Stephenson, VA Homes

• 

  

  

  /28

  Est $209,201

  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
• 

  

  

  /10

  $17,500

  Under Contract

  • Land
  • 14,374 Sq Ft
  • $53,030 per Acre

  LOT 37 Huron Trail, Shawneeland, VA 22602

  Welcome to Shawneeland. Nice Building Lot W/Certification Letter, Plat & Soils Report. Want More? Connected Lot 38 & Lot 35A offering multiple purchase options. See MLS VAFV2040980 & VAFV2041020. 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,

  Gina Griffith MarketPlace REALTY

  LOT 37 Huron Trail, Shawneeland, 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
• 

  

  

  /22

  Est $194,624

  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

  • 46 Days On Market
• 

  

  

  /26

  $305,000

  $5K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft

  110 Duwamish Trail, Winchester, VA 22602

  Charming and Move-In Ready Ranch in a Peaceful Setting!Welcome home to this beautifully refreshed single-level ranch nestled on a spacious, tree-lined lot. This inviting home features a bright and functional layout with updated finishes throughout. The kitchen offers grey cabinetry, granite countertops, and stainless steel appliances, creating a clean and modern space perfect for everyday

  Tina Jacobin Main Street Realty

  110 Duwamish Trail, Winchester, VA 22602
• 

  

  /74

  $440,000

  Sold Aug 18, 2025

  300 Graywolf Trail, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,432 Sq Ft
  • Built 2004

  Last Sold Summary

  • $307/SF
  • 7 Days On Market

  Current Estimated Value $355,115

  Last Listing Agent Pamela Foltz Realty ONE Group Old Towne

  300 Graywolf Trail, Winchester, VA 22602
• 

  

  /22

  Est $262,423

  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
• 

  

  /15

  $220,000

  • Land
  • 5.39 Acres
  • $40,816 per Acre

  TBD (0) Cather Ln, Winchester, VA 22602

  Searching for the ideal place to build your dream home? This awesome 5.39 acre parcel delivers stunning views and a convenient location just minutes from town. Situated right off Rt 50 with easy access to Rt 37 and Interstate 81, you’ll be close to gas stations, restaurants, shopping, the hospital, and so much more—offering the perfect blend of peaceful country living and everyday convenience.

  Brian Doman Preslee Real Estate

  TBD (0) Cather Ln, 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 $573,813

  Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne

  110 Crosscreek Ln, Winchester, VA 22602
• 

  

  /35

  Est $350,552

  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
• 

  

  /44

  $1,025,000

  $175K PRICE DROP Under Contract

  • 5 Beds
  • 4.5 Baths
  • 5,426 Sq Ft

  410 Valley View Dr, Winchester, VA 22603

  Discover Your Private Estate: 9.83 Acres of Country Charm with Resort-Style Amenities. NO HOA! AND with ANOTHER Price Improvement! Step into the unexpected with this exceptional property, perfectly blending the tranquility of a country retreat with the convenience of being just minutes from town. The inviting entry to the front door welcomes you into a beautifully maintained home, featuring three

  Brenda Miller Berkshire Hathaway HomeServices PenFed Realty

  410 Valley View Dr, Winchester, VA 22603
• 

  

  /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 $411,371

  Last Listing Agent Sarah Reynolds Keller Williams Realty

  164 Bethel Grange Rd, Winchester, VA 22603
• 

  

  /3

  Est $251,049

  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
• 

  

  /13

  $199,000

  • Land
  • 20.05 Acres
  • $9,925 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
• 

  

  /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
• 

  

  /48

  Est $317,185

  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
• 

  /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
• 

  

  /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 $365,843

  Last Listing Agent Laura King MarketPlace REALTY

  220 Chestnut Grove Rd, Winchester, VA 22603
• 

  

  /48

  Est $380,518

  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
• 

  

  /17

  $9,750

  • Land
  • 21,780 Sq Ft
  • $19,500 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
• 

  

  /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
• 

  

  /36

  Est $301,602

  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
• 

  

  /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
• 

  

  /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 $225,744

  Last Listing Agent Julie Shiley Coldwell Banker Realty

  228 Graywolf Trail, Winchester, VA 22602
• 

  

  /21

  Est $221,742

  Not Listed For Sale

  226 Doe Trail, Winchester, VA 22602

  • 2 Beds
  • 1 Bath
  • 1,199 Sq Ft
  • Built 1973

  226 Doe Trail, Winchester, VA 22602

  Last Sold Summary

  • 7 Days On Market
• 

  /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
• 

  

  /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 $240,100

  Last Listing Agent Sheila Pack RE/MAX Roots

  177 Dicks Hollow Rd, Winchester, VA 22603
• 

  

  /61

  Est $395,438

  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
• 

  /2

  $13,000

  Under Contract

  • Land
  • 22,651 Sq Ft
  • $25,000 per Acre

  LOT 77 Comanche Trail, Winchester, VA 22602

  Discover the perfect canvas for your dream home on this stunning 0.52-acre parcel of land. Nestled in a serene setting, this property offers ample space to create a sanctuary tailored to your lifestyle. Imagine waking up to the gentle rustle of leaves and the promise of endless possibilities right outside your door. With generous dimensions, this lot provides the ideal foundation for a spacious

  Cameron Mims Long & Foster Real Estate, Inc.

  LOT 77 Comanche Trail, Winchester, 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 $528,893

  Last Listing Agent Phyllis Guthrie Keller Williams Realty

  157 Oak Dr, Winchester, VA 22603
• 

  

  /20

  Est $384,219

  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
• 

  

  /37

  $329,000

  Open Sat 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,075 Sq Ft

  129 Jalapa Trail, Winchester, VA 22602

  Perched high above the Shenandoah Valley in the sought-after mountain community of Shawneeland, 129 Jalapa Trail offers a rare opportunity to embrace the beauty, tranquility, and adventure of mountain living. Surrounded by mature trees and breathtaking long-range views, this private retreat invites you to wake up each morning to spectacular sunrises and endless vistas stretching across the valley

  Vivian Garcete Samson Properties

  129 Jalapa Trail, Winchester, VA 22602
• 

  

  /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 $372,909

  Last Listing Agent Wanda Garris Miller Century 21 Redwood Realty

  112 Eagle Trail, Winchester, VA 22602
• 

  

  /20

  Est $272,142

  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
• 

  

  /24

  $399,900

  New Construction Under Contract

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

  210 Beaver Trail, Winchester, VA 22602

  6-2-26 almost compleCurrent Shawneeland Inventory107 Pinto Trail (split foyer)208 Beaver Trail (split foyer)210 Beaver Trail (split foyer)212 Falcon Trail (coloinail)211 Inca Trail (colonial)103 Tonto Trail (split foyer)123 Killbuck Trail (colonial)Stunning 3BR/3BA home on 0.33+ acre lot with public water & available Xfinity internet. Easy entrance access. Open

  Jim Thomson Realty ONE Group Old Towne

  210 Beaver Trail, Winchester, VA 22602
• 

  

  /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 $321,244

  Last Listing Agent Brandon Darr Samson Properties

  258 McDonald Rd, Winchester, VA 22602
• 

  

  /35

  Est $318,281

  Not Listed For Sale

  148 Doe Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1995

  148 Doe Trail, Winchester, VA 22602

  Last Sold Summary

  • 2 Days On Market
• 

  /2

  $395,000

  Coming Soon

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

  1355 Perry Rd, Winchester, VA 22602

  PHOTOS COMING SOON. 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 flooring, doors, trim, and fresh paint, giving every room a

  Roxane Morrison NextHome Realty Select

  1355 Perry Rd, Winchester, VA 22602
• 

  

  /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 $381,226

  Last Listing Agent Shelley Belford NextHome Realty Select

  145 Graywolf Trail, Winchester, VA 22602
• 

  

  /31

  Est $332,700

  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

Showing Results 241 - 280, Page 7 of 18