  228 Doe Trail, Winchester, VA 22602

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

  228 Doe Trail, Winchester, VA 22602

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Yvonne Holland Samson Properties
• 

  

  /12

  $165,000

  • Land
  • 19,166 Sq Ft
  • $375,000 per Acre

  LOT 115 Rockwood Trail, Back Creek, VA 22602

  More Pictures On The Way! Now Offering This Beautiful Lot In Shawneeland VA, Just West Of Winchester! Mountain Top Lot With Great View! Lot Is Cleared, and Neighbors Lot Is Also! Clear View Of The Winchester City Area And Beyond!This .44 Acre Lot Has A Cleared Area With A Standing Shed, A 3 Bedroom Septic Perk, And Power Is Already Run On This Road. Mountain Top Living Includes The Frederick

  Tracy Link Coldwell Banker Premier

  LOT 115 Rockwood Trail, Back Creek, VA 22602
• 

  

  /35

  $534,000

  Sold May 13, 2026

  157 Oak Dr, Winchester, VA 22603

  • 4 Beds
  • 2.5 Baths
  • 2,280 Sq Ft
  • Built 1989

  Last Sold Summary

  • 9% Below List Price
  • $234/SF
  • 89 Days On Market

  Current Estimated Value $534,748

  Last Listing Agent Phyllis Guthrie Keller Williams Realty

  157 Oak Dr, Winchester, VA 22603
• 

  

  /15

  Est $178,609

  Not Listed For Sale

  236 Doe Trail, Winchester, VA 22602

  • 1 Bed
  • 1 Bath
  • 861 Sq Ft
  • Built 1971

  236 Doe Trail, Winchester, VA 22602

  Last Sold Summary

  • 222 Days On Market

  Last Listing Agent Liz McDonald Dandridge Realty Group, LLC
• 

  

  /115

  $365,000

  Sold Aug 27, 2025

  112 Eagle Trail, Winchester, VA 22602

  • 5 Beds
  • 3 Baths
  • 2,254 Sq Ft
  • Built 2001

  Last Sold Summary

  • $162/SF
  • 5 Days On Market

  Current Estimated Value $367,307

  Last Listing Agent Wanda Garris Miller Century 21 Redwood Realty

  112 Eagle Trail, Winchester, VA 22602
• 

  

  /61

  Est $393,337

  Not Listed For Sale

  501 Hickory Trail, Winchester, VA 22602

  • 4 Beds
  • 3 Baths
  • 2,612 Sq Ft
  • Built 1994

  501 Hickory Trail, Winchester, VA 22602

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty
• 

  

  /37

  $305,000

  Sold Jun 12, 2026

  258 McDonald Rd, Winchester, VA 22602

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $210/SF
  • 5 Days On Market

  Current Estimated Value $310,145

  Last Listing Agent Brandon Darr Samson Properties

  258 McDonald Rd, Winchester, VA 22602
• 

  

  /20

  Est $379,437

  Not Listed For Sale

  214 Aspen Trail, Winchester, VA 22602

  • 3 Beds
  • 4 Baths
  • 2,026 Sq Ft
  • Built 1995

  214 Aspen Trail, Winchester, VA 22602

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Larry Makowski Express Auctioneers, LLC
• 

  

  /56

  $385,000

  Sold Apr 29, 2026

  145 Graywolf Trail, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Above List Price
  • $232/SF
  • 5 Days On Market

  Current Estimated Value $378,983

  Last Listing Agent Shelley Belford NextHome Realty Select

  145 Graywolf Trail, Winchester, VA 22602
• 

  

  /20

  Est $269,305

  Not Listed For Sale

  119 Hemlock Trail, Winchester, VA 22602

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft
  • Built 2000

  119 Hemlock Trail, Winchester, VA 22602

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Kristin Cobb Berkshire Hathaway HomeServices PenFed Realty
• 

  

  /81

  $725,000

  Sold Jan 14, 2026

  191 Banks Dr, Winchester, VA 22602

  • 4 Beds
  • 3.5 Baths
  • 3,963 Sq Ft
  • Built 2007

  Last Sold Summary

  • $183/SF
  • 12 Days On Market

  Current Estimated Value $729,267

  Last Listing Agent Jodi Cilley Realty ONE Group Old Towne

  191 Banks Dr, Winchester, VA 22602
• 

  

  /31

  Est $348,619

  Not Listed For Sale

  231 Graywolf Trail, Winchester, VA 22602

  • 2 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • Built 1970

  231 Graywolf Trail, Winchester, VA 22602

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Tina McElroy Samson Properties
• 

  

  /61

  $527,000

  Sold Nov 21, 2025

  505 Back Creek Rd, Gore, VA 22637

  • 4 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 2001

  Last Sold Summary

  • $287/SF
  • 3 Days On Market

  Current Estimated Value $492,459

  Last Listing Agent Shelley Belford NextHome Realty Select

  505 Back Creek Rd, Gore, VA 22637
• 

  

  /57

  Est $324,101

  Not Listed For Sale

  150 Falcon Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 2007

  150 Falcon Trail, Winchester, VA 22602

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Dana Ashlock Samson Properties

Showing Results 241 - 280, Page 7 of 18