37,245

Winchester, VA Homes

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  • /15

    $87,500

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

    166 Fiddler Ave Unit 391, Winchester, VA 22603

    Welcome to Regency Lakes an all age active and vibrant community, where you can find yourself in your dream home. We have a 2006 2+bed, 2 bath home for sale featuring 1680.00 sq ft of beautifully designed living space. This stunning home offers the perfect blend of modern amenities and timeless charm. Step inside to find a designer's touch throughout, featuring a beautiful stone fireplace with a

    Kristina Kelly Regency Lakes

    166 Fiddler Ave Unit 391, Winchester, VA 22603
  • /12

    $1,395 Per Month

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

    422 W Clifford St Unit 4, Winchester, VA 22601

    High-end, newly renovated 1-bedroom apartment located in the heart of downtown Winchester, easy walking distance to the walking mall. Apartment features granite countertops, stainless steel appliances (including a dishwasher), hardwood floors throughout, and a stylish marble tile bathroom. Air conditioning and ample storage space. Seeking long-term tenant. Strict no pets and no smoking policy.

    Gillian Greenfield Coldwell Banker Premier

    422 W Clifford St Unit 4, Winchester, VA 22601
  • /42

    $1,550,000

    Sold Jun 01, 2026

    Lot 1 (128.556 Acres Laurel Grove Rd, Winchester, VA 22602

    • Land
    • 128.56 Acres
    • $12,057 per Acre

    Last Sold Summary

    • 168 Days On Market

    Last Listing Agent Nadeem Helfer Samson Properties

    Lot 1 (128.556 Acres Laurel Grove Rd, Winchester, VA 22602
    • /62

      Est $741,321

      Not Listed For Sale

      231 Summerfield Dr, Winchester, VA 22602

      • 5 Beds
      • 3.5 Baths
      • 4,422 Sq Ft
      • Built 2012
      231 Summerfield Dr, Winchester, VA 22602

      Last Sold Summary

      • 4 Days On Market

  • /50

    $549,900

    Open House 6/28
    • 4 Beds
    • 2.5 Baths
    • 3,414 Sq Ft

    3336 Hunting Ridge Rd, Winchester, VA 22603

    Price Improvement . Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level with large pantry and large eat in kitchen with breakfast bar, granite countertops (new in Jan/Feb 2025) Family room formal dining room and living room (currently being used as a dining room) Large flat back

    Leslie Carter Carter Real Estate, Inc.

    3336 Hunting Ridge Rd, Winchester, VA 22603
  • /19

    $1,450 Per Month

    • 2 Beds
    • 1 Bath
    • 1,894 Sq Ft
    • Condo for Rent

    524 N Braddock St, Winchester, VA 22601

    Enjoy the convenience of downtown living in this well maintained 2-bedroom, 1-bath second-floor walk-up located just minutes from the Walking Mall. Freshly painted throughout, this inviting apartment features durable luxury vinyl plank flooring and a thoughtfully designed galley kitchen complete with stainless steel appliances, granite countertops, and a stylish tile backsplash. The cozy living

    James King RE/MAX Roots

    524 N Braddock St, Winchester, VA 22601
  • /22

    $398,990

    Sold Apr 01, 2026

    2420 Swansong Place, Winchester, VA 22603

    • 4 Beds
    • 3.5 Baths
    • 2,094 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $191/SF
    • 23 Days On Market

    Brookfield Residential Snowden Bridge - Townhome Collection

    2420 Swansong Place, Winchester, VA 22603
    • /23

      Not Listed For Sale

      Lot 4 Cattail Rd, Winchester, VA 22603

      Lot 4 Cattail Rd, Winchester, VA 22603

      Last Sold Summary

      • 9 Days On Market

  • /61

    $624,900

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,944 Sq Ft

    926 Meadow Ct, Winchester, VA 22601

    Discover the charm of this stunning Colonial home nestled in the desirable Harvest Ridge community. With 4 spacious bedrooms and 3.5 bathrooms, this residence offers an impressive 3,944 square feet of meticulously maintained living space, perfect for both relaxation and entertaining. Step inside to find a beautifully designed interior that exudes warmth and sophistication. The open floor plan

    Adam Shively Samson Properties

    926 Meadow Ct, Winchester, VA 22601
  • /28

    $1,498 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,142 Sq Ft
    • Townhouse for Rent

    1016 Franklin St Unit 3, Winchester, VA 22601

    Beautiful Renovated 2 level Townhome, 2 master suites, 1& 1/2 bathroom with main level kitchen, dining and living room with large front and backyard with easy from parking, very good Rental price for two level , Completely Renovated, close to beautiful downtown and VRE rail station less than a mile, Winchester, off the I-81,exit 315. close to Blossom mall, City hospital, college, amazon

    Ram Beladia First American Real Estate

    1016 Franklin St Unit 3, Winchester, VA 22601
  • /74

    $460,000

    Sold May 15, 2026

    320 Shawnee Trail, Winchester, VA 22602

    • 3 Beds
    • 3 Baths
    • 2,860 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Above List Price
    • $161/SF
    • 10 Days On Market

    Current Estimated Value $446,066

    Last Listing Agent Stacey Mullins ERA Oakcrest Realty, Inc.

    320 Shawnee Trail, Winchester, VA 22602
    • /26

      Not Listed For Sale

      103 Conrad Ct, Winchester, VA 22603

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 2001
      103 Conrad Ct, Winchester, VA 22603

      Last Sold Summary

      • 10 Days On Market

  • /39

    $425,000

    Coming Soon
    • 5 Beds
    • 2 Baths
    • 1,952 Sq Ft

    206 Dogwood Rd, Winchester, VA 22602

    Welcome to 206 Dogwood Rd. Well maintained 5 Bedroom 2 Bath Cape Cod in a quiet neighborhood conveniently located a short distance from the downtown area. HVAC has just been installed..The house is on your own septic system. Sunroom with a laundry was added in 2007. An additional lot is included with this house.....Lot number #55-B-3-2-63 Lot 63 making the total area 1 acre. The Basement has some

    William Wertz Wildhawks Realty LLC

    206 Dogwood Rd, Winchester, VA 22602
  • /47

    $2,200 Per Month

    • 3 Beds
    • 3 Baths
    • 2,052 Sq Ft
    • Townhouse for Rent

    824 Appleseed Ct, Winchester, VA 22601

    Fully renovated in 2025—this move-in-ready 3-level townhouse checks all the boxes.Step inside to fresh flooring, neutral paint, and a bright, modern feel throughout. The updated kitchen features granite countertops, stylish cabinetry, and newer appliances, opening into a comfortable living space with a cozy wood-burning fireplace. All three bathrooms have been completely redone with clean,

    Marisa Varley ERA Oakcrest Realty, Inc.

    824 Appleseed Ct, Winchester, VA 22601
  • /65

    $800,000

    Sold Mar 31, 2026

    2411 Hunting Ridge Rd, Winchester, VA 22603

    • 4 Beds
    • 3.5 Baths
    • 5,040 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Below List Price
    • $159/SF
    • 151 Days On Market

    Current Estimated Value $792,456

    Last Listing Agent Amanda White Nova Home Hunters Realty

    2411 Hunting Ridge Rd, Winchester, VA 22603
    • /25

      Est $477,260

      Not Listed For Sale

      113 Yurok Ct, Winchester, VA 22602

      • 4 Beds
      • 2.5 Baths
      • 1,953 Sq Ft
      • Built 2024
      113 Yurok Ct, Winchester, VA 22602

      Last Sold Summary

      • 40 Days On Market

  • /31

    $519,990

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,415 Sq Ft

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

    Introducing the Elm, a contemporary 2,415 square feet two-story home, featuring five bedrooms, three bathrooms, a loft, and a two-car garage. As you step into the distinct foyer you will appreciate the open concept floorplan. The spacious kitchen boasts an abundance of cabinetry and counter space, an ample walk-in pantry, a large island with room for seating and stainless-steel appliances. The

    D.R. Horton Builder
    137 Seminole Dr Unit 36203780, Winchester, VA 22602
  • /12

    $1,100 Per Month

    • 2 Beds
    • 1 Bath
    • 6,578 Sq Ft
    • Condo for Rent

    213 E Whitlock Ave Unit B, Winchester, VA 22601

    APP IN DOCS. NO SMOKING Must be able to pass background and credit check Charming newly renovated one bedroom apartment on second story. Located on a quiet city street in the heart of Winchester. Walking distance to downtown, shopping and restaurants. Nice front and rear yard for your outdoor activities.

    Joseph Clotzman Cambridge Premier Realty, LLC.

    213 E Whitlock Ave Unit B, Winchester, VA 22601
  • /25

    $360,000

    Sold Jul 22, 2025

    108 Oakmont Cir, Winchester, VA 22602

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft
    • Built 1986

    Last Sold Summary

    • $268/SF
    • 4 Days On Market

    Current Estimated Value $363,211

    Last Listing Agent Stacey Mullins ERA Oakcrest Realty, Inc.

    108 Oakmont Cir, Winchester, VA 22602
    • /34

      Not Listed For Sale

      115 Manasquan Way, Winchester, VA 22602

      • 5 Beds
      • 3 Baths
      • 3,073 Sq Ft
      • Built 2024
      115 Manasquan Way, Winchester, VA 22602

      Last Sold Summary

      • 31 Days On Market

  • /44

    $388,990

    New Construction Open Sat 2PM - 4PM
    • 4 Beds
    • 3.5 Baths
    • 1,889 Sq Ft

    188 Sioux Loop, Winchester, VA 22602

    Don't miss this fantastic Adams interior unit townhome with included deck, washer and dryer, and blinds! The Adams offers 4 bedrooms, 3.5 baths, and a 1-car garage spread across three levels with a total of 1,889 square feet. The main level features 9-foot ceilings, luxury vinyl plank flooring, white cabinets with granite countertops, and stainless steel appliances by Whirlpool. With all the

    Victoria Clark D R Horton Realty of Virginia LLC

    188 Sioux Loop, Winchester, VA 22602
  • /13

    $1,529 Per Month

    • 2 Beds
    • 1.5 Baths
    • 950 Sq Ft
    • Condo for Rent

    3107 3107 Shawnee Dr Unit 7, Winchester, VA 22601

    Beautifully Renovated Unit Two level townhome with Central A/c and Heat pump*Full size Washer & Dryer*Hardwood like Floors* Huge Brand New Eat-In Kitchen*Granite counters & Stainless Steel Appliances*Spacious bedrooms*Large closets*Individually controlled HVAC and hot water heater*Plenty of parking*1 mile from great shopping on Valley Avenue, 10 minute from downtown Winchester and 9 minute from

    Ashley Crabill Coldwell Banker Premier

    3107 3107 Shawnee Dr Unit 7, Winchester, VA 22601
  • /2

    $585,000

    Sold May 04, 2026

    328 Sheridan Ave, Winchester, VA 22601

    • 4 Beds
    • 2.5 Baths
    • 2,909 Sq Ft
    • Built 1958

    Last Sold Summary

    • $201/SF
    • 3 Days On Market

    Current Estimated Value $578,242

    Last Listing Agent Mary Casselano Dream Real Estate

    328 Sheridan Ave, Winchester, VA 22601
    • /55

      Not Listed For Sale

      903 Rockwood Trail, Winchester, VA 22602

      • 3 Beds
      • 2 Baths
      • 1,474 Sq Ft
      • Built 2024
      903 Rockwood Trail, Winchester, VA 22602

      Last Sold Summary

      • 177 Days On Market

  • /79

    $569,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,949 Sq Ft

    447 Plow Run Ln, Winchester, VA 22602

    Hello there... I’m going to be patiently waiting for the perfect new owners to call me home. Sitting on 2.73 beautiful acres, I’m a lovingly cared-for, like-new rancher with a warm heart, inviting spaces, and plenty of room to make memories for years to come. I’m still young and feel like I was just built yesterday.From the moment you step inside, I think you’ll notice how loved I’ve been. My

    Denise Bishop Long & Foster Real Estate, Inc.

    447 Plow Run Ln, Winchester, VA 22602
  • /17

    $1,950 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,240 Sq Ft
    • Townhouse for Rent

    104 Eastside Ln, Winchester, VA 22602

    Interior unit townhome features 1,240 square feet of living space with 2 master suites, 2.5 bathrooms and an unfinished walkout basement. Conveniently located near commuter roads (right by the intersection of routes 7 and 81), shopping, schools and more. Prospective tenants with stable job, credit score 660+ and good rental history are encouraged to apply. No smoking at the premisses. No pets.

    Elcy Pereira Elcy & Co. Realty, LLC.

    104 Eastside Ln, Winchester, VA 22602
  • /71

    $779,000

    Sold Sep 04, 2025

    251 Heather Hill Ln, Winchester, VA 22603

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 2002

    Last Sold Summary

    • $535/SF
    • 110 Days On Market

    Current Estimated Value $704,187

    Last Listing Agent Amber Jenkins Century 21 Redwood Realty

    251 Heather Hill Ln, Winchester, VA 22603
    • /34

      Not Listed For Sale

      112 Munsee Cir, Winchester, VA 22602

      • 5 Beds
      • 3 Baths
      • 3,073 Sq Ft
      • Built 2024
      112 Munsee Cir, Winchester, VA 22602

      Last Sold Summary

      • 39 Days On Market

  • /22

    $399,999

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    118 Nepal Ct, Winchester, VA 22602

    | Summer 2026 Delivery AvailableSt. Paul TBB | 4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level + Larger Deck Beautiful wooded homesites available!Offering up to 2,000 sq. ft. of modern, open-concept living Home Highlights Open-concept main level – perfect for entertaining Granite countertops Stainless steel appliances Luxury vinyl plank flooring Upper Level Retreat Deluxe Silver

    Jimmy Thomas New Home Star Virginia, LLC

    118 Nepal Ct, Winchester, VA 22602
  • /22

    $1,595 Per Month

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

    205 Little River Dr, Winchester, VA 22602

    Cute 2 Bedroom, 1.5 Bath townhome with fenced backyard. Pets considered on case by case basis with additional pet deposit/addendum. Home requires Window a/c units. Dishwasher does not work, owner will not be replacing or repairing but tenants are welcome to do so at their expense. Washer/dryer are "as is"

    Steve DuBrueler Coldwell Banker Premier

    205 Little River Dr, Winchester, VA 22602
  • /28

    $580,000

    Sold Oct 24, 2025

    230 W Boscawen St, Winchester, VA 22601

    • 7,650 Sq Ft
    • Built 1891

    Last Sold Summary

    • $76/SF
    • 284 Days On Market

    Current Estimated Value $575,791

    Last Listing Agent Gillian Greenfield Coldwell Banker Premier

    230 W Boscawen St, Winchester, VA 22601
    • /4

      Not Listed For Sale

      110 Yurok Ct, Winchester, VA 22602

      • 5 Beds
      • 3 Baths
      • 2,415 Sq Ft
      • Built 2024
      110 Yurok Ct, Winchester, VA 22602

      Last Sold Summary

      • 7 Days On Market

  • /57

    $630,000

    $15K PRICE DROP Under Contract
    • 4 Beds
    • 3.5 Baths
    • 4,188 Sq Ft

    930 Wayne Dr, Winchester, VA 22601

    Beautiful brick-front Colonial in a prime location! Nestled in a quiet neighborhood yet just minutes from I-81 and local amenities, this stunning home offers the perfect blend of convenience and tranquility.Brand new LVP flooring was just installed on both levels. Step into the grand two-story foyer, flanked by a formal living room and dining room accented with elegant columns and a cozy

    Elizabeth Flood Keller Williams Realty

    930 Wayne Dr, Winchester, VA 22601
  • /11

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,971 Sq Ft
    • Townhouse for Rent

    157 Tye Ct, Winchester, VA 22602

    Property Description Available June 15, 2026 | 3 Bed | 2.5 Bath | 1,962 Sq Ft | Fully Finished Basement | New Construction (2023) Welcome to this beautifully upgraded 2023-built townhome offering modern finishes, spacious living areas, and a highly convenient Winchester location. Designed for comfort and functionality, this home provides the perfect blend of style, space, and everyday

    sreerekha challapalli Alluri Realty, Inc.

    157 Tye Ct, Winchester, VA 22602
  • /30

    $325,000

    Sold Oct 20, 2025

    966 Woodstock Ln, Winchester, VA 22601

    • 3 Beds
    • 2 Baths
    • 1,529 Sq Ft
    • Built 1980

    Last Sold Summary

    • $213/SF
    • 31 Days On Market

    Current Estimated Value $331,911

    Last Listing Agent Anselm Tamasang Weichert Realtors - Blue Ribbon

    966 Woodstock Ln, Winchester, VA 22601
    • /55

      Not Listed For Sale

      155 Munsee Cir, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 1,889 Sq Ft
      • Built 2024
      155 Munsee Cir, Winchester, VA 22602

      Last Sold Summary

      • 110 Days On Market

  • /34

    $657,490

    New Construction $4K PRICE INCREASE
    • 4 Beds
    • 3 Baths
    • 2,865 Sq Ft

    234 Hydrangea Way, Winchester, VA 22602

    Experience effortless living in our Willow Run Active Adult community! Our Clifton floorplan is a thoughtfully designed 1,865 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The kitchen opens to a large great room with two windows that let in

    D.R. Horton Builder
    234 Hydrangea Way, Winchester, VA 22602
  • /59

    $3,100 Per Month

    • 5 Beds
    • 3.5 Baths
    • 3,078 Sq Ft
    • House for Rent

    130 Thornton Way, Winchester, VA 22602

    Gorgeous Brick Front Home Built in 2024. Appealing contemporary design, with open floor planconnecting eat-in kitchen with family room featuring a cozy fireplace. Gourmet kitchen features island w/ breakfast bar, granite counters, stainless steel appliances, and a walk-in pantry. The living room off the foyer is ideal for quiet gatherings. The upper level has 4 bedrooms and 2 full bathrooms,

    John Ginty Samson Properties

    130 Thornton Way, Winchester, VA 22602
  • /36

    $635,500

    Sold Nov 19, 2025

    315 W Leicester St, Winchester, VA 22601

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft
    • Built 1923

    Last Sold Summary

    • $205/SF
    • 5 Days On Market

    Current Estimated Value $636,935

    Last Listing Agent Leigh Phillips MarketPlace REALTY

    315 W Leicester St, Winchester, VA 22601
    • /55

      Not Listed For Sale

      157 Munsee Cir, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 1,889 Sq Ft
      • Built 2024
      157 Munsee Cir, Winchester, VA 22602

      Last Sold Summary

      • 101 Days On Market

Showing Results 481 - 520, Page 13 of 18

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