Winchester, VA Homes

• 

  

  

  /38

  Est $320,227 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  20 Glaize Ave, Winchester, VA 22601

  20 Glaize Ave, Winchester, VA 22601
• 

  

  

  /10

  $225,000

  • Land
  • 20.05 Acres
  • $11,222 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

  Sharon Farinholt Realty ONE Group Old Towne

  951 Bobcat Trail, Winchester, VA 22602
• 

  

  

  /31

  $310,000 Sold Jul 25, 2025

  • 1,620 Sq Ft
  • $191/SF
  • 0 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  7 E Hart St, Winchester, VA 22601

  Beautifully Maintained and Ideally Located!Nestled within city limits and just minutes from shopping, local dining, and the vibrant downtown walking mall, this home offers the perfect blend of comfort and convenience. Recent updates include fresh paint on all interior levels (2025), new carpet (2025), upgraded granite countertops (2019), a 30-year Timberline American Harvest roof (2017),

  Jennifer Sacco RE/MAX Roots

  7 E Hart St, Winchester, VA 22601
• 

  

  

  /42

  Est $563,770 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,288 Sq Ft

  2025 Taylor Grace Ct, Winchester, VA 22601

  2025 Taylor Grace Ct, Winchester, VA 22601
• 

  

  

  /52

  $650,000

  • 6 Beds
  • 3 Baths
  • 2,568 Sq Ft

  1301 Front Royal Pike, Winchester, VA 22602

  UNIQUE AND HISTORIC! UNPACK THE POTENTIAL OF THIS 214-YEAR-OLD SHENANDOAH VALLEY HOME AND TURN IT INTO AN ELEGANT SHOWPLACE! If houses could talk, this one would speak volumes. Built in 1811, during the nation's infancy, it later bore witness to the Civil War in which it was said to have been a hospital. In 1864, it was a division headquarters for George Armstrong Custer. The flat roof

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  1301 Front Royal Pike, Winchester, VA 22602
• 

  

  /48

  $335,200 Sold Jul 25, 2025

  • 2,606 Sq Ft
  • $129/SF
  • 25 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  128 Fox Dr, Winchester, VA 22601

  Welcome to 128 Fox Dr — a spacious, move-in ready home nestled in the heart of Winchester, offering three levels spanning over 2,600 square feet of flexible living space, with 4 bedrooms, 3 bathrooms, and unbeatable convenience! This Cape Cod-style home features a thoughtful layout with at least one bedroom and a full bathroom on every level. Step into the main level to discover hardwood floors

  MJ Frazier Serhant

  128 Fox Dr, Winchester, VA 22601
• 

  

  /46

  Est $511,377 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,872 Sq Ft

  2012 Taylor Grace Ct, Winchester, VA 22601

  2012 Taylor Grace Ct, Winchester, VA 22601
• 

  

  /94

  $689,999

  • 6 Beds
  • 3.5 Baths
  • 4,365 Sq Ft

  122 Poe Dr, Winchester, VA 22602

  ***VACANT HOME - MOVE-IN READY - SPECIAL FINANCING AVAILABLE*** Welcome to your dream home to own this immaculate 6-Bedroom with amazing Blue Ridge Views. This beautiful home built 2023 has been adorably well cared for and nestled in one of Winchester’s most coveted neighborhoods. This home is the largest model offered by Richmond American Homes – the Yorktown with add-on Sun-Room extension.

  Mohammad Bhatti Samson Properties

  122 Poe Dr, Winchester, VA 22602
• 

  

  /73

  $450,000 Sold Jul 25, 2025

  • 2,964 Sq Ft
  • $152/SF
  • 86 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1801

  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
• 

  

  /46

  Est $585,453 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,888 Sq Ft

  655 Beehive Way, Winchester, VA 22601

  655 Beehive Way, Winchester, VA 22601
• 

  

  /25

  $445,000

  • 4 Beds
  • 3.5 Baths
  • 2,892 Sq Ft

  112 Hites St, Winchester, VA 22602

  No HOA! Discover the expanded comfort of this charming home, featuring a spacious addition completed in 2011. Two master suites: one upstairs and the other one at the main level—it’s ideal for multigenerational living or a private in-law suite. Enjoy a fenced backyard, attached single-car garage, and updates including a newer roof (2015) and HVAC system with heat pump and gas furnace (2011). The

  Rocio Benavides Orus Realty Inc

  112 Hites St, Winchester, VA 22602
• 

  

  /51

  $405,000 Sold Jul 25, 2025

  • 2,012 Sq Ft
  • $201/SF
  • 54 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  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,

  Kaaren Lofgren Samson Properties

  545 Deer Run Dr, Winchester, VA 22602
• 

  

  /35

  Est $564,352 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,542 Sq Ft

  635 Beehive Way, Winchester, VA 22601

  635 Beehive Way, Winchester, VA 22601
• 

  

  /53

  $199,000

  • 3 Beds
  • 3 Baths
  • 2,090 Sq Ft

  123 Old Bethel Ln, Winchester, VA 22603

  $50,000 Price Reduction—now priced below assessed value for a quick sale! This double wide home sits on a full concrete block walkout basement and offers solid infrastructure including a serviced, fully functioning septic system and well with newer pressure tank and pump. The home includes three bedrooms, three bathrooms, multiple living areas, intact appliances, some updated windows, and a shed

  Fawn Deitsch RE/MAX Gateway

  123 Old Bethel Ln, Winchester, VA 22603
• 

  

  /71

  $1,150,000 Sold Jul 25, 2025

  • 8,616 Sq Ft
  • $133/SF
  • 338 Days On Market

  • 7 Beds
  • 7 Baths
  • Built 1890

  202 S Washington St, Winchester, VA 22601

  Back on the market due to NO fault of the Seller! You have to see this $1M renovation by an architect out of NYC. Currently a single family home with a private “guest apartment”, but zoned multi-family with the potential for up to 4 units and potentially $4000.00+ in monthly rental income! Fantastic opportunity! The private guest suite currently has 2 bedrooms. The 3rd floor also has an

  Lori Bales Keller Williams Realty

  202 S Washington St, Winchester, VA 22601
• 

  

  /36

  Est $582,920 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,550 Sq Ft

  681 Hillman Dr, Winchester, VA 22601

  681 Hillman Dr, Winchester, VA 22601
• 

  

  /39

  $419,900

  • 5 Beds
  • 2 Baths
  • 2,363 Sq Ft

  707 S Braddock St, Winchester, VA 22601

  Welcome to this charming, fully remodeled home located in the heart of Winchester.Experience the timeless appeal of Old Winchester charm, just minutes from the vibrant walking mall, shops, restaurants, and the famous Apple Blossom Parade route. This beautifully remodeled home features LVP flooring throughout and a light-filled open floor plan that seamlessly blends historic character with

  Heloisa Amar Samson Properties

  707 S Braddock St, Winchester, VA 22601
• 

  

  /14

  Sold Jul 24, 2025

  • 1,442 Sq Ft

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  611 Laurelwood Cir, Winchester, VA 22601

  Quick Move-In Poplar available at Laurelwood Commons in Winchester, VA - walkable to downtown and parks! July delivery, 3 beds, 2.5 baths, 1-car garage, white cabinets, LVP flooring in the great room, kitchen island, washer/dryer, included lawn maintenance and more! Enjoy ALL closing costs paid with use of NVR Mortgage.* Learn more.

  Ryan Homes

  611 Laurelwood Cir, Winchester, VA 22601
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  /34

  Est $583,346 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,550 Sq Ft

  673 Hillman Dr, Winchester, VA 22601

  673 Hillman Dr, Winchester, VA 22601
• 

  

  /50

  $694,000

  • 4 Beds
  • 3.5 Baths
  • 4,167 Sq Ft

  132 Cahille Dr, Winchester, VA 22602

  Elegant Colonial with Theater Room, Stone Water Features & Luxury Upgrades in Raven Pointe Welcome to your dream home in the highly sought-after Raven Pointe neighborhood! This beautifully maintained 4-bedroom, 3.5-bath colonial, built in 2005, offers nearly 4,000 sq ft of luxurious living space on a serene 0.28-acre lot. Thoughtfully designed for both entertaining and everyday comfort, this home

  Jonathan Minerick Homecoin.com

  132 Cahille Dr, Winchester, VA 22602
• 

  

  /59

  $630,000 Sold Jul 24, 2025

  • 3,842 Sq Ft
  • $164/SF
  • 31 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1988

  1532 Dalton Place, Winchester, VA 22601

  This home charms from the outside in. The facade is a handsome combination of brick and slate blue siding with a gabled roof and attractive octagonal bump-out. Surrounded by lush landscaping and nestled atop a small hill, the brick walk welcomes you like a personal invitation. Inside, the blend of old school craftsmanship and chic continues. Real hardwood floors, tasteful contemporary paint

  Dan Whitacre Colony Realty

  1532 Dalton Place, Winchester, VA 22601
• 

  

  /20

  Est $572,622 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,550 Sq Ft

  661 Hillman Dr, Winchester, VA 22601

  661 Hillman Dr, Winchester, VA 22601
• 

  

  /8

  $690,000

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  1950 Melvor Ln, Winchester, VA 22601

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  Kim Kroner Washington Dulles Real Estate Group

  1950 Melvor Ln, Winchester, VA 22601
• 

  

  /63

  $535,000 Sold Jul 24, 2025

  • 3,118 Sq Ft
  • $172/SF
  • 56 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1974

  303 Walker St, Winchester, VA 22601

  Welcome to this beautifully maintained 4-bedroom, 3-bathroom home on a prime corner lot in Whittier Acres! Located on a quiet cul-de-sac and just a short stroll to Whittier Park and the Museum of the Shenandoah Valley, this home offers both convenience and charm. The meticulously landscaped yard sets the tone for the care found throughout the property. Inside, you'll find refinished hardwood

  Frank Armstrong, IV Colony Realty

  303 Walker St, Winchester, VA 22601
• 

  

  /45

  Est $534,240 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,825 Sq Ft

  653 Hillman Dr, Winchester, VA 22601

  653 Hillman Dr, Winchester, VA 22601
• 

  

  /49

  $637,900

  • 4 Beds
  • 2.5 Baths
  • 3,512 Sq Ft

  2321 Stoneridge Rd, Winchester, VA 22601

  Must see colonial in Harvest Ridge on just over 0 .4 acre in the city of Winchester. The open foyer invites you into this spacious home boasting over 3500 sq.ft. plus a full walk-out basement, ready to finish for additional square footage. Large living and dining rooms with hardwood, den or office. Large kitchen features granite counters, stainless steel appliances, and a breakfast area that

  John Schroth Colony Realty

  2321 Stoneridge Rd, Winchester, VA 22601
• 

  

  /26

  $220,000 Sold Jul 24, 2025

  • 686 Sq Ft
  • $321/SF
  • 102 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1957

  104 Blackfeet Trail, Winchester, VA 22602

  THIS UPDATED REMODELED AND ADORABLE COTTAGE SITS ON 1/2 ACRE OF WOODS. FEATURING SPACIOUS KITCHEN WITH QUARTZ COUNTERS, STAINLESS STEEL APPLIANCES, MODERN TILE BLACKSPLASH, SPACIOUS BEDROOMS, NEW CUSTOM PAINT, UPDATED BATHROOM, NEW FLOORING, NEW LIGHTING, FIREPLACE AND MUCH MORE! Close to schools, Shopping, and commuter routes. Roads maintained. No HOA! Home is in sanitary district with fees

  Jose Flores Epic Realty, LLC.

  104 Blackfeet Trail, Winchester, VA 22602
• 

  

  /24

  Est $499,690 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,395 Sq Ft

  649 Hillman Dr, Winchester, VA 22601

  649 Hillman Dr, Winchester, VA 22601
• 

  

  /26

  $294,900

  • 3 Beds
  • 1 Bath
  • 1,094 Sq Ft

  143 Dowell J Cir, Winchester, VA 22602

  Charming Rancher with Prime Location and Endless Potential! Seller offering $5,000 towards buyers closing costs or desired upgrades.This well-built, single-level rancher offers 3 bedrooms and 1 full bath across 1,000 square feet of smartly designed living space. Nestled on a quiet street just outside Winchester city limits, this home falls within the Frederick County school

  Sarah Hott hott Realty ONE Group Old Towne

  143 Dowell J Cir, Winchester, VA 22602
• 

  

  /6

  $589,900 Sold Jul 23, 2025

  • 2,928 Sq Ft
  • $201/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2001

  203 Germany Rd, Winchester, VA 22602

  Spacious 4 Bedroom, 2.5 Bath home nestled on 3.10 private, picturesque acres! Enjoy peaceful mornings from the charming wrap-around porch. Featuring an oversized garage, a bonus room perfect for a home office or playroom, and plenty of space to spread out inside and out. Conveniently located near schools, shopping, and amenities. Privacy and comfort in one beautiful package—this one won’t last

  Tiffany Hunter ERA Oakcrest Realty, Inc.

  203 Germany Rd, Winchester, VA 22602
• 

  

  /34

  Est $578,355 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,509 Sq Ft

  906 Wayne Dr, Winchester, VA 22601

  906 Wayne Dr, Winchester, VA 22601
• 

  

  /51

  $1,195,000

  • 7 Beds
  • 4.5 Baths
  • 6,380 Sq Ft

  207 Westview Dr, Winchester, VA 22603

  Welcome to 207 Westview Drive, a secluded sanctuary nestled on just over six wooded acres in the heart of the Shenandoah Valley—mere minutes from the charm of Historic Old Town Winchester. With over 6,600 square feet of beautifully finished living space, this one-of-a-kind property offers the perfect blend of luxury, comfort, and natural beauty. Tucked deep into the trees, yet close to shops,

  Carolyn Young Samson Properties

  207 Westview Dr, Winchester, VA 22603
• 

  

  /26

  $339,000 Sold Jul 23, 2025

  • 1,550 Sq Ft
  • $219/SF
  • 33 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  825 Panther Dr, Winchester, VA 22602

  Beautiful brand new custom-built home with a practical balance between size, openness, use of space andattractiveness. Many thoughtful extras including upgraded appliances, vanities, cabinets, lighting, plumbing fixtures as well as underground electric from the street, 9 ft ceilings on 1st floor, landscaping, gutter guards, soft-close cabinets throughout, tile tub surrounds, water softener &

  Debbie Crevier Kent Cottage Street Realty LLC

  825 Panther Dr, Winchester, VA 22602
• 

  

  /32

  Est $344,210 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,052 Sq Ft

  808 Appleseed Ct, Winchester, VA 22601

  808 Appleseed Ct, Winchester, VA 22601
• 

  

  /26

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  1004 S Cameron St, Winchester, VA 22601

  PRICE REDUCED***Renovated Home in Winchester neighborhood.*** You’ll enter the house and find a spacious living room. As you continue walking, you’ll be led to the fully renovated kitchen. The kitchen features stainless steel appliances, including a new refrigerator, stove, microwave, dishwasher, new cabinets, and a granite countertop. The laundry room, located conveniently on the main level,

  Patricia Salgado Metas Realty Group, LLC

  1004 S Cameron St, Winchester, VA 22601
• 

  

  /34

  $412,000 Sold Jul 23, 2025

  • 1,762 Sq Ft
  • $234/SF
  • 136 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2006

  2320 Tower Ave, Winchester, VA 22601

  Seller is offering $10,000 closing cost assistance!!!Don't drag your feet before this one disappear!!! Welcome to 2320 Tower Ave , Two Car garages ,4 legal bedrooms , 2 full bathrooms single family in quiet cul-de-sac is what you are waiting for is finally here to make it yours, the entire house just came out of renovations from freshly painted , Master Bathroom/Quartz, High

  Alex Adomako-Acheampong Samson Properties

  2320 Tower Ave, Winchester, VA 22601
• 

  

  /15

  Est $336,919 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,052 Sq Ft

  801 Appleseed Ct, Winchester, VA 22601

  801 Appleseed Ct, Winchester, VA 22601
• 

  

  /143

  $899,000 Open Sat 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 4,438 Sq Ft

  769 Seldon Dr, Winchester, VA 22601

  Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living.The main level features a generously sized primary suite with a walk-in closet and en-suite bath,

  Amanda Slate Keller Williams Realty

  769 Seldon Dr, Winchester, VA 22601
• 

  

  /25

  $360,000 Sold Jul 22, 2025

  • 1,344 Sq Ft
  • $268/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1986

  108 Oakmont Cir, Winchester, VA 22602

  A Commuter’s Dream! Discover your perfect sanctuary in this beautifully maintained home located in a serene cul-de-sac in Winchester, VA. This inviting property features 3 Bedrooms, 1.5 Baths with Spacious Living Room, Open Kitchen and a beautiful spacious Backyard. Backyard has a Gazebo, Large deck and fenced in back yard. There is ample storage with 2 sheds that convey with the property.

  Stacey Mullins ERA Oakcrest Realty, Inc.

  108 Oakmont Cir, Winchester, VA 22602
• 

  

  /45

  Est $560,523 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,437 Sq Ft

  722 Chelsea Dr, Winchester, VA 22601

  722 Chelsea Dr, Winchester, VA 22601

Showing Results 601 - 640, Page 16 of 18