36,919

Winchester, VA Homes

Section Image
  • /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
    • /2

      Est $382,643 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,844 Sq Ft

      2066 Honeysuckle Ln, Winchester, VA 22601

      2066 Honeysuckle Ln, Winchester, VA 22601
  • /40

    $379,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    112 Fairway Dr, Winchester, VA 22602

    New roof just installed!This beautiful ranch-style home is located in a quiet cul-de-sac just minutes from downtown Winchester, Jim Barnett Park, and Shenandoah University. Ideal for commuters, with easy access to Route 7 and I-81.The home features 3 bedrooms and 1 bathroom, with a full, partially finished basement adding 600 sq ft of finished space. A convenient basement kitchenette

    Daniel Brereton RE/MAX Roots

    112 Fairway Dr, 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
    • /36

      Est $367,179 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,728 Sq Ft

      1995 Cidermill Ln, Winchester, VA 22601

      1995 Cidermill Ln, Winchester, VA 22601
  • /70

    $644,900

    • 4 Beds
    • 4.5 Baths
    • 4,395 Sq Ft

    113 Pangborne Ct, Winchester, VA 22602

    Back on the market at no fault of the seller and priced to sell! With nearly 4,400 finished square feet, this home can accommodate the needs of any buyer. Sitting on a quiet cul de sac on the desirable east side of Winchester, the location is ideal for commuters to NOVA as well as provides easy access to I-81. The spacious main floor offers a living room, formal dining room, study, family room,

    Stephanie Ryall Realty ONE Group Old Towne

    113 Pangborne Ct, 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
    • /35

      Est $361,569 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,748 Sq Ft

      2081 Cidermill Ln, Winchester, VA 22601

      2081 Cidermill Ln, Winchester, VA 22601
  • /50

    $399,000

    • 4 Beds
    • 3 Baths
    • 1,617 Sq Ft

    126 Armstrong Place, Winchester, VA 22602

    All brick ranch home with 4 bedrooms close to town and a short walk to the golf course! Main level large living Room and dinning room, 2 bedrooms and 2 bathrooms, an eat in kitchen, has gleaming hardwood flooring. Lower Level large area for pool table 2 more bedrooms, 1 bathroom and a family room equipped with a brick fireplace and space for a pool table. There is a sliding glass door that leads

    John Scully Colony Realty

    126 Armstrong Place, 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
    • /33

      Est $371,987 Not Listed For Sale

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

      2056 Cidermill Ln, Winchester, VA 22601

      2056 Cidermill Ln, Winchester, VA 22601
  • /47

    $445,900

    • 4 Beds
    • 3.5 Baths
    • 1,776 Sq Ft

    103 Fenwick Ct, Winchester, VA 22602

    5 bedroom, 3.5 bathroom detached home! It's located in a neighborhood on a quiet cul-de-sac and convenient to route 7 and Route 81 for commuters. Large private 6 car new paved driveway -so plenty of off-street parking! Whole length of house rear deck for entertaining! Featuring rare main level bedroom with attached full bathroom. Plus, primary bedroom/primary full bathroom and 3 more bedrooms

    Sara Helmke Samson Properties

    103 Fenwick Ct, Winchester, VA 22602
  • /26

    $290,000 Sold Jun 10, 2025

    • 1,023 Sq Ft
    • $283/SF
    • 76 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1941

    916 N Frederick Pike, Winchester, VA 22603

    Don’t miss this unique opportunity! Welcome to 916 N Frederick Pike, a versatile property situated on a 0.37-acre lot in a prime location. The oversized parking lot and a spacious backyard make this property well-suited for a variety of purposes. The dwelling features distinct areas designed for functionality and comfort. The front area welcomes you with a bright sunroom, leading into a large,

    Kaitlyn Behr RE/MAX Roots

    916 N Frederick Pike, Winchester, VA 22603
    • /38

      Est $368,877 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,728 Sq Ft

      2054 Cidermill Ln, Winchester, VA 22601

      2054 Cidermill Ln, Winchester, VA 22601
  • /80

    $1,485,000

    • 4 Beds
    • 4.5 Baths
    • 5,754 Sq Ft

    291 Lake Serene Dr, Winchester, VA 22603

    An architectural masterpiece, true luxury is in every detail of this lakefront estate home. This unique property is nestled in a beautiful, peaceful natural setting, on a captivating private 25 acre lake with stunning panoramic views from the two expansive decks. (check out the video). The English Country- Style manor home was custom designed and completed in 2008. The property

    Cynthia Butler Samson Properties

    291 Lake Serene Dr, Winchester, VA 22603
  • /66

    $690,000 Sold Jun 10, 2025

    • 2,780 Sq Ft
    • $248/SF
    • 251 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    118 Pawn Ct, Winchester, VA 22602

    Quick-Move in with Builder Special financing available! Last Homesite remaining at Abrams! Explore this handsome Amherst home in cul de sac, ready for quick move-in. Included features: a welcoming porch; a large family room with an electric fireplace; a gourmet kitchen offering a roomy pantry and a center island; a spacious living room; an elegant dining room; an airy nook; a convenient laundry;

    Jay Day LPT Realty, LLC

    118 Pawn Ct, Winchester, VA 22602
    • /61

      Est $401,119 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,616 Sq Ft

      2038 Cidermill Ln, Winchester, VA 22601

      2038 Cidermill Ln, Winchester, VA 22601
  • /77

    $765,000

    • 4 Beds
    • 3.5 Baths
    • 3,504 Sq Ft

    3980 Middle Rd, Winchester, VA 22602

    Custom, all-brick white rambler with a French Country ambience, enjoys boundaries of a lovely brook and a berm of boulders and indigenous plantings that obscures property from the roadway. All rooms are generously sized with the main level suitable for one-level living with Primary bedroom and laundry. Bedrooms on upper level are large enough for additional sitting area or study furnishings.

    Dallas Croft Samson Properties

    3980 Middle Rd, Winchester, VA 22602
  • /45

    $385,000 Sold Jun 09, 2025

    • 1,104 Sq Ft
    • $349/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1967

    200 Dogwood Rd, Winchester, VA 22602

    Almost 1 acre off of Rt 7! Close to town! Welcome to this beautifully maintained 3-bedroom, 1.5-bath rancher, ideally situated near Route 7 E, Route 50 E, and I-81—perfect for commuters! This inviting home features a classic brick front, a covered front porch for relaxing mornings, and a screened back porch overlooking the huge fenced backyard—ideal for outdoor gatherings. Inside, you'll find

    Sheila Pack RE/MAX Roots

    200 Dogwood Rd, Winchester, VA 22602
    • /31

      Est $374,274 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,780 Sq Ft

      1982 Cidermill Ln, Winchester, VA 22601

      1982 Cidermill Ln, Winchester, VA 22601
  • /56

    $1,998,000

    • Studio
    • 7,190 Sq Ft

    908 Cedar Creek Grade, Winchester, VA 22601

    In town location for this completely remodeled multi unit property. This property contains 4 homes and 2 apartments that have been completely refinished. The main home is currently lived in by the owner and is attached to a indoor swimming pool. The other 3 homes and 2 apartments are leased and are bringing over$10,500 monthly. If you choose rent the main house income would be much higher. .

    Meridee Powars Link Realty Services LLC

    908 Cedar Creek Grade, Winchester, VA 22601
  • /67

    $490,000 Sold Jun 09, 2025

    • 1,604 Sq Ft
    • $305/SF
    • 0 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1956

    435 Mosby St, Winchester, VA 22601

    You absolutely must see this incredible Brick Ranch home with main level living and full basement! The mountain views are simply stunning. Nicely updated and in a highly desirable location, with just a short walk to Old Town Winchester, schools, and restaurants. This home complete with a newer roof, newer windows, and a newer HVAC system. The kitchen has been beautifully updated with granite

    Angela Duncan MarketPlace REALTY

    435 Mosby St, Winchester, VA 22601
    • /27

      Est $327,999 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,368 Sq Ft

      2055 Harvest Dr, Winchester, VA 22601

      2055 Harvest Dr, Winchester, VA 22601
  • /15

    $49,500

    • Land
    • 1.53 Acres
    • $32,353 per Acre

    Lot 10,11,12-13 A 60 Fox Trail, Winchester, VA 22602

    On a large affordable lot in Mountain Falls Park, you have the opportunity to construct your very own mountain top retreat. Mountain Falls Park is conveniently located, just a short drive away from Stephens City or downtown Winchester, VA, providing an easy commute while still offering the seclusion and serenity of the mountains. Immerse yourself in park-like living within a wooded setting. These

    Nadeem Helfer Corcoran McEnearney

    Lot 10,11,12-13 A 60 Fox Trail, Winchester, VA 22602
  • /69

    $512,552 Sold Jun 06, 2025

    • 2,028 Sq Ft
    • $253/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1940

    256 Parkway St, Winchester, VA 22601

    Picturesque on Parkway - If you’ve been looking for the beauty and bones of an older home that has been updated tastefully, respecting the original charm, look no further. As you step into this immaculate 1940 colonial, you will be greeted with beautiful hardwood floors running throughout the main living area. The living room boasts built in bookshelves that run to the ceiling and tall windows

    Danielle Spriggs ICON Real Estate, LLC

    256 Parkway St, Winchester, VA 22601
    • /50

      Est $368,605 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,858 Sq Ft

      1025 Orchard Hill Dr, Winchester, VA 22601

      1025 Orchard Hill Dr, Winchester, VA 22601
  • /20

    $449,000

    • 5 Beds
    • 3 Baths
    • 2,560 Sq Ft

    106 Donna Cir, Winchester, VA 22602

    This beautiful, remodeled home is very well located, close to shopping and entertainment. The upstairs area features 3 spacious bedrooms, 2 full bathrooms. Also has sleek LVP floors throughout the home. The heart of the home is the sleek, all-new kitchen, equipped with shaker cabinets, quartz countertops, and stainless-steel appliances.The home offers a walkout basement with an independent exit,

    Marco Novillo Spring Hill Real Estate, LLC.

    106 Donna Cir, Winchester, VA 22602
  • /28

    $400,000 Sold Jun 06, 2025

    • 2,001 Sq Ft
    • $200/SF
    • 3 Beds
    • 2.5 Baths
    • Built 1920

    1203 Valley Ave, Winchester, VA 22601

    This cozy, 1920s farmhouse sits on a spacious corner lot a few blocks from Old Town. The sunny yellow façade pairs with an inviting covered porch spanning the front of the home—the ideal place for rocking chairs and other furniture. Inside, warm hues combine with real hardwood floors, plus custom trim details like classic, three-piece baseboard and custom stairway newel posts to bring out the

    Dan Whitacre Colony Realty

    1203 Valley Ave, Winchester, VA 22601
    • /27

      Est $324,005 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,380 Sq Ft

      2139 Harvest Dr, Winchester, VA 22601

      2139 Harvest Dr, Winchester, VA 22601
  • /9

    $20,000

    • Land
    • 0.90 Acre
    • $22,222 per Acre

    0 Iroquois Lot 27 Trail Unit VAFV2024486, Winchester, VA 22602

    Almost an acre of rolling forest, Secluded location in Shawneeland not far from Lake Cherokee, beach, play grounds. Potential home site for permanent home or weekends/ vacations. Mature trees. Maintenance of roads, common areas, amenities, snow plowing etc via Shawneeland Sanitary District/Frederick County. Sanitary District Tax just $190 for unimproved lot. Iroquois Trail access is best, Juniper

    Roger Lamborne MarketPlace REALTY

    0 Iroquois Lot 27 Trail Unit VAFV2024486, Winchester, VA 22602
  • /70

    $585,000 Sold Jun 06, 2025

    • 3,078 Sq Ft
    • $190/SF
    • 0 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    104 Quigley Ct, Winchester, VA 22602

    Imagine Summer Days in your own Private Paradise, Living in this Gorgeous Colonial with a Backyard Oasis!Nestled at the end of a peaceful cul-de-sac, this beautifully maintained 4-bedroom, 2.5-bath colonial offers the perfect blend of elegance, comfort, and outdoor living. The crown jewel of this home is the stunning inground saltwater pool, complete with a gas heater replaced in 2019, a new pump

    Donna Anderson Samson Properties

    104 Quigley Ct, Winchester, VA 22602
    • /22

      Est $327,283 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,368 Sq Ft

      2169 Harvest Dr, Winchester, VA 22601

      2169 Harvest Dr, Winchester, VA 22601
  • /24

    $24,000

    • Land
    • 0.00 Acre

    105 Potomak Trail, Winchester, VA 22602

    Lot 105 on PAVED Potomak Trail is a fantastic opportunity to own land in the desirable Shawneeland community within walking distance to the beach, water and amenities! This beautiful property is situated in a great location, close to the main roads and amenities, offering a peaceful retreat while still being within reach of Winchester's conveniences. Residents of Shawneeland enjoy access to

    Michele Gibson Samson Properties

    105 Potomak Trail, Winchester, VA 22602
  • /57

    $480,000 Sold Jun 06, 2025

    • 2,532 Sq Ft
    • $190/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1992

    151 Morning Glory Dr, Winchester, VA 22602

    You'll love the convenience of living in the Apple Ridge neighborhood on the east side of Winchester with easy access to Route 7 & I-81. The open floor plan with kitchen, breakfast area & family room offers a great space for everyone to be together during meal prep, homework time, watching TV or just spending time together talking about the day's events. Highlights include the view of the

    Gina Chatham Century 21 Redwood Realty

    151 Morning Glory Dr, Winchester, VA 22602
    • /29

      Est $339,084 Not Listed For Sale

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

      831 Appleseed Ct, Winchester, VA 22601

      831 Appleseed Ct, Winchester, VA 22601
  • /2

    $2,500,000

    • Land
    • 10 Acres
    • $250,250 per Acre

    280 Costello, Winchester, VA 22601

    Ten acres of B2 land near Costco, Army Corp of Engineers, Frederick Country Public Safety Building, and the new One Logistics Park commercial center. An adjacent parcel of 5 acres is available for sale for a combined parcel of 15 acres. Perfect for a large-scale commercial development.

    Jason Aikens RE/MAX Roots

    280 Costello, Winchester, VA 22601
  • /33

    $355,000 Sold Jun 06, 2025

    • 1,740 Sq Ft
    • $204/SF
    • 61 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2009

    125 Monticello Square, Winchester, VA 22602

    Price Reduction! Welcome to this beautifully maintained end-unit townhome, perfectly situated in a sought-after commuter-friendly location on the east side of Winchester! With 3 bedrooms, 2 full baths, and 2 half baths, this home offers an ideal blend of space, comfort, and convenience. Step inside to discover an inviting layout featuring a bright and airy living room, a modern kitchen with ample

    Robin Gebhardt EXP Realty, LLC

    125 Monticello Square, Winchester, VA 22602
    • /26

      Est $368,054 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,368 Sq Ft

      833 Appleseed Ct, Winchester, VA 22601

      833 Appleseed Ct, Winchester, VA 22601
  • /3

    $375,000

    • Land
    • 2.53 Acres
    • $148,221 per Acre

    0 N Frederick Pike Unit VAFV2024246, Winchester, VA 22603

    2.5344 Acres, Zoned B-2 General Business Office, Retail, Auto Dealers, Restaurants, Gas Service Stations, Sports (small area in rear is zoned RP) Site was also approved under the old regulations for storm water and is currently grandfathered as long as the current bond is in place. This is a tremendous amount of savingsAccess from North Frederick Pike, Autumn View Lane and Driveway on

    Suzanne Conrad Adams-Nelson & Associates Inc

    0 N Frederick Pike Unit VAFV2024246, Winchester, VA 22603
  • /40

    $283,000 Sold Jun 06, 2025

    • 1,276 Sq Ft
    • $222/SF
    • 246 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    123 Pingley Ln, Winchester, VA 22602

    Discover this charming home featuring two spacious bedrooms and one bathroom, with over 1,200 square feet of comfortable living space. Recent renovations include countertops, new flooring, a refreshed shower, and upgraded 16-inch insulation for added energy efficiency. The unfinished basement provides ample storage options. Outdoors, you’ll appreciate the covered front porch and the privacy of a

    Marisa Varley ERA Oakcrest Realty, Inc.

    123 Pingley Ln, Winchester, VA 22602

Showing Results 641 - 680, Page 17 of 18

How to Buy a Home How to Finance a Home How to Sell a Home