36,922

Winchester, VA Homes

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  • /76

    $400,000

    • 3 Beds
    • 1.5 Baths
    • 1,036 Sq Ft

    2431 Cedar Creek Grade, Winchester, VA 22602

    This is a unique opportunity to purchase a piece of history. The Glass Mill (Glass/Rinker/Cooper Mill) is available. The Mill was constructed during the years 1812-1815. At the base, the structure has stone walls that are 3' thick, tapering to about half that at the gable ends. The Mill has a "mechanics level", the lower level with dirt floor and water source when the Grist wheel was in

    Edward Beightol Cedar Creek Real Estate

    2431 Cedar Creek Grade, Winchester, VA 22602
  • /8

    $2,800 per month

    • 4 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    437 W Leicester St, Winchester, VA 22601

    The front porch on this house is the best part of the home. Use it for sitting out on and enjoying the beautiful weather. There is also a back porch in case you need need more privacy. This house has a remodeled 3rd floor Guest Suite. The house has hardwoods throughout and was completely remodeled in 2011 years ago and comes with a gourmet kitchen with cherry cabinets. It comes with 2

    Brandon Pifer Pifer Realty, LLC

    437 W Leicester St, Winchester, VA 22601
  • /20

    $415,000 Sold Jul 17, 2025

    • 1,344 Sq Ft
    • $309/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    102 Winnepeg Place, Winchester, VA 22603

    This beautiful home located on a quiet cul-de-sac has been completely renovated in the past few years. It features a great interior space with a wonderful open floor plan. Updates include a new HVAC system, hot water heater, bathrooms, flooring, countertops, and more! Outside it backs to the preserved 3rd battlefield of Winchester woods providing both privacy and immediate access to miles of

    Jacob Taylor Blue Valley Real Estate

    102 Winnepeg Place, Winchester, VA 22603
    • /37

      Est $338,346 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,584 Sq Ft

      2905 First St, Winchester, VA 22601

      2905 First St, Winchester, VA 22601
  • /36

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,328 Sq Ft

    224 Lauck Dr, Winchester, VA 22603

    Custom Home in Historic Star Fort: Timeless Charm Meets modern Comfort for Discerning Buyers.This impeccably designed 3-bedroom, 2.5-bath home is a harmonious blend of classic elegance and contemporary convenience. Boasting cherry wood flooring throughout the main living areas, high-quality tile in the kitchen and bathrooms, and carpeted bedrooms, this home is as stylish as it is practical.

    Gidget Smallwood Coldwell Banker Premier

    224 Lauck Dr, Winchester, VA 22603
  • /33

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • House for Rent

    136 1 Brookland Ct, Winchester, VA 22602

    ALL ON ONE LEVEL! COMMUTER CONVENIENT MAIN-FLOOR CONDO THAT'S MOVE-IN READY! EAST OF WINCHESTER, ABOUT AN HOUR FROM DULLES AIRPORT AND NEAR ROUTE 7, I-81 AND DOWNTOWN WINCHESTER. Great for those who are downsizing or just starting out or who just don't want to mow the grass anymore! Enjoy morning coffee on the 12x5 covered patio. Cozy up to the natural gas fireplace in the living room on chilly

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    136 1 Brookland Ct, Winchester, VA 22602
  • /34

    $567,990 Sold Jul 17, 2025

    • 2,968 Sq Ft
    • $191/SF
    • 29 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2025

    116 Munsee Cir, Winchester, VA 22602

    The Hayden is a 5 bedroom, 4 bathroom home with over 3,100 finished square feet! The main level features a flex room off the foyer - ideal for a dining area or home office. The kitchen has an oversized island for extra seating and a large pantry. A spacious living room and main level bedroom with a full bathroom completes the main level. The primary suite on the second level offers a luxurious

    Brooks Sears D R Horton Realty of Virginia LLC

    116 Munsee Cir, Winchester, VA 22602
    • /24

      Est $328,095 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft

      2959 S Pleasant Valley Rd, Winchester, VA 22601

      2959 S Pleasant Valley Rd, Winchester, VA 22601
  • /61

    $564,000

    • 4 Beds
    • 2.5 Baths
    • 3,263 Sq Ft

    1380 Magruder Ct, Winchester, VA 22601

    $15,000 PRICE REDUCTION!!!Rare opportunity in a most desirable location...walk to the Museum of the Shenandoah Valley and Winchester Medical Center!! Close to Old Town Winchester and other shopping. Well maintained colonial style home in highly sought after Downs at Meadow Branch community. Bright and airy with lots of natural light, 4 bedroom, 2.5 baths with incredibly large primary suite.

    Stuart Wolk ERA Oakcrest Realty, Inc.

    1380 Magruder Ct, Winchester, VA 22601
  • /30

    $2,500 per month

    • 4 Beds
    • 2.5 Baths
    • 1,648 Sq Ft
    • House for Rent

    735 Berryville Ave, Winchester, VA 22601

    Welcome to this charming 4-bedroom 2.5 bath home located on the East side of Winchester! Inside, this meticulously maintained home welcomes you in and exudes modern elegance with Open foyer, Gleaming hardwood floors, and Spacious Living spaces, ideal for Entertaining. Sip your morning coffee in the sunny Main level Open Living room or outdoors on the Back patio. At the heart of the home is the

    Rachel Olsen Keller Williams Realty

    735 Berryville Ave, Winchester, VA 22601
  • /35

    $386,000 Sold Jul 17, 2025

    • 1,678 Sq Ft
    • $230/SF
    • 44 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    112 Maury Way, Winchester, VA 22602

    **JUST LISTED:** Discover this almost new villa townhome in Winchester Landing, in one of the area’s newer 55+ communities. Less than two years old, this two-level residence features a fantastic floor plan with the primary suite conveniently located on the main level. The upper floor features two additional bedrooms, and the property boasts 2.5 bathrooms. For your convenience, there's also a

    Wendy Conner Coldwell Banker Premier

    112 Maury Way, Winchester, VA 22602
    • /40

      Est $288,150 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 851 Sq Ft

      2937 Grace St, Winchester, VA 22601

      2937 Grace St, Winchester, VA 22601
  • /51

    $574,900

    • 4 Beds
    • 2.5 Baths
    • 3,036 Sq Ft

    3336 Hunting Ridge Rd, Winchester, VA 22603

    IMPROVED PRICE! Come home to this beautifully designed POOL HOUSE featuring 4-bedrooms, 3-baths, just in time for summer! This modern home is perfect for those who appreciate privacy and natural beauty, while situated on a gorgeous 5-acre lot. With spacious living areas, sleek finishes, and an open floor plan, this home is the epitome of contemporary modern living.The well-lit kitchen is

    Karl Achstetter Keller Williams Realty

    3336 Hunting Ridge Rd, Winchester, VA 22603
  • /20

    $1,845 per month

    • 3 Beds
    • 2.5 Baths
    • 1,776 Sq Ft
    • Townhouse for Rent

    131 Lighthouse Ln, Winchester, VA 22602

    Three levels with garage! Located East of I-81 for commuters! Newly painted and cleaned. New carpet in living room. Large rooms; master bedroom with walk-in closet and full bath and new vinyl; kitchen with pantry, dining area and access to deck. All appliances - range, refrigerator, dishwasher, disposal, stackable washer/dryer. Large garage with auto-opener and access to backyard.

    Barbara Gaul Jim Barb Realty, Inc.

    131 Lighthouse Ln, Winchester, VA 22602
  • /40

    $429,900 Sold Jul 17, 2025

    • 2,721 Sq Ft
    • $158/SF
    • 63 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1992

    1324 Ramseur Ln, Winchester, VA 22601

    Elegant Main-Level Condo in The Mews at MeadowbranchWelcome to effortless luxury living in one of Meadowbranch’s most sought-after communities! This stunning main-level condo combines the space and comfort of a single-family home with the convenience and ease of condo living. Bright, open, and beautifully finished, this rare gem in The Mews at Meadowbranch can be yours! Inside,

    Jeanne Mezzatesta Colony Realty

    1324 Ramseur Ln, Winchester, VA 22601
    • /31

      Est $276,464 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft

      2964 Grace St, Winchester, VA 22601

      2964 Grace St, Winchester, VA 22601
  • /55

    $519,900

    • 6 Beds
    • 4.5 Baths
    • 3,612 Sq Ft

    531 Washout Ln, Winchester, VA 22603

    BONUS BONUS BONUS The Seller is very motivated and is offering $15,000.00 towards repairs and also offering 3% towards closing cost. The garage has been converted into a private living area. Great for the out of town family that need their privacy or the young adult that may want their independence or maybe you would like to have a private living area for your in-laws. So no matter the reason

    Janet Broyles CENTURY 21 New Millennium

    531 Washout Ln, Winchester, VA 22603
  • /14

    $1,550 per month

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • Townhouse for Rent

    30 E Pall Mall St, Winchester, VA 22601

    Charming Rental Home in the Heart of Winchester, VAWelcome to 30 E Pall Mall St, Winchester, VA 22601! This beautifully maintained property offers the perfect blend of modern conveniences and historic charm. Nestled in a prime location, this home is just minutes from downtown Winchester's vibrant restaurants, shops, and entertainment.This home offers plenty of natural light, a

    tiffany pollard Coldwell Banker Elite

    30 E Pall Mall St, Winchester, VA 22601
  • /5

    $90,000 Sold Jul 17, 2025

    • Land
    • 3.50 Acres
    • $25,714 per Acre
    • 41 Days On Market

    310 Burnt Church Rd, Winchester, VA 22603

    Gorgeous Residential Lot ON SALE! 3.5 Acres, 10 minutes from downtown Winchester, 5 minutes from Martin's Grocery in Sunnyside and Valley Health Center. Good topo, partially cleared with some mature oaks, surrounded by open forest, absolutely beautiful! Seller will complete perk test at its expense as a contingency to a contract! Asking $124,900 but reasonable offers welcome! Bonus: Buyer may

    Gillian Greenfield Coldwell Banker Premier

    310 Burnt Church Rd, Winchester, VA 22603
    • /26

      Est $301,891 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      2952 Grace St, Winchester, VA 22601

      2952 Grace St, Winchester, VA 22601
  • /64

    $255,000 Open House 8/16

    • 3 Beds
    • 1 Bath
    • 946 Sq Ft

    208 Opossum Trail, Winchester, VA 22602

    Welcome to this charming two-story home nestled in a peaceful country setting, surrounded by mature trees, vibrant flower beds, and a majestic weeping willow that graces the front yard. The cozy and convenient main-level primary suite features a spacious double-door walk-in closet, and the open floor plan offers the perfect blend of comfort and function—flooded with natural light and ideal for

    Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

    208 Opossum Trail, Winchester, VA 22602
  • /19

    $2,700 per month

    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft
    • House for Rent

    126 Manasquan Way, Winchester, VA 22602

    Be the first to live in this brand-new home in the Retreat at Winding Creek! This beautifully constructed home offers modern finishes, an open-concept layout, and low-maintenance living in one of Winchester's most desirable new communities. Inside, you'll find a spacious kitchen with sleek cabinetry, stainless steel appliances, and a large island perfect for entertaining. The home features

    Marisa Varley ERA Oakcrest Realty, Inc.

    126 Manasquan Way, Winchester, VA 22602
  • /39

    $510,000 Sold Jul 16, 2025

    • 1,841 Sq Ft
    • $277/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2011

    102 Abrams Pointe Blvd, Winchester, VA 22602

    Charming 3-bedroom, 2-bath rancher featuring a covered front porch & hardwood floors throughout with cozy carpeted bedrooms. The spacious family room boasts a cathedral ceiling, while the formal dining room offers a tray ceiling and chair rail for added elegance. The kitchen is equipped with granite countertops, stainless steel appliances, a pantry, tiled backsplash, and an island—perfect for

    Sheila Pack RE/MAX Roots

    102 Abrams Pointe Blvd, Winchester, VA 22602
    • /25

      Est $380,667 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,147 Sq Ft

      2921 Second St, Winchester, VA 22601

      2921 Second St, Winchester, VA 22601
  • /40

    $939,950

    • 5 Beds
    • 6.5 Baths
    • 4,301 Sq Ft

    254 Whistlewood Ln, Winchester, VA 22602

    Situated in the picturesque countryside of Winchester Virginia boasting a modern aesthetic and elevation. Welcome home to 254 Whistlewood Ln! The home is beautifully positioned within the Royal Oaks community on a private 5 acre lot! It benefits from the serenity one would expect from a countryside home and the convenience of a short distance to town, commuter routes and just 15 minutes to

    Stuart Pollard Pearson Smith Realty, LLC

    254 Whistlewood Ln, Winchester, VA 22602
  • /14

    $2,600 per month

    • 4 Beds
    • 2.5 Baths
    • 1,940 Sq Ft
    • House for Rent

    2004 Taylor Grace Ct, Winchester, VA 22601

    Spacious single family house featuring 4 bedrooms, 2.5 bathrooms, full unfinished basement, deck, fenced backyard, and two attached car garage.

    Minh-Thieng Le Levi Clarke, LLC

    2004 Taylor Grace Ct, Winchester, VA 22601
  • /36

    $430,000 Sold Jul 16, 2025

    • 1,830 Sq Ft
    • $235/SF
    • 4 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1998

    325 W Tevis St, Winchester, VA 22601

    Welcome to 325 Tevis St! This charming home is filled with natural light and offers a spacious layout perfect for modern living. The open-concept living and dining areas flow seamlessly, creating an inviting space for both everyday living and entertaining. The generous eat-in kitchen boasts ample cabinet space and is bathed in natural light. Step directly from the kitchen onto

    Danielle Carter Redfin Corporation

    325 W Tevis St, Winchester, VA 22601
    • /22

      Est $289,741 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 954 Sq Ft

      313 Summit Ave, Winchester, VA 22601

      313 Summit Ave, Winchester, VA 22601
  • /13

    $349,999

    • 5 Beds
    • 2 Baths
    • 1,584 Sq Ft

    505 Green St, Winchester, VA 22601

    Charming 3-Level Split Home in the Heart of Winchester!This split level home could be your forever home! Surrounded by parks, top-rated schools, and everyday amenities. Quick access to Route 7 and Interstate 81 commuting is breeze! Upstairs, you’ll find three generously sized bedrooms and a full bathroom, offering a peaceful seperate area. The main level boasts a warm and

    Julissa Rodriguez Vaze Realty

    505 Green St, Winchester, VA 22601
  • /13

    $4,130 per month

    • 9 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • House for Rent

    548 -1/2 N Loudoun St Unit B, Winchester, VA 22601

    Spacious 9-Bedroom, 2-Bath Apartment – Over 1,600 Sq Ft – Near Historic Downtown Winchester -Housing Vouchers WelcomeThis generously sized apartment offers over 1,600 square feet of living space with 9 bedrooms and 2 full bathrooms—perfect for large families, shared living arrangements, or agency housing needs. Located just a short walk from the charming and vibrant Old Town Winchester

    Robert Adams Weichert Realtors - Blue Ribbon

    548 -1/2 N Loudoun St Unit B, Winchester, VA 22601
  • /18

    $317,200 Sold Jul 15, 2025

    • 1,170 Sq Ft
    • $271/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    409 Fawn Dr, Winchester, VA 22602

    Over 1/2 acre of level lot low in the subdivision close to the entrance on all paved roads with new home close to the entrance! All example pictures and finishings to be same in this home. All wood cabinets with self closing cabinets and drawers. Covered front porch (trex). Open floor plan (split bedroom design with primary on one side and bed 2&3 on other side )with LVP flooring (no

    Jim Thomson Realty ONE Group Old Towne

    409 Fawn Dr, Winchester, VA 22602
    • /29

      Est $309,585 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,250 Sq Ft

      2917 First St, Winchester, VA 22601

      2917 First St, Winchester, VA 22601
  • /15

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    1399 Chestnut Grove Rd, Winchester, VA 22603

    One Level home on a private 5 acre lot. Bring your horses, goats, chickens - this is the perfect farmette! Absolutely beautiful setting that includes a paddock and a barn/shed. New roof April 2025. New Laminate flooring in kitchen. Only 10 minutes from downtown Winchester and convenient to grocery, farmers’ markets, and the hospital. House is full of character and has an open floor plan! The

    Emma Kerns MarketPlace REALTY

    1399 Chestnut Grove Rd, Winchester, VA 22603
  • /11

    $2,968 per month

    • 6 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    548 N Loudoun St Unit B, Winchester, VA 22601

    Spacious 6-Bedroom, 2-Bath Apartment – Over 1,500 Sq Ft – Near Historic Downtown Winchester -Housing Vouchers WelcomeThis generously sized apartment offers over 1,500 square feet of living space with 6 bedrooms and 2 full bathrooms—perfect for large families, shared living arrangements, or agency housing needs. Located just a short walk from the charming and vibrant Old Town Winchester

    Robert Adams Weichert Realtors - Blue Ribbon

    548 N Loudoun St Unit B, Winchester, VA 22601
  • /65

    $450,000 Sold Jul 15, 2025

    • 1,974 Sq Ft
    • $228/SF
    • 84 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    146 Howards Chapel Rd, Winchester, VA 22603

    Have you ever envisioned owning an incredible ranch with a 5-acre farm home? This unique opportunity invites you to embrace a serene rural lifestyle, offering vast space for relaxation and small-scale farming endeavors. Picture awakening to the soothing sounds of nature, with the potential to cultivate a flourishing garden, raise livestock, or bask in the tranquility of the countryside. This

    Karla Castaneda Berkshire Hathaway HomeServices PenFed Realty

    146 Howards Chapel Rd, Winchester, VA 22603
    • /31

      Est $266,848 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 850 Sq Ft

      2944 Second St, Winchester, VA 22601

      2944 Second St, Winchester, VA 22601
  • /40

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    102 Maloy Dr, Winchester, VA 22602

    **** MULTIPLE OFFERS RECEIVED, DEADLINE FOR ALL OFFERS 8/4 AT 5PM *****Charming One-Level Rancher on Nearly an Acre in a Park-Like Setting WITH NO HOA! Meticulously maintained and brimming with character, this delightful 2-bedroom, 2-bathroom ranch-style cottage sits on a beautifully flat, nearly one-acre lot on the desirable east side of Winchester. Thoughtfully updated with ADA-accessible

    Lisa Cox Colony Realty

    102 Maloy Dr, Winchester, VA 22602
  • /26

    $1,850 per month

    • 2 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • House for Rent

    331 E Piccadilly St, Winchester, VA 22601

    Super charming 1930's 3 bedroom 1 bathroom duplex just blocks from Old Town Winchester! This unit has been recently remodeled with an updated bathroom, flooring and light fixtures. You'll find the original wood floors, a large front porch, a fenced in backyard and spacious outbuilding. Pets allowed on a case by case basis, tenant pays all utilities, washer and dryer in basement, updated heating

    Holly Graham Realty ONE Group Old Towne

    331 E Piccadilly St, Winchester, VA 22601
  • /50

    $560,000 Sold Jul 14, 2025

    • 3,672 Sq Ft
    • $153/SF
    • 34 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    107 Lynnehaven Dr, Winchester, VA 22602

    Price reduced. Motivated seller. Welcome to the community of Lynnehaven! This property is one of the few sought-after models offering four bedrooms plus two dedicated office spaces conveniently located on the main level. This beautifully maintained home, lovingly cared for by its owner, features an open floor plan with gleaming hardwood floors on the main living areas and cozy carpet in the

    Jim Thomson Realty ONE Group Old Towne

    107 Lynnehaven Dr, Winchester, VA 22602
    • /28

      Est $287,214 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 975 Sq Ft

      2916 First St, Winchester, VA 22601

      2916 First St, Winchester, VA 22601

Showing Results 241 - 280, Page 7 of 18

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