36,930

Winchester, VA Homes

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  • /60

    $349,990

    • 3 Beds
    • 2 Baths
    • 1,466 Sq Ft

    1005 Pennsylvania Ave, Winchester, VA 22601

    This charming classic brick ranch in Winchester, VA, features 3 bedrooms and 2 full bathrooms, with easy access to downtown Winchester. As you approach, the covered front porch sets a welcoming tone. The basement has a separate entrance and additional space for bedrooms, a laundry area, and a full bathroom. Recent updates include an HVAC system, a washer and dryer, and complete renovations of

    Nathalie Acosta Spring Hill Real Estate, LLC.

    1005 Pennsylvania Ave, Winchester, VA 22601
  • /52

    $410,000 Sold Jun 27, 2025

    • 1,889 Sq Ft
    • $217/SF
    • 19 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    160 Munsee Cir, Winchester, VA 22602

    The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite countertops, stainless steel appliances, and recessed lighting in the kitchen. Create the 4th bedroom of your dreams in the lower level bonus space! Other highlights include: Spacious 9 ft ceilings on the main level, over-sized kitchen island, upgraded cabinets, stainless

    Brooks Sears D R Horton Realty of Virginia LLC

    160 Munsee Cir, Winchester, VA 22602
    • /35

      Est $391,280 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,922 Sq Ft

      2627 Cornerstone Cir, Winchester, VA 22601

      2627 Cornerstone Cir, Winchester, VA 22601
  • /62

    $765,000

    • 4 Beds
    • 4.5 Baths
    • 5,183 Sq Ft

    1877 Clayton Ridge Dr, Winchester, VA 22601

    Nestled at the end of a quiet cul-de-sac and backing to serene wetlands and a protected preserve, this expansive colonial offers over 5,000 square feet of refined living space on nearly half an acre—providing both privacy and picturesque views. Boasting 4 generously sized bedrooms and 4.5 bathrooms, this home features a comfortable and functional main level layout perfect for everyday living and

    Dave Spence RE/MAX Roots

    1877 Clayton Ridge Dr, Winchester, VA 22601
  • /69

    $675,000 Sold Jun 27, 2025

    • 3,432 Sq Ft
    • $197/SF
    • 15 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2001

    237 Aspen Trail, Winchester, VA 22602

    Enjoy the ease of one-level living in this beautifully designed rancher, perfectly situated on 3.5 scenic acres in the Emerald Lake community. This 3-bedroom, 3.5-bath home features hardwood flooring throughout a spacious, open floor plan. The kitchen boasts a cozy window seat, a built-in desk area, a double wall oven (including a convection oven), and plenty of storage space. Furnace 2023,

    Sheila Pack RE/MAX Roots

    237 Aspen Trail, Winchester, VA 22602
    • /39

      Est $483,484 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,986 Sq Ft

      434 Crescent Dr, Winchester, VA 22601

      434 Crescent Dr, Winchester, VA 22601
  • /49

    $599,000

    • 5 Beds
    • 3 Baths
    • 3,200 Sq Ft

    1019 Berryville Ave, Winchester, VA 22601

    1019 Berryville Avenue, Winchester, VA 22601 is a Fully-rented triplex located just minutes from Old Town Winchester and Shenandoah University. This approximately 3,000 sq. ft. property is configured as three fully independent residential and commercial units. All units have private entrances, full kitchens, and separate electric. Middle unit may be used for commercial space. Units have been

    Pamela Debnam Houwzer, LLC

    1019 Berryville Ave, Winchester, VA 22601
  • /38

    $499,000 Sold Jun 27, 2025

    • 2,926 Sq Ft
    • $171/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1964

    305 W Whitlock Ave, Winchester, VA 22601

    Welcome to 305 W. Whitlock, also known as 'Walkable Whitlock'! Imagine the ease of strolling to Handley High School, enjoying a delicious dinner at Oakstone, or exploring the chic shops and Old Town events just a short walk from your doorstep.Walkable Whitlock offers the perfect blend of convenience and lifestyle. Picture yourself relaxing on your spacious front patio, hosting a summer

    Gillian Greenfield Coldwell Banker Premier

    305 W Whitlock Ave, Winchester, VA 22601
    • /34

      Est $396,132 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,501 Sq Ft

      431 Crescent Dr, Winchester, VA 22601

      431 Crescent Dr, Winchester, VA 22601
  • /22

    $327,500

    • 3 Beds
    • 1.5 Baths
    • 1,634 Sq Ft

    102 Zephyr Ln, Winchester, VA 22602

    Motivated Sellers! Carpet allowance and Professional Cleaning will be provided prior to closing. Don’t miss this opportunity for a Beautifully Updated 3-Bedroom Town home in Prime Location!Welcome to this charming 3-bedroom, 1.5-bath town home located in a highly sought-after neighborhood. Featuring a cozy fireplace in the living room and a stylishly remodeled kitchen with modern finishes,

    Kandi McKenzie Realty ONE Group Old Towne

    102 Zephyr Ln, Winchester, VA 22602
  • /23

    $329,900 Sold Jun 27, 2025

    • 1,272 Sq Ft
    • $259/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    202 Falcon Trail, Winchester, VA 22602

    Beautiful 3 Bed 2 Bath Single Family Home on a Large One + Acre Lot. New carpet, Fresh Paint, UpgradedCounter Tops, Walk in Closet, Primary Bath, Walkout Basement, Many Upgrades. Must See!

    Thomas Luster Epique Realty

    202 Falcon Trail, Winchester, VA 22602
    • /44

      Est $393,817 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,468 Sq Ft

      407 Crescent Dr, Winchester, VA 22601

      407 Crescent Dr, Winchester, VA 22601
  • /10

    $58,900

    • Land
    • 0.69 Acre
    • $85,362 per Acre

    Lots 4 & 5 Glen Ridge Rd, Winchester, VA 22602

    Amazing builder opportunity, new section availability. Limited opportunity to pick up a prime building site in a desirable, rural community that is thriving and growing! High View Manor features lovely, new construction with some green space between homes, and mature trees all around. Ready to build lots just minutes from town, perfect for someone who wants to be in a community, but still have

    Bradley Comstock ERA Oakcrest Realty, Inc.

    Lots 4 & 5 Glen Ridge Rd, Winchester, VA 22602
  • /37

    $251,111 Sold Jun 27, 2025

    • 1,341 Sq Ft
    • $187/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1921

    372 Gray Ave, Winchester, VA 22601

    Enjoy the charm of this all-brick traditional home with lovely hardwood floors throughout. Nice size primary bedroom, all bedrooms have closets, and several recent updates in 2024 make this home absolutely move-in ready! You can decide if you prefer relaxing on your front or back porch or enjoying coffee on your rear balcony. There is also a back patio area if you want to grill your favorite

    Pamela Foltz Realty ONE Group Old Towne

    372 Gray Ave, Winchester, VA 22601
    • /35

      Est $339,902 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,752 Sq Ft

      2658 Daniel Terrace, Winchester, VA 22601

      2658 Daniel Terrace, Winchester, VA 22601
  • /14

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,704 Sq Ft

    10 Richards Ave, Winchester, VA 22601

    Back on the market with updated baths and brand-new flooring in the enclosed porch! Welcome to this charming classic home located in the City of Winchester. Built in 1940, this home offers timeless appeal and craftsmanship. Inside, you'll find 3 bedrooms, 1.5 baths, and a versatile fourth room—ideal for a home office, guest room, or creative space. The main level greets you with a welcoming

    Lindsey Richardson ERA Oakcrest Realty, Inc.

    10 Richards Ave, Winchester, VA 22601
  • /36

    $550,000 Sold Jun 27, 2025

    • 1,992 Sq Ft
    • $276/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2025

    212 Allison Ave, Winchester, VA 22601

    NEW CONSTRUCTION! Conveniently placed 1.0 mile from Winchester Medical Center, minutes to Walmart Supercenter and Downtown! Don’t miss your chance to see this gorgeous two level home, attached with a spacious 25ftx8ft shed, 20ftx19ft garage and a finished driveway. Builder’s Warranty good for 1 year.Schedule showings through ShowingTime.Email all offers to listing agent.

    Brittany Reyes Medrano Century 21 Redwood Realty

    212 Allison Ave, Winchester, VA 22601
    • /39

      Est $369,436 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,769 Sq Ft

      2642 Daniel Terrace, Winchester, VA 22601

      2642 Daniel Terrace, Winchester, VA 22601
  • /26

    $245,000

    • Land
    • 23 Acres
    • $10,452 per Acre

    0 Easter Ridge Lot 7 Ln, Winchester, VA 22603

    Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Easter Ridge Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. There are potential building sites located throughout the

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Easter Ridge Lot 7 Ln, Winchester, VA 22603
  • /32

    $507,990 Sold Jun 27, 2025

    • 2,415 Sq Ft
    • $210/SF
    • 5 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2025

    124 Manasquan Way, Winchester, VA 22602

    The Elm floor plan features a flexible design with 2,415 square feet of living space, making it ideal for families or hosting guests. On the main level, you’ll find a secondary bedroom and a full bath - perfect for convenience or multi-generational living. Upstairs, four additional bedrooms, including a spacious primary suite, along with two full baths and a conveniently located laundry room,

    Tracy Jennings D R Horton Realty of Virginia LLC

    124 Manasquan Way, Winchester, VA 22602
    • /43

      Est $680,439 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 4,515 Sq Ft

      727 Kennedy Dr, Winchester, VA 22601

      727 Kennedy Dr, Winchester, VA 22601
  • /49

    $280,000

    • Land
    • 25 Acres
    • $11,129 per Acre

    0 Easter Ridge Lot 7a Ln, Winchester, VA 22603

    Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Easter Ridge Lane. Features a fully functional hunting cabin wired for a generator hook up with propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters in an attached

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Easter Ridge Lot 7a Ln, Winchester, VA 22603
  • /9

    $4,000 Sold Jun 26, 2025

    • Land
    • 0.25 Acre
    • $16,000 per Acre
    • 3 Days On Market

    Lot 15 Panther Dr, Winchester, VA 22602

    Dreaming of a mountain retreat? This beautiful quarter-acre lot in Wilde Acres offers the perfect canvas for your cozy cottage in the woods. Nestled in the heart of the Mountain Falls community just outside of Winchester, VA, this level, wooded parcel provides both privacy and potential, surrounded by nature yet close to everything you need.Enjoy community amenities including a scenic

    Michelle Baker Pearson Smith Realty, LLC

    Lot 15 Panther Dr, Winchester, VA 22602
    • /49

      Est $604,819 Not Listed For Sale

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

      808 Lake Dr, Winchester, VA 22601

      808 Lake Dr, Winchester, VA 22601
  • /50

    $345,000

    • Land
    • 40 Acres
    • $8,582 per Acre

    0 Easter Ridge Lot 8 Ln, Winchester, VA 22603

    Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Easter Ridge Lane. Features a fully functional hunting cabin with a wood stove and propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters via a loft. Experience exciting

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Easter Ridge Lot 8 Ln, Winchester, VA 22603
  • /18

    $18,500 Sold Jun 26, 2025

    • Land
    • 0.52 Acre
    • $35,577 per Acre
    • 17 Days On Market

    Lot 1 Crow Dr, Winchester, VA 22602

    Build-Ready Corner Lot in Mountain Falls! This beautifully wooded lot sits on a quiet corner in the Wilde Acres community, offering just over half an acre of level ground—a perfect setting for your mountain retreat or full-time residence. With a 4-bedroom septic system already approved through the county, this lot is primed and ready for construction. Buy now and build later or take

    Michelle Baker Pearson Smith Realty, LLC

    Lot 1 Crow Dr, Winchester, VA 22602
    • /61

      Est $623,104 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,802 Sq Ft

      708 Lake Dr, Winchester, VA 22601

      708 Lake Dr, Winchester, VA 22601
  • /69

    $450,000

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

    1793 N Hayfield Rd, Winchester, VA 22603

    Back on the market - the buyer's home did not sell.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

    RoxAnn Grimes RE/MAX Roots

    1793 N Hayfield Rd, Winchester, VA 22603
  • /40

    $420,000 Sold Jun 26, 2025

    • 2,065 Sq Ft
    • $203/SF
    • 14 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2000

    202 Goldenrod Rd, Winchester, VA 22602

    This beautiful 2 car garage home sits on a large lot with a flat, fenced backyard, ideal for outdoor activities, gardening, or simply enjoying the tranquility of your surroundings from your 2 level porch. Easy commuter access - located near Rt 81 and Rt 7, and just moments away from Winchester's shops and restaurants, you'll have everything you need right at your fingertips.As you step

    Katie Covey Long & Foster Real Estate, Inc.

    202 Goldenrod Rd, Winchester, VA 22602
    • /69

      Est $652,600 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,677 Sq Ft

      920 Kennedy Dr, Winchester, VA 22601

      920 Kennedy Dr, Winchester, VA 22601
  • /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. Sellers are installing new central air conditioning . 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

    Cathy Durbin Crum Realty, Inc.

    164 Bethel Grange Rd, Winchester, VA 22603
  • /16

    $375,000 Sold Jun 26, 2025

    • 1,692 Sq Ft
    • $222/SF
    • 23 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    201 Rosewood Ln, Winchester, VA 22602

    Take a look at this GORGEOUS home in the highly sought after Woodbrook Village 55+ community. This home is located on a huge corner lot. Close proximity to conveniences make it an even sweeter spot! When the seller purchased this home in 2019 they immediately began improvements: NEW ROOF, NEW FLOORS, PATIO, NEW APPLIANCES. Not one, but TWO pantries are located in the kitchen as well as a

    Cynthia Lee RE/MAX Roots

    201 Rosewood Ln, Winchester, VA 22602
    • /24

      Est $405,143 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,854 Sq Ft

      625 Quartzite Cir, Winchester, VA 22601

      625 Quartzite Cir, Winchester, VA 22601
  • /8

    $150,000

    • Land
    • 0.16 Acre
    • $937,500 per Acre

    1415 Ramseur Ln, Winchester, VA 22601

    This 0.16-acre lot is a rare opportunity to own a homesite in the desirable Early’s Green at Meadowbranch subdivision, located in the heart of Winchester. Nestled within a beautifully maintained community, this property offers access to fantastic amenities including common grounds, a swimming pool, and tennis courts—perfect for enjoying an active and social lifestyle. Conveniently located near

    Sheila Pack RE/MAX Roots

    1415 Ramseur Ln, Winchester, VA 22601
  • /59

    $501,000 Sold Jun 26, 2025

    • 2,400 Sq Ft
    • $209/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1975

    2796 Green Spring Rd, Winchester, VA 22603

    This impressive home and property blend the perfect mix of being close to town, and living in quiet, picturesque surroundings. The house is 2400 square feet with 4 bedrooms and 2 bathrooms. There was an expansive two-story addition completed in 2000, boasting a large primary suite with two walk-in closets and an additional storage room upstairs. The main level features three bedrooms and one

    Jessica Corliss Dandridge Realty Group, LLC

    2796 Green Spring Rd, Winchester, VA 22603
    • /55

      Est $490,879 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,068 Sq Ft

      2713 Middle Rd, Winchester, VA 22601

      2713 Middle Rd, Winchester, VA 22601
  • /56

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 2,937 Sq Ft

    442 Frog Hollow Rd, Winchester, VA 22603

    Nestled in the serene Frog Hollow Estates, this charming Colonial home offers a perfect blend of comfort and functionality. With four spacious bedrooms and 2.5 bathrooms, the interior is designed for modern living. The traditional floor plan flows seamlessly into a family room off the kitchen, creating a warm atmosphere for entertaining. Step outside to discover 16 acres of picturesque land,

    Wendy Conner Coldwell Banker Premier

    442 Frog Hollow Rd, Winchester, VA 22603
  • /54

    $354,990 Sold Jun 26, 2025

    • 1,500 Sq Ft
    • $237/SF
    • 16 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    118 Nootka Way, Winchester, VA 22602

    This interior unit Delmar townhome by D.R. Horton blends modern style with practical living across 1,500 square feet of well-planned space. Featuring 3 bedrooms, 2.5 baths, and a 1-car garage, this two-story home is perfect for comfort and convenience. The main floor includes a sleek eat-in kitchen with a pantry and island, seamlessly flowing into the open dining and living area—ideal for

    Brooks Sears D R Horton Realty of Virginia LLC

    118 Nootka Way, Winchester, VA 22602
    • /40

      Est $375,202 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,407 Sq Ft

      2717 Blue Ridge Terrace, Winchester, VA 22601

      2717 Blue Ridge Terrace, Winchester, VA 22601
  • /30

    $314,900

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    140 Mccormick Cir Unit 302, Winchester, VA 22602

    Welcome home to this gorgeous, like-new condo! This stunning unit was constructed last year and offers the perfect blend of modern elegance and comfort. Enjoy top-tier finishes like quartz countertops, stainless steel appliances, and beautiful LVP flooring throughout.Relax and unwind in the meticulously manicured common grounds, take a stroll on the walking path, or enjoy the convenience of

    Karl Achstetter Keller Williams Realty

    140 Mccormick Cir Unit 302, Winchester, VA 22602

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