Stephenson, VA Homes

• 

  

  

  /53

  Est $266,288

  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

  • 22 Days On Market

  Last Listing Agent Kristen Kerns Roberts Realty Group, LLC
• 

  

  

  /13

  $179,000

  $20K PRICE DROP

  • Land
  • 20.05 Acres
  • $8,928 per Acre

  951 Bobcat Trail, Winchester, VA 22602

  Breathtaking Views and Endless Possibilities! Discover your own slice of paradise on this stunning 20.05-acre property! With a 3-bedroom perc already in place, drainfield and distribution box installed, and electric at the property, you're just a septic tank away from breaking ground. Part of the lot is already cleared, making it the perfect spot to build your dream home, weekend getaway, or cozy

  Sharon Farinholt Realty ONE Group Old Towne

  951 Bobcat 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 $403,203

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

  277 McDonald Rd, Winchester, VA 22602
• 

  

  

  /36

  Est $289,287

  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

  • 27 Days On Market

  Last Listing Agent Nicole Lewis Coldwell Banker Premier
• 

  

  /2

  $12,800

  • Land
  • 17,424 Sq Ft
  • $32,000 per Acre

  0 Budwood Trail Unit 11620368, Winchester, VA 22602

  Nice level corner wooded lot. Corner of Budwood and Rockwood Follow your GPS to the corner point. All measurements are taken from government sources. Such as the actual .4. acres is actually .398 acres rounded up.

  John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

  0 Budwood Trail Unit 11620368, 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
• 

  

  /44

  Est $307,511

  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

  • 24 Days On Market

  Last Listing Agent Keri Shull EXP Realty, LLC
• 

  

  /17

  $9,500

  • Land
  • 21,780 Sq Ft
  • $19,000 per Acre

  Lot 56 Bear Trail, Shawneeland, VA 22602

  SELLER FINANCING AVAILABLE! Priced to sell! This wooded, Half Acre, unimproved lot at the top of the mountain in the amenities-filled Shawneeland community offers privacy and views once developed. Perfect for a weekend home, vacation getaway, or full-time residence! Roads and common areas are maintained (including plowing!) by the Shawneeland Sanitary District, with fees of only $190/ yr!

  Monica Kemp Roberts Realty Group, LLC

  Lot 56 Bear Trail, Shawneeland, VA 22602
• 

  

  /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 $367,708

  Last Listing Agent Lisa Chaudhry Samson Properties

  125 Cherokee Trail, Winchester, VA 22602
• 

  

  /26

  Est $217,378

  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

  • 42 Days On Market

  Last Listing Agent Steve DuBrueler Coldwell Banker Premier
• 

  

  /33

  $679,900

  $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 4,050 Sq Ft

  405 Spring Valley Dr, Winchester, VA 22603

  NEW PRICE REDUCTION! NO HOA!!! Built in 1971, this 4 Bed/2.5 Bath home is located on over 2 wooded acres features built-ins, upgraded countertops, new water treatment system, new HVAC, hardwood floors throughout the main level, 2 fireplaces, French doors, bay windows, and many upgrades. Two car garage (attached) Circular driveway Main-level laundry room. The kitchen has granite countertops, an

  Ralph Harvey ListWithFreedom.com

  405 Spring Valley Dr, 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
• 

  

  /43

  Est $288,369

  Not Listed For Sale

  117 Buffalo Trail, Winchester, VA 22602

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1998

  117 Buffalo Trail, Winchester, VA 22602

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Rhonda Sager Sager Real Estate
• 

  /2

  $12,800

  • Land
  • 17,424 Sq Ft
  • $32,000 per Acre

  0+ Budwood Trail, Shawneeland, VA 22602

  Nice and level wooded lot next to a corner lot that is also listed for sale and owned by different seller.

  John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

  0+ Budwood Trail, Shawneeland, 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
• 

  

  /32

  Est $281,698

  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

  • 3 Days On Market

  Last Listing Agent Elizabeth Kerns Realty ONE Group Old Towne
• 

  

  /19

  $379,900

  New Construction $20K PRICE DROP

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

  107 Pinto Trail, Winchester, VA 22602

  House complete! Split foyer low in community and flat lot with easy access out of subdivision (mailboxes, community trash drop off and exit very close to home). Hardwoods throughout, granite, tile backsplash, finished rec room with third full bath.

  Jim Thomson Realty ONE Group Old Towne

  107 Pinto Trail, Winchester, VA 22602
• 

  

  /97

  $650,000

  Sold Jul 16, 2026

  516 Sleigh Dr, Cross Junction, VA 22625

  • 4 Beds
  • 3 Baths
  • 3,078 Sq Ft
  • Built 2022

  Last Sold Summary

  • $211/SF
  • 13 Days On Market

  Current Estimated Value $642,719

  Last Listing Agent Marcy Deck Dandridge Realty Group, LLC

  516 Sleigh Dr, Cross Junction, VA 22625
• 

  

  /20

  Est $199,722

  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

  • 42 Days On Market

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

  

  /29

  $6,700

  • Land
  • 10,018 Sq Ft
  • $29,130 per Acre

  LOT 108 Nordic Dr, Cross Junction, 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 108 Nordic Dr, Cross Junction, VA 22625
• 

  

  /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 $806,217

  Last Listing Agent Rhonda Shade ERA Oakcrest Realty, Inc.

  850 Dicks Hollow Rd, Winchester, VA 22603
• 

  

  /26

  Est $256,142

  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

  Last Listing Agent Rose Marie Chabaneix Long & Foster Real Estate, Inc.
• 

  

  /50

  $379,000

  $16K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  1355 Perry Rd, Winchester, VA 22602

  UPDATED PRICE!! NEW ROOF!!. SEPTIC INSPECTION AND REPAIRS COMPLETED!! This beautifully remodeled home showcases quality and attention to detail from the moment you step inside. The kitchen has been completely transformed with abundant cabinetry, generous counter space, and brand-new stainless steel appliances, creating both style and functionality.Throughout the home, you will find new

  Roxane Morrison NextHome Realty Select

  1355 Perry Rd, Winchester, 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 $422,757

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

  327 Bryarly Rd, Winchester, VA 22603
• 

  

  /55

  Est $321,533

  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

  • 2 Days On Market

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

  

  /43

  $299,900

  $29K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  111 Geronimo Trail, Winchester, VA 22602

  Welcome home to 111 Geronimo Trail, a beautifully updated raised ranch home nestled in the peaceful, wooded neighborhood of Shawneeland. Tucked away on rolling, hilly roads and surrounded by mature trees, this property offers a true nature-retreat feel with the effortless flow of a classic ranch design. The exterior features a long driveway for plentiful parking, a handy storage shed, and an

  Dan Whitacre Colony Realty

  111 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 $476,713

  Last Listing Agent Daniel Keeton Keeton & Co. Real Estate

  121 Waterside Ln, Cross Junction, VA 22625
• 

  

  /43

  Est $287,321

  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

  • 171 Days On Market

  Last Listing Agent Carolyn Young Samson Properties
• 

  

  /8

  $13,500

  • Land
  • 28,314 Sq Ft
  • $20,769 per Acre

  430 Shawnee Trail, Shawneeland, VA 22602

  Beautiful 0.65-acre wooded lot located on Shawnee Trail in Winchester, Virginia, within the Shawneelandcommunity of Frederick County. This peaceful parcel offers paved road frontage, mountain surroundings,and a private natural setting while still being a short drive to shopping, dining, and conveniences inWinchester. The lot is wooded and sloped, making it ideal for buyers seeking

  Derek Greene The Greene Realty Group

  430 Shawnee 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 $1,056,449

  Last Listing Agent Carolyn Young Samson Properties

  207 Westview Dr, Winchester, VA 22603
• 

  

  /34

  Est $304,133

  Not Listed For Sale

  119 Comanche Trail, Winchester, VA 22602

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

  119 Comanche Trail, Winchester, VA 22602

  Last Sold Summary

  • 15 Days On Market

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

  

  /37

  $355,000

  $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft

  330 Wardensville Grade, Winchester, VA 22602

  MOTIVATED SELLER! Experience the perfect blend of peaceful country charm and modern convenience in this beautifully remodeled 3-bedroom, 1.5-bath home offering comfortable two-level living and true move-in-ready appeal. Sitting on 1.38 acres, this home features all new windows, siding, and roof installed in 2022, along with a HVAC system installed in 2021 with warranty coverage for added peace of

  Stacey Rowe Real Broker LLC

  330 Wardensville Grade, 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
• 

  

  /32

  Est $328,829

  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

  • 1 Day On Market

  Last Listing Agent Kristen Kerns Roberts Realty Group, LLC
• 

  

  /18

  $24,500

  • Land
  • 20,037 Sq Ft
  • $53,261 per Acre

  Lot 4 Saltlick Trail, Winchester, VA 22602

  Build your future home in Shawneeland on this approximately 0.46-acre lot with much of the preliminary work already completed. Lot 4 features surveyed and staked corners, a recorded plat, a located drain field, and an approved three-bedroom conventional perc. Approximately $7,230 has already been invested in health department fees, surveying, and drain-field work, giving the next owner a

  Peter Van Cleave Real Broker, LLC

  Lot 4 Saltlick Trail, Winchester, VA 22602
• 

  

  /58

  $575,000

  Sold Apr 16, 2026

  110 Crosscreek Ln, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 1990

  Last Sold Summary

  • $297/SF
  • 5 Days On Market

  Current Estimated Value $570,178

  Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne

  110 Crosscreek Ln, Winchester, VA 22602
• 

  

  /28

  Est $219,962

  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

  • 60 Days On Market

  Last Listing Agent John Wohlever Burch Real Estate Group, LLC
• 

  

  /63

  $824,900

  $64K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 4,891 Sq Ft

  161 Skylar Lanes Way, Winchester, VA 22603

  PRICED BELOW RECENT Gorgeous Country Home on Two Acres — Nearly 5,000 Sq Ft of Well-Appointed Living!! Welcome to 161 Skylar Lanes Way, a thoughtfully-updated and well-maintained six-bedroom, five-bath home just 20 minutes from downtown Winchester. This inviting property features modern updates and practical design throughout - see the attached list of recent upgrades! Bright and airy, the

  Kristin Crosby Samson Properties

  161 Skylar Lanes Way, Winchester, VA 22603
• 

  

  /54

  $434,220

  Sold Jul 31, 2026

  201 Woodridge Ln, Winchester, VA 22603

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1975

  Last Sold Summary

  • 1% Below List Price
  • $162/SF
  • 3 Days On Market

  Current Estimated Value $440,857

  Last Listing Agent Elizabeth Page Boxwell MarketPlace REALTY

  201 Woodridge Ln, Winchester, VA 22603
• 

  

  /26

  Est $219,044

  Not Listed For Sale

  104 Blackfeet Trail, Winchester, VA 22602

  • 2 Beds
  • 1 Bath
  • 686 Sq Ft
  • Built 1957

  104 Blackfeet Trail, Winchester, VA 22602

  Last Sold Summary

  • 102 Days On Market

  Last Listing Agent Jose Flores Epic Realty, LLC.

Showing Results 201 - 240, Page 6 of 18