37,092

Winchester, VA Homes

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  • /22

    $949,000

    New Construction Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,546 Sq Ft

    0 Oak Ridge Ln Unit VAFV2039728, Winchester, VA 22602

    TO BE BUILT: Fauver and Browning Homes proudly presents The Tremont House—a masterfully designed modern residence that blurs the line between architecture and nature. Thoughtfully crafted to harmonize with its surroundings, this home offers a calm, refined living experience. Tucked at the end of a private cul-de-sac in desirable Fairway Estates, overlooking Winchester Country Club, the design

    Agent Photo

    Jeanne Mezzatesta

    Colony Realty

    0 Oak Ridge Ln Unit VAFV2039728, Winchester, VA 22602
  • /14

    $1,850 Plus Fees

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

    406 N Loudoun St Unit 1, Winchester, VA 22601

    Property Id: 2365857 Cozy & Charming Downtown Apartment | Walkable | Full Kitchen Welcome to your comfortable fully furnished home base in the heart of town! This bright, charming apartment blends classic architectural details with modern comfort—perfect for couples, solo travelers, or work trips. Step inside to find sun-filled living spaces, original trim and door frames that

    406 N Loudoun St Unit 1, Winchester, VA 22601
  • /36

    $365,000

    Sold Jun 24, 2026

    102 Stribling Way, Winchester, VA 22602

    • 3 Beds
    • 2.5 Baths
    • 1,710 Sq Ft
    • Built 2022

    Last Sold Summary

    • 1% Below List Price
    • $213/SF
    • 68 Days On Market

    Current Estimated Value $360,337

    Last Listing Agent Angela Duncan MarketPlace REALTY

    102 Stribling Way, Winchester, VA 22602
    • /83

      Est $890,443

      Not Listed For Sale

      420 N Hayfield Rd, Winchester, VA 22603

      • 4 Beds
      • 5 Baths
      • 4,632 Sq Ft
      • Built 1985
      420 N Hayfield Rd, Winchester, VA 22603

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Dan Whitacre Colony Realty

  • /58

    $799,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,304 Sq Ft

    115 Stetson St, Winchester, VA 22603

    No HOA and Completely Finished!!! Great opportunity to own this brand-new, move-in ready ranch home situated on 2.82 beautiful acres! Conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia, this home offers the perfect blend of privacy and accessibility.Designed with an open-concept layout and a desirable split-bedroom floor plan, the home

    Agent Photo

    Brett Sowder

    RE/MAX Roots

    115 Stetson St, Winchester, VA 22603
  • /20

    $1,950 Plus Fees

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft
    • Townhouse for Rent

    1976 Cidermill Ln, Winchester, VA 22601

    Property Id: 2779800 Available Oct 1, 2026. Offering a well-maintained townhome in the sought-after Orchard Hill Subdivision. Fabulous paint colors and a lovely flowing floor plan will make you feel right at home. 2.5 bathrooms and three bedrooms, including a large master suite with a private bathroom. The fully-fenced backyard, back deck, and covered front porch are perfect for outdoor

    1976 Cidermill Ln, Winchester, VA 22601
  • /47

    $550,000

    Sold Sep 05, 2025

    167 Morning Glory Dr, Winchester, VA 22602

    • 4 Beds
    • 3 Baths
    • 2,203 Sq Ft
    • Built 2019

    Last Sold Summary

    • $250/SF
    • 81 Days On Market

    Current Estimated Value $571,558

    Last Listing Agent Lisa Behr Hunt Country Sotheby's International Realty

    167 Morning Glory Dr, Winchester, VA 22602
    • /3

      Est $310,333

      Not Listed For Sale

      403 Panther Dr, Winchester, VA 22602

      403 Panther Dr, Winchester, VA 22602

      Last Sold Summary

      • 1,469 Days On Market

      Last Listing Agent David Houghtaling Weichert, REALTORS

  • /43

    $549,990

    New Construction
    • 3 - 4 Beds
    • 2 - 3 Baths
    • 2,418 Sq Ft

    Avalon Plan at Abrams Pointe, Winchester, VA 22602

    The Avalon home design by Maronda Homes blends elegant design with everyday functionality to create a home that's both stylish and smart. With 3 bedrooms, 2 bathrooms, and 2,418 square feet of living space, the Avalon is ideal for those looking for main-level living. As soon as you walk in, you will be greeted by a spacious, open-concept layout. The main level includes the option to convert a

    Maronda Homes Builder
    161 Williamson Rd Unit 38167752, Winchester, VA 22602
  • /12

    $1,700 Plus Fees

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft
    • House for Rent

    204 Potomak Trail, Winchester, VA 22602

    Property Id: 2467780 Step into a lifestyle of ease and relaxation in this stunningly transformed 2-bedroom cottage. Completely remodeled in 2023, this home offers the perfect retreat for those who appreciate modern aesthetics surrounded by the quiet beauty of Virginia's mountain landscape. You'll be just two blocks away from ShawneeLand's private beaches, fishing ponds, and scenic

    204 Potomak Trail, Winchester, VA 22602
  • /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 $312,938

    Last Listing Agent Carolyn Young Samson Properties

    2956 Grace St, Winchester, VA 22601
    • /43

      Est $392,749

      Not Listed For Sale

      230 Chestnut St, Winchester, VA 22601

      • Studio
      • 1,238 Sq Ft
      • Built 1951
      230 Chestnut St, Winchester, VA 22601

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Jeff Boppe Long & Foster Real Estate, Inc.

  • /43

    $455,169

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,181 Sq Ft

    112 Keystone Unit HOMESITE 1095, Winchester, VA 22603

    Discover a brand new END VILLA HOME at Hiatt Pointe (55+) by Van Metre Homes in Winchester, VA with a two-car, front-load finished garage, three bedrooms, two full bathrooms, and one half bathroom. Homesite 1095 (Vera 30-F2 Plan) is MOVE-IN READY. Step into a home with 9’ ceilings and has 2,181 finished square feet across both levels. This home offers a main-level living, an upper-level retreat

    Shannon L Bray Pearson Smith Realty, LLC

    112 Keystone Unit HOMESITE 1095, Winchester, VA 22603
  • /12

    $2,000 Plus Fees

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Townhouse for Rent

    216 Hunter Run Rd, Winchester, VA 22602

    Property Id: 2756822 This property has 2 large bedrooms each with 2 big closets and a shared full bath. The large walkout basement can be used as a 3rd bedroom with its own full bath. Enjoy relaxing on the deck with stairs leading to a fenced in backyard, perfect for man’s best friend. Easy access to Rt 7, I-81, and downtown!

    216 Hunter Run Rd, Winchester, VA 22602
  • /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 $394,574

    Last Listing Agent Rick Cockrill Keller Williams Realty

    117 Tye Ct, Winchester, VA 22602
    • /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

  • /34

    $524,900

    • 3 Beds
    • 3.5 Baths
    • 3,021 Sq Ft

    1352 Ramseur Ln, Winchester, VA 22601

    Welcome to this beautifully maintained townhome in the desirable Meadowbranch Mews community, where comfort, style, and convenience come together. Featuring three bedrooms and three-and-a-half bathrooms, this brick-front home offers timeless curb appeal and thoughtfully designed living spaces throughout. Step inside to a welcoming foyer with tile flooring that leads to an open and inviting main

    Melissa Donnelly Redfin Corporation

    1352 Ramseur Ln, Winchester, VA 22601
  • /20

    $2,312

    Total Monthly Price

    • 4 Beds
    • 3.5 Baths
    • 1,889 Sq Ft
    • Townhouse for Rent

    189 Sioux Lp, Winchester, VA 22602

    This spacious 4-bedroom, 3.5-bathroom townhome offers comfort and modern conveniences, spanning over 1889 sq ft. - Electric range, dishwasher, microwave, garbage disposal, and refrigerator- Stainless steel appliances and stone countertops- Garage attached for easy parking- In-unit laundry for added convenience- Wood plank and carpet flooring throughout- Central cooling

    189 Sioux Lp, Winchester, VA 22602
  • /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
    • /41

      Est $422,342

      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

  • /76

    $599,990

    New Construction $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,200 Sq Ft

    116 Magpie Ln, Winchester, VA 22603

    READY FOR IMMEDIATE DELIVERY! The Sierra 39-F2 at Hiatt Pointe (55+) delivers single-family living at its finest — 3 bedrooms, 3 full baths, 2-car front-load garage, and an open-concept floorplan designed for the way you actually live. Enter through the front porch into a light-filled main level featuring 9' ceilings, oak stairs, and luxury vinyl plank flooring throughout. The chef's kitchen

    Dimitri Sotiropoulos Keller Williams Realty

    116 Magpie Ln, Winchester, VA 22603
  • /6

    $750 Plus Fees

    • 1 Bed
    • 1 Bath
    • House for Rent

    377 National Ave, Winchester, VA 22601

    Property Id: 2313748 Welcome to your cozy room in Winchester! This single-family property offers 1 private bedroom with shared bathroom.A range of amenities including dishwasher, washer/dryer, and security cameras. Enjoy the convenience of utilities included and a fenced yard. Available for rent at $750/month with no pets allowed.walking distance from Downtown Winchester. Walking distance to

    377 National Ave, Winchester, VA 22601
  • /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
    • /75

      Est $696,166

      Not Listed For Sale

      103 Renee Ln, Winchester, VA 22602

      • 5 Beds
      • 3.5 Baths
      • 4,700 Sq Ft
      • Built 2010
      103 Renee Ln, Winchester, VA 22602

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Traci Shoberg Samson Properties

  • /41

    $622,490

    New Construction
    • 3 Beds
    • 3 Baths
    • 3,203 Sq Ft

    134 Wagtail Ln Unit HOMESITE 1014, Winchester, VA 22603

    MOVE-IN READY and designed for Active Adult (55+) living, this never lived-in before SINGLE FAMILY HOME offers main-level living and low-maintenance design at Hiatt Pointe, a gated community in Winchester, VA. Experience a true RESORT-STYLE lifestyle with exceptional onsite community amenities including a clubhouse, fitness center, pickleball and bocce courts, pool and hot tub, yoga studio,

    Shannon L Bray Pearson Smith Realty, LLC

    134 Wagtail Ln Unit HOMESITE 1014, Winchester, VA 22603
  • /53

    $1,800

    Total Monthly Price

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

    21 N Braddock St, 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, 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 $892,458

    Last Listing Agent Daniel Boris Pearson Smith Realty, LLC

    206 Covey Ln, Winchester, VA 22602
    • /2

      Est $273,448

      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

  • /33

    $595,990

    New Construction
    • 4 Beds
    • 2.5 - 3.5 Baths
    • 3,383 Sq Ft

    Birmingham Plan at Abrams Pointe, Winchester, VA 22602

    The Birmingham home design offers a harmonious blend of space, comfort, and elegance, perfect for families who value both form and function. With 4 bedrooms, 2.5 to 3.5 bathrooms, and 3,383 square feet of thoughtfully designed living space, the Birmingham is a home that adapts to your lifestyle.Step through the welcoming foyer into a bright, open-concept layout that includes a flex space for a

    Maronda Homes Builder
    161 Williamson Rd Unit 37110033, Winchester, VA 22602
  • /77

    $1,725

    Total Monthly Price

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

    342 Fairmont Ave Unit 5 FULLY FURNISHED RENTAL Retro Loves Company, Winchester, VA 22601

    COMPLETELY FURNISHED RENTALPerfect for traveling professionals or students.Furnished one bedroom located behind the beautiful Handley library. This quaint one bedroom apartment is on the 3rd floor of a historic home facing Fairmont Ave. It has terrific views and a spectacular view of fireworks on Apple Blossom, July 4th and New Years Eve. Beautiful details and wainscotting, built in

    342 Fairmont Ave Unit 5 FULLY FURNISHED RENTAL Retro Loves Company, 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
    • /72

      Est $1,033,470

      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

  • /20

    $449,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,657+ Sq Ft

    CABRAL Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

    The Cabral, a 1,657 square foot two-story home, offers an open-concept design perfect for modern living. Featuring three bedrooms, two and a half bathrooms, a versatile loft, and a two-car garage, this home is ideal for families seeking both space and functionality. Upon entering through the front porch, you'll find a convenient first-floor powder room and coat closet in the foyer. The spacious

    D.R. Horton Builder
    137 Seminole Dr Unit 36203778, Winchester, VA 22602
  • /31

    $1,450

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 875 Sq Ft
    • Condo for Rent

    13 E North Ave Unit 1, Winchester, VA 22601

    This property is newly painted and in a great location-4 blocks from the downtown walking mall!

    13 E North Ave Unit 1, 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 $364,189

    Last Listing Agent Tien Dao Redfin Corporation

    1033 Sunnyside Dr, Winchester, VA 22603
    • /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

  • /46

    $435,000

    Open House 8/16
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    338 Lanny Dr, Winchester, VA 22601

    Come home to Whittier Acres and this well maintained Rancher with 1-car garage just minutes from Winchester Medical Center. You'll love the cozy living room with wood burning fireplace, crown molding & built in bookshelves. Gleaming hardwood floors grace the main level (just refinished). The kitchen has a French door refrigerator, electric range, built-in microwave, dishwasher, a built-in spice

    Gina Chatham Century 21 Redwood Realty

    338 Lanny Dr, Winchester, VA 22601
  • /9

    $1,500

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Townhouse for Rent

    178 Broad Ave, Winchester, VA 22602

    Cozy 2-Bedroom, 1.5-Bath Townhouse/Duplex for Rent in Frederick County (Winchester, VA area)This comfortable 2-bedroom, 1.5-bath home is perfect for a small family, couple, or person looking for a low-maintenance place with a bit of outdoor space.Key Features:• Two decent-sized bedrooms and 1.5 bathrooms (full bath upstairs + half bath downstairs)• Nice open living area and

    178 Broad Ave, Winchester, VA 22602
  • /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 $319,824

    Last Listing Agent Del Grimes Samson Properties

    542 Cardinal Dr, Winchester, VA 22602
    • /19

      Est $375,564

      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

Showing Results 121 - 160, Page 4 of 18

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