Winchester, VA Homes

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  /59

  $889,000

  • 5 Beds
  • 4.5 Baths
  • 4,957 Sq Ft

  1540 Meadow Branch Ave, Winchester, VA 22601

  An exceptional offering of luxury living in the City of Winchester, this stately brick residence presents 4,958 square feet or refined, custom-designed living space. The home features 5 generously sized bedrooms and 4.5 beautifully appointed bathrooms, thoughtfully crafted for both elegant entertaining and everyday comfort. Rich architectural details and custom finishes are showcased throughout,

  John Schroth Colony Realty

  1540 Meadow Branch Ave, Winchester, VA 22601
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  /23

  $329,900 Sold Jun 27, 2025

  202 Falcon Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1976

  Last Sold Summary

  • $259/SF
  • 23 Days On Market

  Current Estimated Value $325,330

  Last Listing Agent Thomas Luster Epique Realty

  202 Falcon Trail, Winchester, VA 22602
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  /52

  Est $418,218 Not Listed For Sale

  209 W Cedarmeade Ave, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 1,702 Sq Ft
  • Built 1998

  209 W Cedarmeade Ave, Winchester, VA 22601

  Last Sold Summary

  • 12% Above List Price
  • $220/SF
  • 124 Days On Market

  • Last Sold Price $375,000
  • Jan 11, 2024

  Last Listing Agent Gina Chatham Century 21 Redwood Realty
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  /48

  $360,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  135 Meade Dr, Winchester, VA 22602

  Welcome Home to 135 Meade Dr. This Winchester home is a great find, especially if you want to be close to everything. With its convenient location near Route 7 and I-81, this could be a great commuter home, and you are also just minutes from downtown Winchester, Shopping and Jim Barnett Park.This all‐brick ranch has 3 bedrooms and 2.5 bathrooms, with hardwood floors through most of the main

  Jarrett Sowder RE/MAX Roots

  135 Meade Dr, Winchester, VA 22602
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  /38

  $449,990 Sold Sep 18, 2025

  1823 Reese Ct, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $238/SF
  • 6 Days On Market

  D.R. Horton Abrams Crossing at Meadow Branch

  1823 Reese Ct, Winchester, VA 22601
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  /53

  Est $451,460 Not Listed For Sale

  102 Russelcroft Rd, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 3,518 Sq Ft
  • Built 1971

  102 Russelcroft Rd, Winchester, VA 22601

  Last Sold Summary

  • 25% Above List Price
  • $102/SF
  • 7 Days On Market

  • Last Sold Price $360,000
  • Jul 16, 2024

  Last Listing Agent Tanner Pack RE/MAX
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  /2

  $374,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,966 Sq Ft

  105 Bonnings Dr, Winchester, VA 22603

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  Maronda Homes Builder

  105 Bonnings Dr, Winchester, VA 22603
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  /53

  $475,000 Sold Aug 21, 2025

  669 Dicks Hollow Rd, Winchester, VA 22603

  • 4 Beds
  • 2 Baths
  • 2,012 Sq Ft
  • Built 1950

  Last Sold Summary

  • $236/SF
  • 71 Days On Market

  Current Estimated Value $484,862

  Last Listing Agent Barbera Clausen EXP Realty, LLC

  669 Dicks Hollow Rd, Winchester, VA 22603
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  /27

  Est $341,150 Not Listed For Sale

  2939 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1986

  2939 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 10% Above List Price
  • $259/SF
  • 2 Days On Market

  • Last Sold Price $310,000
  • Feb 16, 2024

  Last Listing Agent Anna Fox NextHome Realty Select
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  /7

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  Lot A Cather Ln, Winchester, VA 22602

  Looking for the perfect spot to build your dream home? This 5-acre parcel of pasture land offers stunning views and an unbeatable location just minutes from town. With a 4-bedroom alternative septic certification letter already in place and minimal covenants and restrictions, you’ll have the freedom to create the home and lifestyle you’ve been envisioning. Local builder recommendations available.

  Kaitlyn Behr Samson Properties

  Lot A Cather Ln, Winchester, VA 22602
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  /98

  $400,000 Sold Feb 13, 2026

  1133 Tomahawk Trail, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 2,325 Sq Ft
  • Built 1975

  Last Sold Summary

  • $172/SF
  • 106 Days On Market

  Current Estimated Value $393,715

  Last Listing Agent Sue Goodwin Long & Foster Real Estate, Inc.

  1133 Tomahawk Trail, Winchester, VA 22602
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  /22

  Est $342,846 Not Listed For Sale

  2935 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1986

  2935 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 6% Above List Price
  • $271/SF
  • 66 Days On Market

  • Last Sold Price $324,900
  • Aug 26, 2024

  Last Listing Agent Anna Fox NextHome Realty Select
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  /21

  $379,900

  • 2 Beds
  • 1.5 Baths
  • 1,186 Sq Ft

  711 E Cork St, Winchester, VA 22601

  This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

  Marco Novillo Spring Hill Real Estate, LLC.

  711 E Cork St, Winchester, VA 22601
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  /58

  $305,000 Sold Jun 27, 2025

  501 Tudor Dr, Winchester, VA 22603

  • 2 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1988

  Last Sold Summary

  • $169/SF
  • 3 Days On Market

  Current Estimated Value $299,043

  Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

  501 Tudor Dr, Winchester, VA 22603
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  /19

  Est $340,288 Not Listed For Sale

  2927 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1983

  2927 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 10% Above List Price
  • $258/SF
  • 21 Days On Market

  • Last Sold Price $309,900
  • Jan 29, 2024

  Last Listing Agent Anna Fox NextHome Realty Select
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  /19

  $599,990 New Construction

  • 3 Beds
  • 1 Bath
  • 3,122 Sq Ft

  110 Lawford Way, 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

  110 Lawford Way, Winchester, VA 22603
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  /2

  $463,500 Sold Apr 10, 2026

  108 Webster Ct Unit HOMESITE 1048, Winchester, VA 22603

  • 3 Beds
  • 2.5 Baths
  • 2,263 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $205/SF
  • 16 Days On Market

  Last Listing Agent Shannon L Bray Pearson Smith Realty, LLC

  108 Webster Ct Unit HOMESITE 1048, Winchester, VA 22603
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  /21

  Est $336,015 Not Listed For Sale

  2922 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,060 Sq Ft
  • Built 1986

  2922 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 3% Above List Price
  • $307/SF
  • 12 Days On Market

  • Last Sold Price $325,000
  • Aug 22, 2024

  Last Listing Agent Anna Fox NextHome Realty Select
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  /97

  $1,200,000

  • 6 Beds
  • 5 Baths
  • 6,682 Sq Ft

  217 W Boscawen St, Winchester, VA 22601

  Historic Water Street Inn a magnificent legacy residence, profitable Bed & Breakfast, or sophisticated professional office opportunity! Located in Winchester's Historic District, two blocks from Old Town Walking Mall! Six large bedrooms and five full baths, this historically significant property is one of a kind, offering private garden spaces, romantic terraces, sunlight filled porches, and

  Gillian Greenfield Coldwell Banker Premier

  217 W Boscawen St, Winchester, VA 22601
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  /92

  $1,100,000 Sold Dec 03, 2025

  2321 Cedar Grove Rd, Winchester, VA 22603

  • 4 Beds
  • 3.5 Baths
  • 4,815 Sq Ft
  • Built 2002

  Last Sold Summary

  • $228/SF
  • 57 Days On Market

  Current Estimated Value $1,086,507

  Last Listing Agent Traci Shoberg Samson Properties

  2321 Cedar Grove Rd, Winchester, VA 22603
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  /23

  Est $372,023 Not Listed For Sale

  2919 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • Built 1990

  2919 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 5% Above List Price
  • $256/SF
  • 2 Days On Market

  • Last Sold Price $355,000
  • May 01, 2024

  Last Listing Agent Anna Fox NextHome Realty Select
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  /54

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  413 George St, Winchester, VA 22601

  Beautifully updated 3 bedroom, 2.5 bathroom single family home tucked on a quiet street in Winchester. The main level features updated flooring and a renovated kitchen with granite countertops, stainless steel appliances, shaker cabinetry, and a stylish backsplash. The primary suite offers a beautifully updated en suite featuring ceramic tile flooring, a tiled shower, and a luxury jet shower

  Shannon Jones Pearson Smith Realty, LLC

  413 George St, Winchester, VA 22601
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  /20

  $445,000 Sold Mar 20, 2026

  109 Glen Ridge Rd, Winchester, VA 22602

  • 3 Beds
  • 3 Baths
  • 1,935 Sq Ft
  • Built 2025

  Last Sold Summary

  • $230/SF
  • 59 Days On Market

  Last Listing Agent Pamela Russell CENTURY 21 New Millennium

  109 Glen Ridge Rd, Winchester, VA 22602
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  /19

  Est $341,740 Not Listed For Sale

  2951 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1989

  2951 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 5% Above List Price
  • $272/SF
  • 4 Days On Market

  • Last Sold Price $326,000
  • Jul 25, 2024

  Last Listing Agent Anna Fox NextHome Realty Select
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  /48

  $399,500

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  155 Royal Ave, Winchester, VA 22602

  Super location in Winchester, VA. This property is located just past Costco off of Rte. 522S. Situated on a quiet street this Cape Cod has a wonderful covered front porch with the addition of a rear closed in porch. The main and upstairs have hardwood flooring. The main floor consists of a bedroom, full bath, living room,dining room, and a large kitchen with plenty of room for a breakfast area.

  Jim Stafford ERA Oakcrest Realty, Inc.

  155 Royal Ave, Winchester, VA 22602
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  /22

  $250,000 Sold Aug 14, 2025

  213 Little River Dr, Winchester, VA 22602

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1989

  Last Sold Summary

  • $250/SF
  • 33 Days On Market

  Current Estimated Value $250,050

  Last Listing Agent Meghan Pachas Realty ONE Group Old Towne

  213 Little River Dr, Winchester, VA 22602
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  /19

  Est $341,038 Not Listed For Sale

  2947 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1986

  2947 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 8% Above List Price
  • $263/SF
  • 1 Day On Market

  • Last Sold Price $315,000
  • Mar 15, 2024

  Last Listing Agent Anna Fox NextHome Realty Select
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  /67

  $569,900

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  1930 Harvest Dr, Winchester, VA 22601

  Experience the perfect blend of traditional charm and modern scale in this meticulously maintained residence located in the highly sought-after and established community of Meadow Branch South. The striking exterior, framed by a beautifully manicured lawn and mature landscaping, welcomes you into a soaring two-story foyer anchored by gleaming hardwood floors. The main level is designed for

  Dan Whitacre Colony Realty

  1930 Harvest Dr, Winchester, VA 22601
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  /34

  $265,000 Sold Sep 09, 2025

  2301 Tower Ave, Winchester, VA 22601

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1989

  Last Sold Summary

  • $276/SF
  • 90 Days On Market

  Current Estimated Value $267,289

  Last Listing Agent Clint Pierpoint NextHome Realty Select

  2301 Tower Ave, Winchester, VA 22601
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  /28

  Est $347,564 Not Listed For Sale

  2943 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,479 Sq Ft
  • Built 1962

  2943 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 1% Above List Price
  • $232/SF
  • 14 Days On Market

  • Last Sold Price $342,500
  • Mar 21, 2025

  Last Listing Agent Anna Fox NextHome Realty Select
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  /98

  $669,000 Under Contract

  • 6 Beds
  • 4.5 Baths
  • 4,124 Sq Ft

  461 Skylar Lanes Way, Winchester, VA 22603

  Welcome to 461 Skylar Lanes Way, a stunning home nestled on over 2 acres in the upscale & sought after Walnut Springs Estates community, with just minutes from downtown Winchester! This spacious residence offers 6 bedrooms, 4.5 bathrooms, finished basement and a 3-car side load garage with a circular paved driveway, providing plenty of room for family, guests, and entertaining. Step inside the

  Michele Gibson Samson Properties

  461 Skylar Lanes Way, Winchester, VA 22603
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  /65

  $600,000 Sold Oct 31, 2025

  231 Gun Barrel Ln, Winchester, VA 22603

  • 3 Beds
  • 2.5 Baths
  • 3,283 Sq Ft
  • Built 2004

  Last Sold Summary

  • $183/SF
  • 12 Days On Market

  Current Estimated Value $608,655

  Last Listing Agent Dennis Virts RE/MAX Distinctive Real Estate, Inc.

  231 Gun Barrel Ln, Winchester, VA 22603
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  /13

  Est $375,984 Not Listed For Sale

  2912 Grace St, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1994

  2912 Grace St, Winchester, VA 22601

  Last Sold Summary

  • 11% Above List Price
  • $271/SF
  • 24 Days On Market

  • Last Sold Price $338,000
  • May 15, 2023

  Last Listing Agent Liz Rutherford ERA Oakcrest Realty, Inc.
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  /62

  $324,900

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  105 Buckskin Trail, Winchester, VA 22602

  Nestled in the charming Shawneeland community, you will enjoy the mountain views in this delightful ranch-style home which offers a perfect blend of comfort and modern living. With a major renovation completed in 2026, this residence boasts a fresh and inviting atmosphere, ideal for creating lasting memories. The exterior features low-maintenance vinyl siding, complemented exterior lighting that

  Bruce Elsey Long & Foster Real Estate, Inc.

  105 Buckskin Trail, Winchester, VA 22602
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  /29

  $350,000 Sold Jul 09, 2025

  1109 Opequon Ave, Winchester, VA 22601

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1978

  Last Sold Summary

  • $292/SF
  • 4 Days On Market

  Current Estimated Value $342,468

  Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne

  1109 Opequon Ave, Winchester, VA 22601
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  /25

  Est $342,944 Not Listed For Sale

  2817 Papermill Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1989

  2817 Papermill Rd, Winchester, VA 22601

  Last Sold Summary

  • 22% Above List Price
  • $224/SF
  • 12 Days On Market

  • Last Sold Price $280,000
  • Dec 15, 2023

  Last Listing Agent Anna Fox NextHome Realty Select
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  /58

  $279,000

  • 4 Beds
  • 1.5 Baths
  • 1,449 Sq Ft

  301 Shawnee Ave, Winchester, VA 22601

  Priced well below assessed value and sold strictly AS IS — this is the deal investors and renovation buyers have been searching for. This 4-bedroom, 1.5-bath home sits on a generous corner lot in an established Winchester neighborhood, just minutes from historic Old Town, the walking mall, and Shenandoah University. Original hardwood floors hint at the character waiting to be restored, and a

  Barton Chasler Realty ONE Group Old Towne

  301 Shawnee Ave, Winchester, VA 22601
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  /48

  $574,900 Sold Oct 17, 2025

  1629 Pondview Dr, Winchester, VA 22601

  • 4 Beds
  • 3.5 Baths
  • 2,602 Sq Ft
  • Built 1995

  Last Sold Summary

  • $221/SF
  • 83 Days On Market

  Current Estimated Value $575,993

  Last Listing Agent Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

  1629 Pondview Dr, Winchester, VA 22601
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  /19

  Est $337,718 Not Listed For Sale

  2918 S Pleasant Valley Rd, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1981

  2918 S Pleasant Valley Rd, Winchester, VA 22601

  Last Sold Summary

  • 6% Above List Price
  • $266/SF
  • 67 Days On Market

  • Last Sold Price $319,000
  • Aug 01, 2024

  Last Listing Agent Anna Fox NextHome Realty Select
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  /2

  $59,900

  • Land
  • 8,276 Sq Ft
  • $315,263 per Acre

  Lot 84 Purcell Ln, Winchester, VA 22603

  Build Your Vision Near Winchester City LimitsPrime buildable lot offering the perfect balance of convenience and freedom. Located just minutes from Winchester City but still in county, shopping, the hospital, and Route 37, this property is ready for your project with public water and sewer hookups available. Freedom to Build: No HOA or restrictive covenants—ideal for a custom small home or a

  Jim Thomson Realty ONE Group Old Towne

  Lot 84 Purcell Ln, Winchester, VA 22603

Showing Results 601 - 640, Page 16 of 18