Winchester, VA Homes

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  /70

  $649,900

  • 4 Beds
  • 3.5 Baths
  • 3,204 Sq Ft

  173 Ashland Dr, Winchester, VA 22603

  Discover the ultimate escape at 173 Ashland Drive, an elegant and expansive residence perfectly situated on over 3 stunning acres. This home offers a true sense of seclusion, set far back from the road to ensure maximum privacy and tranquility, all while being in a superb Winchester location. Step inside the striking two-story foyer, immediately setting a tone of spaciousness and sophistication.

  Dan Whitacre Colony Realty

  173 Ashland Dr, Winchester, VA 22603
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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 $300,987

  Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

  501 Tudor Dr, Winchester, VA 22603
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  /67

  Est $670,992 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,887 Sq Ft

  937 Kennedy Dr, Winchester, VA 22601

  937 Kennedy Dr, Winchester, VA 22601
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  /16

  $340,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  718 Panther Dr, Winchester, VA 22602

  Brand-new construction in the Wilde Acres community of Frederick County! This newly completed 3-bedroom, 2.5-bath Colonial-style home offers approximately 1,512 finished square feet across three levels and sits on a spacious 0.25-acre lot. Designed for modern living, the main level features an open-concept layout with luxury vinyl plank flooring, a bright kitchen with pantry and upgraded

  Abby Walters Preslee Real Estate

  718 Panther Dr, Winchester, VA 22602
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  /3

  $324,000 Sold Feb 14, 2025

  102 Eastside Ln, Winchester, VA 22602

  • 3 Beds
  • 3.5 Baths
  • 1,800 Sq Ft
  • Built 2006

  Last Sold Summary

  • $180/SF
  • 24 Days On Market

  Current Estimated Value $328,797

  Last Listing Agent Kelly Bauer Coldwell Banker Premier

  102 Eastside Ln, Winchester, VA 22602
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  /69

  Est $681,722 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,677 Sq Ft

  920 Kennedy Dr, Winchester, VA 22601

  920 Kennedy Dr, Winchester, VA 22601
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  /32

  $414,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  113 Glen Ridge Rd, Winchester, VA 22602

  Welcome to this stunning new construction ranch style home offering the perfect blend of comfort and style. Featuring 3 spacious bedrooms and 2 full baths, this home showcases an inviting brick front with a full front porch which is perfect for relaxing evenings or morning coffee. Step inside to find hardwood flooring throughout and an open floor plan that flows effortlessly from the living area

  Pamela Russell CENTURY 21 New Millennium

  113 Glen Ridge Rd, Winchester, VA 22602
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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

  Last Listing Agent Traci Shoberg RE/MAX Roots

  2321 Cedar Grove Rd, Winchester, VA 22603
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  /24

  Est $466,202 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,312 Sq Ft

  609 Quartzite Cir, Winchester, VA 22601

  609 Quartzite Cir, Winchester, VA 22601
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  /13

  $349,999

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

  505 Green St, Winchester, VA 22601

  BACK ON THE MARKET DUE TO BUYER FINANCING AND NON PERFORMANCE. 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

  Julissa Rodriguez Vaze Realty

  505 Green St, Winchester, VA 22601
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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 $250,589

  Last Listing Agent Meghan Pachas Realty ONE Group Old Towne

  213 Little River Dr, Winchester, VA 22602
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  /55

  Est $504,314 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,068 Sq Ft

  2713 Middle Rd, Winchester, VA 22601

  2713 Middle Rd, Winchester, VA 22601
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  /6

  $7,900 Under Contract

  • Land
  • 0.23 Acre
  • $34,348 per Acre

  Lot 8 Crow Dr, Winchester, VA 22602

  Talk about Location! Situated in Mountain Falls(Wild Acres) It's beautiful & peaceful. Scenic mountain views coming and going. Enjoy the amenities of the community, Recreational Park, Pond, Picnic Pavilion Playground & more, .26 acres potential building for a full or part-time home. Short Distance to Schools, Rt 50, Shopping, Hospital, Downtown Winchester. Short distance to Stephens City, Rt55,

  Gina Griffith MarketPlace REALTY

  Lot 8 Crow Dr, Winchester, VA 22602
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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 $269,459

  Last Listing Agent Clint Pierpoint NextHome Realty Select

  2301 Tower Ave, Winchester, VA 22601
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  /52

  Est $504,753 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,243 Sq Ft

  904 W View Ln, Winchester, VA 22601

  904 W View Ln, Winchester, VA 22601
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  /143

  $899,000

  • 5 Beds
  • 4.5 Baths
  • 4,438 Sq Ft

  769 Seldon Dr, Winchester, VA 22601

  Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along

  Amanda Slate Keller Williams Realty

  769 Seldon Dr, Winchester, VA 22601
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  /34

  $433,000 Sold Feb 28, 2025

  105 Christopher Dr, Winchester, VA 22601

  • 5 Beds
  • 3 Baths
  • 2,680 Sq Ft
  • Built 1966

  Last Sold Summary

  • $162/SF
  • 53 Days On Market

  Current Estimated Value $442,016

  Last Listing Agent Carolina Mosquera Weichert, REALTORS

  105 Christopher Dr, Winchester, VA 22601
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  /3

  Est $496,510 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,547 Sq Ft

  2635 Middle Rd, Winchester, VA 22601

  2635 Middle Rd, Winchester, VA 22601
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  /22

  $550,000 Under Contract

  • Land
  • 3.69 Acres
  • $149,051 per Acre

  353 Greenwood Rd, Winchester, VA 22602

  Raw land totaling 3.69 acres zoned R-P in a great location right off Route 7 at the intersection of Greenwood Road and Valley Mill. Great opportunity with the possibility to build a home or even multiple townhouses!Survey attached to the listing.

  Amanda Magana RE/MAX Roots

  353 Greenwood Rd, Winchester, VA 22602
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  /36

  $310,000 Sold Mar 04, 2025

  426 Grouse Dr, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,207 Sq Ft
  • Built 2022

  Last Sold Summary

  • $257/SF
  • 3 Days On Market

  Current Estimated Value $320,777

  Last Listing Agent Sheila Pack RE/MAX Roots

  426 Grouse Dr, Winchester, VA 22602
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  /40

  Est $394,196 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  2717 Blue Ridge Terrace, Winchester, VA 22601

  2717 Blue Ridge Terrace, Winchester, VA 22601
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  /22

  $549,990 Open Sun 12PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,476 Sq Ft

  25 Williamson Rd, Winchester, VA 22602

  The Avalon is a stunning 3‐bedroom, 2‐bath home offering up to 2,538 square feet of thoughtfully designed living space. This single‐family layout emphasizes main‐level living with an open floor plan that brings together a spacious great room, a bright, airy kitchen, and a welcoming breakfast area. The main level includes three bedrooms and two full baths, with the option to transform a guest room

  Holly Horne Poole New Home Star Virginia, LLC

  25 Williamson Rd, Winchester, VA 22602
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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

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

  231 Gun Barrel Ln, Winchester, VA 22603
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  /26

  Est $243,953 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  22 Jigsaw Place, Winchester, VA 22601

  22 Jigsaw Place, Winchester, VA 22601
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  /7

  $499,000

  • Land
  • 17.98 Acres
  • $27,753 per Acre

  Lot 13 Tavistock Dr, Winchester, VA 22602

  Beautiful 17.98 acre Lot, approved for 3 bedroom perk, Tavistock Estates, one of the last lots remaining! A gorgeous 7 minute drive from town through farmland and full of mountain views. Excellent neighborhood, road access is great, level lot among 'horse country' estates! Build your dream mini equestrian farm or just enjoy peace, quiet, and serenity with the genius of a quick commute into town!

  Gillian Greenfield Coldwell Banker Premier

  Lot 13 Tavistock Dr, 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 $354,015

  Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne

  1109 Opequon Ave, Winchester, VA 22601
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  /21

  Est $266,291 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  18 Jigsaw Place, Winchester, VA 22601

  18 Jigsaw Place, Winchester, VA 22601
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  /2

  $2,250,000

  • Land
  • 9 Acres
  • $250,000 per Acre

  280 Costello, Winchester, VA 22601

  Nine acres of B2 land near Costco, Army Corp of Engineers, Frederick Country Public Safety Building, and the new One Logistics Park commercial center. Perfect for a large-scale commercial development.

  Jason Aikens RE/MAX Roots

  280 Costello, Winchester, VA 22601
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  /31

  $529,990 Sold Sep 25, 2025

  214 Munsee Cir, Winchester, VA 22602

  • 5 Beds
  • 3 Baths
  • 2,415 Sq Ft
  • Built 2025

  Last Sold Summary

  • $219/SF
  • 10 Days On Market

  Last Listing Agent Brooks Sears D R Horton Realty of Virginia LLC

  214 Munsee Cir, Winchester, VA 22602
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  /29

  Est $263,435 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  31 Jigsaw Place, Winchester, VA 22601

  31 Jigsaw Place, Winchester, VA 22601
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  /47

  $467,000

  • 4 Beds
  • 3 Baths
  • 2,654 Sq Ft

  219 Milam Dr, Winchester, VA 22602

  Welcome to 219 Milam Drive, a spacious and updated all-brick rancher tucked in a quiet neighborhood just minutes from downtown Winchester, Route 7, and I-81. This four-bedroom, three-bath home offers over 2,700 square feet of finished living space, including a partially finished basement and additional storage or hobby rooms to suit your needs. Inside, you’ll find warm hardwood flooring, modern

  Kira Grubb Realty ONE Group Old Towne

  219 Milam Dr, Winchester, VA 22602
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  /38

  $499,000 Sold Jun 27, 2025

  305 W Whitlock Ave, Winchester, VA 22601

  • 4 Beds
  • 2.5 Baths
  • 2,926 Sq Ft
  • Built 1964

  Last Sold Summary

  • $171/SF
  • 3 Days On Market

  Current Estimated Value $505,129

  Last Listing Agent Gillian Greenfield Coldwell Banker Premier

  305 W Whitlock Ave, Winchester, VA 22601
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  /42

  Est $334,700 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft

  2513 Hillside Terrace, Winchester, VA 22601

  2513 Hillside Terrace, Winchester, VA 22601
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  /12

  $17,000

  • Land
  • 0.38 Acre
  • $44,737 per Acre

  Lot 231 Timber Ridge, Winchester, VA 22602

  This lot is located in the Shawneeland community of northwestern Frederick County, Virginia on the western-facing slope of Great North Mountain. Level and partially treed, it's a spectacular place to build your weekend getaway cabin or year-round home. Swim in Shawneeland's spring-fed lake, fish, hike, and picnic, or simply enjoy the quiet beauty of nature. Located just 12 miles from

  Rebecca McTavish Long & Foster Real Estate, Inc.

  Lot 231 Timber Ridge, Winchester, VA 22602
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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

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

  1629 Pondview Dr, Winchester, VA 22601
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  /53

  Est $292,032 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,741 Sq Ft

  2436 Massanutten Terrace, Winchester, VA 22601

  2436 Massanutten Terrace, Winchester, VA 22601
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  /37

  $325,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,450 Sq Ft

  3221 Laurel Grove Rd, Winchester, VA 22602

  This beautifully updated all-brick ranch in Winchester offers true main-level living and a peaceful country setting with incredible mountain views. A long circular driveway welcomes you to this turnkey home featuring a brand-new HVAC system, architectural roof, and modern finishes throughout. Inside, enjoy a renovated kitchen with stainless steel appliances, new cabinetry, and gorgeous

  Andrew Hopley Keller Williams Realty Centre

  3221 Laurel Grove Rd, Winchester, VA 22602
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  /51

  $430,000 Sold Apr 23, 2025

  319 Ridge Rd, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft
  • Built 1984

  Last Sold Summary

  • $197/SF
  • 2 Days On Market

  Current Estimated Value $429,888

  Last Listing Agent Laura White ERA Oakcrest Realty, Inc.

  319 Ridge Rd, Winchester, VA 22602
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  /42

  Est $334,408 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,676 Sq Ft

  2428 Massanutten Terrace, Winchester, VA 22601

  2428 Massanutten Terrace, Winchester, VA 22601
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  /32

  $379,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,590 Sq Ft

  203 Crestwood Ln, Winchester, VA 22602

  Welcome home to this well-maintained property located in an established Winchester neighborhood. The property features a functional main-level layout with a bright living area and a sunroom that adds additional usable space. Recent updates include a roof installed around 5 years ago, new kitchen appliances, a new hot water heater, and new wood flooring. The kitchen offers ample cabinet and

  Jen Richards MarketPlace REALTY

  203 Crestwood Ln, Winchester, VA 22602

Showing Results 641 - 680, Page 17 of 18