Winchester, VA Homes

• 

  

  

  /48

  Est $698,091 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,529 Sq Ft

  2329 Stoneridge Rd, Winchester, VA 22601

  2329 Stoneridge Rd, Winchester, VA 22601
• 

  

  

  /50

  $599,999

  • 4 Beds
  • 2.5 Baths
  • 3,106 Sq Ft

  135 Oak Ridge Ln, Winchester, VA 22602

  Welcome to Fairway Estates Living! Tucked away on a quiet cul-de-sac in one of Winchester’s most coveted (and HOA-free!) neighborhoods, this stately 4-bedroom, 2.5-bath Colonial is ready for owners who will love it as much as the last ones did! This location is just around the corner from Winchester Country Club, commuter routes via Senseny Rd, and everything in town—groceries, shops,

  Sarah Abderrazzaq Realty ONE Group Old Towne

  135 Oak Ridge Ln, Winchester, VA 22602
• 

  

  

  /44

  $300,000 Sold May 01, 2025

  • 2,438 Sq Ft
  • $123/SF
  • 24 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1969

  103 Cheyenne Trail, Winchester, VA 22602

  Welcome to this charming 3-bedroom, 1.5-bath frame home, offering 2,437 sq. ft. of comfortable living space, nestled on a scenic 1.28-acre corner lot. Located in the peaceful Shawneeland community, this property is perfect for a starter home, retirement retreat, or vacation getaway.Enjoy cozy evenings by the beautiful stone fireplace in the spacious living area, where hardwood floors flow through

  Keri Shull EXP Realty, LLC

  103 Cheyenne Trail, Winchester, VA 22602
• 

  

  

  /79

  Est $708,079 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,394 Sq Ft

  2325 Stoneridge Rd, Winchester, VA 22601

  2325 Stoneridge Rd, Winchester, VA 22601
• 

  

  

  /104

  $1,115,000

  • 5 Beds
  • 7 Baths
  • 5,058 Sq Ft

  700 Miller Rd, Winchester, VA 22602

  Nestled in a highly desirable area, this stunning Colonial home offers timeless elegance on 2.5 private acres. Thoughtfully designed with both a main-level primary suite and an upper-level primary suite, this home provides flexible living options for modern convenience. Spacious and filled with natural light, the home features a welcoming foyer, a beautiful kitchen, and multiple living and

  Lilly Triplett Colony Realty

  700 Miller Rd, Winchester, VA 22602
• 

  

  /31

  $275,000 Sold May 01, 2025

  • 780 Sq Ft
  • $353/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  545 Armour Dale, Winchester, VA 22601

  This adorable, updated 2-Bedroom, 1-Bath home in the City of Winchester offers the perfect blend of comfort and cozy charm. Featuring beautiful, low-maintenance LVP flooring throughout and fresh paint, it’s move-in ready for you to make it your own.Enjoy the added bonus of a bright and inviting sunroom, perfect for sipping your morning coffee or relaxing in the afternoon. The unfinished basement

  Laura King MarketPlace REALTY

  545 Armour Dale, Winchester, VA 22601
• 

  

  /41

  Est $676,190 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,433 Sq Ft

  2321 Stoneridge Rd, Winchester, VA 22601

  2321 Stoneridge Rd, Winchester, VA 22601
• 

  

  /34

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,313 Sq Ft

  320 Highland Ave, Winchester, VA 22601

  Welcome to this centrally located home in the heart of Winchester. With easy access to I-81, this home is in a great commuter's location. Just a quick walk or drive away are the charming shops and restaurants of Historic Old Town Winchester. The main level features hardwood floors, a living room with wood-burning brick fireplace and a formal dining room, featuring a charming a built in China

  Heloisa Amar Samson Properties

  320 Highland Ave, Winchester, VA 22601
• 

  

  /38

  $600,000 Sold May 01, 2025

  • 3,016 Sq Ft
  • $199/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  111 Barnston Ct, Winchester, VA 22602

  Location! Location! Location! RAVEN WING COMMUNITY!This stunning brick colonial boasts 4 bedrooms, 2.5 Baths, 2 Car garage, full basement & with just over 3,000 finished sqft. of prime living space, you cant pass this one up! Step inside to gleaming hardwood floors on the main level, a spacious formal dining on the right, and formal living on the left! Don't miss the unique double sided gas

  Lisa Behr Coldwell Banker Premier

  111 Barnston Ct, Winchester, VA 22602
• 

  

  /23

  Est $625,447 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,921 Sq Ft

  2313 Stoneridge Rd, Winchester, VA 22601

  2313 Stoneridge Rd, Winchester, VA 22601
• 

  /2

  $250,000

  • 8 Beds
  • 5 Baths
  • 12,127 Sq Ft

  910 Franklin St, Winchester, VA 22601

  PRICE RARE UNIQUE OPPORTUNITY KNOCKS!50K PRICE DROP!Warehouse and all 4 units cleaned, and junk removed - Ready for new investor.Do not miss this rare opportunity to own this rare, unique mixed-use property in Winchester. Work with the city of Winchester and turn this into your dream project!Excellent rate of return with existing units. Two residential apartments upstairs and two

  Pakeeza Akhtar The KOR Group, Inc.

  910 Franklin St, Winchester, VA 22601
• 

  

  /61

  $550,000 Sold May 01, 2025

  • 2,150 Sq Ft
  • $256/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  1474 Hunting Ridge Rd, Winchester, VA 22603

  Bring your camera! From the living room window, you can watch deer in the front yard grazing and meandering by. Or enjoy birdwatching from the kitchen side, sit on the deck for sunrise views. This property offers nearly 12 acres off Hunting Ridge Road with 3 bedrooms, 2 full baths, and a semi-finished basement perfect for storage, projects, or recreation. The basement includes a wood fireplace,

  Beverly Hoover Samson Properties

  1474 Hunting Ridge Rd, Winchester, VA 22603
• 

  

  /38

  Est $480,496 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  2623 Middle Rd, Winchester, VA 22601

  2623 Middle Rd, Winchester, VA 22601
• 

  

  /55

  $450,000

  • 5 Beds
  • 3.5 Baths
  • 3,333 Sq Ft

  1503 Valley Ave, Winchester, VA 22601

  Active again, Buyer's loan fell through. Charming Colonial located in the heart of Winchester. Only a few minutes walk to the Old Town Mall. This home features 5 bedrooms and 3 1/2 baths with 4 levels. There's a Primary Bedroom and Bathroom located on the main level with doors that open onto the back deck. The family room boasts hardwood floors and a wood burning fireplace. The kitchen is

  Julie Teets Long & Foster Real Estate, Inc.

  1503 Valley Ave, Winchester, VA 22601
• 

  

  /31

  $713,000 Sold May 01, 2025

  • 3,700 Sq Ft
  • $193/SF
  • 181 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  108 Pawn Ct, Winchester, VA 22602

  Explore this inspired Hemingway home, including a quiet study with French doors; a spacious great room with additional windows and a beautiful fireplace; a dining nook; a thoughtfully designed kitchen boasting a center island, a walk-in pantry and an adjacent sunroom; a main-floor powder room; an upstairs laundry; an impressive primary suite showcasing a large walk-in closet and a deluxe bath ,

  Jay Day LPT Realty, LLC

  108 Pawn Ct, Winchester, VA 22602
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  /33

  Est $492,941 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  621 Bittersweet Ct, Winchester, VA 22601

  621 Bittersweet Ct, Winchester, VA 22601
• 

  

  /75

  $599,999

  • 4 Beds
  • 3.5 Baths
  • 3,084 Sq Ft

  1425 Cedar Grove Rd, Winchester, VA 22603

  Welcome to this spacious colonial situated on 4.75 acres in Winchester. With 4 bedrooms and 3.5 bathrooms, this home offers plenty of room and modern comforts. Key Updates:New Roof (2023) – Enjoy peace of mind with this recent upgrade.Brand New HVAC System – Featuring highly efficient heat pumps with a 90% efficiency rating.New Bosch Dishwasher – It's so quiet - no disruption while you're taking

  Katrina Smith RE/MAX Roots

  1425 Cedar Grove Rd, Winchester, VA 22603
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  /9

  $160,000 Sold Apr 30, 2025

  • 1,066 Sq Ft
  • $150/SF
  • 4 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1922

  326 E Piccadilly St, Winchester, VA 22601

  Great for Investment Property. CASH ONLY. Home needs remodeled . Property to be SOLD " Where is, As is" Has 2 bedrooms, 1 1/2 Bath. Laundry Room, Basement. Rear Off street Parking. Rear Storage Shed. Gas forced air heat.Utilities are OFF: Water,Electric and Natural Gas.

  George Johnson Jim Barb Realty Inc.

  326 E Piccadilly St, Winchester, VA 22601
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  /47

  Est $584,811 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,662 Sq Ft

  601 Bittersweet Ct, Winchester, VA 22601

  601 Bittersweet Ct, Winchester, VA 22601
• 

  

  /61

  $825,000

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  400 Great Mountain Ln, Winchester, VA 22602

  Please watch the Video! Escape to your own private mountain retreat with this stunning custom-built log home, offering breathtaking views of the Shenandoah Valley from an elevation of 1600 feet and 99+ acres of pristine land (elevation 2300+). Explore trails illuminated by solarlights—perfect for hiking,riding, and outdoor adventures. For shooting enthusiasts, a private range awaits, while an

  Leah Clowser RE/MAX Roots

  400 Great Mountain Ln, Winchester, VA 22602
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  /34

  $314,900 Sold Apr 30, 2025

  • 1,238 Sq Ft
  • $254/SF
  • 2 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2020

  1322 S Kent St, Winchester, VA 22601

  This charming 5-year-old IMMACULATE townhouse is ideally situated in the heart of Winchester, offering a perfect blend of comfort and convenience. With 2 spacious bedrooms, each featuring their own adjoining baths, this home is perfect for families or guests. The center loft area adds versatility, serving as an excellent office space or a game room. The upper-level laundry area, which includes a

  Lisa Cox Colony Realty

  1322 S Kent St, Winchester, VA 22601
• 

  

  /58

  Est $400,833 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,394 Sq Ft

  612 Crestview Terrace, Winchester, VA 22601

  612 Crestview Terrace, Winchester, VA 22601
• 

  

  /53

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,953 Sq Ft

  123 Meadowbrooke Place, Winchester, VA 22602

  This charming rambler is the one you've been looking for! Located at the end of a cul-de-sac on a tree-lined street, this property offers plenty of privacy. Inside you are greeted by a spacious open floor plan, featuring hardwood floors in all of the rooms except the kitchen and bathrooms. The kitchen features an abundance of wood cabinetry, newer SS dishwasher, stove and refrigerator and new

  Heloisa Amar Samson Properties

  123 Meadowbrooke Place, Winchester, VA 22602
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  /40

  $310,000 Sold Apr 30, 2025

  • 1,408 Sq Ft
  • $220/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1990

  536 Gray Ave, Winchester, VA 22601

  GREAT HOME.L located in the heart of Winchester. Closed to all of the amenities in town. This single family home offers 3 bedrooms, Nice Size closets and 1 full bath , Carpet was put in less than 2 years ago.in the second floor. The main level features :Living room, dining , kitchen and laundry with half bath. with new vanity and mirror. Vinyl Plank throughout the main floor just recently

  Magnolia Halkowitz ERA Oakcrest Realty, Inc.

  536 Gray Ave, Winchester, VA 22601
• 

  

  /38

  Est $633,795 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,159 Sq Ft

  929 Meadow Ct, Winchester, VA 22601

  929 Meadow Ct, Winchester, VA 22601
• 

  

  /76

  $624,500

  • 5 Beds
  • 4 Baths
  • 3,086 Sq Ft

  121 Carnmore Dr, Winchester, VA 22602

  Welcome Home! This stunning 5-bedroom, 4-bath residence checks every box on your must-have list. Step into the gracious entryway with soaring ceilings and spacious living and dining rooms that create an inviting first impression. Sunlight pours through large windows, highlighting the gleaming hardwood floors that flow seamlessly into the heart of the home. The well-appointed kitchen features

  Angela Duncan MarketPlace REALTY

  121 Carnmore Dr, Winchester, VA 22602
• 

  

  /54

  $430,000 Sold Apr 30, 2025

  • 3,432 Sq Ft
  • $125/SF
  • 2 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1965

  128 Country Club Cir, Winchester, VA 22602

  Hurry—this stunning 5-bedroom, 2-bath split-level home won’t last long! Nestled on a private half-acre lot with mature landscaping and a fully fenced yard, this property offers unbeatable space and freedom with NO HOA restrictions!Inside, you’ll find a beautifully updated kitchen with modern appliances, sleek countertops, and ample storage—perfect for cooking and entertaining. The split-level

  Team Dickinson Century 21 Redwood Realty

  128 Country Club Cir, Winchester, VA 22602
• 

  

  /32

  Est $474,969 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,332 Sq Ft

  2329 Harrison St, Winchester, VA 22601

  2329 Harrison St, Winchester, VA 22601
• 

  

  /74

  $679,000

  • 4 Beds
  • 3.5 Baths
  • 3,008 Sq Ft

  355 Fishel Rd, Winchester, VA 22602

  Experience the epitome of homeownership with this stunning colonial home property perfectly set on 2.5+ acres of serene land just moments from all the conveniences of town. Offering the perfect blend of classic charm and modern amenities, this home is ideal for those seeking privacy without sacrificing accessibility. Thoughtfully designed with generous living spaces. Upon entering, you're greeted

  Daniel Brereton RE/MAX Roots

  355 Fishel Rd, Winchester, VA 22602
• 

  

  /30

  $285,000 Sold Apr 30, 2025

  • 1,309 Sq Ft
  • $218/SF
  • 16 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1990

  714 Emily Ln, Winchester, VA 22602

  Very end unit townhouse on the east side of Winchester very close to route 7 and I-81. Two assigned parking spaces and clean interior with three beds and two and a half baths. Washer and dryer in home convey. Spacious kitchen and fenced backyard ideal for small to medium sized dog. Nice vinyl plank flooring on the main level and newer carpet upstairs. Currently occupied, but nice tenant is on a

  Heather Mary Webb RE/MAX Allegiance

  714 Emily Ln, Winchester, VA 22602
• 

  

  /44

  Est $464,462 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,985 Sq Ft

  2301 Harrison St, Winchester, VA 22601

  2301 Harrison St, Winchester, VA 22601
• 

  

  /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
• 

  

  /94

  $880,000 Sold Apr 30, 2025

  • 5,049 Sq Ft
  • $174/SF
  • 11 Days On Market

  • 7 Beds
  • 3.5 Baths
  • Built 1900

  102 S Stewart St, Winchester, VA 22601

  This elegant 7 bedroom home sits on a spacious corner lot in Winchester's historic district. The all brick construction sits on a native limestone foundation. The beautiful front yard is surrounded by a raised stone wall and overlooked by the large front porch offering wonderful space for entertaining or a comfortable to relax. The private backyard is great family space and play area and features

  John Scully Colony Realty

  102 S Stewart St, Winchester, VA 22601
• 

  

  /37

  Est $295,928 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  2225 Harrison St, Winchester, VA 22601

  2225 Harrison St, Winchester, VA 22601
• 

  

  /38

  $455,000 Open Sun 1PM - 3PM

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

  112 Hites St, Winchester, VA 22602

  A Cape Cod like no other! This home boasts over 2800 sq.ft (addition in 2011), which includes two primary suites! The spacious main level features hardwood floors in the entryway, living room and dining room and is adorned by beautiful crown molding throughout. The kitchen features white cabinetry and SS appliances. A main level primary suite features hardwood floors and an attached bathroom,

  Heloisa Amar Samson Properties

  112 Hites St, Winchester, VA 22602
• 

  

  /31

  $330,000 Sold Apr 30, 2025

  • 1,840 Sq Ft
  • $179/SF
  • 6 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2006

  100 Eastside Ln, Winchester, VA 22602

  They don’t build townhouses like this anymore! If you’re looking for a solidly built home with real hardwood floors, timeless cabinetry, and granite countertops, this is the one for you. Located on the east side of Winchester, just minutes from Route 7 and I-81, this end-unit townhouse offers both convenience and charm. No need to worry about lawn care—the HOA takes care of all the mowing! Step

  Kaitlyn Behr RE/MAX Roots

  100 Eastside Ln, Winchester, VA 22602
• 

  

  /42

  Est $299,972 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,182 Sq Ft

  2300 Harrison St, Winchester, VA 22601

  2300 Harrison St, Winchester, VA 22601
• 

  

  /9

  $186,000

  • Land
  • 60 Acres
  • $3,104 per Acre

  0 Tomahawk Trail Unit VAFV2033070, Winchester, VA 22602

  UNIQUE 60 ACRE WOODED TRACT within the Great North Mountain Wilderness Area enhanced by County maintained hard surfaced road access and available electricity. The Offering also includes a contiguous half acre building Lot (Shawneeland - Tax ID 49-A05-1-W-1) which is located adjacent to the main tracts access point at the intersection of Tomahawk and Jalapa. Potential forty plus mile views

  Wayne Wilson Thomas and Talbot Estate Properties, Inc.

  0 Tomahawk Trail Unit VAFV2033070, Winchester, VA 22602
• 

  

  /53

  $304,500 Sold Apr 30, 2025

  • 1,176 Sq Ft
  • $259/SF
  • 19 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1977

  733 Welltown Rd, Winchester, VA 22603

  Back on the Market!This charming rancher does need some work but has loads of potential. It is ideally located just minutes from Winchester City. Featuring an open floor plan, the eat-in kitchen and granite counter top, with a large pantry. The kitchen flows seamlessly into the spacious living room. The home boasts three generously sized bedrooms and a well-appointed bathroom, all on one

  Hailey Mooney Real Broker, LLC

  733 Welltown Rd, Winchester, VA 22603
• 

  

  /25

  Est $283,372 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,192 Sq Ft

  24 Glaize Ave, Winchester, VA 22601

  24 Glaize Ave, Winchester, VA 22601

Showing Results 521 - 560, Page 14 of 18