37,023

Winchester, VA Homes

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  • /40

    $370,000

    • 4 Beds
    • 1.5 Baths
    • 1,588 Sq Ft

    1008 S Cameron St, Winchester, VA 22601

    Live just minutes from historic Old Town Winchester, where charming boutiques, local restaurants, and picturesque streets are all close at hand. This beautifully maintained two-story home seamlessly blends the timeless character of the 1930s with the modern updates today’s buyers appreciate.A classic covered front porch welcomes you home and offers the perfect place to enjoy your morning

    Nikola Tadie Redfin Corporation

    1008 S Cameron St, Winchester, VA 22601
  • /16

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    115 S Loudoun St Unit 1, Winchester, VA 22601

    1 Bedroom/1 Bath. 2nd Floor apartment. Newly remodeled. Great location. Downtown Winchester Walking Mall. Baseboard heat. Window cooling unit. Stackable washer and dryer in unit. Laminate flooring. No pets. No smoking. Rent includes water/sewer and trash.

    115 S Loudoun St Unit 1, Winchester, VA 22601
  • /19

    $275,000

    Sold Jun 30, 2026

    2956 Grace St, Winchester, VA 22601

    • 4 Beds
    • 1 Bath
    • 1,699 Sq Ft
    • Built 1950

    Last Sold Summary

    • 19% Below List Price
    • $162/SF
    • 57 Days On Market

    Current Estimated Value $291,280

    Last Listing Agent Carolyn Young Samson Properties

    2956 Grace St, Winchester, VA 22601
    • /36

      Not Listed For Sale

      912 S Braddock St, Winchester, VA 22601

      • Studio
      • 3,790 Sq Ft
      • Built 1946
      912 S Braddock St, Winchester, VA 22601

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Daniel Langberg Washington International Service Executives, LLC

  • /40

    $435,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    114 Windcrest Cir, Winchester, VA 22602

    Charming cape cod, located on a quiet cul-de-sac street with no through traffic! Beautiful hardwood floors welcome you into this thoughtfully updated, move-in-ready home. The primary suite and laundry room are on the main level, which allows for convenient one-level living. Walk out onto the large back deck and enjoy your fully fenced yard, backing to trees for added privacy. The backyard also

    Josh Beall Corcoran McEnearney

    114 Windcrest Cir, Winchester, VA 22602
  • /13

    $1,700 Plus Fees

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    223 Baker St, Winchester, VA 22601

    Property Id: 1770094 Available October 1st. This well-maintained 2-bedroom, 1-bath home offers approximately 1,200 sq. ft. of living space plus a spacious upstairs bonus/flex room that works well as a home office, den, additional living area, or other flexible-use space. The home features hardwood flooring and updated LVP, abundant natural light, an updated kitchen with stainless

    223 Baker St, Winchester, VA 22601
  • /29

    $385,000

    Sold Jan 06, 2026

    117 Tye Ct, Winchester, VA 22602

    • 3 Beds
    • 2.5 Baths
    • 1,962 Sq Ft
    • Built 2023

    Last Sold Summary

    • $196/SF
    • 35 Days On Market

    Current Estimated Value $395,235

    Last Listing Agent Rick Cockrill Keller Williams Realty

    117 Tye Ct, Winchester, VA 22602
    • /41

      Est $415,214

      Not Listed For Sale

      160 Solara Dr, Winchester, VA 22602

      • 3 Beds
      • 3.5 Baths
      • 2,281 Sq Ft
      • Built 2017
      160 Solara Dr, Winchester, VA 22602

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Angela Duncan MarketPlace REALTY

  • /31

    $524,990

    New Construction
    • 3 - 5 Beds
    • 2 - 4.5 Baths
    • 1,841+ Sq Ft

    Matisse Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

    Experience the epitome of modern living in the Matisse. This thoughtfully designed home offers main-level living at its finest, providing unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant

    Brookfield Residential Builder
    105 Wagtail Ln Unit 36578843, Winchester, VA 22603
  • /40

    $1,600 Per Month

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • Condo for Rent

    21 N Braddock St Unit 3, Winchester, VA 22601

    Located in Historic Downtown Winchester on North Braddock Street- 1 block west of Walking Mall. Restaurants, shops, transportation all within walking distance.Hardwood floors throughout historic property, large open rooms, 9' ceilings. 1 of 4 units total in building. Second Floor. No Pets/No Smoking. Large Kitchen features Stove, Microwave, Oven, Full size Fridge -AND a large walk-in

    21 N Braddock St Unit 3, Winchester, VA 22601
  • /27

    $509,990

    Sold Mar 04, 2026

    118 Trellis View Ln, Winchester, VA 22602

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $342/SF
    • 15 Days On Market

    D.R. Horton Willow Run - Duplexes

    118 Trellis View Ln, Winchester, VA 22602
    • /6

      Not Listed For Sale

      411 Puma Trail, Winchester, VA 22602

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      411 Puma Trail, Winchester, VA 22602

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Abby Walters Preslee Real Estate

  • /23

    $449,990

    New Construction
    • 2 - 3 Beds
    • 2 Baths
    • 1,564+ Sq Ft

    Hemingway Plan at Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection, Winchester, VA 22603

    Welcome to your ideal one-level villa- the Hemingway! This thoughtfully designed home centers around a spacious kitchen, perfect for both daily life and entertaining guests. The main level offers two generous bedrooms, including a primary suite featuring a large walk-in closet and a private en suite bathroom for ultimate comfort. Convenience is key with a laundry room located just off the 2-car

    Brookfield Residential Builder
    105 Wagtail Ln Unit 36578850, Winchester, VA 22603
  • /11

    $2,500 Plus Fees

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • House for Rent

    104 Willow Trail, Winchester, VA 22602

    Property Id: 2872273 Welcome to 104 Willow Trail in Winchester, VA! This newly renovated and updated 4-bedroom, 2-bath home offers 1,792 sq. ft. of living space with an open-concept kitchen, dining, and living area. The home also features a large deck off the kitchen, a fully fenced front yard, oversized 1-car garage, and washer/dryer hookups. Rent: $2,500/month Tenant is

    104 Willow Trail, Winchester, VA 22602
  • /36

    $718,300

    Sold Mar 16, 2026

    1491 Pitcock Ln, Winchester, VA 22602

    • 3 Beds
    • 2 Baths
    • 2,139 Sq Ft
    • Built 2026

    Last Sold Summary

    • 2% Below List Price
    • $336/SF
    • 23 Days On Market

    Last Listing Agent Kaitlyn Behr Samson Properties

    1491 Pitcock Ln, Winchester, VA 22602
    • /2

      Est $288,643

      Not Listed For Sale

      127 S Euclid Ave, Winchester, VA 22601

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft
      • Built 1920
      127 S Euclid Ave, Winchester, VA 22601

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Ned Stock Berkshire Hathaway HomeServices PenFed Realty

  • /65

    $749,900

    $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,963 Sq Ft

    159 Abrams Pointe Blvd, Winchester, VA 22602

    ***SELLER OFFERING UP TO $20,000 IN BUYER INCENTIVE TO USE TOWARD CLOSING COSTS OR INTEREST RATE BUYDOWN WITH AN ACCEPTABLE OFFER!!***Better than new in coveted Abrams Pointe! This pristine 5-bed, 4.5-bath home offers effortless luxury with gleaming hardwoods on two levels and smart-home tech throughout.Highlights include a dramatic 2-story foyer, a main-level office behind French

    Lisa Lowery Keller Williams Realty

    159 Abrams Pointe Blvd, Winchester, VA 22602
  • /44

    $2,250 Per Month

    • 2 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Townhouse for Rent

    103 Buckwood Ln, Winchester, VA 22602

    This Charming House in the 55+ community of Woodbrook Village near Creekside Village . Care free living, close to town, restaurants and shops. Close to I-81 and Route 37. Enjoy the walking trails and a large comfortable Community center for events or cozy gatherings.

    Agnes Francis Century 21 Redwood Realty

    103 Buckwood Ln, Winchester, VA 22602
  • /28

    $309,000

    Sold Aug 27, 2026

    802 E Cork St, Winchester, VA 22601

    • 4 Beds
    • 2 Baths
    • 1,996 Sq Ft
    • Built 1930

    Last Sold Summary

    • 11% Below List Price
    • $155/SF
    • 87 Days On Market

    Current Estimated Value $307,904

    Last Listing Agent Jennifer Egen Samson Properties

    802 E Cork St, Winchester, VA 22601
    • /72

      Est $970,608

      Not Listed For Sale

      2101 Cedar Grove Rd, Winchester, VA 22603

      • 3 Beds
      • 2 Baths
      • 2,340 Sq Ft
      • Built 1993
      2101 Cedar Grove Rd, Winchester, VA 22603

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Anna Bergey Nest Realty Harrisonburg

  • /43

    $524,729

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,279 Sq Ft

    102 Wagtail Ln Unit 1024, Winchester, VA 22603

    LAST OPPORTUNITY for a 34-wide END VILLA at Hiatt Pointe (55+) by Van Metre Homes in Winchester, VA. Find Homesite 1024, the designer-curated MODEL HOME is the last remaining Vale 34-F2 floorplan and has never been lived in before. This MOVE-IN READY end villa offers 2,279 finished square feet across two levels with three bedrooms, two full baths, one half bath, designer finished and upgrades,

    Shannon L Bray Pearson Smith Realty, LLC

    102 Wagtail Ln Unit 1024, Winchester, VA 22603
  • /30

    $1,900 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    308 W Boscawen St Unit 308 W Boscawen Street Apt 2, Winchester, VA 22601

    Gorgeous two-story Georgian Revival rental is located only two blocks from the Loudon Street walking mall, where you can find shops, restaurants, cafes, breweries, museums and other entertainment. Located in a well-established neighborhood with private off-street parking and a yard. Freshly painted, hardwood floors, tall ceilings, and crown molding throughout. Washer/dryer. Amazing location,

    308 W Boscawen St Unit 308 W Boscawen Street Apt 2, Winchester, VA 22601
  • /14

    $890,000

    Sold Mar 12, 2026

    206 Covey Ln, Winchester, VA 22602

    • 5 Beds
    • 4.5 Baths
    • 4,879 Sq Ft
    • Built 2025

    Last Sold Summary

    • $182/SF
    • 110 Days On Market

    Current Estimated Value $899,518

    Last Listing Agent Daniel Boris Pearson Smith Realty, LLC

    206 Covey Ln, Winchester, VA 22602
    • /5

      Not Listed For Sale

      101 Hickory Ln, Winchester, VA 22603

      • Studio
      • Built 1930
      101 Hickory Ln, Winchester, VA 22603

      Last Sold Summary

      • 358 Days On Market

      Last Listing Agent Kenny Ritenour Samson Properties

  • /19

    $329,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,576 Sq Ft

    Juniper Plan at Old Town Green, Winchester, VA 22601

    Welcome to Ryan Homes at Old Town Green, experience life in Old Town Winchester with the city's lowest priced garage townhomes, just a short walk to shops, dining and recreation.The Juniper townhome combines all the amenities of single-family living with total convenience. The main level is highlighted by a gourmet kitchen that's open to the living area so you'll never miss a moment. The

    Ryan Homes Builder
    306 Smalts Cir Unit 41303475, Winchester, VA 22601
  • /7

    $1,950 Per Month

    • 3 Beds
    • 1 Bath
    • 858 Sq Ft
    • House for Rent

    420 Royal St, Winchester, VA 22601

    This fantastic 1 level Rambler is now available for rent. With 3 spacious bedrooms and 1 bath, this property offers a comfortable and inviting living space. Recently updated with fresh paint and new flooring, this home boasts a modern and stylish atmosphere. The addition of a HVAC unit with a gas furnace ensures optimal comfort and energy efficiency. Parking will never be an issue, as this

    Julissa Rodriguez Vaze Realty

    420 Royal St, Winchester, VA 22601
  • /45

    $515,000

    Sold Jul 03, 2026

    0 Brush Creek Rd Unit VAFV2040676, Winchester, VA 22603

    • Land
    • 84.57 Acres
    • $6,090 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 49 Days On Market

    Last Listing Agent Chad Pangle Whitetail Properties Real Estate, LLC

    0 Brush Creek Rd Unit VAFV2040676, Winchester, VA 22603
    • /19

      Est $436,128

      Not Listed For Sale

      204 N Kent St, Winchester, VA 22601

      • 2 Beds
      • 4 Baths
      • 2,052 Sq Ft
      • Built 2022
      204 N Kent St, Winchester, VA 22601

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Jason Aikens RE/MAX Roots

  • /11

    $349,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,752+ Sq Ft

    Northgate Plan at Hiatt Pointe at Snowden Bridge - 55+ Villas Collection, Winchester, VA 22603

    This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

    Brookfield Residential Builder
    105 Wagtail Ln Unit 36578847, Winchester, VA 22603
  • /17

    $2,100

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    2051 Stoneleigh Dr, Winchester, VA 22601

    3 bed, 2.5 bath Duplex with Excellent in town location! , Garage, Fenced-In yard, Rear deck, Gas heat/hot water heater, Central A/C, Kitchen w/stove, refrigerator, and dishwasher, Washer & Dryer hookup, Ceiling fans though out. City Water/Sewer. Only one neighbor, great views off back porch, very close to shopping, fuel, and several city amenities Washer/Dryer are not warranted if located in

    2051 Stoneleigh Dr, Winchester, VA 22601
  • /2

    $386,000

    Sold Jun 26, 2026

    1033 Sunnyside Dr, Winchester, VA 22603

    • 3 Beds
    • 2 Baths
    • 1,365 Sq Ft
    • Built 1951

    Last Sold Summary

    • 9% Below List Price
    • $283/SF
    • 71 Days On Market

    Current Estimated Value $372,005

    Last Listing Agent Tien Dao Redfin Corporation

    1033 Sunnyside Dr, Winchester, VA 22603
    • /45

      Est $354,136

      Not Listed For Sale

      121 W Virginia Pkwy, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,470 Sq Ft
      • Built 2017
      121 W Virginia Pkwy, Winchester, VA 22601

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Jen Kitner Pearson Smith Realty, LLC

  • /28

    $559,990

    New Construction
    • 3 - 5 Beds
    • 2 Baths
    • 2,132+ Sq Ft

    Rockwell Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

    Welcome home to the Rockwell, a versatile main-level living home designed for your lifestyle. The Rockwell's open-concept main floor seamlessly blends the kitchen, breakfast nook, and family room, creating a spacious and inviting atmosphere. The kitchen is a culinary enthusiast's dream, featuring a functional island with optional extension, ample storage, and a butler's pantry. The adjacent

    Brookfield Residential Builder
    105 Wagtail Ln Unit 36578845, Winchester, VA 22603
  • /12

    $1,750 Per Month

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft
    • House for Rent

    32 Jackson Ave, Winchester, VA 22601

    BRADEN MILLER ERA Oakcrest Realty, Inc.

    32 Jackson Ave, Winchester, VA 22601
  • /69

    $299,000

    Sold Nov 21, 2025

    542 Cardinal Dr, Winchester, VA 22602

    • 4 Beds
    • 2.5 Baths
    • 2,137 Sq Ft
    • Built 2009

    Last Sold Summary

    • $140/SF
    • 4 Days On Market

    Current Estimated Value $328,071

    Last Listing Agent Del Grimes Samson Properties

    542 Cardinal Dr, Winchester, VA 22602
    • /66

      Est $555,477

      Not Listed For Sale

      3392 Back Mountain Rd, Winchester, VA 22602

      • 3 Beds
      • 3 Baths
      • 2,930 Sq Ft
      • Built 1994
      3392 Back Mountain Rd, Winchester, VA 22602

      Last Sold Summary

      • 151 Days On Market

      Last Listing Agent Alexandra Brown Spring Hill Real Estate, LLC.

  • /56

    $605,990

    New Construction
    • 4 - 6 Beds
    • 2.5 - 5.5 Baths
    • 3,614 Sq Ft

    Carlisle Plan at Abrams Pointe, Winchester, VA 22602

    The Carlisle home design by Maronda Homes offers the perfect balance of style, space, and flexibility—designed to meet the needs of modern families and active lifestyles. Featuring 4 to 6 bedrooms, 2.5 to 5 bathrooms, and 3,614 square feet of living space, the Carlisle provides room to grow without sacrificing comfort or function.From the welcoming front entry to the spacious open-concept layout,

    Maronda Homes Builder
    161 Williamson Rd Unit 37110558, Winchester, VA 22602
  • /8

    $1,495

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft
    • Townhouse for Rent

    1110 Allen Dr, Winchester, VA 22601

    Lovely 3 Bedroom 1.5 Bath, recently updated with new carpet, vinyl and finished hardwood floors on the upper level. Great commuter location! This one won't last long so get your application in now. Gas heat Washer and dryer hook ups Pet friendly (up to 40lbs) with additional fee of $400 per pet

    1110 Allen Dr, Winchester, VA 22601
  • /37

    $420,000

    Sold Jun 30, 2026

    17 E Leicester St, Winchester, VA 22601

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 1928

    Last Sold Summary

    • $200/SF
    • 196 Days On Market

    Current Estimated Value $411,410

    Last Listing Agent Roger Lamborne MarketPlace REALTY

    17 E Leicester St, Winchester, VA 22601
    • /5

      Est $176,434

      Not Listed For Sale

      197 Dairy Corner Place, Winchester, VA 22602

      • 3 Beds
      • 1.5 Baths
      • 1,508 Sq Ft
      • Built 1931
      197 Dairy Corner Place, Winchester, VA 22602

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Tracy Wenger Samson Properties

Showing Results 121 - 160, Page 4 of 18

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