36,922

Winchester, VA Homes

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  • /47

    $399,000 Sold Jun 12, 2025

    • 1,824 Sq Ft
    • $219/SF
    • 22 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1941

    675 National Ave, Winchester, VA 22601

    Charming & Move-In Ready Home Near Shopping, I-81, Route 7 & Old Town Winchester! Welcome to this beautifully maintained home featuring freshly refinished hardwood floors and a bright, inviting layout. Enjoy a dedicated home office, a cozy breakfast nook, a sun-filled sunroom, and fresh paint throughout. The spacious, fenced-in backyard is perfect for relaxing or entertaining and includes a handy

    Frank Armstrong, IV Colony Realty

    675 National Ave, Winchester, VA 22601
    • /46

      Est $591,166 Not Listed For Sale

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

      655 Beehive Way, Winchester, VA 22601

      655 Beehive Way, Winchester, VA 22601
  • /85

    $1,125,000

    • 4 Beds
    • 4 Baths
    • 4,949 Sq Ft

    1460 Pitcock Ln, Winchester, VA 22602

    Escape to Your Private Retreat – Just 10 Minutes from Winchester!Don’t miss the 3D tour attached to this listing!Welcome to a truly one-of-a-kind property offering 27.65 secluded acres across three parcels, complete with towering trees, a tranquil pond, and breathtaking natural surroundings. This charming log home is rich with character and history—originally relocated here in the

    Sheila Pack RE/MAX Roots

    1460 Pitcock Ln, Winchester, VA 22602
  • /99

    $764,900 Sold Jun 12, 2025

    • 4,786 Sq Ft
    • $160/SF
    • 12 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2004

    106 Maitland Ct, Winchester, VA 22602

    Welcome to this stunning, meticulously maintained home in the sought-after Ravenwing neighborhood of Winchester! Offering over 4,700 finished sq ft across three levels, this upscale property features 5 spacious bedrooms, 4 full baths, 1 half bath, and multiple flex rooms. The beautifully manicured front grounds elegantly showcase the home's stately brick façade, creating a timeless and

    Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

    106 Maitland Ct, Winchester, VA 22602
    • /35

      Est $555,584 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
  • /24

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,804 Sq Ft

    16 W Clifford St, Winchester, VA 22601

    Wooden construction, Alley side home ready for construction. Boarders Downton Winchester, blocks form Historic Old town, Walking Mall and restaurant Alley. 5 minutes drive to Shenandoah University. Winchester has been named fastest growing place in all of VA. Best place to retire by FORBS magazine. 15 hour outside of Washington DC excellent location for rental. City approved plans to

    Carlos Beamon Samson Properties

    16 W Clifford St, Winchester, VA 22601
  • /47

    $429,900 Sold Jun 12, 2025

    • 2,351 Sq Ft
    • $183/SF
    • 9 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1955

    530 Fox Dr, Winchester, VA 22601

    YES!! THIS HOME OFFERS 2 SEPARATE LIVING SPACES WITH TWO FULL KITCHENS!!! Great location in Winchester City. Upper level offers 3 bedrooms and 1 full bath and 1 half bath. Lower level is absolutely adorable!! It offers a very modern open concept with lots of natural light. Consists of 1 bedroom, dressing room off bedroom, and 1 full bath with a large kitchen and family room area. PERFECT FOR

    Lisa Gill ERA Oakcrest Realty, Inc.

    530 Fox Dr, Winchester, VA 22601
    • /36

      Est $572,685 Not Listed For Sale

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

      681 Hillman Dr, Winchester, VA 22601

      681 Hillman Dr, Winchester, VA 22601
  • /104

    $1,074,900

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

    700 Miller Rd, Winchester, VA 22602

    Situated on a 2.5 acre lot in highly desirable area, this stunning Colonial home offers an open floor plan perfect for entertaining. Thoughtfully designed with a main-level ensuite and a second primary suite on the upper level; 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

    Lilly Triplett Colony Realty

    700 Miller Rd, Winchester, VA 22602
  • /37

    $509,990 Sold Jun 12, 2025

    • 2,308 Sq Ft
    • $221/SF
    • 122 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    114 Munsee Cir, Winchester, VA 22602

    The Deerfield is a thoughtfully designed home with four bedrooms and three-and-a-half baths. The kitchen features a walk-in pantry and island. Granite countertops and stainless steel Whirlpool appliances make cooking a breeze. The kitchen looks out over the open-concept dining area and great room. All four bedrooms are upstairs along with the laundry room - w/d included! The primary suite

    Tracy Jennings D R Horton Realty of Virginia LLC

    114 Munsee Cir, Winchester, VA 22602
    • /34

      Est $576,001 Not Listed For Sale

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

      673 Hillman Dr, Winchester, VA 22601

      673 Hillman Dr, 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
  • /146

    $1,150,000 Sold Jun 12, 2025

    • 2,434 Sq Ft
    • $472/SF
    • 223 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2001

    1960 Great Mountain Ln, Winchester, VA 22602

    Nestled atop the Great North Mountain, this mountaintop retreat offers unparalleled, breathtaking panoramic views. Truly a rare combination of privacy, seclusion, and stunning natural beauty perfect for those seeking a true connection with nature. Situated just west of Stephens City, it is bordered by Short Mountain to the south and Eagle Rock to the north, providing unmatched views of the

    Melissa Crider Sager Real Estate

    1960 Great Mountain Ln, Winchester, VA 22602
    • /20

      Est $560,411 Not Listed For Sale

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

      661 Hillman Dr, Winchester, VA 22601

      661 Hillman Dr, 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!ALL inside units cleaned, and junk removed - Ready for new investor.Warehouse also cleaned of junk and any hazards however has been condemned by City of Winchester as warehouse roof has caved in.Do not miss this rare opportunity to own this rare, unique property in Winchester. Work with the city of Winchester and turn this into your

    Pakeeza Akhtar The KOR Group, Inc.

    910 Franklin St, Winchester, VA 22601
  • /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
    • /45

      Est $540,238 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
  • /55

    $400,000 Open Sat 10AM - 2PM

    • 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
  • /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
    • /24

      Est $505,467 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
  • /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
  • /26

    $207,500 Sold Jun 11, 2025

    • 1,152 Sq Ft
    • $180/SF
    • 83 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    308 Wardensville Grade, Winchester, VA 22602

    Rare Find in Winchester – 3BR/2BA on 1.32 Acres! Welcome to 308 Wardensville Grade, a charming one-level just minutes from downtown Winchester. This 3-bedroom, 2-bathroom home offers an updated kitchen with granite, stainless steel appliances, and wood cabinetry, plus a spacious living room with vaulted wood ceilings and a separate dining area. The primary suite has private deck access.

    Leah Marabella Realty ONE Group Old Towne

    308 Wardensville Grade, Winchester, VA 22602
    • /34

      Est $569,039 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
  • /61

    $799,000

    • 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
  • /5

    $255,000 Sold Jun 10, 2025

    • Land
    • 7 Acres
    • $39,171 per Acre
    • 1 Day On Market

    0 0 Unit VAFV2034582, Winchester, VA 22602

    Lovely rolling 6.51 acres of farm land with 18x27 barn with stalls. Newer 25x45 run-in/machine shed metal building and 18x30 garage attached to barn. 1/2 acre pond recently redone. Within minutes of city amenities in a lovely rural community. Owner will not perk. Sold "as is".

    Cathy Durbin Crum Realty, Inc.

    0 0 Unit VAFV2034582, Winchester, VA 22602
    • /32

      Est $339,181 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
  • /77

    $794,500

    • 4 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    127 Triangle Ct, Winchester, VA 22602

    ONE-YEAR NEW, NEVER OCCUPIED! Nestled in the sought-after Abrams Pointe community, this stunning 4 bedroom, 4.5 bath home is infused with countless designer upgrades, fine millwork, and craftsman-style design. A tailored exterior with front porch entrance, 3-car garage, composite deck, and expert landscaping are only some of the fine features that make this home so desirable. Inside, this home

    Shelley Hanrahan

    127 Triangle Ct, Winchester, VA 22602
  • /46

    $486,000 Sold Jun 10, 2025

    • 3,344 Sq Ft
    • $145/SF
    • 12 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1996

    112 Rebels Cir, Winchester, VA 22602

    Nestled on a quiet cul-de-sac in the desirable Pioneer Heights subdivision on Winchester’s East Side, this charming 4-bedroom, 3-bath rancher offers the perfect blend of comfort, style, and flexibility.Enjoy a generous backyard framed by mature trees, with a newer composite deck that’s perfect for outdoor entertaining. Inside, the expansive family room features a cozy gas fireplace and opens to a

    Laura White ERA Oakcrest Realty, Inc.

    112 Rebels Cir, Winchester, VA 22602
    • /15

      Est $336,809 Not Listed For Sale

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

      801 Appleseed Ct, Winchester, VA 22601

      801 Appleseed Ct, Winchester, VA 22601
  • /74

    $669,000

    • 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
  • /59

    $562,000 Sold Jun 10, 2025

    • 3,386 Sq Ft
    • $166/SF
    • 24 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    119 Manasquan Way, Winchester, VA 22602

    Quick Move-In Salem Model with Below-Market Interest Rates Available! This spacious 4 bedroom, 3.5 bath home offers 2686 sq ft on the top two floors with a first-floor primary suite for easy main-level living. The open-concept design is perfect for entertaining, and the stone front elevation adds timeless curb appeal. Enjoy the added space of a finished recreation room with an additional

    Brooks Sears D R Horton Realty of Virginia LLC

    119 Manasquan Way, Winchester, VA 22602
    • /45

      Est $537,320 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
  • /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
  • /66

    $650,000 Sold Jun 10, 2025

    • 2,824 Sq Ft
    • $230/SF
    • 41 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    5321 Middle Rd, Winchester, VA 22602

    Discover your dream retreat with this charming all-brick rancher, perfectly situated on 7.47 acres of picturesque landscape, just minutes from town, shopping, and schools. This exceptional property includes an additional parcel with previously approved 1 bedroom perc, offering additional opportunity or buffer space. Step inside to hardwood floors and an traditional layout that boasts a spacious

    Tiffany Hunter ERA Oakcrest Realty, Inc.

    5321 Middle Rd, Winchester, VA 22602
    • /19

      Est $273,395 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,686 Sq Ft

      528 Hillman Dr, Winchester, VA 22601

      528 Hillman Dr, Winchester, VA 22601
  • /40

    $415,000

    • 4 Beds
    • 2 Baths
    • 2,048 Sq Ft

    128 Pioneers Rd, Winchester, VA 22602

    The previous contract was released through no fault of the seller. Great house in an excellent location just minutes from commuter routes and downtown Winchester. There are many recent improvements and upgrades to the kitchen and bathrooms. The bedrooms and living areas are nicely proportioned for comfortable living. Wonderful gas fireplace in the living room makes a beautiful focal point. This

    Erika De Azagra ERA Oakcrest Realty, Inc.

    128 Pioneers Rd, Winchester, VA 22602
  • /31

    $328,000 Sold Jun 10, 2025

    • 1,012 Sq Ft
    • $324/SF
    • 55 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1997

    2617 Cornerstone Cir, Winchester, VA 22601

    Seller putting on new roof! Charming 2-bedroom, 1.5-bathroom brick-front home located within the city limits of Winchester. Enjoy outdoor living with a fenced backyard and a screened-in sun porch, perfect for relaxing or entertaining. The oversized one-car garage offers ample storage space. Interior highlights include plantation shutters.Located in a community with a clubhouse, with HOA services

    Sheila Pack RE/MAX Roots

    2617 Cornerstone Cir, Winchester, VA 22601
    • /30

      Est $367,145 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,550 Sq Ft

      2047 Stoneleigh Dr, Winchester, VA 22601

      2047 Stoneleigh Dr, Winchester, VA 22601
  • /63

    $349,900

    • 3 Beds
    • 2.5 Baths
    • 1,362 Sq Ft

    525 Pheasant Dr, Winchester, VA 22602

    Absolutely beautiful home. When you walk into this lovely home, with its many upgraded fixtures, and freshly painted walls you will realize there is nothing you need to do but relax and enjoy your new home. Three bedrooms, 2 1/2 bathrooms and a gourmet kitchen with stainless steel appliances. Primary bedroom has two closets, one is a walk-in, and a private bathroom. French doors leading to a

    Jimmy Biedrzycki CENTURY 21 New Millennium

    525 Pheasant Dr, Winchester, VA 22602
  • /74

    $724,000 Sold Jun 10, 2025

    • 5,045 Sq Ft
    • $144/SF
    • 13 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 2005

    131 Cahille Dr, Winchester, VA 22602

    Located in the sought-after Raven Pointe neighborhood, this massive brick front colonial is loaded with upgrades and has all of the space you are looking for! This home features 6 bedrooms, 6 full bathrooms, a finished basement with a second full kitchen, and over 5,000 finished sq. ft. on .28 acres. The grand two-story foyer, dual staircase to the upper level, hardwood flooring throughout, and

    Crystal Dudurich ERA Liberty Realty

    131 Cahille Dr, Winchester, VA 22602

Showing Results 601 - 640, Page 16 of 18

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