Stephenson, VA Homes

• 

  

  /2

  $195,000

  • 3 Beds
  • 1 Bath
  • 932 Sq Ft

  150 Cedar Grove Rd, Winchester, VA 22603

  This property is being sold strictly as-is, where-is. The mobile home on the property is believed to date back to the 1960s and is in need of significant renovation. Previous occupants began updating the home but did not complete the work. The property also features a garage-style building with a work bay and office space equipped with air conditioning, offering excellent potential for storage,

  

  Frank Armstrong, IV

  Colony Realty

  (540) 405-8678

  150 Cedar Grove Rd, Winchester, VA 22603
• 

  

  /2

  $2,200 Per Month

  • 3 Beds
  • 2 Baths
  • 3,457 Sq Ft
  • House for Rent

  1401 Carpers Pike, Gore, VA 22637

  Completely remodeled 3 bedroom 2 bath home in Gore, VA, with large dining room/living room, completely remodeled kitchen, has propane gas furnace on main floor, mini-split AC/heating on upstairs family room, unfinished basement, large family room, propane gas fireplace, new shared well and shared septic NOTE THIS PROPERTY HAS A SHARED WELL AND SEPTIC SYSTEM WITH ADJOINING PROPERTY AT 1403 CARPERS

  James Golladay Crum Realty, Inc.

  1401 Carpers Pike, Gore, VA 22637
• 

  

  

  /65

  $670,000

  Sold Feb 03, 2026

  521 Hidden Valley Ln, Winchester, VA 22603

  • 3 Beds
  • 4 Baths
  • 2,973 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Above List Price
  • $225/SF
  • 10 Days On Market

  Current Estimated Value $656,409

  Last Listing Agent Kaitlyn Behr Samson Properties

  521 Hidden Valley Ln, Winchester, VA 22603
• 

  

  

  /29

  Not Listed For Sale

  528 Southwood Dr, Whitacre, VA 22625

  528 Southwood Dr, Whitacre, VA 22625

  Last Sold Summary

  • 1 Day On Market
• 

  

  

  /65

  $799,900

  New Construction Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,304 Sq Ft

  115 Stetson St, Winchester, VA 22603

  Great Opportunity on this Brand-New Ranch Home Sitting on 2.82 Acres, Convenient to Shopping and Commuter Routes to Winchester, Martinsburg and Northern Virginia. Open Concept with Split Bedroom Design. Front Board and Batten siding for a unique look. Large Primary Suite with spacious walk-in closet and 6' Shower. Main Level Private Office. Chief's Kitchen with Quarts Countertops, Island,

  

  Brett Sowder

  RE/MAX Roots

  (540) 501-7131

  115 Stetson St, Winchester, VA 22603
• 

  

  /23

  $1,500

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • House for Rent

  308 Gainesboro Rd, Winchester, VA 22603

  Well/septic max occupancy 4 people. Yard for the rental is within the stone fencing. No smoking, prefer no pets but will consider cat with good application. No dogs. All hardwood floors throughout.

  308 Gainesboro Rd, Winchester, VA 22603
• 

  

  /61

  $935,000

  Sold Apr 23, 2026

  1112 Stony Hill Rd, Winchester, VA 22603

  • 3 Beds
  • 1.5 Baths
  • 1,204 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Above List Price
  • $777/SF
  • 4 Days On Market

  Current Estimated Value $766,719

  Last Listing Agent Jennifer Watt Century 21 Redwood Realty

  1112 Stony Hill Rd, Winchester, VA 22603
• 

  

  /40

  Est $288,030

  Not Listed For Sale

  123 Pingley Ln, Winchester, VA 22602

  • 2 Beds
  • 1 Bath
  • 1,276 Sq Ft
  • Built 1920

  123 Pingley Ln, Winchester, VA 22602

  Last Sold Summary

  • 246 Days On Market
• 

  

  /65

  $799,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,331 Sq Ft

  123 Stetson St, Winchester, VA 22603

  Don’t miss this incredible opportunity to own a brand-new ranch home set on 2.66 beautiful acres, conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia and approximately 10 minutes from the Winchester Medical Center. This thoughtfully designed home features an open-concept layout with a desirable split-bedroom design, offering both comfort and

  

  Brett Sowder

  RE/MAX Roots

  (540) 619-5465

  123 Stetson St, Winchester, VA 22603
• 

  

  /29

  $1,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • House for Rent

  100 Pinto Trail, Winchester, VA 22602

  3 bedroom, 2 bath one level living in the Shawneeland Subdivision - approximately 10 minutes west of Winchester. LVP flooring throughout the entire house. Large eat-in kitchen with appliances, washer and dryer, EBB heat, property is on well and septic. Deck off of the eat-in kitchen. $1,800 Rent, $1,800 Security deposit. A small, 20 pound dog may be considered on a case-by-case basis with an

  Barbara Gaul Jim Barb Realty, Inc.

  100 Pinto Trail, Winchester, VA 22602
• 

  

  /70

  $375,000

  Sold Feb 23, 2026

  313 Beaver Trail, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,631 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $230/SF
  • 39 Days On Market

  Current Estimated Value $373,293

  Last Listing Agent Dana Durr CENTURY 21 New Millennium

  313 Beaver Trail, Winchester, VA 22602
• 

  

  /47

  Est $334,698

  Not Listed For Sale

  500 McDonald Rd, Winchester, VA 22602

  • 3 Beds
  • 1 Bath
  • 1,661 Sq Ft
  • Built 1957

  500 McDonald Rd, Winchester, VA 22602

  Last Sold Summary

  • 48 Days On Market
• 

  

  /73

  $799,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,256 Sq Ft

  201 Nathaniel Dr, Winchester, VA 22603

  Stunning new construction modern contemporary home situated on nearly 6 private wooded acres, offering the perfect balance of privacy and convenience. This thoughtfully designed home features an open-concept layout filled with abundant natural sunlight and beautiful wooded views throughout.The main living area showcases engineered hardwood flooring, a spacious living room and dining area, and

  Renee Waymire Samson Properties

  201 Nathaniel Dr, Winchester, VA 22603
• 

  /2

  $1,500 Per Month

  • 3 Beds
  • 2 Baths
  • 3,457 Sq Ft
  • House for Rent

  1403 Carpers Pike, Gore, VA 22637

  3 bedroom 2 bath home, remodeled, new kitchen, mini-splits for heat/AC, washer/dryer hookup, parking in back of home at 1403, stove, refrigerator, new shared well and septic NOTE THIS PROPERTY HAS A SHARED WELL AND SEPTIC SYSTEM WITH ADJOINING PROPERTY AT 1401 CARPERS PIKE, credit score of 650+, no suits, judgments or collections, application in one person's name, NO PETS, farm addendum needed

  James Golladay Crum Realty, Inc.

  1403 Carpers Pike, Gore, VA 22637
• 

  

  /25

  $281,000

  Sold Dec 19, 2025

  230 Shenandoah Trail, Winchester, VA 22602

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Built 1975

  Last Sold Summary

  • $202/SF
  • 76 Days On Market

  Current Estimated Value $292,886

  Last Listing Agent Wayne Wilson Thomas and Talbot Estate Properties, Inc.

  230 Shenandoah Trail, Winchester, VA 22602
• 

  

  /26

  Est $233,835

  Not Listed For Sale

  308 Wardensville Grade, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1998

  308 Wardensville Grade, Winchester, VA 22602

  Last Sold Summary

  • 83 Days On Market
• 

  

  /121

  $1,250,000

  • Land
  • 158.53 Acres
  • $7,885 per Acre

  251 Barclays Run Ln, Gore, VA 22637

  Welcome to the renowned and historic Barclays Run Farm located northwest of Winchester in the Gore area of the county. On the market for the first time in over 50 years so don’t miss your chance to own this one of a kind farm. Expansive acreage that stretches from Sinking Spring Lane to the base of Great North Mountain. This one of a kind offering features road frontage on Sinking Spring Lane of

  Chad Pangle Whitetail Properties Real Estate, LLC

  251 Barclays Run Ln, Gore, VA 22637
• 

  

  /11

  $12,000

  Sold Oct 14, 2025

  0 Graywolf Trail, Winchester, VA 22602

  • Land
  • 11,761 Sq Ft
  • $44,444 per Acre

  Last Sold Summary

  • 2 Days On Market

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

  0 Graywolf Trail, Winchester, VA 22602
• 

  

  /23

  Est $259,415

  Not Listed For Sale

  212 Graywolf Trail, Winchester, VA 22602

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft
  • Built 1973

  212 Graywolf Trail, Winchester, VA 22602

  Last Sold Summary

  • 13 Days On Market
• 

  

  /13

  $125,000

  Pending

  • Land
  • 5 Acres
  • $25,000 per Acre

  Oak Drive Lot Unit WP001, Winchester, VA 22660

  Enjoy rural living and fun on this building lot in the Westwood Terrace community. This prime building lot is located off of Pinehill Drive at the base of Hunting Ridge. Access is secured via road frontage on paved Oak Drive and graveled Day Drive. Electricity and other utilities are nearby making for cost effective hookups. This land is zoned RA and the topography ranges from mild to steep.

  Chad Pangle Whitetail Properties Real Estate

  Oak Drive Lot Unit WP001, Winchester, VA 22660
• 

  

  /16

  $25,000

  Sold Feb 26, 2026

  407 S Lakeview Dr, Whitacre, VA 22625

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

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Misty Weaver Samson Properties

  407 S Lakeview Dr, Whitacre, VA 22625
• 

  

  /79

  Est $501,948

  Not Listed For Sale

  610 S Hayfield Rd, Winchester, VA 22602

  • 3 Beds
  • 4 Baths
  • 2,480 Sq Ft
  • Built 1947

  610 S Hayfield Rd, Winchester, VA 22602

  Last Sold Summary

  • 23 Days On Market
• 

  

  /7

  $23,900

  • Land
  • 27,878 Sq Ft
  • $37,344 per Acre

  Lot 9 Dogwood Trail, Back Creek, VA 22602

  Come see the views in this mountain community, potential building lot .64 acres, build your possible full or part time home or just recreational use. Hard top roads, road maintenance & amenities. Fishing, boating, Beach area, 2 recreational park areas, picnic pavilion, fishing ponds, baseball field, basketball hoops. Take a ride to the top & enjoy all the wonderful Mountain Views. Peaceful &

  Gina Griffith MarketPlace REALTY

  Lot 9 Dogwood Trail, Back Creek, VA 22602
• 

  

  /50

  $358,805

  Sold Jun 11, 2026

  109 Huron Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Built 2009

  Last Sold Summary

  • 3% Below List Price
  • $231/SF
  • 35 Days On Market

  Current Estimated Value $348,775

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

  109 Huron Trail, Winchester, VA 22602
• 

  

  /49

  Est $492,042

  Not Listed For Sale

  562 Valley View Dr, Winchester, VA 22603

  • 4 Beds
  • 3 Baths
  • 1,994 Sq Ft
  • Built 1973

  562 Valley View Dr, Winchester, VA 22603

  Last Sold Summary

  • 27 Days On Market
• 

  

  /22

  $119,000

  • Land
  • 10 Acres
  • $11,900 per Acre

  1280 Bobcat Trail, Winchester, VA 22602

  Welcome to your perfect weekend escape!! This gorgeous 10-acre lot in the serene Great North Mountain Wilderness II area is located just 35 minutes from historic downtown Winchester. Nestled among nature, this picturesque property features a charming rustic cabin equipped with a cozy wood stove, ideal for a little glamping and relaxing after a day outdoors. The lot offers several cleared areas

  Kristin Crosby Samson Properties

  1280 Bobcat Trail, Winchester, VA 22602
• 

  

  /28

  $440,000

  Sold Jan 26, 2026

  386 Round Hill Rd, Winchester, VA 22602

  • Studio
  • 2,736 Sq Ft
  • Built 1950

  Last Sold Summary

  • $161/SF
  • 186 Days On Market

  Current Estimated Value $465,499

  Last Listing Agent Bridget Aikens Colony Realty

  386 Round Hill Rd, Winchester, VA 22602
• 

  

  /62

  Est $554,363

  Not Listed For Sale

  6880 Northwestern Pike, Gore, VA 22637

  • 4 Beds
  • 2.5 Baths
  • 2,681 Sq Ft
  • Built 1967

  6880 Northwestern Pike, Gore, VA 22637

  Last Sold Summary

  • 6 Days On Market
• 

  

  /48

  $408,999

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  709 Dicks Hollow Rd, Winchester, VA 22603

  Exceptional value meets modern elegance with this newly priced improvement of $408,999. Every detail of this home exudes quality, from the bright, welcoming entryway to the beautifully crafted living spaces. Perfect for discerning buyers looking for a turn-key property that offers both style and convenience. Make this the perfect window of opportunity for you. Schedule your showing today and

  Fehiber Rosario NBI Realty, LLC

  709 Dicks Hollow Rd, Winchester, VA 22603
• 

  

  /28

  $164,800

  Sold Feb 12, 2026

  122 Cave Hill Ln, Gore, VA 22637

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1964

  Last Sold Summary

  • 11% Below List Price
  • $183/SF
  • 5 Days On Market

  Last Listing Agent BRADEN MILLER ERA Oakcrest Realty, Inc.

  122 Cave Hill Ln, Gore, VA 22637
• 

  

  /67

  Est $512,128

  Not Listed For Sale

  124 Downhill Cir, Cross Junction, VA 22625

  • 3 Beds
  • 2 Baths
  • 1,989 Sq Ft
  • Built 2005

  124 Downhill Cir, Cross Junction, VA 22625

  Last Sold Summary

  • 6 Days On Market
• 

  

  /66

  $719,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,676 Sq Ft

  281 Boots Hill Ln, Gore, VA 22637

  If you’ve dreamed of owning a lux log cabin wrapped in wooded seclusion yet balanced with accessibility to amenities and NO HOA, it’s waiting for you at 281 Boots Hill Lane! This unique property sits on 21.62 wooded acres in Frederick County, Virginia in the community of Gore, and is accessible by hard surface and tar and chip roads. Located just outside of Winchester, VA, the property is

  Melissa Youngblood ERA Oakcrest Realty, Inc.

  281 Boots Hill Ln, Gore, VA 22637
• 

  

  /74

  $460,000

  Sold May 15, 2026

  320 Shawnee Trail, Winchester, VA 22602

  • 3 Beds
  • 3 Baths
  • 2,860 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Above List Price
  • $161/SF
  • 10 Days On Market

  Current Estimated Value $446,066

  Last Listing Agent Stacey Mullins ERA Oakcrest Realty, Inc.

  320 Shawnee Trail, Winchester, VA 22602
• 

  

  /14

  Not Listed For Sale

  0 Susquehanna Trail, Winchester, VA 22602

  0 Susquehanna Trail, Winchester, VA 22602

  Last Sold Summary

  • 19 Days On Market
• 

  

  /23

  $409,900

  New Construction $10K PRICE INCREASE

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

  103 Tonto Trail, Winchester, VA 22602

  6-2-26 Framing underway. Current Shawneeland Inventory107 Pinto Trail (split foyer)208 Beaver Trail (split foyer)210 Beaver Trail (split foyer)212 Falcon Trail (colonial)211 Inca Trail (colonial)103 Tonto Trail (split foyer)123 Killbuck Trail (colonial)Stunning 3BR/3BA home on over 1/3 acre lot with available Xfinity internet (not all streets have it). Easy

  Jim Thomson Realty ONE Group Old Towne

  103 Tonto Trail, Winchester, VA 22602
• 

  

  /71

  $779,000

  Sold Sep 04, 2025

  251 Heather Hill Ln, Winchester, VA 22603

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2002

  Last Sold Summary

  • $535/SF
  • 110 Days On Market

  Current Estimated Value $704,187

  Last Listing Agent Amber Jenkins Century 21 Redwood Realty

  251 Heather Hill Ln, Winchester, VA 22603
• 

  

  /83

  Est $910,630

  Not Listed For Sale

  420 N Hayfield Rd, Winchester, VA 22603

  • 4 Beds
  • 5 Baths
  • 4,632 Sq Ft
  • Built 1985

  420 N Hayfield Rd, Winchester, VA 22603

  Last Sold Summary

  • 21 Days On Market
• 

  /2

  $5,900

  $1K PRICE DROP Pending

  • Land
  • 0 Sq Ft

  Lot 95 Southwood Dr, Whitacre, VA 22625

  Non Buildable lot in the Lake Holiday community offering access to lake privileges and community amenities. Enjoy boating, swimming, beaches, and shared recreational areas in this gated lake community. Why wait till spring to begin exploring options for summer fun?! Explore all that Lake Holiday has to offer now and be ready to make memories on the lake before summer rolls around.

  Machelle Lewis Impresa Premier Realty LLC

  Lot 95 Southwood Dr, Whitacre, VA 22625
• 

  

  /36

  $385,000

  Sold Oct 20, 2025

  790 McDonald Rd, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1966

  Last Sold Summary

  • $317/SF
  • 4 Days On Market

  Current Estimated Value $385,440

  Last Listing Agent Brian Doman Preslee Real Estate

  790 McDonald Rd, Winchester, VA 22602
• 

  

  /20

  Not Listed For Sale

  18 Brenwood Farm Rd, Burlington, WV 26710

  18 Brenwood Farm Rd, Burlington, WV 26710

  Last Sold Summary

  • 4 Days On Market

Showing Results 1 - 40, Page 1 of 18