Stephenson, VA Homes

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  /65

  $1,295,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,880 Sq Ft

  2277 Indian Hollow Rd, Winchester, VA 22603

  **An absolute Unicorn** This one of a kind property is like owning your own private State Park! This spectacular gated custom Brick and Cedar Ranch built in 2012 on 30 acres just outside Winchester was specifically designed as an off the grid family compound. The attention to detail is unmatched. It's endless list of unique features includes handmade bricks, custom Amish made kitchen cabinets

  

  Jim Shebest

  Coldwell Banker Realty

  (540) 917-5294

  2277 Indian Hollow Rd, Winchester, VA 22603
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• 

  

  /2

  $2,200 per month

  • 4 Beds
  • 4.5 Baths
  • 2,645 Sq Ft
  • House for Rent

  2680 Northwestern Pike, Winchester, VA 22603

  All brick, single family, one level, home with a detached 2 car garage. Over 2,600 sq ft . Freshly painted inside & out and new carpet in family room and in primary bedroom. Most flooring is hardwood. Almost 1 acre lot, private setting & close to the WMC. Well & Septic, Oil heat, Central Air, high speed internet available. Pets case by case. No smoking. There are two fireplaces but they have not

  2680 Northwestern Pike, Winchester, VA 22603
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  /49

  $481,000 Sold Jun 17, 2025

  • 1,994 Sq Ft
  • $241/SF
  • 27 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1973

  562 Valley View Dr, Winchester, VA 22603

  A rare find in 22603! This property is nestled on a mostly wooded, 3 acre lot, offering a private setting. This is a one owner, one level, solid, brick home with a full walk-out basement. Cozy up to the fireplace or relax in the sunroom and take in the peacefulness and wildlife the forest brings. The main level has mostly hardwood floors, 3 bedrooms and 2 full bathrooms, sunroom and gas fireplace

  Cara Wilkins MarketPlace REALTY

  562 Valley View Dr, Winchester, VA 22603
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  /14

  Not Listed For Sale

  0 Susquehanna Trail, Winchester, VA 22602

  0 Susquehanna Trail, Winchester, VA 22602
• 

  

  

  /31

  $125,000

  • Land
  • 23 Acres
  • $5,383 per Acre

  0 Bear Trail Unit LotWP001 22365692, Winchester, VA 22602

  Idyllic, mostly wooded mountaintop sanctuary made up of three parcels with many residential and recreational possibilities. It is located just a few miles west of Winchester above Shawneeland. The large parcel is part of the Great North Mountain Wilderness community. The soil work on one of the small parcels is approved for a two-bedroom septic system, and the owner has stated that at one time,

  Chad Pangle Whitetail Properties Real Estate

  0 Bear Trail Unit LotWP001 22365692, Winchester, VA 22602
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  /12

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • House for Rent

  308 Wardensville Grade, Winchester, VA 22602

  3 bedroom 2 full bath home on 1.3 acres now available for rent. Animals considered on a case by case basis. Application required with $50 application fee per person over 18 that will be living there.

  Misty Miller OliveTree Property Group, LLC

  308 Wardensville Grade, Winchester, VA 22602
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  /4

  $136,000 Sold Jun 11, 2025

  • 1,056 Sq Ft
  • $129/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1977

  210 Zeiger Dr, Winchester, VA 22602

  *INVESTOR OPPORTUNITY CASH ONLY SALE* This 3-bedroom, 1-bath home sits on a wooded lot estimated at 1.10-acres and it is just a short drive from Winchester. All roads to the property are paved, making access easy. The home needs a major rehab but has great potential for someone looking to flip or invest. It’s on a well and septic system. BEING SOLD AS-IS, WHERE IS.

  Angie Ordonez NextHome Realty Select

  210 Zeiger Dr, Winchester, VA 22602
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  /83

  Est $837,518 Not Listed For Sale

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

  420 N Hayfield Rd, Winchester, VA 22603

  420 N Hayfield Rd, Winchester, VA 22603
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  /47

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,952 Sq Ft

  164 Bethel Grange Rd, Winchester, VA 22603

  Beautiful brick ranch in a lovely rural setting with mountain views and only minutes to town amenities. 3 bedrooms, 1 1/2 baths with a shower stall in mud room downstairs. Country kitchen with adjoining carport. Large living room front window with nice view of Round Hill. Extra closets. 4 ft hallway with ceiling fan. 5x16 covered front porch and 1 car side carport. Paved drive and walkways.

  Cathy Durbin Crum Realty, Inc.

  164 Bethel Grange Rd, Winchester, VA 22603
• 

  

  /17

  $1,600 per month

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft
  • House for Rent

  122 Chandler Ct, Winchester, VA 22603

  Beautiful 3bd 1 bath house located 10 minutes from Winchester Medical Center. Hardwood flooring throughout most of the home. Wash and dryer included. Tenant(s) responsible for yard maintenance. $47 application fee. REQUIREMENTS TO QUALIFY: (1) Household annual income $72k minimum, (2) Good credit, (3) Good landlord reference

  Courtney Spaid Crum Realty, Inc.

  122 Chandler Ct, Winchester, VA 22603
• 

  

  /23

  $257,770 Sold Jun 11, 2025

  • 880 Sq Ft
  • $293/SF
  • 13 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1973

  212 Graywolf Trail, Winchester, VA 22602

  Professional photos coming soon. Welcome to 212 Graywolf Trail — a beautifully renovated 2-bedroom, 1-bath home just 20 minutes from downtown Winchester! Enjoy the convenience of nearby restaurants, shopping, and grocery stores, all while living in a peaceful setting on a spacious 1/3-acre lot. This move-in-ready home features a brand-new roof, siding, windows, and HVAC system, offering peace of

  Jon Fleming Weichert Realtors - Blue Ribbon

  212 Graywolf Trail, Winchester, VA 22602
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  /47

  Est $373,979 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,163 Sq Ft

  304 Graywolf Trail, Winchester, VA 22602

  304 Graywolf Trail, Winchester, VA 22602
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  /53

  $500,000

  • 4 Beds
  • 2 Baths
  • 2,012 Sq Ft

  669 Dicks Hollow Rd, Winchester, VA 22603

  Welcome to this spacious farmhouse on FIVE acres! NEW TWO ZONE HEAT AND AC BEING INSTALLED ON TUESDAY THE 17TH! NEW hot water heater! NEWER windows throughout. Metal roof - large detached two car garage with large work area. Pole barn and garden shed! Apple trees, peach tree - 15 minutes to town!

  Barbera Clausen EXP Realty, LLC

  669 Dicks Hollow Rd, Winchester, VA 22603
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  /62

  $534,000 Sold Jun 11, 2025

  • 2,681 Sq Ft
  • $199/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1967

  6880 Northwestern Pike, Gore, VA 22637

  Charming All-Brick Rancher on Unrestricted Acreage. Escape to the country with this beautifully updated all-brick rancher, offering breathtaking mountain views and plenty of space to make your homestead dreams come true! Recent updates include a kitchen remodel with new appliances and countertops, an expanded master closet, fresh paint, updated baths and more. Partially finished basement with a

  Tracie Clawson ERA Oakcrest Realty, Inc.

  6880 Northwestern Pike, Gore, VA 22637
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  /12

  Not Listed For Sale

  405 Sleigh Dr, Cross Junction, VA 22625

  405 Sleigh Dr, Cross Junction, VA 22625
• 

  

  /51

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  545 Deer Run Dr, Winchester, VA 22602

  BACK ON THE MARKET AT NO FAULT OF THE SELLER! BUYER'S FINANCING FELL THROUGH! Peaceful Country Living on Three Secluded Acres – Just Minutes from Downtown WinchesterWelcome to 545 Deer Run, where privacy, charm, and convenience come together. Nestled on three acres, this warm and welcoming home offers a serene escape from the everyday—yet it’s only minutes from the restaurants, shops, and

  Kaaren Lofgren Corcoran McEnearney

  545 Deer Run Dr, Winchester, VA 22602
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  /40

  $283,000 Sold Jun 06, 2025

  • 1,276 Sq Ft
  • $222/SF
  • 246 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  123 Pingley Ln, Winchester, VA 22602

  Discover this charming home featuring two spacious bedrooms and one bathroom, with over 1,200 square feet of comfortable living space. Recent renovations include countertops, new flooring, a refreshed shower, and upgraded 16-inch insulation for added energy efficiency. The unfinished basement provides ample storage options. Outdoors, you’ll appreciate the covered front porch and the privacy of a

  Marisa Varley ERA Oakcrest Realty, Inc.

  123 Pingley Ln, Winchester, VA 22602
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  /2

  Est $230,687 Not Listed For Sale

  • Studio

  128 Rappahannock Trail, Winchester, VA 22602

  128 Rappahannock Trail, Winchester, VA 22602
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  /41

  $540,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  129 Jalapa Trail, Winchester, VA 22602

  Brand new everything, Roof, appliances, water treatment , bathrooms, deck, Sunroom, flooring Motivated Seller The perfect retreat for everyone, Welcome to your dream home in the heart of the Virginia Mountains , yet only 7 miles to the new Medical Center in Winchester. The property has access to the community lake, picnic grounds, play ground and loads of nature trails for hiking and nature

  Leslie Woods-Hulse Century 21 Redwood Realty

  129 Jalapa Trail, Winchester, VA 22602
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  /29

  $55,000 Sold Jun 03, 2025

  • Land
  • 0.37 Acre
  • $148,649 per Acre

  • 1 Day On Market

  528 Southwood Dr, Whitacre, VA 22625

  This lakefront lot in the serene Lake Holiday community presents a wonderful opportunity for relaxation and recreation. While the lot is non-buildable, it offers composite steps leading to a dock where you can enjoy a wide variety of water activities. The 240-acre gated community is ideal for water lovers, with amenities such as swimming, fishing, and boating readily accessible. Situated in a

  Lisa Cox Colony Realty

  528 Southwood Dr, Whitacre, VA 22625
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  /39

  Est $359,827 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  230 Falcon Trail, Winchester, VA 22602

  230 Falcon Trail, Winchester, VA 22602
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  /73

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 2,964 Sq Ft

  306 Burnt Church Rd, Winchester, VA 22603

  Welcome to this charming Circa 1801-Farmette, nestled on approximately 7.5 unrestricted acres just outside the City of Winchester. This property offers the perfect blend of historic character and rural tranquility, with convenient access to shopping, dining, and major commuter routes, including Rt. 37 and I-81. Enjoy the open space for gardening, raising poultry, or embracing a country

  Sue Goodwin Long & Foster Real Estate, Inc.

  306 Burnt Church Rd, Winchester, VA 22603
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  /37

  $400,000 Sold May 30, 2025

  • 1,248 Sq Ft
  • $321/SF
  • 51 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1984

  111 Overlook Rd, Gore, VA 22637

  NEW PRICE !! THE SELLER IS MOTIVATED !! Listing agent prefers text message for communication: (703) 728 - 0105BEAUTIFUL AND PRIVATE CORNER RESIDENCE: 4 BEDROOMS, 4 BATHS, 3 LEVELS WITH FULL BASEMENT.On 3 acres, the property offers several bonuses, such as large, covered spaces for any event and can accommodate up to 100 people,In addition: Horse stables, infrastructure for raising animals,

  Gaston Prudencio Fairfax Realty 50/66 LLC

  111 Overlook Rd, Gore, VA 22637
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  /11

  Est $128,110 Not Listed For Sale

  1137 Tomahawk Trail, Winchester, VA 22602

  1137 Tomahawk Trail, Winchester, VA 22602
• 

  

  /13

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft

  LOT 1 Back Creek Rd, Gore, VA 22637

  Build your own weekend getaway or vacation property. Scenic Wooded Lots with Creek & Mountain Views – 30 Minutes from Winchester, VA. Discover the perfect blend of privacy and convenience with this stunning, 8.2 acre wooded lot, ideally situated just 30 minutes from downtown Winchester, VA. Nestled along a state-maintained, paved road with power on-site, these parcels offer both accessibility and

  Bradley Comstock ERA Oakcrest Realty, Inc.

  LOT 1 Back Creek Rd, Gore, VA 22637
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  /120

  $840,000 Sold May 29, 2025

  • 3,567 Sq Ft
  • $235/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2003

  320 Angus Hill Ln, Winchester, VA 22603

  Welcome to this stunning Colonial-style home, nestled on 11.87 acres of picturesque pastureland in the heart of rural Frederick County. Offering timeless elegance and modern comforts, this property is a rare find for those seeking both tranquility and convenience. Step inside to discover spacious living areas filled with natural light and gleaming hardwood floors on the main. The updated kitchen

  Angela Duncan MarketPlace REALTY

  320 Angus Hill Ln, Winchester, VA 22603
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  /45

  Est $434,778 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  3063 Northwestern Pike, Winchester, VA 22603

  3063 Northwestern Pike, Winchester, VA 22603
• 

  /2

  $489,000 New Construction

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

  120 LOT 15 Downhill Cir, Cross Junction, VA 22625

  *To Be Built* This Brand New Construction home is being offered in a beautiful Lake Community! Desirable floor plan, Offers granite counters in the kitchen, stainless steel appliances, Luxury Vinyl flooring throughout all main living areas and baths, Carpet in bedrooms, Favorable floor plan that offers primary bedroom on one side of the home with the other two bedrooms on the other side of the

  Denise Bishop Long & Foster Real Estate, Inc.

  120 LOT 15 Downhill Cir, Cross Junction, VA 22625
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  /27

  $19,000 Sold May 28, 2025

  • Land
  • 0.31 Acre
  • $61,290 per Acre

  • 24 Days On Market

  132 Forest Dr, Whitacre, VA 22625

  WATERFRONT MEMBERSHIP LOT AVAILABLE NEAR BEACH 2! This lot is not currently a buildable lot but come build your own dock (permit application required) and make it your own private boat access! Lake Holiday offers a pristine 250 acre swimming/boating/fishing lake with amenities galore including 24/7 guard gate, 3 sandy beaches, fishing pier, tennis/volleyball/pickleball/basketball courts, fitness

  Lisa Cox Colony Realty

  132 Forest Dr, Whitacre, VA 22625
• 

  

  /39

  Est $306,598 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,077 Sq Ft

  217 Poorhouse Rd, Winchester, VA 22603

  217 Poorhouse Rd, Winchester, VA 22603
• 

  

  /45

  $445,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,800 Sq Ft

  171 Sinking Spring Ln, Gore, VA 22637

  Don't miss this charming 3-bedroom, 2-bath home on over 6 picturesque acres with a separate pasture. Escape to your slice of tranquility with this lovely home nestled on 6.59 expansive acres. Perfectly blending modern comfort with rural charm. This property offers a serene retreat with endless possibilities. Step inside to discover a spacious living area with an updated eat-in kitchen, ideal

  Leigh Phillips MarketPlace REALTY

  171 Sinking Spring Ln, Gore, VA 22637
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  /31

  $254,000 Sold May 28, 2025

  • 800 Sq Ft
  • $318/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  105 Deer Trail, Winchester, VA 22602

  Step into this like new home that was fully remodeled this year. New roof, Deck and Vinyl Siding, HVAC, Windows, Luxury Vinyl Plank Flooring, Hot Water Heater, Cabinets Granite Countertops and Appliances. This two bedroom, two full bath stunner has all of the upgraded finishes you could ask for. Situated perfectly on just under an acre, complete with brand new garden shed, this is the one that

  Nadeem Helfer Corcoran McEnearney

  105 Deer Trail, Winchester, VA 22602
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  /44

  Est $297,450 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,124 Sq Ft

  208 Poorhouse Rd, Winchester, VA 22603

  208 Poorhouse Rd, Winchester, VA 22603
• 

  

  /50

  $419,900 Coming Soon

  • 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. The entire house benefits from a state-of-the-art water

  Fehiber Rosario NBI Realty, LLC

  709 Dicks Hollow Rd, Winchester, VA 22603
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  /79

  $525,000 Sold May 23, 2025

  • 2,828 Sq Ft
  • $186/SF
  • 32 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2002

  133 Pond View Ln, Winchester, VA 22603

  Back on the market at no fault of the seller!!Welcome to 133 Pond View Lane! This charming traditional-style home sits on a picturesque 5.35-acres, offering a peaceful retreat with stunning seasonal blooms. Just 1.25 miles from Route 522 and 2.4 miles to Gainesboro Elementary and Frederick County Middle School. This well-maintained, one-owner home is move-in ready with a new roof (2023) and

  RoxAnn Grimes RE/MAX Roots

  133 Pond View Ln, Winchester, VA 22603
• 

  

  /37

  Est $224,498 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft

  625 Round Hill Rd, Winchester, VA 22602

  625 Round Hill Rd, Winchester, VA 22602
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  /55

  $450,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  1793 N Hayfield Rd, Winchester, VA 22603

  Charming all-brick ranch home on a spacious .97-acre lot, featuring 3 bedrooms, 2.5 baths, and traditional style throughout. Enjoy a covered front porch, rear deck, living room with fireplace, separate dining room, and eat-in kitchen. Includes a 2-car garage and no HOA. Ideally located—peaceful setting just outside of town, yet only 10 minutes to shopping and Winchester Medical Center, and just

  RoxAnn Grimes RE/MAX Roots

  1793 N Hayfield Rd, Winchester, VA 22603
• 

  

  /53

  $604,000 Sold May 23, 2025

  • 2,177 Sq Ft
  • $277/SF
  • 99 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  219 Plow Run Ln, Winchester, VA 22602

  Beautiful One Level Home on 3 picturesque acres with no HOA. Built in 2017 this home offers a contemporary open floor plan with all the living on one level plus a full unfinished basement with space for rooms and plumbing rough-in for an additional bathroom, PLUS a rough-in for wood-burning stove. Gorgeous kitchen with an abundance of counter space & cabinetry is the heart of home. Complete

  Angela Duncan MarketPlace REALTY

  219 Plow Run Ln, Winchester, VA 22602
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  /49

  Est $574,922 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  205 Crinoline Ln, Winchester, VA 22603

  205 Crinoline Ln, Winchester, VA 22603
• 

  

  /39

  $450,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,864 Sq Ft

  234 Bethel Grange Rd, Winchester, VA 22603

  Cathy Durbin Crum Realty, Inc.

  234 Bethel Grange Rd, Winchester, VA 22603

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