Winchester, VA Homes

• 

  

  

  /44

  Est $509,620 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,082 Sq Ft

  2518 Windwood Dr, Winchester, VA 22601

  2518 Windwood Dr, Winchester, VA 22601
• 

  

  

  /42

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  715 Berryville Ave, Winchester, VA 22601

  This renovated jewel on the east side of Winchester is ready for you! Enjoy the new modern kitchen, new tile bathrooms, updated HVAC and electrical, fresh paint, refinished floors, and more! Plus, this home is full of character you don't find in new homes. Look close! From unique windows to original molding and solid interior doors, you'll find unexpected charm everywhere. Between the unfinished

  William Steinmetz RE/MAX Roots

  715 Berryville Ave, Winchester, VA 22601
• 

  

  

  /41

  $302,500 Sold Sep 30, 2025

  • 1,152 Sq Ft
  • $263/SF
  • 111 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1980

  601 Grove St, Winchester, VA 22601

  601 Grove Street, is a single-family home offering a blend of comfort and convenience. Built in 1980, this 1,152 sq ft ranch-style residence features 3 bedrooms and 1 full bath on the main level, complemented by a partially finished basement that includes an additional bathroom and laundry area. The basement also offers versatile spaces that can serve as extra bedrooms, an office, or a recreation

  Lilly Triplett Colony Realty

  601 Grove St, Winchester, VA 22601
• 

  

  

  /33

  Est $499,151 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
• 

  

  

  /11

  $599,000

  • Land
  • 15.5 Acres
  • $38,645 per Acre

  0 Cedar Creek Grade Unit VAFV2036934, Winchester, VA 22602

  This exceptional 15.5-acre buildable lot on Cedar Creek Grade in Winchester, VA offers the perfect canvas for your dream home. With a premier location that balances peaceful seclusion with urban convenience, this property is just minutes away from shopping, restaurants, schools, and more. Its close proximity to Winchester Medical Center also makes it an ideal location for medical professionals or

  Dan Whitacre Colony Realty

  0 Cedar Creek Grade Unit VAFV2036934, Winchester, VA 22602
• 

  

  /55

  $390,000 Sold Sep 30, 2025

  • 3,333 Sq Ft
  • $117/SF
  • 135 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1938

  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
• 

  

  /58

  Est $419,164 Not Listed For Sale

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

  612 Crestview Terrace, Winchester, VA 22601

  612 Crestview Terrace, Winchester, VA 22601
• 

  

  /69

  $655,000

  • 3 Beds
  • 2.5 Baths
  • 3,153 Sq Ft

  147 Harvest Ridge Dr, Winchester, VA 22601

  Active pending release-previous buyers could not sell their home. Welcome to this meticulously cared for home in the sought-after 55+ community The Village at Harvest Ridge, where comfort and convenience meet. New Roof in 2023! Step inside to find hardwood floors that flow through the main level, connecting open and light-filled spaces. The kitchen shines with quartz counters, a center island,

  Natalie Langford ERA Oakcrest Realty, Inc.

  147 Harvest Ridge Dr, Winchester, VA 22601
• 

  

  /30

  $594,000 Sold Sep 30, 2025

  • 2,271 Sq Ft
  • $262/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  718 Chelsea Dr, Winchester, VA 22601

  Welcome to this One Owner immaculate home in Meadow Branch South in the City of Winchester. Main level living at its finest! This custom built home took every detail into consideration. The front porch provides a shady area to enjoy. The Sunsetter awning over the back brick/concrete patio offers a retreat of tranquility to enjoy. The yard is surrounded by a brick retaining wall with wrought

  Diane Walter Crum Realty, Inc.

  718 Chelsea Dr, Winchester, VA 22601
• 

  

  /38

  Est $641,566 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
• 

  

  /43

  $459,000

  • 3 Beds
  • 2 Baths
  • 2,648 Sq Ft

  1332 Ramseur Ln, Winchester, VA 22601

  Welcome home to a rare find in the Mews of Meadow Branch - this exceptional all-brick exterior condo offering 3 bedrooms and 2 full baths. Rich hardwood floors flow throughout the home. The primary bedroom includes a cozy fireplace perfect for relaxing evenings. Updated appliances, such as washer, dryer, refrigerator, stove and microwave. Enjoy the ease of your own private elevator within the

  James King RE/MAX Roots

  1332 Ramseur Ln, Winchester, VA 22601
• 

  

  /91

  $920,000 Sold Sep 30, 2025

  • 6,566 Sq Ft
  • $140/SF
  • 56 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2005

  1509 Stone House Ct, Winchester, VA 22601

  Perched on the edge of the walking trail with fall views of the lake, and host to a private oasis in the back yard, you'll find 1509 Stone House Court, one of the largest homes in Morlyn Hills. The current owners added the pool, extensive hardscaping, retainer walls, privacy fence, and a composite deck with angled stairs to the pool area. Marble floors welcome you to a light filled foyer that

  Natalie Langford ERA Oakcrest Realty, Inc.

  1509 Stone House Ct, Winchester, VA 22601
• 

  

  /44

  Est $468,893 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
• 

  

  /14

  $1,499,000

  • Land
  • 2 Acres
  • $749,500 per Acre

  1625 Amherst St, Winchester, VA 22601

  Introducing a fantastic development opportunity! This parcel features 2 flat acres of commercial land in a prime location. Located on a major thoroughfare into downtown Winchester and a half mile from Winchester Medical Center, this lot is ideal for your commercial venture. The lot offers excellent road frontage and good topography. Ideal for medical/dental office, office space, restaurant, or

  Dan Whitacre Colony Realty

  1625 Amherst St, Winchester, VA 22601
• 

  

  /59

  $599,900 Sold Sep 30, 2025

  • 2,011 Sq Ft
  • $298/SF
  • 3 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1920

  408 S Washington St, Winchester, VA 22601

  Apple Blossom Parade Route! Opportunities like this don’t come around often— A beautifully maintained home right on the parade route is ready for you, and it can be fully furnished - turnkey, ready to go!Calling all investors: short- and long-term rent rolls are available from this successful Airbnb. All furnishings can be purchased as well. If you’ve been searching for a primary or

  Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty

  408 S Washington St, Winchester, VA 22601
• 

  

  /42

  Est $291,714 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,182 Sq Ft

  2300 Harrison St, Winchester, VA 22601

  2300 Harrison St, Winchester, VA 22601
• 

  

  /50

  $570,000

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  114 Harold Ct, Winchester, VA 22602

  BACK ON THE MARKET THROUGH NO FAULT OF THE SELLER!! Welcome to this beautiful brick-front home, perfectly situated on a private cul-de-sac in the highly sought-after Abrams Pointe neighborhood. This move-in ready property, built by Joseph Mohr Construction, has been meticulously maintained by its original owners. An open floorplan begins in the dining space, enhanced by a stylish tray ceiling and

  Lisa Lowery Keller Williams Realty

  114 Harold Ct, Winchester, VA 22602
• 

  

  /33

  $412,000 Sold Sep 29, 2025

  • 2,228 Sq Ft
  • $185/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2018

  124 Sequoia Dr, Winchester, VA 22602

  Welcome to this spacious unit in the highly desirable Fieldstone community! The ground-level entry features an attached garage, a full bathroom, and a bedroom. The second level boasts a modern gourmet kitchen, expansive living room, and dining area, all with gleaming hardwood floors. Upstairs, you'll find 3 generous bedrooms and 2 full baths. Enjoy outdoor living on the large Trex deck, perfect

  Leigh Phillips MarketPlace REALTY

  124 Sequoia Dr, Winchester, VA 22602
• 

  

  /25

  Est $284,874 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
• 

  

  /6

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot B Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr RE/MAX Roots

  Lot B Cather Ln, Winchester, VA 22602
• 

  

  /19

  $599,990 Sold Sep 26, 2025

  • 2,799 Sq Ft
  • $214/SF

  • 4 Beds
  • 3 Baths
  • Built 2025

  124 Wagtail Ln, Winchester, VA 22603

  Ask about rates as low as 4.99% fixed* and up to $20,000* in Flex Cash! This Matisse single family home at Hiatt Pointe at Snowden Bridge features thoughtful design, offering unparalleled comfort and adaptable spaces across two finished levels. A covered entry ushers you into an open-concept haven. The gourmet kitchen is a culinary dream, showcasing gourmet stainless steel appliances, elegant

  Brookfield Residential

  124 Wagtail Ln, Winchester, VA 22603
• 

  

  /38

  Est $313,819 Not Listed For Sale

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

  20 Glaize Ave, Winchester, VA 22601

  20 Glaize Ave, Winchester, VA 22601
• 

  

  /7

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot A Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr RE/MAX Roots

  Lot A Cather Ln, Winchester, VA 22602
• 

  

  /23

  $389,900 Sold Sep 26, 2025

  • 1,850 Sq Ft
  • $211/SF
  • 153 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2025

  109 Gilmore Trail, Winchester, VA 22602

  I am done! $10K towards closing cost with acceptable offer. Over 1/3 acre lot low in community and close to entrance. Brand new . 3 bed, 1,850 sq ft, 3 full baths, 2 car garage, open floor plan, family rm and kitchen with vault. HW floors entire main floor and stairs, tile floors in all baths, upgraded cabinets. BUILDER BONUS HARDWOOD IN BEDROOMS, BUILDER BONUS GRANITE IN KITCHEN, BUILDER

  Jim Thomson Realty ONE Group Old Towne

  109 Gilmore Trail, Winchester, VA 22602
• 

  

  /42

  Est $561,879 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
• 

  

  /14

  $441,700

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  421 Superior Ave, Winchester, VA 22601

  Renovated and move in ready! Let's start with the new mailbox, new 16' wide asphalt driveway, new 8'x13' concrete patio for you to enjoy watching the sun sets overlooking the large back yard., The carport even has bolts in ceiling for you to install a swing. Then inside, new heat pump and central a/c system, new appliances with fingerprint resistant stainless-steel exterior, stainless steel liner

  Leo Smith CENTURY 21 New Millennium

  421 Superior Ave, Winchester, VA 22601
• 

  

  /31

  $420,000 Sold Sep 26, 2025

  • 1,298 Sq Ft
  • $324/SF
  • 16 Days On Market

  • Studio
  • Built 1950

  815 Woodland Ave, Winchester, VA 22601

  TWO HOMES FOR THE PRICE OF ONE! Welcome to a unique investment or multi-generational living opportunity with two separate homes on one property!Front House (815 Woodland Ave): On-street parking - 1400 Fin Sq FtThis charming 1920s Craftsman-style Cape Cod offers 3 bedrooms and 1 full bathroom, featuring a welcoming large front porch, original hardwood floors, updated electrical systems,

  RoxAnn Grimes RE/MAX Roots

  815 Woodland Ave, Winchester, VA 22601
• 

  

  /46

  Est $518,517 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
• 

  

  /7

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot C Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr RE/MAX Roots

  Lot C Cather Ln, Winchester, VA 22602
• 

  

  /47

  $564,900 Sold Sep 26, 2025

  • 2,436 Sq Ft
  • $232/SF
  • 25 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1991

  1962 Kathy Ct, Winchester, VA 22601

  Ideal Location and Impeccable Upgrades! Welcome to this beautifully updated Colonial tucked away in a quiet cul-de-sac in the county with a Winchester City (22601) zip code—a rare find that offers the best of both worlds! Just minutes from Winchester Medical Center, Old Town Winchester, and every amenity you could need, this home is a perfect match for anyone seeking a convenient, move-in-ready

  Stephanie Feltner Realty ONE Group Old Towne

  1962 Kathy Ct, Winchester, VA 22601
• 

  

  /46

  Est $579,631 Not Listed For Sale

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

  655 Beehive Way, Winchester, VA 22601

  655 Beehive Way, Winchester, VA 22601
• 

  

  /21

  $99,900

  • Land
  • 0.65 Acre
  • $153,692 per Acre

  222 Siler Ln, Winchester, VA 22603

  UPDATE--NEW PRICE. Seller says SELL...UNRESTRICTED LAND and a BRAND NEW WELL installed by SHIRLEY WELL DRILLING - 11 GPM. SELLING AT ASSESSED VALUE for 2025 ($83,000.00) plus cost of well ($ 16,900) Engineering report complete for drain field and all conveys $1,450.00 value- conveys. New Survey done -$800,00 Value-The lot has been leveled for a beautiful home site (cost $ 16,000.,00).

  Erick Erdal Long & Foster Real Estate, Inc.

  222 Siler Ln, Winchester, VA 22603
• 

  

  /51

  $290,000 Sold Sep 26, 2025

  • 2,438 Sq Ft
  • $119/SF
  • 80 Days On Market

  • 2 Beds
  • 4 Baths
  • Built 1971

  102 Duwamish Trail, Winchester, VA 22602

  If you are looking for a home with privacy and a peaceful rural feel but only 15 minutes to Winchester then this home is for you! Set in a natural habitat, 102 Duwamish Trail has a vintage feel and could be a weekend getaway or your primary residence away from the city. No HOA! There is an open feel to the main level which has a versatile floor plan. There is a sunroom, a family room & a

  Dorothy Beach Samson Properties

  102 Duwamish Trail, Winchester, VA 22602
• 

  

  /35

  Est $557,531 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
• 

  

  /42

  $767,900

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1049 Laurel Grove Rd, Winchester, VA 22602

  Tucked away on a quiet cul-de-sac, this custom 3-bedroom, 3-bath home is sited on a private, wooded lot offering stunning mountain views and a true sense of seclusion. The property provides a serene, park-like setting that feels worlds away, yet is conveniently located. The main-level primary suite features an elegant bathroom with a walk-in shower and soaking tub. The additional Two bedrooms on

  LESLIE WEBB Long & Foster Real Estate, Inc.

  1049 Laurel Grove Rd, Winchester, VA 22602
• 

  

  /53

  $505,000 Sold Sep 26, 2025

  • 2,732 Sq Ft
  • $185/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  262 Conner Ln, Winchester, VA 22602

  This property will make you feel like you own a park. With forest like setting, it is ready for the next families wonderful outdoor adventures. The home features 3 bedrooms and 2.5 baths. The spacious eat in kitchen has just received a refresh and is a wonderful place to prepare meals. Opening up to a lovely sunroom and large deck, it makes the area perfect for entertaining. The main level is

  Dave Spence RE/MAX Roots

  262 Conner Ln, Winchester, VA 22602
• 

  

  /34

  Est $582,362 Not Listed For Sale

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

  673 Hillman Dr, Winchester, VA 22601

  673 Hillman Dr, Winchester, VA 22601
• 

  

  /17

  $435,000

  • 5 Beds
  • 4 Baths
  • 2,014 Sq Ft

  122 Cherry Hill Cir, Winchester, VA 22602

  Nestled in the charming Green Acres subdivision, this delightful split-level home offers a perfect blend of comfort and functionality. With five spacious bedrooms and four full bathrooms, there's ample room for everyone to unwind and thrive. The heart of the home features a cozy fireplace, inviting you to gather with loved ones during chilly evenings. The fully finished basement, complete with

  Jen Moore ERA Oakcrest Realty, Inc.

  122 Cherry Hill Cir, Winchester, VA 22602
• 

  

  /14

  $515,000 Sold Sep 26, 2025

  • 4,123 Sq Ft
  • $125/SF
  • 29 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2003

  105 Salvo Cir, Winchester, VA 22603

  Inside photos coming soon; being freshly painted. Located in one of the area's most sought-after historic neighborhoods, this classic colonial offers the perfect blend of charm, space, and modern function. Just minutes from I-81 and Rt. 37, this home is ideally situated on the edge of town, giving you the peaceful feel of the county with unbeatable proximity to hospitals, schools, restaurants,

  Danielle Snapp Coldwell Banker Premier

  105 Salvo Cir, Winchester, VA 22603
• 

  

  /20

  Est $576,245 Not Listed For Sale

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

  661 Hillman Dr, Winchester, VA 22601

  661 Hillman Dr, Winchester, VA 22601

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