Stephenson, VA Homes

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  /11

  $349,900 Under Contract

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

  1755 N Hayfield Rd, Winchester, VA 22603

  Enjoy easy one-level living in this charming all brick ranch set on just under an acre of peaceful privacy. This well-kept 3 bedroom, 1.5 bath home features beautiful wood floors throughout and a cozy wood-burning fireplace in the living room. The full, unfinished basement offers plenty of room for storage, hobbies, or future expansion. Relax outdoors on the welcoming front porch, rear porch, or

  

  Katherine (Kat) Wetzel

  Century 21 Redwood Realty

  (540) 596-5444

  1755 N Hayfield Rd, Winchester, VA 22603
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  /9

  $850 Per Month

  • 1 Bed
  • 1 Bath
  • House for Rent

  150 N Hayfield Rd, Winchester, VA 22603

  Cozy fully furnished 1-bedroom basement rental located on a peaceful farm property. This approximately 200 sq. ft. space offers a quiet country setting with comfortable furnishings, ideal for someone seeking simple and affordable living. Shared bathroom and shared laundry available on-site. Enjoy the charm of rural living while still having convenient access to nearby amenities. Perfect for a

  Emma Kerns MarketPlace REALTY

  150 N Hayfield Rd, Winchester, VA 22603
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  /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 $652,689

  Last Listing Agent Kaitlyn Behr Samson Properties

  521 Hidden Valley Ln, Winchester, VA 22603
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  /43

  Est $288,710 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

  • $279/SF
  • 42 Days On Market

  • Last Sold Price $290,000
  • May 05, 2025

  Last Listing Agent Rhonda Sager Sager Real Estate
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  /95

  $675,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,760 Sq Ft

  740 Whitacre Rd, Gore, VA 22637

  Nestled on nearly 26 private acres, this beautifully maintained 3-bedroom, 3-bath ranch-style home offers the perfect blend of comfort, functionality, and peaceful country living. With thoughtful updates throughout and a mix of wooded and open land, this property is ideal for those seeking privacy, space, and self-sufficiency—without sacrificing convenience. Inside, you’ll find character-rich

  

  Mark Laing

  Keller Williams Realty

  (540) 329-2771

  740 Whitacre Rd, Gore, VA 22637
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  /120

  $840,000 Sold May 29, 2025

  320 Angus Hill Ln, Winchester, VA 22603

  • 4 Beds
  • 3.5 Baths
  • 3,567 Sq Ft
  • Built 2003

  Last Sold Summary

  • $235/SF
  • 10 Days On Market

  Current Estimated Value $846,944

  Last Listing Agent Angela Duncan MarketPlace REALTY

  320 Angus Hill Ln, Winchester, VA 22603
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  /79

  Est $790,508 Not Listed For Sale

  517 Sleigh Dr, Cross Junction, VA 22625

  • 4 Beds
  • 3 Baths
  • 2,816 Sq Ft
  • Built 2004

  517 Sleigh Dr, Cross Junction, VA 22625

  Last Sold Summary

  • 1% Above List Price
  • $277/SF
  • 5 Days On Market

  • Last Sold Price $780,000
  • May 07, 2025

  Last Listing Agent Leah Clowser RE/MAX
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  /36

  $799,900 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, Convent 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, Stainless

  

  Brett Sowder

  RE/MAX Roots

  (540) 501-7131

  115 Stetson St, Winchester, VA 22603
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  /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 $394,974

  Last Listing Agent Jennifer Watt Century 21 Redwood Realty

  1112 Stony Hill Rd, Winchester, VA 22603
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  /15

  Not Listed For Sale

  Lot 37 Poplar Trail, Winchester, VA 22602

  Lot 37 Poplar Trail, Winchester, VA 22602

  Last Sold Summary

  • 208 Days On Market

  • Last Sold Price $40,000
  • Apr 25, 2025

  Last Listing Agent Kristin Crosby Samson Properties
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  /3

  $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
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  /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 $375,065

  Last Listing Agent Dana Durr CENTURY 21 New Millennium

  313 Beaver Trail, Winchester, VA 22602
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  /32

  Est $357,318 Not Listed For Sale

  607 S Lakeview Dr, Cross Junction, VA 22625

  • 3 Beds
  • Built 1987

  607 S Lakeview Dr, Cross Junction, VA 22625

  Last Sold Summary

  • 1,145% Above List Price
  • $16/SF
  • 762 Days On Market

  • Last Sold Price $28,700
  • Oct 08, 2024

  Last Listing Agent Teresa Strohmeyer ERA Oakcrest Realty, Inc.
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  /82

  $650,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,266 Sq Ft

  293 Skylar Lanes Way, Winchester, VA 22603

  3 FINISHED LEVELS * 3 CAR OVERSIZED SIDELOAD GARAGE * 2 PRIVATE ACRES * LOCATED IN SOUGHT AFTER WALNUT SPRINGS ESTATES * WRAP AROUND FRONT PORCH * MAIN LEVEL FEATURES INVITING 2 STORY FOYER * LIVING ROOM AND DINING ROOM WITH TRAY CEILING AND CUSTOM MOLDINGS * KITCHEN WITH GE PROFILE BLACK STAINLESS APPLIANCES WITH GAS COOKING AND CENTER ISLAND * BREAKFAST ROOM WITH BAYWINDOW * FAMILY ROOM WITH

  Gregory Frank Berkshire Hathaway HomeServices PenFed Realty

  293 Skylar Lanes Way, Winchester, VA 22603
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  /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 $287,454

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

  230 Shenandoah Trail, Winchester, VA 22602
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  /14

  Not Listed For Sale

  0 Susquehanna Trail, Winchester, VA 22602

  0 Susquehanna Trail, Winchester, VA 22602

  Last Sold Summary

  • 19 Days On Market

  • Last Sold Price $20,500
  • Nov 22, 2023

  Last Listing Agent Jacob Taylor Blue Valley Real Estate
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  /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
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  /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
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  /83

  Est $884,664 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

  • 11% Above List Price
  • $172/SF
  • 21 Days On Market

  • Last Sold Price $799,000
  • Oct 20, 2023

  Last Listing Agent Dan Whitacre Colony Realty
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  /29

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,230 Sq Ft

  110 Red Fox Trail, Winchester, VA 22602

  3-bedroom cottage in Shawneeland offering great potential to make it your own. Recent updates include new kitchen cabinets, countertops, updated bathroom vanities, modern fixtures, and some interior painting, providing a solid starting point for your vision. Inside, you’ll find a warm and functional layout featuring cathedral ceilings, hardwood flooring in most of the home, and a cozy stone

  Angie Ordonez NextHome Realty Select

  110 Red Fox Trail, Winchester, VA 22602
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  /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
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  /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

  • Last Sold Price $40,000
  • Nov 13, 2024

  Last Listing Agent Aimee Graham Pioneer Ridge Realty
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  /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
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  /27

  $19,000 Sold May 28, 2025

  132 Forest Dr, Whitacre, VA 22625

  • Land
  • 13,503 Sq Ft
  • $61,290 per Acre

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Lisa Cox Colony Realty

  132 Forest Dr, Whitacre, VA 22625
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  /2

  Est $207,485 Not Listed For Sale

  128 Rappahannock Trail, Winchester, VA 22602

  • Studio

  128 Rappahannock Trail, Winchester, VA 22602

  Last Sold Summary

  • 1,283% Below List Price

  • Last Sold Price $15,000

  Last Listing Agent Alan Good Colony Realty
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  /48

  $409,900 Open Sun 1:30PM - 3:45PM

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

  709 Dicks Hollow Rd, Winchester, VA 22603

  Welcome to this private gem nestled on a corner lot in beautiful Winchester, VA! This stunning 3-bedroom, 2-bath home offers the perfect balance of modern upgrades, comfort, and peace of mind. Step inside to find a fully remodeled primary bathroom featuring a luxurious walk-in shower — a spa-like retreat in the comfort of your own home. Enjoy the confidence of a brand-new roof with a 30-year

  Fehiber Rosario NBI Realty, LLC

  709 Dicks Hollow Rd, Winchester, VA 22603
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  /26

  $207,500 Sold Jun 11, 2025

  308 Wardensville Grade, Winchester, VA 22602

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

  Last Sold Summary

  • $180/SF
  • 83 Days On Market

  Current Estimated Value $233,442

  Last Listing Agent Leah Marabella Realty ONE Group Old Towne

  308 Wardensville Grade, Winchester, VA 22602
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  /11

  Est $124,246 Not Listed For Sale

  1137 Tomahawk Trail, Winchester, VA 22602

  1137 Tomahawk Trail, Winchester, VA 22602

  Last Sold Summary

  • 211% Above List Price
  • 12 Days On Market

  • Last Sold Price $40,000
  • Aug 11, 2023

  Last Listing Agent Diana Geremia Long & Foster
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  /74

  $450,000 Under Contract

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

  320 Shawnee Trail, Winchester, VA 22602

  Located in Emerald Lake Subdivision-NO HOA . Welcome to your very own treehouse retreat surrounded by mature trees, mountain views, and exceptional privacy on 1.86 acres with a Private POOL! This property is designed for outdoor living, featuring a covered front porch, a large back deck with scenic views, and a beautifully crafted stone patio with a fire pit—perfect for entertaining or relaxing

  Stacey Mullins ERA Oakcrest Realty, Inc.

  320 Shawnee Trail, Winchester, VA 22602
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  /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 $463,502

  Last Listing Agent Bridget Aikens Colony Realty

  386 Round Hill Rd, Winchester, VA 22602
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  /16

  Not Listed For Sale

  Lot 207 Southwood Dr, Whitacre, VA 22625

  Lot 207 Southwood Dr, Whitacre, VA 22625

  Last Sold Summary

  • 1 Day On Market

  • Last Sold Price $6,250
  • Apr 18, 2025

  Last Listing Agent Misty Weaver Samson Properties
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  /15

  $579,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  120 LOT 15 Downhill Cir, Cross Junction, VA 22625

  Construction has begun on This Brand New home that is being offered in a beautiful Lake Community! Desirable floor plan, Offers Quartz counters in the kitchen, stainless steel appliances, Luxury Vinyl flooring throughout all main living areas. 9' ceilings on the main level. Favorable floor plan that offers primary bedroom on one side of the home with the other two bedrooms on the other side of

  Denise Bishop Long & Foster Real Estate, Inc.

  120 LOT 15 Downhill Cir, Cross Junction, VA 22625
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  /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
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  /33

  Not Listed For Sale

  LOT 38 Southwood Dr, Whitacre, VA 22625

  LOT 38 Southwood Dr, Whitacre, VA 22625

  Last Sold Summary

  • 3 Days On Market

  • Last Sold Price $70,000
  • Apr 14, 2025

  Last Listing Agent Lisa Cox Colony Realty
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  /98

  $669,000 Under Contract

  • 6 Beds
  • 4.5 Baths
  • 4,124 Sq Ft

  461 Skylar Lanes Way, Winchester, VA 22603

  Welcome to 461 Skylar Lanes Way, a stunning home nestled on over 2 acres in the upscale & sought after Walnut Springs Estates community, with just minutes from downtown Winchester! This spacious residence offers 6 bedrooms, 4.5 bathrooms, finished basement and a 3-car side load garage with a circular paved driveway, providing plenty of room for family, guests, and entertaining. Step inside the

  Michele Gibson Samson Properties

  461 Skylar Lanes Way, Winchester, VA 22603
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  /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 $713,538

  Last Listing Agent Amber Jenkins Century 21 Redwood Realty

  251 Heather Hill Ln, Winchester, VA 22603
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  Not Listed For Sale

  0 Bobcat Trail Unit 11406821, Winchester, VA 22602

  0 Bobcat Trail Unit 11406821, Winchester, VA 22602

  Last Sold Summary

  • 58 Days On Market

  • Last Sold Price $77,000
  • Feb 26, 2025

  Last Listing Agent Andy Austin Double A Auction & Realty
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  /54

  $525,000

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

  357 Hunting Ridge Rd, Winchester, VA 22603

  Completely remodeled in 2023, this 3-bedroom, 2-bath rancher offers modern updates and a functional layout on 2.29 acres. Luxury vinyl plank flooring runs throughout, complementing a well-appointed kitchen with granite countertops, stainless steel appliances, a double oven, an electric cooktop, and a built-in mini fridge. The family room features a vaulted wood ceiling and fireplace, creating a

  Sheila Pack RE/MAX Roots

  357 Hunting Ridge Rd, Winchester, VA 22603
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  /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 $389,414

  Last Listing Agent Brian Doman Preslee Real Estate

  790 McDonald Rd, Winchester, VA 22602
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  /6

  Not Listed For Sale

  0 Bobcat Trail, Gore, VA 22637

  0 Bobcat Trail, Gore, VA 22637

  Last Sold Summary

  • 22 Days On Market

  • Last Sold Price $77,000
  • Feb 26, 2025

  Last Listing Agent Andy Austin Double A Auction & Realty

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