Stephenson, VA Homes

• 

  

  

  /24

  $399,900

  Sold May 21, 2026

  215 Cochise Trail, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2026

  Last Sold Summary

  • 2% Below List Price
  • $249/SF
  • 42 Days On Market

  Last Listing Agent RoxAnn Grimes RE/MAX Roots

  215 Cochise Trail, Winchester, VA 22602
• 

  

  

  /45

  Est $342,688

  Not Listed For Sale

  408 Antelope Trail, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,613 Sq Ft
  • Built 2007

  408 Antelope Trail, Winchester, VA 22602

  Last Sold Summary

  • 1 Day On Market

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

  

  

  /20

  $274,900

  Pending

  • Land
  • 6.84 Acres
  • $40,190 per Acre

  202 Cedar Grove Rd, Winchester, VA 22603

  Calling investors and outdoors enthusiasts: This property is close to town with a large shop, and a potential small home after renovations! The vacant home is in need of love and repairs, but has electric, water from a private well, and a permitted septic rated for 2 bedrooms. The large shop has electric and an adjacent H2O hydrant, as well as a loft for extra space. This property was priced with

  Ryan Foster Keller Williams Realty

  202 Cedar Grove Rd, Winchester, VA 22603
• 

  

  

  /38

  $84,800

  Sold Apr 10, 2026

  440 Iris Ln, Winchester, VA 22602

  • Land
  • 6.09 Acres
  • $13,924 per Acre

  Last Sold Summary

  • 9% Above List Price
  • 95 Days On Market

  Last Listing Agent Ralph Harvey ListWithFreedom.com

  440 Iris Ln, Winchester, VA 22602
• 

  

  

  /46

  Est $236,390

  Not Listed For Sale

  116 Inca Trail, Winchester, VA 22602

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft
  • Built 1972

  116 Inca Trail, Winchester, VA 22602

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Paul Gallagher Colony Realty
• 

  

  /50

  $379,000

  $29K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  120 Hawk Trail, Winchester, VA 22602

  Welcome to 120 Hawk Trail, a beautifully maintained home offering the perfect blend of modern comfort, peaceful surroundings, and the relaxed mountain lifestyle that makes Shawneeland such a special place to call home. Surrounded by mature trees and nature, this inviting retreat provides privacy and serenity while still being conveniently located near Winchester. Built in 2014, this thoughtfully

  Bonnie Wolfe Samson Properties

  120 Hawk Trail, Winchester, VA 22602
• 

  

  /21

  $300,000

  Sold Apr 13, 2026

  115 Dogwood Trail, Winchester, VA 22602

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

  Last Sold Summary

  • 16% Below List Price
  • $181/SF
  • 13 Days On Market

  Current Estimated Value $322,607

  Last Listing Agent Robert Adams Weichert Realtors - Blue Ribbon

  115 Dogwood Trail, Winchester, VA 22602
• 

  

  /37

  Est $329,822

  Not Listed For Sale

  107 Inca Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 2,360 Sq Ft
  • Built 2008

  107 Inca Trail, Winchester, VA 22602

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Karl Achstetter Keller Williams Realty
• 

  

  /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
• 

  

  /33

  $349,900

  Sold Mar 12, 2026

  161 Graywolf Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,961 Sq Ft
  • Built 1976

  Last Sold Summary

  • $178/SF
  • 7 Days On Market

  Current Estimated Value $349,976

  Last Listing Agent Jacquelyn Rizzari MarketPlace REALTY

  161 Graywolf Trail, Winchester, VA 22602
• 

  

  /37

  Est $345,237

  Not Listed For Sale

  108 Willow Trail, Winchester, VA 22602

  • 3 Beds
  • 3 Baths
  • 1,340 Sq Ft
  • Built 2007

  108 Willow Trail, Winchester, VA 22602

  Last Sold Summary

  • 110 Days On Market

  Last Listing Agent Pamela Foltz Realty ONE Group Old Towne
• 

  

  /37

  $280,000

  • 3 Beds
  • 1 Bath
  • 1,058 Sq Ft

  2810 N Frederick Pike, Winchester, VA 22603

  Recently renovated and move-in ready! This updated 3-bedroom, 1-bath home offers the perfect combination of modern finishes and worry-free living with major upgrades already completed. Enjoy peace of mind with a new roof, new windows, new siding, and a brand-new HVAC system, providing comfort and energy efficiency for years to come. Inside, you'll find stylish luxury vinyl plank (LVP) flooring

  Jon Fleming Weichert Realtors - Blue Ribbon

  2810 N Frederick Pike, Winchester, VA 22603
• 

  

  /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
• 

  

  /22

  Est $29,000

  Not Listed For Sale

  1204 Hickory Trail, Winchester, VA 22602

  • Built 1975

  1204 Hickory Trail, Winchester, VA 22602

  Last Sold Summary

  • 89 Days On Market

  Last Listing Agent Teresa Strohmeyer ERA Oakcrest Realty, Inc.
• 

  /2

  $39,900

  $10K PRICE INCREASE

  • 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
• 

  

  /54

  $476,500

  Sold Jul 31, 2026

  357 Hunting Ridge Rd, Winchester, VA 22603

  • 3 Beds
  • 2 Baths
  • 3,029 Sq Ft
  • Built 1961

  Last Sold Summary

  • 9% Below List Price
  • $157/SF
  • 59 Days On Market

  Current Estimated Value $521,233

  Last Listing Agent Sheila Pack RE/MAX Roots

  357 Hunting Ridge Rd, Winchester, VA 22603
• 

  

  /26

  Est $229,771

  Not Listed For Sale

  1502 Tomahawk Trail, Winchester, VA 22602

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

  1502 Tomahawk Trail, Winchester, VA 22602

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Kristin Crosby Samson Properties
• 

  /2

  $199,900

  $50K PRICE DROP

  • 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
• 

  

  /39

  $280,000

  Sold Aug 19, 2026

  105 Apache Trail, Winchester, VA 22602

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1967

  Last Sold Summary

  • 14% Below List Price
  • $250/SF
  • 97 Days On Market

  Current Estimated Value $304,400

  Last Listing Agent Kerem Demirci Coldwell Banker Realty

  105 Apache Trail, Winchester, VA 22602
• 

  

  /33

  Est $298,049

  Not Listed For Sale

  126 Dogwood Trail, Winchester, VA 22602

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft
  • Built 1975

  126 Dogwood Trail, Winchester, VA 22602

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Katy Kidwell Burch Real Estate Group, LLC
• 

  

  /21

  $199,900

  $35K PRICE DROP Pending

  • 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
• 

  

  /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
• 

  

  /39

  Est $330,523

  Not Listed For Sale

  102 Killbuck Trail, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft
  • Built 2008

  102 Killbuck Trail, Winchester, VA 22602

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Lisa Gill ERA Oakcrest Realty, Inc.
• 

  

  /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
• 

  

  /12

  $23,000

  Sold May 29, 2026

  0 Inca Lot 209 Trail, Winchester, VA 22602

  • Land
  • 30,927 Sq Ft
  • $32,394 per Acre

  Last Sold Summary

  • 197 Days On Market

  Last Listing Agent Rebecca McTavish Long & Foster Real Estate, Inc.

  0 Inca Lot 209 Trail, Winchester, VA 22602
• 

  

  /31

  Est $313,767

  Not Listed For Sale

  107 Tonto Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft
  • Built 1968

  107 Tonto Trail, Winchester, VA 22602

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Eric Kronenwetter RE/MAX Roots
• 

  

  /61

  $445,000

  $55K PRICE DROP Pending

  • 3 Beds
  • 3 Baths
  • 3,686 Sq Ft

  179 Woodridge Ln, Winchester, VA 22603

  Spacious Ranch Home with In-Law Suite Potential on 1.58 Acres Discover the perfect blend of space, comfort, and convenience in this ranch home offering over 3,700 finished square feet of living space. The main level features more than 2,100 square feet above grade, including 3 bedrooms, 2 full bathrooms, a spacious kitchen, beautiful hardwood floors, and an attached 2-car garage plus another

  Traci Shoberg Samson Properties

  179 Woodridge Ln, Winchester, VA 22603
• 

  /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
• 

  

  /36

  Est $359,948

  Not Listed For Sale

  124 Killbuck Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft
  • Built 1990

  124 Killbuck Trail, Winchester, VA 22602

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty
• 

  

  /26

  $295,000

  $5K PRICE DROP

  • 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
• 

  

  /101

  $850,000

  Sold Jun 29, 2026

  413 Tavistock Dr, Winchester, VA 22602

  • 3 Beds
  • 3.5 Baths
  • 4,029 Sq Ft
  • Built 1993

  Last Sold Summary

  • $211/SF
  • 1 Day On Market

  Current Estimated Value $839,729

  Last Listing Agent Leah Clowser RE/MAX Roots

  413 Tavistock Dr, Winchester, VA 22602
• 

  

  /40

  Est $341,808

  Not Listed For Sale

  109 Cornstalk Trail, Winchester, VA 22602

  • 4 Beds
  • 3 Baths
  • 2,632 Sq Ft
  • Built 1975

  109 Cornstalk Trail, Winchester, VA 22602

  Last Sold Summary

  • 85 Days On Market

  Last Listing Agent Kristen Kerns Roberts Realty Group, LLC
• 

  

  /15

  $210,000

  $10K PRICE DROP

  • Land
  • 5.39 Acres
  • $38,961 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
• 

  

  /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 $346,245

  Last Listing Agent Suzanne Simpson Cambridge Premier Realty, LLC.

  6760 Northwestern Pike, Gore, VA 22637
• 

  

  /22

  Est $313,026

  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

  • 6 Days On Market

  Last Listing Agent Jacob Taylor Blue Valley Real Estate
• 

  

  /19

  $235,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,566 Sq Ft

  114 Inca Trail, Winchester, VA 22602

  This home includes two bedrooms, each with an attached bathroom, and is over 1,500 square feet. It features an open floor plan with cathedral ceilings, exposed beams, and hardwood floors. The front family room boasts winter mountain views. The rear sunroom is perfect for enjoying the backyard wildlife. Shawneeland offers a private community beach, lake, playgrounds, and trails. The property was

  Marisa Varley ERA Oakcrest Realty, Inc.

  114 Inca Trail, Winchester, VA 22602
• 

  

  /56

  $335,000

  Sold May 27, 2026

  212 Beaver Trail, Winchester, VA 22602

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Above List Price
  • $176/SF
  • 4 Days On Market

  Current Estimated Value $329,084

  Last Listing Agent Shanon Levi Samson Properties

  212 Beaver Trail, Winchester, VA 22602
• 

  

  /41

  Est $236,215

  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

  • 8 Days On Market

  Last Listing Agent David Rotan Pearson Smith Realty, LLC
• 

  

  /23

  $399,900

  New Construction

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

  103 Tonto Trail, Winchester, VA 22602

  Home nearing completion. Limited time builder offering $10,000 in closing costs with acceptable offer. Within 30 days of completionStunning 3BR/3BA home on over 1/3 acre lot with available Xfinity internet (not all streets have it). Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes

  Jim Thomson Realty ONE Group Old Towne

  103 Tonto 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 $470,967

  Last Listing Agent Cheryl Spangler Spangler Real Estate

  152 Burnt Church Rd, Winchester, VA 22603

Showing Results 161 - 200, Page 5 of 18